Structure

Physi-Chem Properties

Molecular Weight:  136.05
Volume:  145.402
LogP:  1.623
LogD:  1.372
LogS:  -2.0
# Rotatable Bonds:  2
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.576
Synthetic Accessibility Score:  1.489
Fsp3:  0.125
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.387
MDCK Permeability:  1.4768043911317363e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.098

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.988
Plasma Protein Binding (PPB):  79.60778045654297%
Volume Distribution (VD):  1.034
Pgp-substrate:  13.71165943145752%

ADMET: Metabolism

CYP1A2-inhibitor:  0.955
CYP1A2-substrate:  0.789
CYP2C19-inhibitor:  0.472
CYP2C19-substrate:  0.612
CYP2C9-inhibitor:  0.055
CYP2C9-substrate:  0.851
CYP2D6-inhibitor:  0.031
CYP2D6-substrate:  0.842
CYP3A4-inhibitor:  0.04
CYP3A4-substrate:  0.341

ADMET: Excretion

Clearance (CL):  7.639
Half-life (T1/2):  0.67

ADMET: Toxicity

hERG Blockers:  0.119
Human Hepatotoxicity (H-HT):  0.026
Drug-inuced Liver Injury (DILI):  0.061
AMES Toxicity:  0.075
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.031
Skin Sensitization:  0.513
Carcinogencity:  0.544
Eye Corrosion:  0.971
Eye Irritation:  0.995
Respiratory Toxicity:  0.937

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC57879

Natural Product ID:  NPC57879
Common Name*:   Anisaldehyde
IUPAC Name:   4-methoxybenzaldehyde
Synonyms:   4-Methoxy-Benzaldehyde; 4-Methoxybenzaldehyde; Anisaldehyde
Standard InCHIKey:  ZRSNZINYAWTAHE-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3
SMILES:  COc1ccc(cc1)C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL161598
PubChem CID:   31244
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000321] Benzoyl derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. rhizome n.a. DOI[10.1021/np100392m]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39730000707]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[10869194]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[11473412]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11908994]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[12350140]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[12762796]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. bark n.a. PMID[15283458]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[15387657]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. stem n.a. PMID[15577257]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[15730255]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. root n.a. PMID[15730255]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota Fruits n.a. n.a. PMID[16309325]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. Seoul, Korea 2000-Jun PMID[16643034]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. PMID[16724861]
NPO26211 Knightia excelsa Species Proteaceae Eukaryota n.a. n.a. n.a. PMID[17315967]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. bark n.a. PMID[17950604]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[17950604]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. root n.a. PMID[1823989]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18491868]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[18505286]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota leaves n.a. n.a. PMID[18588343]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[19331340]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. root n.a. PMID[1955882]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[19650637]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. Brazilian n.a. PMID[19674905]
NPO26507 Galenia africana Species Aizoaceae Eukaryota leaf n.a. n.a. PMID[20035557]
NPO26654 Penicillium citreonigrum Species Aspergillaceae Eukaryota n.a. atlantic-forest-soil n.a. PMID[20450206]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[20879743]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. aerial part n.a. PMID[21070010]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[21070010]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. PMID[21302965]
NPO997 Peltodon longipes Species Lamiaceae Eukaryota roots Santa Maria, South Brazil 2007-Dec PMID[21775156]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[21807513]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruits n.a. n.a. PMID[23305920]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. seed n.a. PMID[23507295]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. root n.a. PMID[23738470]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[23738470]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[23755850]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[25275213]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26566007]
NPO26451 Ophiocoma scolopendrina Species Ophiocomidae Eukaryota n.a. n.a. n.a. PMID[27684202]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[27700077]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[28225280]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31747281]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[31789520]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[31804070]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[32044231]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[32141747]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7288445]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruits n.a. n.a. PMID[8021657]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[8594148]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO2853 Eschweilera coriacea Species Lecythidaceae Eukaryota bark Suriname rainforest n.a. PMID[9677272]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9868158]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. Database[FooDB]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota Fruits n.a. Database[FooDB]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31077 Cassia sp Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31578 Vanilla sp Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3392 Agastache rugosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31087 Pinus sp Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10970.1 Osmorhiza aristata var. laxa Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15294 Magnolia salicifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. pericarp n.a. PMID[p25172756]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26699 Leonurus glaucescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13223 Vanilla sp. Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2069 Cassia sp. Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12624 Pinus sp. Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3392 Agastache rugosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3809 Eucalyptus cladocalyx Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10970.1 Osmorhiza aristata var. laxa Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26349 Frullania tamarisci Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15294 Magnolia salicifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15294 Magnolia salicifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10970.2 Osmorhiza aristata (thunb.) mak. et yabe var. laxa (royle) constance e Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25972 Eupolyphaga sinensis Species Corydiidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15294 Magnolia salicifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16137 Mappia foetida Species Icacinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26584 Gnidia lamprantha Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25739 Erysimum odoratum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2898 Quercus sessiliflora Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7027 Metapenaeus macleayi Species Penaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25923 Vismia jefensis Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12083 Hydnellum zonatum Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26023 Angelica tarokoensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1920 Podocarpus elongata Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15294 Magnolia salicifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3751 Orthantha lutea n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28510 Aspergillus pseudodeflectus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26950 Maba buxifolia Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13970 Caryopteris mongholica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26211 Knightia excelsa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4626 Pimpinella anisum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6519 Calocera viscosa Species Dacrymycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26319 Solanum acaule Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26607 Colobocentrotus atratus Species Echinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16626 Leucetta microrhaphis Species Leucettidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25896 Bragantia wallichii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO26287 Spodoptera eridania Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10773 Dalbergia rubiginosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25972 Eupolyphaga sinensis Species Corydiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28392 Macrosiphum liriodendri Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26161 Globba malaccensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5531 Protoceratium reticulatum Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26699 Leonurus glaucescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25949 Streptomyces griseovariabilis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO3809 Eucalyptus cladocalyx Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28218 Asplenium adiantum-nigrum Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26561 Micromeria pineolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13368 Monomorium delagoense Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2853 Eschweilera coriacea Species Lecythidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10079 Chloropyron maritimum Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26349 Frullania tamarisci Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18379 Satureja atropatana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26806 Nidula candida Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26374 Alangium premnifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10551 Acanthopanax ricinifolius n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25792 Delphinium andersoni Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26900 Vallota purpurea n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO997 Peltodon longipes Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7447 Nemalion vermiculare Species Liagoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25995 Laurencia distichophylla Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26451 Ophiocoma scolopendrina Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23741 Aspergillus violaceus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26406 Saussurea carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14465 Ramalina terebrata Species Ramalinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26654 Penicillium citreonigrum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12940 Briareum stechei Species Briareidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26624 Ilex amara Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26184 Diphasia angolensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26052 Swertia delavayi Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26507 Galenia africana Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6621 Salvadora persica Species Salvadoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference
NPO13274 NPC57879 Other Fruit 52 19 85 mg/100g Database [DUKE]
NPO14621 NPC57879 Other Seed 83.7 83.7 83.7 mg/100g Database [DUKE]
NPO42013 NPC57879 Other (raw) Seed 54.05 0.1 108 mg/100g Database [DUKE]
NPO42013 NPC57879 Other n.a. 0.528571439 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO42013 NPC57879 n.a. n.a. 0.525 n.a. n.a. mg/100mL Database [Phenol-Explorer]

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT208 Individual Protein Cytochrome P450 1A2 Homo sapiens IC50 = 270000.0 nM PMID[453578]
NPT240 Individual Protein Cytochrome P450 2A6 Homo sapiens IC50 = 5150.0 nM PMID[453579]
NPT1420 Individual Protein Cytochrome P450 2A5 Mus musculus IC50 = 5230.0 nM PMID[453579]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 89125.1 nM PMID[453584]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 17782.8 nM PMID[453583]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 56234.1 nM PMID[453583]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Activity = 48.59 % PMID[453585]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Activity = 74.21 % PMID[453585]
NPT535 Individual Protein Parathyroid hormone receptor Homo sapiens Potency n.a. 1122.0 nM PMID[453584]
NPT169 Cell Line B16-F10 Mus musculus IC50 = 70740.0 nM PMID[453595]
NPT741 Individual Protein Tyrosinase Homo sapiens IC50 = 320000.0 nM PMID[453577]
NPT675 Individual Protein Succinate semialdehyde dehydrogenase Homo sapiens IC50 > 1000000.0 nM PMID[453580]
NPT674 Individual Protein Gamma-amino-N-butyrate transaminase Homo sapiens IC50 > 1000000.0 nM PMID[453580]
NPT2 Others Unspecified IC50 = 1900000.0 nM PMID[453581]
NPT2 Others Unspecified IC50 = 524807460249.77 nM PMID[453581]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 7943.3 nM PMID[453583]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens Potency n.a. 50118.7 nM PMID[453583]
NPT352 Organism Frankliniella occidentalis Frankliniella occidentalis Activity = 52.0 % PMID[453586]
NPT1280 Organism Thrips tabaci Thrips tabaci Ratio = 4.0 n.a. PMID[453587]
NPT1281 Organism Thrips obscuratus Thrips obscuratus Ratio = 22.6 n.a. PMID[453587]
NPT1281 Organism Thrips obscuratus Thrips obscuratus Ratio = 26.2 n.a. PMID[453587]
NPT2557 Organism Dermatophagoides pteronyssinus Dermatophagoides pteronyssinus Ratio = 6.7 n.a. PMID[453588]
NPT2525 Organism Dermatophagoides farinae Dermatophagoides farinae Ratio = 7.9 n.a. PMID[453588]
NPT2557 Organism Dermatophagoides pteronyssinus Dermatophagoides pteronyssinus LD50 = 10.1 mg/m2 PMID[453588]
NPT2525 Organism Dermatophagoides farinae Dermatophagoides farinae LD50 = 11.3 mg/m2 PMID[453588]
NPT19 Organism Escherichia coli Escherichia coli MIC = 14690000.0 nM PMID[453589]
NPT20 Organism Candida albicans Candida albicans MIC = 3670000.0 nM PMID[453589]
NPT187 Organism Issatchenkia orientalis Pichia kudriavzevii MIC = 3670000.0 nM PMID[453589]
NPT21 Organism Aspergillus niger Aspergillus niger MIC = 7340000.0 nM PMID[453589]
NPT1262 Organism Aspergillus parasiticus Aspergillus parasiticus MIC = 1830000.0 nM PMID[453589]
NPT1263 Organism Aspergillus sydowii Aspergillus sydowii MIC = 1830000.0 nM PMID[453589]
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 920000.0 nM PMID[453589]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 1830000.0 nM PMID[453589]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 14690000.0 nM PMID[453589]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC = 14690000.0 nM PMID[453589]
NPT1264 Organism Burkholderia cepacia Burkholderia cepacia MIC = 14690000.0 nM PMID[453589]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC = 14690000.0 nM PMID[453589]
NPT2 Others Unspecified MHC = 15.0 ug PMID[453590]
NPT2 Others Unspecified FC = 3.0 n.a. PMID[453590]
NPT35 Others n.a. LogP = 1.19 n.a. PMID[453590]
NPT2 Others Unspecified MHC = 5.0 ug PMID[453590]
NPT2 Others Unspecified FC = 1.0 n.a. PMID[453590]
NPT813 Individual Protein GABA transporter 1 Mus musculus Activity = 65.0 % PMID[453592]
NPT813 Individual Protein GABA transporter 1 Mus musculus Activity = 98.0 % PMID[453593]
NPT813 Individual Protein GABA transporter 1 Mus musculus Activity = 89.0 % PMID[453594]
NPT2 Others Unspecified Potency n.a. 4364.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 67683.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 60823.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24336.5 nM PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC57879 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9717 High Similarity NPC252004
0.9524 High Similarity NPC183648
0.9434 High Similarity NPC23332
0.9252 High Similarity NPC54626
0.9115 High Similarity NPC295317
0.9091 High Similarity NPC220540
0.9083 High Similarity NPC53953
0.9029 High Similarity NPC13755
0.8929 High Similarity NPC469954
0.8839 High Similarity NPC470860
0.8803 High Similarity NPC255073
0.8774 High Similarity NPC38209
0.8772 High Similarity NPC61779
0.8729 High Similarity NPC473626
0.8679 High Similarity NPC298224
0.8673 High Similarity NPC316062
0.8654 High Similarity NPC175298
0.8632 High Similarity NPC69403
0.8632 High Similarity NPC291189
0.8621 High Similarity NPC225245
0.8611 High Similarity NPC1065
0.8585 High Similarity NPC84325
0.8583 High Similarity NPC203719
0.8583 High Similarity NPC117237
0.8559 High Similarity NPC11799
0.8559 High Similarity NPC141252
0.8519 High Similarity NPC219913
0.8505 High Similarity NPC179686
0.8487 Intermediate Similarity NPC221798
0.8443 Intermediate Similarity NPC78662
0.8443 Intermediate Similarity NPC8005
0.8435 Intermediate Similarity NPC45104
0.8435 Intermediate Similarity NPC217423
0.8421 Intermediate Similarity NPC188907
0.8417 Intermediate Similarity NPC470858
0.8417 Intermediate Similarity NPC120066
0.8407 Intermediate Similarity NPC279916
0.8403 Intermediate Similarity NPC474691
0.8378 Intermediate Similarity NPC234639
0.8374 Intermediate Similarity NPC298268
0.8374 Intermediate Similarity NPC245395
0.8362 Intermediate Similarity NPC94298
0.8362 Intermediate Similarity NPC27633
0.8361 Intermediate Similarity NPC304747
0.8349 Intermediate Similarity NPC128730
0.8348 Intermediate Similarity NPC131192
0.8347 Intermediate Similarity NPC475236
0.8304 Intermediate Similarity NPC179309
0.8276 Intermediate Similarity NPC240664
0.8273 Intermediate Similarity NPC326447
0.8273 Intermediate Similarity NPC176971
0.8273 Intermediate Similarity NPC6984
0.8264 Intermediate Similarity NPC65041
0.8264 Intermediate Similarity NPC165556
0.8257 Intermediate Similarity NPC2518
0.8246 Intermediate Similarity NPC11824
0.8211 Intermediate Similarity NPC2596
0.8211 Intermediate Similarity NPC50583
0.8205 Intermediate Similarity NPC206007
0.8205 Intermediate Similarity NPC171023
0.8205 Intermediate Similarity NPC293424
0.8198 Intermediate Similarity NPC157473
0.8198 Intermediate Similarity NPC151530
0.8198 Intermediate Similarity NPC226699
0.8197 Intermediate Similarity NPC154275
0.8197 Intermediate Similarity NPC177925
0.819 Intermediate Similarity NPC19290
0.8182 Intermediate Similarity NPC4012
0.8182 Intermediate Similarity NPC30216
0.8155 Intermediate Similarity NPC99886
0.8155 Intermediate Similarity NPC177844
0.8155 Intermediate Similarity NPC8002
0.8155 Intermediate Similarity NPC259134
0.8145 Intermediate Similarity NPC939
0.8145 Intermediate Similarity NPC170546
0.8145 Intermediate Similarity NPC66246
0.8136 Intermediate Similarity NPC201284
0.8136 Intermediate Similarity NPC137710
0.813 Intermediate Similarity NPC286683
0.813 Intermediate Similarity NPC16651
0.813 Intermediate Similarity NPC293387
0.813 Intermediate Similarity NPC32163
0.8103 Intermediate Similarity NPC205523
0.8091 Intermediate Similarity NPC109637
0.8087 Intermediate Similarity NPC109241
0.8087 Intermediate Similarity NPC90903
0.808 Intermediate Similarity NPC282230
0.808 Intermediate Similarity NPC183348
0.8077 Intermediate Similarity NPC71853
0.807 Intermediate Similarity NPC212718
0.807 Intermediate Similarity NPC114682
0.8067 Intermediate Similarity NPC230951
0.8065 Intermediate Similarity NPC80694
0.8065 Intermediate Similarity NPC186098
0.8053 Intermediate Similarity NPC95172
0.8053 Intermediate Similarity NPC259554
0.8051 Intermediate Similarity NPC166591
0.8049 Intermediate Similarity NPC237868
0.8049 Intermediate Similarity NPC474264
0.8049 Intermediate Similarity NPC474737
0.8018 Intermediate Similarity NPC238115
0.8016 Intermediate Similarity NPC15083
0.8016 Intermediate Similarity NPC470977
0.8016 Intermediate Similarity NPC196979
0.8016 Intermediate Similarity NPC470976
0.8 Intermediate Similarity NPC321956
0.8 Intermediate Similarity NPC211120
0.7984 Intermediate Similarity NPC121104
0.7984 Intermediate Similarity NPC37512
0.7969 Intermediate Similarity NPC144662
0.7969 Intermediate Similarity NPC237330
0.7967 Intermediate Similarity NPC2771
0.7966 Intermediate Similarity NPC217180
0.7966 Intermediate Similarity NPC312525
0.7965 Intermediate Similarity NPC17525
0.7953 Intermediate Similarity NPC470859
0.7953 Intermediate Similarity NPC50763
0.7949 Intermediate Similarity NPC322358
0.7937 Intermediate Similarity NPC307732
0.7937 Intermediate Similarity NPC66905
0.7937 Intermediate Similarity NPC247779
0.7937 Intermediate Similarity NPC285776
0.7937 Intermediate Similarity NPC42292
0.7934 Intermediate Similarity NPC314329
0.7928 Intermediate Similarity NPC283546
0.7923 Intermediate Similarity NPC222633
0.792 Intermediate Similarity NPC2401
0.7917 Intermediate Similarity NPC470092
0.7909 Intermediate Similarity NPC188895
0.7907 Intermediate Similarity NPC212729
0.7907 Intermediate Similarity NPC274613
0.7907 Intermediate Similarity NPC38101
0.7899 Intermediate Similarity NPC32298
0.7891 Intermediate Similarity NPC182428
0.789 Intermediate Similarity NPC100870
0.7886 Intermediate Similarity NPC184219
0.7874 Intermediate Similarity NPC104854
0.7874 Intermediate Similarity NPC279596
0.7874 Intermediate Similarity NPC125153
0.787 Intermediate Similarity NPC276775
0.787 Intermediate Similarity NPC92754
0.787 Intermediate Similarity NPC249912
0.7869 Intermediate Similarity NPC67300
0.7863 Intermediate Similarity NPC114144
0.7863 Intermediate Similarity NPC81808
0.7857 Intermediate Similarity NPC60558
0.7857 Intermediate Similarity NPC163734
0.7857 Intermediate Similarity NPC288760
0.7857 Intermediate Similarity NPC261759
0.7857 Intermediate Similarity NPC473855
0.7857 Intermediate Similarity NPC227255
0.785 Intermediate Similarity NPC471581
0.785 Intermediate Similarity NPC130398
0.7845 Intermediate Similarity NPC231717
0.784 Intermediate Similarity NPC305518
0.784 Intermediate Similarity NPC475496
0.784 Intermediate Similarity NPC428300
0.784 Intermediate Similarity NPC49852
0.784 Intermediate Similarity NPC128428
0.7833 Intermediate Similarity NPC54243
0.7833 Intermediate Similarity NPC35744
0.7829 Intermediate Similarity NPC311339
0.7829 Intermediate Similarity NPC223354
0.7826 Intermediate Similarity NPC473809
0.7826 Intermediate Similarity NPC116842
0.7823 Intermediate Similarity NPC49938
0.7823 Intermediate Similarity NPC4164
0.7818 Intermediate Similarity NPC107101
0.7815 Intermediate Similarity NPC174087
0.7815 Intermediate Similarity NPC39793
0.7812 Intermediate Similarity NPC284424
0.7812 Intermediate Similarity NPC128348
0.7812 Intermediate Similarity NPC309717
0.7812 Intermediate Similarity NPC111888
0.7812 Intermediate Similarity NPC153453
0.7812 Intermediate Similarity NPC308037
0.7812 Intermediate Similarity NPC164236
0.7812 Intermediate Similarity NPC66384
0.7812 Intermediate Similarity NPC313618
0.7812 Intermediate Similarity NPC189106
0.7812 Intermediate Similarity NPC262359
0.7812 Intermediate Similarity NPC64359
0.7812 Intermediate Similarity NPC183103
0.7812 Intermediate Similarity NPC112192
0.7805 Intermediate Similarity NPC182646
0.7798 Intermediate Similarity NPC78701
0.7798 Intermediate Similarity NPC225060
0.7798 Intermediate Similarity NPC35448
0.7797 Intermediate Similarity NPC278102
0.7795 Intermediate Similarity NPC299010
0.7795 Intermediate Similarity NPC185497
0.7795 Intermediate Similarity NPC109778
0.7795 Intermediate Similarity NPC469929
0.7788 Intermediate Similarity NPC42471
0.7788 Intermediate Similarity NPC184658
0.7786 Intermediate Similarity NPC474274
0.7786 Intermediate Similarity NPC157944
0.7778 Intermediate Similarity NPC293453
0.7778 Intermediate Similarity NPC125887
0.7778 Intermediate Similarity NPC286006

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC57879 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8739 High Similarity NPD1241 Discontinued
0.8583 High Similarity NPD9494 Approved
0.8475 Intermediate Similarity NPD3972 Approved
0.8362 Intermediate Similarity NPD9545 Approved
0.8273 Intermediate Similarity NPD3134 Approved
0.8198 Intermediate Similarity NPD1358 Approved
0.8033 Intermediate Similarity NPD1876 Approved
0.7953 Intermediate Similarity NPD3142 Approved
0.7953 Intermediate Similarity NPD3140 Approved
0.7934 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD1240 Approved
0.776 Intermediate Similarity NPD1019 Discontinued
0.7731 Intermediate Similarity NPD9493 Approved
0.7724 Intermediate Similarity NPD9717 Approved
0.7719 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD1607 Approved
0.7667 Intermediate Similarity NPD5536 Phase 2
0.7652 Intermediate Similarity NPD2796 Approved
0.7638 Intermediate Similarity NPD6832 Phase 2
0.7634 Intermediate Similarity NPD743 Approved
0.7576 Intermediate Similarity NPD1510 Phase 2
0.7568 Intermediate Similarity NPD1238 Approved
0.7541 Intermediate Similarity NPD1651 Approved
0.75 Intermediate Similarity NPD1281 Approved
0.7481 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD2798 Approved
0.748 Intermediate Similarity NPD17 Approved
0.7459 Intermediate Similarity NPD1894 Discontinued
0.7458 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD4628 Phase 3
0.7407 Intermediate Similarity NPD1549 Phase 2
0.7402 Intermediate Similarity NPD1203 Approved
0.7391 Intermediate Similarity NPD9697 Approved
0.7372 Intermediate Similarity NPD3887 Approved
0.7368 Intermediate Similarity NPD9261 Approved
0.735 Intermediate Similarity NPD2684 Approved
0.7348 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2344 Approved
0.7333 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2353 Approved
0.7333 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD1283 Approved
0.7319 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD164 Approved
0.7302 Intermediate Similarity NPD1608 Approved
0.7266 Intermediate Similarity NPD6799 Approved
0.7259 Intermediate Similarity NPD2935 Discontinued
0.7259 Intermediate Similarity NPD1551 Phase 2
0.7258 Intermediate Similarity NPD5691 Approved
0.7252 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD920 Approved
0.7227 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD230 Phase 1
0.7218 Intermediate Similarity NPD1933 Approved
0.7214 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD2182 Approved
0.72 Intermediate Similarity NPD1778 Approved
0.7185 Intermediate Similarity NPD2799 Discontinued
0.7165 Intermediate Similarity NPD1481 Phase 2
0.7163 Intermediate Similarity NPD2186 Approved
0.7154 Intermediate Similarity NPD454 Approved
0.7153 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4307 Phase 2
0.7143 Intermediate Similarity NPD5451 Approved
0.7143 Intermediate Similarity NPD3847 Discontinued
0.7132 Intermediate Similarity NPD3266 Approved
0.7132 Intermediate Similarity NPD3267 Approved
0.7122 Intermediate Similarity NPD2354 Approved
0.7122 Intermediate Similarity NPD2309 Approved
0.7121 Intermediate Similarity NPD411 Approved
0.712 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD5585 Approved
0.7119 Intermediate Similarity NPD9267 Approved
0.7119 Intermediate Similarity NPD9263 Approved
0.7119 Intermediate Similarity NPD290 Approved
0.7119 Intermediate Similarity NPD9264 Approved
0.7113 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD7843 Approved
0.7107 Intermediate Similarity NPD5535 Approved
0.7107 Intermediate Similarity NPD821 Approved
0.7103 Intermediate Similarity NPD9257 Approved
0.7103 Intermediate Similarity NPD9259 Approved
0.7101 Intermediate Similarity NPD2654 Approved
0.7101 Intermediate Similarity NPD1243 Approved
0.709 Intermediate Similarity NPD447 Suspended
0.7087 Intermediate Similarity NPD1535 Discovery
0.708 Intermediate Similarity NPD1471 Phase 3
0.7063 Intermediate Similarity NPD957 Approved
0.7063 Intermediate Similarity NPD4626 Approved
0.7059 Intermediate Similarity NPD9266 Approved
0.7059 Intermediate Similarity NPD74 Approved
0.7059 Intermediate Similarity NPD3748 Approved
0.7054 Intermediate Similarity NPD196 Phase 1
0.705 Intermediate Similarity NPD7003 Approved
0.7034 Intermediate Similarity NPD968 Approved
0.7025 Intermediate Similarity NPD228 Approved
0.7015 Intermediate Similarity NPD2979 Phase 3
0.7014 Intermediate Similarity NPD7458 Discontinued
0.7 Intermediate Similarity NPD2797 Approved
0.6993 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6993 Remote Similarity NPD1670 Discontinued
0.6992 Remote Similarity NPD6798 Discontinued
0.6992 Remote Similarity NPD2313 Discontinued
0.6972 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6599 Discontinued
0.6964 Remote Similarity NPD1202 Approved
0.695 Remote Similarity NPD7440 Discontinued
0.694 Remote Similarity NPD4062 Phase 3
0.694 Remote Similarity NPD6233 Phase 2
0.6935 Remote Similarity NPD7157 Approved
0.6934 Remote Similarity NPD4308 Phase 3
0.6929 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6273 Approved
0.6918 Remote Similarity NPD6386 Approved
0.6918 Remote Similarity NPD958 Approved
0.6918 Remote Similarity NPD7411 Suspended
0.6918 Remote Similarity NPD6385 Approved
0.6911 Remote Similarity NPD5283 Phase 1
0.6897 Remote Similarity NPD824 Approved
0.6875 Remote Similarity NPD3496 Discontinued
0.6871 Remote Similarity NPD7577 Discontinued
0.6871 Remote Similarity NPD6279 Approved
0.6871 Remote Similarity NPD6280 Approved
0.687 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6867 Remote Similarity NPD919 Approved
0.6866 Remote Similarity NPD1296 Phase 2
0.6866 Remote Similarity NPD3268 Approved
0.6866 Remote Similarity NPD3764 Approved
0.6864 Remote Similarity NPD1237 Approved
0.6853 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6852 Remote Similarity NPD111 Approved
0.6849 Remote Similarity NPD2592 Discontinued
0.6849 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6849 Remote Similarity NPD4380 Phase 2
0.6847 Remote Similarity NPD9256 Approved
0.6847 Remote Similarity NPD9258 Approved
0.6846 Remote Similarity NPD4359 Approved
0.6838 Remote Similarity NPD6355 Discontinued
0.6825 Remote Similarity NPD9092 Discovery
0.6824 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7819 Suspended
0.6822 Remote Similarity NPD422 Phase 1
0.6809 Remote Similarity NPD3750 Approved
0.6797 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6794 Remote Similarity NPD3225 Approved
0.6786 Remote Similarity NPD9365 Approved
0.6783 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6783 Remote Similarity NPD1511 Approved
0.6776 Remote Similarity NPD1247 Approved
0.6763 Remote Similarity NPD2531 Phase 2
0.6763 Remote Similarity NPD4476 Approved
0.6763 Remote Similarity NPD4477 Approved
0.6763 Remote Similarity NPD2438 Suspended
0.6757 Remote Similarity NPD1934 Approved
0.6757 Remote Similarity NPD6801 Discontinued
0.6757 Remote Similarity NPD9295 Approved
0.6746 Remote Similarity NPD405 Clinical (unspecified phase)
0.6746 Remote Similarity NPD3596 Phase 2
0.6736 Remote Similarity NPD4662 Approved
0.6736 Remote Similarity NPD4661 Approved
0.6733 Remote Similarity NPD3882 Suspended
0.672 Remote Similarity NPD690 Clinical (unspecified phase)
0.672 Remote Similarity NPD9281 Approved
0.6719 Remote Similarity NPD1357 Approved
0.6719 Remote Similarity NPD9268 Approved
0.6716 Remote Similarity NPD2614 Approved
0.6715 Remote Similarity NPD4622 Approved
0.6715 Remote Similarity NPD4618 Approved
0.6714 Remote Similarity NPD2346 Discontinued
0.6713 Remote Similarity NPD160 Clinical (unspecified phase)
0.6711 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6692 Remote Similarity NPD5647 Approved
0.6691 Remote Similarity NPD8032 Phase 2
0.669 Remote Similarity NPD1512 Approved
0.6689 Remote Similarity NPD7075 Discontinued
0.6667 Remote Similarity NPD3817 Phase 2
0.6667 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5978 Approved
0.6667 Remote Similarity NPD6651 Approved
0.6667 Remote Similarity NPD5977 Approved
0.6667 Remote Similarity NPD5353 Approved
0.6645 Remote Similarity NPD6862 Phase 2
0.6643 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6643 Remote Similarity NPD2240 Approved
0.6643 Remote Similarity NPD2239 Approved
0.6641 Remote Similarity NPD1182 Approved
0.6641 Remote Similarity NPD9269 Phase 2
0.6641 Remote Similarity NPD1548 Phase 1
0.6641 Remote Similarity NPD6581 Approved
0.6641 Remote Similarity NPD6580 Approved
0.6621 Remote Similarity NPD2532 Approved
0.6621 Remote Similarity NPD2534 Approved
0.6621 Remote Similarity NPD2533 Approved
0.6621 Remote Similarity NPD5401 Approved
0.6621 Remote Similarity NPD3146 Approved
0.6621 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6619 Remote Similarity NPD5688 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data