Structure

Physi-Chem Properties

Molecular Weight:  222.09
Volume:  223.61
LogP:  2.501
LogD:  2.682
LogS:  -2.884
# Rotatable Bonds:  4
TPSA:  36.92
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.731
Synthetic Accessibility Score:  2.493
Fsp3:  0.333
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.486
MDCK Permeability:  2.4364493583561853e-05
Pgp-inhibitor:  0.02
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.307
Plasma Protein Binding (PPB):  90.16094207763672%
Volume Distribution (VD):  0.972
Pgp-substrate:  4.841390609741211%

ADMET: Metabolism

CYP1A2-inhibitor:  0.972
CYP1A2-substrate:  0.905
CYP2C19-inhibitor:  0.915
CYP2C19-substrate:  0.857
CYP2C9-inhibitor:  0.107
CYP2C9-substrate:  0.906
CYP2D6-inhibitor:  0.908
CYP2D6-substrate:  0.915
CYP3A4-inhibitor:  0.906
CYP3A4-substrate:  0.476

ADMET: Excretion

Clearance (CL):  10.23
Half-life (T1/2):  0.502

ADMET: Toxicity

hERG Blockers:  0.038
Human Hepatotoxicity (H-HT):  0.04
Drug-inuced Liver Injury (DILI):  0.029
AMES Toxicity:  0.037
Rat Oral Acute Toxicity:  0.028
Maximum Recommended Daily Dose:  0.057
Skin Sensitization:  0.91
Carcinogencity:  0.946
Eye Corrosion:  0.076
Eye Irritation:  0.866
Respiratory Toxicity:  0.191

Download Data

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

  Natural Product: NPC283170

Natural Product ID:  NPC283170
Common Name*:   Dillapiole
IUPAC Name:   4,5-dimethoxy-6-prop-2-enyl-1,3-benzodioxole
Synonyms:   Dillapiol
Standard InCHIKey:  LIKYNOPXHGPMIH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H14O4/c1-4-5-8-6-9-11(16-7-15-9)12(14-3)10(8)13-2/h4,6H,1,5,7H2,2-3H3
SMILES:  C=CCc1cc2c(c(c1OC)OC)OCO2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL470874
PubChem CID:   10231
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000296] Benzodioxoles

*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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. seed n.a. DOI[10.1016/0031-9422(96)00258-0]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)94679-X]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S0040-4039(01)00209-X]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S1383-5769(99)00023-9]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. DOI[10.1021/jo00272a013]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[10086989]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[10575373]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota aerial parts n.a. n.a. PMID[10650088]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. PMID[10706642]
NPO6473.1 Perilla frutescens var. acuta Strain Lamiaceae Eukaryota n.a. n.a. n.a. PMID[10757731]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota bark n.a. n.a. PMID[11076565]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[11421727]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[11830167]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota leaves n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota underground organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota roots and stolons n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[1512598]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[15165151]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[15467205]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO13968 Garcinia scortechinii Species Clusiaceae Eukaryota fruits n.a. n.a. PMID[16038540]
NPO14358 Rhodobacter sphaeroides Species Rhodobacteraceae Bacteria n.a. n.a. n.a. PMID[1612412]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. PMID[16580200]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[16808005]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia n.a. PMID[17896817]
NPO8068 Blumea mollis Species Asteraceae Eukaryota n.a. leaf n.a. PMID[18566831]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[18723353]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. Vietnam n.a. PMID[19026551]
NPO14162 Chlorophytum borivilianum Species Asparagaceae Eukaryota roots n.a. n.a. PMID[19128156]
NPO7016 Gardenia tubifera Species Rubiaceae Eukaryota exudate n.a. n.a. PMID[20028108]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota seeds n.a. n.a. PMID[20050684]
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20674349]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. PMID[21119678]
NPO11492 Kopsia grandifolia Species Apocynaceae Eukaryota n.a. leaf n.a. PMID[21428274]
NPO11492 Kopsia grandifolia Species Apocynaceae Eukaryota n.a. stem n.a. PMID[21428274]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. PMID[21473608]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. mycelium n.a. PMID[21473608]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota leaves n.a. n.a. PMID[22272932]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[22506620]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23102654]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. seed n.a. PMID[23507295]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. aerial part n.a. PMID[25154406]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[25320841]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[25466012]
NPO1795 Fragaria vesca Species Rosaceae Eukaryota n.a. fruit n.a. PMID[26169681]
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[26521454]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[28245113]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[30199256]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31103896]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31815461]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[3839140]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[6481366]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[7561896]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[7684040]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. PMID[7798959]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8158163]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[8350091]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO20610 Mosla dianthera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25276 Ligusticum scoticum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30338 Piper nove Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31073 Ligusticum chuanxiong Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31071 Erigeron sp Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1795 Fragaria vesca Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19714 Orthodon formosanus Species Cyprinidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18951 Ligusticum sinense 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]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6473.1 Perilla frutescens var. acuta Strain Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3465 Aconitum leucostomum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1795 Fragaria vesca Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25276 Ligusticum scoticum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25338 Piper nove-hollandae Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4004 Aquilegia ecalcarata Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6473.1 Perilla frutescens var. acuta Strain Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16703 Isodon lophanthoides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6575 Erigeron sp. Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19714 Orthodon formosanus Species Cyprinidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13968 Garcinia scortechinii Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20610 Mosla dianthera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19714 Orthodon formosanus Species Cyprinidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3465 Aconitum leucostomum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30338 Piper nove Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30699 Masla dianthera n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25276 Ligusticum scoticum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31073 Ligusticum chuanxiong Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28928 Piper nigrum Species Piperaceae 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]
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8892 Sordaria araneosa Species Sordariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14057 Apollonias barbujana Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21270 Nerita albicilla Species Neritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4004 Aquilegia ecalcarata Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8072 Rudbeckia speciosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14358 Rhodobacter sphaeroides Species Rhodobacteraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO16703 Isodon lophanthoides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6873 Salvia xalapensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2649 Ocotea aciphylla Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12944 Sideritis tragoriganum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8570 Ficus elastica Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11084 Asplenium normale Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14845 Ceratophyllum submersum Species Ceratophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11432 Centrolobium tomentosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20610 Mosla dianthera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22298 Inula thapsoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3164 Yponomeuta malinellus Species Yponomeutidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21839 Cymathere triplicata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO10757 Cyanospira rippkae Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10550 Artemisia hanseniana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3465 Aconitum leucostomum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29262 Cranfillia vulcanica Species Blechnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20827 Boronia muelleri Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20190 Oxandra xylopioides Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1795 Fragaria vesca Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13467 Anarsia lineatella Species Gelechiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25276 Ligusticum scoticum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4671 Persea mexicana Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17581 Streptomyces fulvoviridis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2243 Euphorbia splendens Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14749 Lippia carviodora Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15871 Parmelia enteromorpha Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20316 Hypselodoris cantabrica Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14150 Solanum jamaicense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13968 Garcinia scortechinii Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12717 Parmelia metastrigosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7016 Gardenia tubifera Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4771 Tanacetum santolinoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14162 Chlorophytum borivilianum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1641 Amycolatopsis azurea Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9616 Lunasia costulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22362 Tylophora flava Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12509 Dipterocarpus dyeri Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22880 Aspergillus caespitosus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21557 Woodsia manchuriensis Species Woodsiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9203 Cephalonomia gallicola Species Bethylidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO205 Lasianthus fordii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11873 Oecophylla smaragdina Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13766 Ceanothus velutinus Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22746 Salix sieboldiana Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22689 Cassia carnaval Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21400 Macrocystidia cucumis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20077 Posoqueria latifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11998 Ledebouria socialis Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20953 Coprosma acerosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11637 Psilostrophe cooperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22042 Kaunia arbuscularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9108 Leptotaenia multifida n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO22490 Limeum pterocarpum Species Limeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22227 Sambucus ebulus Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20696 Colchicum macedonicum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14621 Cuminum cyminum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21905 Helianthopsis bishopii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11492 Kopsia grandifolia Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20764 Euphorbia caducifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5191 Penicillium cinerascens Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10818 Carpobrotus edulis Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20012 Wunderlichia mirabilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO746 Panax innovans Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5303 Castanea crenata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8068 Blumea mollis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19880 Palicourea alpina Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26718 Chelidonura fulvipunctata Species Aglajidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19799 Erwinia rhapontici Species Erwiniaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14528 Pneumatospora obcoronata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO10293 Diaporthe phaseolorum Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21212 Scrophularia smithii Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21775 Zilla spinosa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22551 Trifolium alexandrium Species Fabaceae 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
NPO14621 NPC283170 Other Seed 15 15 15 mg/100g Database [DUKE]
NPO21460 NPC283170 Raw Seed 2093.25 144 4042.5 mg/100g Database [DUKE]

☑ 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
NPT59 Individual Protein DNA polymerase beta Homo sapiens IC50 > 50000.0 nM PMID[494248]
NPT20 Organism Candida albicans Candida albicans MIC = 500.0 ug.mL-1 PMID[494249]

☑ 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 NPC283170 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
1.0 High Similarity NPC92869
1.0 High Similarity NPC191768
0.9829 High Similarity NPC211231
0.9487 High Similarity NPC119949
0.9322 High Similarity NPC308217
0.9316 High Similarity NPC33271
0.9153 High Similarity NPC52464
0.9153 High Similarity NPC304208
0.9032 High Similarity NPC52593
0.9032 High Similarity NPC473960
0.8992 High Similarity NPC73071
0.8984 High Similarity NPC58585
0.8934 High Similarity NPC285289
0.8923 High Similarity NPC197166
0.8917 High Similarity NPC474612
0.8864 High Similarity NPC284464
0.8862 High Similarity NPC270326
0.8855 High Similarity NPC20796
0.8846 High Similarity NPC240915
0.8837 High Similarity NPC471391
0.8837 High Similarity NPC471390
0.8814 High Similarity NPC204120
0.8797 High Similarity NPC300798
0.8797 High Similarity NPC58137
0.8788 High Similarity NPC9068
0.8788 High Similarity NPC6369
0.8788 High Similarity NPC30951
0.8769 High Similarity NPC145722
0.8769 High Similarity NPC7163
0.8769 High Similarity NPC185680
0.8769 High Similarity NPC256776
0.875 High Similarity NPC184814
0.875 High Similarity NPC63574
0.8731 High Similarity NPC472562
0.8731 High Similarity NPC80326
0.8731 High Similarity NPC174522
0.872 High Similarity NPC183446
0.8718 High Similarity NPC31279
0.8712 High Similarity NPC196420
0.871 High Similarity NPC264885
0.871 High Similarity NPC194626
0.8692 High Similarity NPC196937
0.8692 High Similarity NPC266848
0.8692 High Similarity NPC136750
0.8682 High Similarity NPC192255
0.8667 High Similarity NPC474808
0.8644 High Similarity NPC203924
0.8636 High Similarity NPC32189
0.8632 High Similarity NPC165386
0.8632 High Similarity NPC127326
0.8615 High Similarity NPC65183
0.8615 High Similarity NPC72046
0.8615 High Similarity NPC7744
0.8615 High Similarity NPC261812
0.8605 High Similarity NPC470624
0.8605 High Similarity NPC237169
0.8571 High Similarity NPC261714
0.8561 High Similarity NPC189474
0.855 High Similarity NPC112237
0.8537 High Similarity NPC475961
0.8537 High Similarity NPC254625
0.8527 High Similarity NPC58164
0.8527 High Similarity NPC228769
0.8527 High Similarity NPC153547
0.8527 High Similarity NPC470633
0.8527 High Similarity NPC10225
0.8519 High Similarity NPC312199
0.8516 High Similarity NPC474670
0.8516 High Similarity NPC202904
0.8516 High Similarity NPC189248
0.8507 High Similarity NPC53722
0.8507 High Similarity NPC201404
0.8507 High Similarity NPC290714
0.8507 High Similarity NPC292487
0.8504 High Similarity NPC64391
0.8496 Intermediate Similarity NPC172818
0.8496 Intermediate Similarity NPC25695
0.8496 Intermediate Similarity NPC143895
0.8485 Intermediate Similarity NPC474478
0.8485 Intermediate Similarity NPC31530
0.8478 Intermediate Similarity NPC162193
0.8478 Intermediate Similarity NPC33832
0.8462 Intermediate Similarity NPC51840
0.8462 Intermediate Similarity NPC224157
0.8462 Intermediate Similarity NPC234488
0.8462 Intermediate Similarity NPC258483
0.8462 Intermediate Similarity NPC240722
0.8462 Intermediate Similarity NPC192687
0.8462 Intermediate Similarity NPC311680
0.8462 Intermediate Similarity NPC244799
0.8462 Intermediate Similarity NPC299221
0.8455 Intermediate Similarity NPC63083
0.845 Intermediate Similarity NPC19694
0.8444 Intermediate Similarity NPC216434
0.8444 Intermediate Similarity NPC103448
0.8443 Intermediate Similarity NPC123948
0.8438 Intermediate Similarity NPC112596
0.8438 Intermediate Similarity NPC285725
0.8438 Intermediate Similarity NPC50683
0.8438 Intermediate Similarity NPC112571
0.8433 Intermediate Similarity NPC185908
0.8421 Intermediate Similarity NPC150534
0.8421 Intermediate Similarity NPC25333
0.8421 Intermediate Similarity NPC148893
0.8421 Intermediate Similarity NPC49235
0.8409 Intermediate Similarity NPC1474
0.8406 Intermediate Similarity NPC307466
0.8406 Intermediate Similarity NPC474749
0.8406 Intermediate Similarity NPC205316
0.8406 Intermediate Similarity NPC11422
0.8406 Intermediate Similarity NPC178014
0.8406 Intermediate Similarity NPC42716
0.84 Intermediate Similarity NPC472596
0.8387 Intermediate Similarity NPC15805
0.8387 Intermediate Similarity NPC20674
0.8385 Intermediate Similarity NPC27239
0.8385 Intermediate Similarity NPC190144
0.8385 Intermediate Similarity NPC150809
0.8385 Intermediate Similarity NPC123127
0.8372 Intermediate Similarity NPC474821
0.8372 Intermediate Similarity NPC242032
0.8359 Intermediate Similarity NPC105925
0.8358 Intermediate Similarity NPC104167
0.8358 Intermediate Similarity NPC11453
0.8358 Intermediate Similarity NPC121651
0.8357 Intermediate Similarity NPC301961
0.8357 Intermediate Similarity NPC166584
0.8346 Intermediate Similarity NPC474600
0.8333 Intermediate Similarity NPC6451
0.8333 Intermediate Similarity NPC319969
0.8333 Intermediate Similarity NPC137669
0.8333 Intermediate Similarity NPC477886
0.8321 Intermediate Similarity NPC474295
0.8321 Intermediate Similarity NPC229172
0.8321 Intermediate Similarity NPC184684
0.8321 Intermediate Similarity NPC103637
0.8321 Intermediate Similarity NPC311057
0.8321 Intermediate Similarity NPC476399
0.8321 Intermediate Similarity NPC133934
0.8321 Intermediate Similarity NPC184641
0.8321 Intermediate Similarity NPC36531
0.8321 Intermediate Similarity NPC41782
0.8321 Intermediate Similarity NPC230538
0.832 Intermediate Similarity NPC344161
0.832 Intermediate Similarity NPC222175
0.8308 Intermediate Similarity NPC31707
0.8308 Intermediate Similarity NPC165128
0.8308 Intermediate Similarity NPC158471
0.8308 Intermediate Similarity NPC57119
0.8308 Intermediate Similarity NPC222127
0.8308 Intermediate Similarity NPC266691
0.8308 Intermediate Similarity NPC226862
0.8308 Intermediate Similarity NPC82862
0.8296 Intermediate Similarity NPC474039
0.8296 Intermediate Similarity NPC283949
0.8295 Intermediate Similarity NPC103823
0.8295 Intermediate Similarity NPC28730
0.8295 Intermediate Similarity NPC88297
0.8295 Intermediate Similarity NPC214406
0.8295 Intermediate Similarity NPC186845
0.8295 Intermediate Similarity NPC44748
0.8295 Intermediate Similarity NPC474632
0.8295 Intermediate Similarity NPC223953
0.8295 Intermediate Similarity NPC78974
0.8295 Intermediate Similarity NPC18924
0.8295 Intermediate Similarity NPC223136
0.8295 Intermediate Similarity NPC9891
0.8286 Intermediate Similarity NPC116019
0.8284 Intermediate Similarity NPC236522
0.8284 Intermediate Similarity NPC474139
0.8284 Intermediate Similarity NPC234865
0.8273 Intermediate Similarity NPC476450
0.8273 Intermediate Similarity NPC180953
0.8271 Intermediate Similarity NPC215833
0.8271 Intermediate Similarity NPC36437
0.8271 Intermediate Similarity NPC233018
0.8271 Intermediate Similarity NPC69513
0.8271 Intermediate Similarity NPC241341
0.8268 Intermediate Similarity NPC246967
0.8268 Intermediate Similarity NPC135414
0.8268 Intermediate Similarity NPC261661
0.8268 Intermediate Similarity NPC474864
0.8261 Intermediate Similarity NPC81638
0.8261 Intermediate Similarity NPC324962
0.8261 Intermediate Similarity NPC76415
0.8261 Intermediate Similarity NPC218510
0.8258 Intermediate Similarity NPC82111
0.8258 Intermediate Similarity NPC232275
0.8258 Intermediate Similarity NPC45715
0.8258 Intermediate Similarity NPC12275
0.8258 Intermediate Similarity NPC474356
0.8258 Intermediate Similarity NPC469698
0.8258 Intermediate Similarity NPC227160
0.8258 Intermediate Similarity NPC473412
0.8244 Intermediate Similarity NPC45824
0.8239 Intermediate Similarity NPC474560
0.8235 Intermediate Similarity NPC113550
0.8231 Intermediate Similarity NPC246620
0.8231 Intermediate Similarity NPC8050
0.8231 Intermediate Similarity NPC82679

  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 NPC283170 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
0.8629 High Similarity NPD3705 Approved
0.8092 Intermediate Similarity NPD3018 Phase 2
0.7984 Intermediate Similarity NPD2981 Phase 2
0.797 Intermediate Similarity NPD3027 Phase 3
0.7953 Intermediate Similarity NPD1357 Approved
0.7923 Intermediate Similarity NPD2982 Phase 2
0.7923 Intermediate Similarity NPD2983 Phase 2
0.7895 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.782 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD1613 Approved
0.7793 Intermediate Similarity NPD1653 Approved
0.776 Intermediate Similarity NPD5283 Phase 1
0.7742 Intermediate Similarity NPD228 Approved
0.7724 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD37 Approved
0.7534 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD3539 Phase 1
0.75 Intermediate Similarity NPD1091 Approved
0.7465 Intermediate Similarity NPD3540 Phase 1
0.7464 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD4965 Approved
0.7434 Intermediate Similarity NPD4966 Approved
0.7434 Intermediate Similarity NPD4967 Phase 2
0.7355 Intermediate Similarity NPD7199 Phase 2
0.7343 Intermediate Similarity NPD1375 Discontinued
0.7338 Intermediate Similarity NPD6234 Discontinued
0.7328 Intermediate Similarity NPD1548 Phase 1
0.7279 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD6111 Discontinued
0.7252 Intermediate Similarity NPD5536 Phase 2
0.7239 Intermediate Similarity NPD1610 Phase 2
0.7239 Intermediate Similarity NPD422 Phase 1
0.719 Intermediate Similarity NPD2801 Approved
0.7179 Intermediate Similarity NPD5494 Approved
0.7161 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1247 Approved
0.7125 Intermediate Similarity NPD3818 Discontinued
0.7123 Intermediate Similarity NPD6674 Discontinued
0.7122 Intermediate Similarity NPD4908 Phase 1
0.7095 Intermediate Similarity NPD7124 Phase 2
0.7063 Intermediate Similarity NPD1772 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD1137 Approved
0.7054 Intermediate Similarity NPD1139 Approved
0.705 Intermediate Similarity NPD2861 Phase 2
0.7047 Intermediate Similarity NPD5297 Approved
0.7039 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD3496 Discontinued
0.7032 Intermediate Similarity NPD3817 Phase 2
0.7027 Intermediate Similarity NPD2219 Phase 1
0.7027 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7228 Approved
0.7016 Intermediate Similarity NPD940 Approved
0.7016 Intermediate Similarity NPD846 Approved
0.7013 Intermediate Similarity NPD3384 Approved
0.7013 Intermediate Similarity NPD1934 Approved
0.7013 Intermediate Similarity NPD3382 Approved
0.7013 Intermediate Similarity NPD3383 Approved
0.7008 Intermediate Similarity NPD1358 Approved
0.7008 Intermediate Similarity NPD290 Approved
0.7007 Intermediate Similarity NPD4749 Approved
0.7006 Intermediate Similarity NPD919 Approved
0.7 Intermediate Similarity NPD1138 Approved
0.7 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1424 Approved
0.6987 Remote Similarity NPD3882 Suspended
0.6978 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7054 Approved
0.6972 Remote Similarity NPD1726 Clinical (unspecified phase)
0.697 Remote Similarity NPD709 Approved
0.697 Remote Similarity NPD6671 Approved
0.6957 Remote Similarity NPD2922 Phase 1
0.6953 Remote Similarity NPD2684 Approved
0.6944 Remote Similarity NPD2492 Phase 1
0.6933 Remote Similarity NPD1511 Approved
0.6933 Remote Similarity NPD4357 Discontinued
0.6933 Remote Similarity NPD7472 Approved
0.6933 Remote Similarity NPD7074 Phase 3
0.6909 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6892 Remote Similarity NPD4237 Approved
0.6892 Remote Similarity NPD1652 Phase 2
0.6892 Remote Similarity NPD4236 Phase 3
0.6889 Remote Similarity NPD5691 Approved
0.6884 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6875 Remote Similarity NPD230 Phase 1
0.6875 Remote Similarity NPD1933 Approved
0.6875 Remote Similarity NPD447 Suspended
0.6871 Remote Similarity NPD7266 Discontinued
0.687 Remote Similarity NPD7843 Approved
0.6861 Remote Similarity NPD1611 Approved
0.6859 Remote Similarity NPD2977 Approved
0.6859 Remote Similarity NPD2978 Approved
0.6848 Remote Similarity NPD7240 Approved
0.6842 Remote Similarity NPD1512 Approved
0.6842 Remote Similarity NPD7157 Approved
0.6839 Remote Similarity NPD5090 Approved
0.6839 Remote Similarity NPD5089 Approved
0.6838 Remote Similarity NPD4626 Approved
0.6835 Remote Similarity NPD6696 Suspended
0.6831 Remote Similarity NPD4625 Phase 3
0.6824 Remote Similarity NPD970 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7808 Phase 3
0.6806 Remote Similarity NPD1558 Phase 1
0.6803 Remote Similarity NPD3454 Phase 3
0.68 Remote Similarity NPD1242 Phase 1
0.6788 Remote Similarity NPD6797 Phase 2
0.6783 Remote Similarity NPD1296 Phase 2
0.6783 Remote Similarity NPD5110 Phase 2
0.6783 Remote Similarity NPD5111 Phase 2
0.6783 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6783 Remote Similarity NPD5109 Approved
0.6774 Remote Similarity NPD4675 Approved
0.6774 Remote Similarity NPD4678 Approved
0.677 Remote Similarity NPD6232 Discontinued
0.6768 Remote Similarity NPD5844 Phase 1
0.6761 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6755 Remote Similarity NPD5058 Phase 3
0.6755 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6752 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4585 Approved
0.6747 Remote Similarity NPD7251 Discontinued
0.6733 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6732 Remote Similarity NPD1349 Approved
0.6732 Remote Similarity NPD1350 Approved
0.6732 Remote Similarity NPD1351 Approved
0.673 Remote Similarity NPD4055 Discovery
0.6728 Remote Similarity NPD3926 Phase 2
0.6715 Remote Similarity NPD1778 Approved
0.6714 Remote Similarity NPD8651 Approved
0.6713 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1372 Clinical (unspecified phase)
0.671 Remote Similarity NPD4005 Discontinued
0.6691 Remote Similarity NPD1182 Approved
0.669 Remote Similarity NPD1240 Approved
0.6689 Remote Similarity NPD2935 Discontinued
0.6667 Remote Similarity NPD289 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6788 Approved
0.6667 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3134 Approved
0.6667 Remote Similarity NPD5718 Phase 2
0.6667 Remote Similarity NPD968 Approved
0.6667 Remote Similarity NPD7028 Phase 2
0.6647 Remote Similarity NPD6559 Discontinued
0.6646 Remote Similarity NPD5677 Discontinued
0.6646 Remote Similarity NPD7473 Discontinued
0.6645 Remote Similarity NPD4210 Discontinued
0.6644 Remote Similarity NPD3657 Discovery
0.6643 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6643 Remote Similarity NPD596 Approved
0.6643 Remote Similarity NPD600 Approved
0.6641 Remote Similarity NPD556 Approved
0.6641 Remote Similarity NPD5451 Approved
0.6641 Remote Similarity NPD4750 Phase 3
0.6625 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6623 Remote Similarity NPD7466 Approved
0.6623 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6622 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6622 Remote Similarity NPD3748 Approved
0.6622 Remote Similarity NPD1510 Phase 2
0.6622 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6621 Remote Similarity NPD2674 Phase 3
0.6621 Remote Similarity NPD839 Approved
0.6621 Remote Similarity NPD840 Approved
0.6618 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5535 Approved
0.6614 Remote Similarity NPD291 Approved
0.6607 Remote Similarity NPD7549 Discontinued
0.6604 Remote Similarity NPD5353 Approved
0.6603 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6601 Remote Similarity NPD6799 Approved
0.6601 Remote Similarity NPD1774 Approved
0.6599 Remote Similarity NPD1607 Approved
0.6599 Remote Similarity NPD2653 Approved
0.6594 Remote Similarity NPD17 Approved
0.6593 Remote Similarity NPD6387 Discontinued
0.6585 Remote Similarity NPD6166 Phase 2
0.6585 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6581 Remote Similarity NPD920 Approved
0.6577 Remote Similarity NPD2796 Approved
0.6575 Remote Similarity NPD4060 Phase 1
0.6575 Remote Similarity NPD3620 Phase 2
0.6575 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6573 Remote Similarity NPD9494 Approved
0.6571 Remote Similarity NPD1840 Phase 2
0.6569 Remote Similarity NPD7534 Approved
0.6569 Remote Similarity NPD7533 Approved
0.6564 Remote Similarity NPD3787 Discontinued
0.6558 Remote Similarity NPD2532 Approved
0.6558 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6558 Remote Similarity NPD2533 Approved
0.6558 Remote Similarity NPD4739 Approved
0.6558 Remote Similarity NPD3146 Approved
0.6558 Remote Similarity NPD2534 Approved
0.6556 Remote Similarity NPD5698 Clinical (unspecified phase)

  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