Structure

Physi-Chem Properties

Molecular Weight:  162.07
Volume:  177.358
LogP:  1.853
LogD:  1.782
LogS:  -2.712
# Rotatable Bonds:  3
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.501
Synthetic Accessibility Score:  1.918
Fsp3:  0.1
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:  -4.499
MDCK Permeability:  1.316222915193066e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.306

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.985
Plasma Protein Binding (PPB):  82.76720428466797%
Volume Distribution (VD):  1.245
Pgp-substrate:  15.255108833312988%

ADMET: Metabolism

CYP1A2-inhibitor:  0.976
CYP1A2-substrate:  0.834
CYP2C19-inhibitor:  0.597
CYP2C19-substrate:  0.433
CYP2C9-inhibitor:  0.071
CYP2C9-substrate:  0.938
CYP2D6-inhibitor:  0.257
CYP2D6-substrate:  0.902
CYP3A4-inhibitor:  0.088
CYP3A4-substrate:  0.258

ADMET: Excretion

Clearance (CL):  6.602
Half-life (T1/2):  0.543

ADMET: Toxicity

hERG Blockers:  0.105
Human Hepatotoxicity (H-HT):  0.085
Drug-inuced Liver Injury (DILI):  0.241
AMES Toxicity:  0.74
Rat Oral Acute Toxicity:  0.043
Maximum Recommended Daily Dose:  0.108
Skin Sensitization:  0.948
Carcinogencity:  0.903
Eye Corrosion:  0.836
Eye Irritation:  0.994
Respiratory Toxicity:  0.859

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Similar NPs/Drugs  

  Natural Product: NPC13755

Natural Product ID:  NPC13755
Common Name*:   Para-Methoxy Cinnamaldehyde
IUPAC Name:   (E)-3-(4-methoxyphenyl)prop-2-enal
Synonyms:   Para-Methoxy Cinnamaldehyde
Standard InCHIKey:  AXCXHFKZHDEKTP-NSCUHMNNSA-N
Standard InCHI:  InChI=1S/C10H10O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-8H,1H3/b3-2+
SMILES:  COc1ccc(/C=C/C=O)cc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL452173
PubChem CID:   641294
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000029] Cinnamaldehydes

*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
NPO5373 Cordia alliodora Species Cordiaceae Eukaryota root bark n.a. n.a. PMID[10757739]
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]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial 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 underground 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 leaves n.a. n.a. PMID[14738379]
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]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. root n.a. PMID[1955882]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21574561]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. bark n.a. PMID[21875098]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[21936523]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[21936523]
NPO1170 Amyris madrensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[22260294]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[22951040]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23747095]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[23768323]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[24868863]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[25089845]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[28682072]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29192771]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[29883114]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31815461]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruits n.a. n.a. PMID[8021657]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO558 Limnophila rugosa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3392 Agastache rugosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10116 Sphaeranthus indicus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO558 Limnophila rugosa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20414 Ocimum basilicum 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]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10116 Sphaeranthus indicus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3392 Agastache rugosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO558 Limnophila rugosa Species Limoniidae 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]
NPO28036 Distemonanthus benthamianus Species Fabaceae 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]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
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[TM-MC]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11457 Chelidonium majus Species Papaveraceae 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]
NPO5681 Acorus gramineus Species Acoraceae 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]
NPO13970 Caryopteris mongholica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7997 Dendrobium huoshanense Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28510 Aspergillus pseudodeflectus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8255 Cinnamomum aromaticum Species Lauraceae 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]
NPO11800 Crinum pratense Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16626 Leucetta microrhaphis Species Leucettidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7027 Metapenaeus macleayi Species Penaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5373 Cordia alliodora Species Cordiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8430 Spathelia excelsa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15200 Helichrysum diosmifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20414 Ocimum basilicum 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]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12693 Mesembryanthemum tortuosum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14465 Ramalina terebrata Species Ramalinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO558 Limnophila rugosa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO436 Darwinia fascicularis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13368 Monomorium delagoense Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7331 Pityrogramma chrysophylla Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18379 Satureja atropatana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10773 Dalbergia rubiginosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8741 Dirinaria applanata Species Caliciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16137 Mappia foetida Species Icacinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28218 Asplenium adiantum-nigrum Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11406 Etlingera littoralis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10116 Sphaeranthus indicus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5911 Anchusa officinalis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28392 Macrosiphum liriodendri Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1170 Amyris madrensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7671 Humiria balsamifera Species Humiriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20327 Lophocereus schottii Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4990 Acacia argentea 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
NPO21334 NPC13755 Other Seed 24.75 4.5 45 mg/100g Database [DUKE]
NPO21334 NPC13755 Other Shoot 22.75 0.5 45 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
NPT29 Organism Rattus norvegicus Rattus norvegicus LD50 > 5.0 g/Kg PMID[456505]
NPT2 Others Unspecified Inhibition = 50.0 % PMID[456505]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 1.0 % PMID[456505]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 8.0 % PMID[456505]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 83.0 % PMID[456505]
NPT20 Organism Candida albicans Candida albicans MIC = 770000.0 nM PMID[456506]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 6160000.0 nM PMID[456506]
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 3080000.0 nM PMID[456506]
NPT187 Organism Issatchenkia orientalis Pichia kudriavzevii MIC = 770000.0 nM PMID[456506]
NPT21 Organism Aspergillus niger Aspergillus niger MIC = 3080000.0 nM PMID[456506]
NPT1262 Organism Aspergillus parasiticus Aspergillus parasiticus MIC = 3080000.0 nM PMID[456506]
NPT1263 Organism Aspergillus sydowii Aspergillus sydowii MIC = 3080000.0 nM PMID[456506]
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 770000.0 nM PMID[456506]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 770000.0 nM PMID[456506]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 3080000.0 nM PMID[456506]
NPT19 Organism Escherichia coli Escherichia coli MIC = 3080000.0 nM PMID[456506]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC = 3080000.0 nM PMID[456506]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC = 3080000.0 nM PMID[456506]

☑ 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 NPC13755 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
0.9574 High Similarity NPC175298
0.9479 High Similarity NPC84325
0.9381 High Similarity NPC179686
0.9192 High Similarity NPC128730
0.9118 High Similarity NPC179309
0.91 High Similarity NPC326447
0.91 High Similarity NPC176971
0.9091 High Similarity NPC2518
0.9032 High Similarity NPC177844
0.9032 High Similarity NPC99886
0.9032 High Similarity NPC8002
0.9032 High Similarity NPC259134
0.9029 High Similarity NPC57879
0.901 High Similarity NPC157473
0.901 High Similarity NPC151530
0.8936 High Similarity NPC71853
0.89 High Similarity NPC109637
0.8857 High Similarity NPC90903
0.8842 High Similarity NPC321956
0.8774 High Similarity NPC252004
0.8713 High Similarity NPC283546
0.8687 High Similarity NPC100870
0.8667 High Similarity NPC54626
0.866 High Similarity NPC471581
0.8627 High Similarity NPC238115
0.8627 High Similarity NPC288760
0.8627 High Similarity NPC473855
0.8627 High Similarity NPC227255
0.8614 High Similarity NPC298224
0.86 High Similarity NPC107101
0.8571 High Similarity NPC286006
0.8571 High Similarity NPC473809
0.8571 High Similarity NPC183648
0.8532 High Similarity NPC39793
0.8529 High Similarity NPC38209
0.8515 High Similarity NPC51633
0.8515 High Similarity NPC307425
0.8505 High Similarity NPC53953
0.85 High Similarity NPC471576
0.8491 Intermediate Similarity NPC23332
0.844 Intermediate Similarity NPC111225
0.8431 Intermediate Similarity NPC192596
0.8431 Intermediate Similarity NPC305205
0.8431 Intermediate Similarity NPC304638
0.8416 Intermediate Similarity NPC253746
0.8411 Intermediate Similarity NPC199462
0.8381 Intermediate Similarity NPC291837
0.8365 Intermediate Similarity NPC1065
0.835 Intermediate Similarity NPC108875
0.835 Intermediate Similarity NPC38079
0.8333 Intermediate Similarity NPC300166
0.8333 Intermediate Similarity NPC12714
0.8333 Intermediate Similarity NPC310905
0.8269 Intermediate Similarity NPC470393
0.8269 Intermediate Similarity NPC473393
0.8257 Intermediate Similarity NPC294941
0.823 Intermediate Similarity NPC131868
0.823 Intermediate Similarity NPC295317
0.8224 Intermediate Similarity NPC25067
0.8224 Intermediate Similarity NPC88868
0.8224 Intermediate Similarity NPC231251
0.8182 Intermediate Similarity NPC181709
0.8182 Intermediate Similarity NPC220540
0.8173 Intermediate Similarity NPC474603
0.8173 Intermediate Similarity NPC12987
0.8173 Intermediate Similarity NPC292792
0.8158 Intermediate Similarity NPC251259
0.8137 Intermediate Similarity NPC171843
0.8131 Intermediate Similarity NPC149545
0.8131 Intermediate Similarity NPC234639
0.8125 Intermediate Similarity NPC212743
0.8125 Intermediate Similarity NPC277460
0.8119 Intermediate Similarity NPC283711
0.8113 Intermediate Similarity NPC258171
0.8113 Intermediate Similarity NPC251306
0.8113 Intermediate Similarity NPC227894
0.8108 Intermediate Similarity NPC316062
0.8108 Intermediate Similarity NPC19290
0.8108 Intermediate Similarity NPC268317
0.8095 Intermediate Similarity NPC139891
0.8095 Intermediate Similarity NPC127676
0.8095 Intermediate Similarity NPC8302
0.8053 Intermediate Similarity NPC281356
0.8053 Intermediate Similarity NPC37858
0.8039 Intermediate Similarity NPC95755
0.8039 Intermediate Similarity NPC470161
0.8037 Intermediate Similarity NPC206341
0.8036 Intermediate Similarity NPC469954
0.8036 Intermediate Similarity NPC280001
0.8036 Intermediate Similarity NPC185738
0.8036 Intermediate Similarity NPC212643
0.8036 Intermediate Similarity NPC199209
0.8019 Intermediate Similarity NPC113457
0.8018 Intermediate Similarity NPC296526
0.8017 Intermediate Similarity NPC108545
0.8 Intermediate Similarity NPC241224
0.7982 Intermediate Similarity NPC245552
0.7982 Intermediate Similarity NPC202474
0.7981 Intermediate Similarity NPC94343
0.7965 Intermediate Similarity NPC70744
0.7965 Intermediate Similarity NPC265547
0.7965 Intermediate Similarity NPC293424
0.7965 Intermediate Similarity NPC272471
0.7965 Intermediate Similarity NPC107588
0.7965 Intermediate Similarity NPC124916
0.7965 Intermediate Similarity NPC164706
0.7965 Intermediate Similarity NPC137537
0.7963 Intermediate Similarity NPC259554
0.7963 Intermediate Similarity NPC474272
0.7957 Intermediate Similarity NPC124576
0.7949 Intermediate Similarity NPC255073
0.7946 Intermediate Similarity NPC470860
0.7944 Intermediate Similarity NPC260952
0.7928 Intermediate Similarity NPC114144
0.7928 Intermediate Similarity NPC235250
0.7928 Intermediate Similarity NPC87563
0.7925 Intermediate Similarity NPC42383
0.7921 Intermediate Similarity NPC81010
0.7921 Intermediate Similarity NPC32977
0.7917 Intermediate Similarity NPC23837
0.7913 Intermediate Similarity NPC204466
0.7913 Intermediate Similarity NPC235190
0.7913 Intermediate Similarity NPC163200
0.7913 Intermediate Similarity NPC180006
0.7895 Intermediate Similarity NPC61779
0.7895 Intermediate Similarity NPC298796
0.7895 Intermediate Similarity NPC69670
0.789 Intermediate Similarity NPC46844
0.789 Intermediate Similarity NPC137685
0.7881 Intermediate Similarity NPC473626
0.7881 Intermediate Similarity NPC271985
0.7876 Intermediate Similarity NPC217423
0.7876 Intermediate Similarity NPC45104
0.787 Intermediate Similarity NPC146530
0.787 Intermediate Similarity NPC201959
0.787 Intermediate Similarity NPC75440
0.787 Intermediate Similarity NPC309982
0.7857 Intermediate Similarity NPC188907
0.785 Intermediate Similarity NPC19149
0.7845 Intermediate Similarity NPC70752
0.7845 Intermediate Similarity NPC114845
0.7845 Intermediate Similarity NPC476165
0.7838 Intermediate Similarity NPC109241
0.7838 Intermediate Similarity NPC303522
0.7838 Intermediate Similarity NPC279916
0.7826 Intermediate Similarity NPC222175
0.7818 Intermediate Similarity NPC139617
0.7818 Intermediate Similarity NPC55300
0.7818 Intermediate Similarity NPC139946
0.7818 Intermediate Similarity NPC78918
0.7807 Intermediate Similarity NPC96705
0.7807 Intermediate Similarity NPC152306
0.7798 Intermediate Similarity NPC75272
0.7798 Intermediate Similarity NPC36108
0.7798 Intermediate Similarity NPC82016
0.7798 Intermediate Similarity NPC233731
0.7798 Intermediate Similarity NPC471954
0.7798 Intermediate Similarity NPC7097
0.7798 Intermediate Similarity NPC127326
0.7798 Intermediate Similarity NPC246358
0.7788 Intermediate Similarity NPC128633
0.7778 Intermediate Similarity NPC194034
0.7778 Intermediate Similarity NPC291189
0.7778 Intermediate Similarity NPC104216
0.7778 Intermediate Similarity NPC173443
0.7778 Intermediate Similarity NPC288238
0.7778 Intermediate Similarity NPC69403
0.7759 Intermediate Similarity NPC14007
0.7759 Intermediate Similarity NPC224814
0.7759 Intermediate Similarity NPC189844
0.7759 Intermediate Similarity NPC471877
0.7759 Intermediate Similarity NPC109083
0.7759 Intermediate Similarity NPC225245
0.7759 Intermediate Similarity NPC269843
0.7759 Intermediate Similarity NPC60962
0.775 Intermediate Similarity NPC203719
0.775 Intermediate Similarity NPC117237
0.7748 Intermediate Similarity NPC115379
0.7748 Intermediate Similarity NPC165646
0.7739 Intermediate Similarity NPC57501
0.7739 Intermediate Similarity NPC98748
0.7736 Intermediate Similarity NPC24327
0.7736 Intermediate Similarity NPC12870
0.7731 Intermediate Similarity NPC87113
0.7727 Intermediate Similarity NPC475852
0.7727 Intermediate Similarity NPC183700
0.7727 Intermediate Similarity NPC106141
0.7719 Intermediate Similarity NPC240664
0.7719 Intermediate Similarity NPC183154
0.7719 Intermediate Similarity NPC263754
0.7712 Intermediate Similarity NPC141252
0.7712 Intermediate Similarity NPC11799
0.7706 Intermediate Similarity NPC241549
0.7706 Intermediate Similarity NPC97811
0.7692 Intermediate Similarity NPC310373
0.7692 Intermediate Similarity NPC140619
0.7692 Intermediate Similarity NPC193484
0.7692 Intermediate Similarity NPC201967
0.7686 Intermediate Similarity NPC472519
0.7679 Intermediate Similarity NPC95381

  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 NPC13755 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
0.91 High Similarity NPD3134 Approved
0.901 High Similarity NPD1358 Approved
0.8505 High Similarity NPD1241 Discontinued
0.8095 Intermediate Similarity NPD9697 Approved
0.8037 Intermediate Similarity NPD2684 Approved
0.8036 Intermediate Similarity NPD5536 Phase 2
0.7895 Intermediate Similarity NPD5691 Approved
0.7798 Intermediate Similarity NPD5451 Approved
0.7778 Intermediate Similarity NPD290 Approved
0.775 Intermediate Similarity NPD9494 Approved
0.7748 Intermediate Similarity NPD7843 Approved
0.7748 Intermediate Similarity NPD5535 Approved
0.7748 Intermediate Similarity NPD821 Approved
0.7685 Intermediate Similarity NPD968 Approved
0.7672 Intermediate Similarity NPD4626 Approved
0.7658 Intermediate Similarity NPD228 Approved
0.7627 Intermediate Similarity NPD3972 Approved
0.7563 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD111 Approved
0.7544 Intermediate Similarity NPD7157 Approved
0.7522 Intermediate Similarity NPD5283 Phase 1
0.75 Intermediate Similarity NPD1876 Approved
0.75 Intermediate Similarity NPD9545 Approved
0.7458 Intermediate Similarity NPD3496 Discontinued
0.7451 Intermediate Similarity NPD9365 Approved
0.7436 Intermediate Similarity NPD1651 Approved
0.7426 Intermediate Similarity NPD9295 Approved
0.7395 Intermediate Similarity NPD422 Phase 1
0.7395 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD1894 Discontinued
0.7328 Intermediate Similarity NPD3596 Phase 2
0.7311 Intermediate Similarity NPD3847 Discontinued
0.7288 Intermediate Similarity NPD5585 Approved
0.7288 Intermediate Similarity NPD1357 Approved
0.725 Intermediate Similarity NPD1281 Approved
0.7238 Intermediate Similarity NPD2933 Approved
0.7238 Intermediate Similarity NPD2934 Approved
0.7236 Intermediate Similarity NPD1019 Discontinued
0.7228 Intermediate Similarity NPD1282 Approved
0.7227 Intermediate Similarity NPD1778 Approved
0.7203 Intermediate Similarity NPD6581 Approved
0.7203 Intermediate Similarity NPD1548 Phase 1
0.7203 Intermediate Similarity NPD6580 Approved
0.7203 Intermediate Similarity NPD1182 Approved
0.7193 Intermediate Similarity NPD1137 Approved
0.7193 Intermediate Similarity NPD1139 Approved
0.719 Intermediate Similarity NPD9717 Approved
0.7179 Intermediate Similarity NPD9493 Approved
0.717 Intermediate Similarity NPD2859 Approved
0.717 Intermediate Similarity NPD2860 Approved
0.7165 Intermediate Similarity NPD3140 Approved
0.7165 Intermediate Similarity NPD3142 Approved
0.7143 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD1138 Approved
0.712 Intermediate Similarity NPD6832 Phase 2
0.7094 Intermediate Similarity NPD2557 Approved
0.7083 Intermediate Similarity NPD2668 Approved
0.7083 Intermediate Similarity NPD5846 Approved
0.7083 Intermediate Similarity NPD6516 Phase 2
0.7083 Intermediate Similarity NPD2667 Approved
0.7075 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD9296 Approved
0.7073 Intermediate Similarity NPD1283 Approved
0.7069 Intermediate Similarity NPD592 Approved
0.7069 Intermediate Similarity NPD594 Approved
0.7031 Intermediate Similarity NPD1240 Approved
0.7009 Intermediate Similarity NPD595 Approved
0.7009 Intermediate Similarity NPD593 Approved
0.7 Intermediate Similarity NPD291 Approved
0.6992 Remote Similarity NPD6582 Phase 2
0.6992 Remote Similarity NPD5327 Phase 3
0.6992 Remote Similarity NPD3685 Discontinued
0.6992 Remote Similarity NPD4359 Approved
0.6992 Remote Similarity NPD6583 Phase 3
0.6984 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6972 Remote Similarity NPD1238 Approved
0.6972 Remote Similarity NPD3020 Approved
0.6967 Remote Similarity NPD1535 Discovery
0.6967 Remote Similarity NPD3705 Approved
0.6967 Remote Similarity NPD1610 Phase 2
0.696 Remote Similarity NPD2798 Approved
0.6949 Remote Similarity NPD709 Approved
0.6949 Remote Similarity NPD6671 Approved
0.6942 Remote Similarity NPD17 Approved
0.6942 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6935 Remote Similarity NPD196 Phase 1
0.6935 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6929 Remote Similarity NPD5163 Phase 2
0.6929 Remote Similarity NPD5746 Approved
0.6923 Remote Similarity NPD1607 Approved
0.6911 Remote Similarity NPD1481 Phase 2
0.6911 Remote Similarity NPD1840 Phase 2
0.6911 Remote Similarity NPD2981 Phase 2
0.6909 Remote Similarity NPD3028 Approved
0.6905 Remote Similarity NPD454 Approved
0.6894 Remote Similarity NPD2796 Approved
0.688 Remote Similarity NPD3266 Approved
0.688 Remote Similarity NPD3267 Approved
0.688 Remote Similarity NPD1203 Approved
0.688 Remote Similarity NPD987 Approved
0.688 Remote Similarity NPD1818 Approved
0.688 Remote Similarity NPD1819 Approved
0.688 Remote Similarity NPD2797 Approved
0.688 Remote Similarity NPD1820 Approved
0.688 Remote Similarity NPD1817 Approved
0.6875 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6798 Discontinued
0.687 Remote Similarity NPD743 Approved
0.686 Remote Similarity NPD2595 Approved
0.686 Remote Similarity NPD3445 Approved
0.686 Remote Similarity NPD6382 Discontinued
0.686 Remote Similarity NPD3049 Approved
0.686 Remote Similarity NPD3443 Approved
0.686 Remote Similarity NPD2594 Approved
0.686 Remote Similarity NPD3444 Approved
0.6855 Remote Similarity NPD6542 Approved
0.6855 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6855 Remote Similarity NPD2983 Phase 2
0.6855 Remote Similarity NPD4129 Approved
0.6855 Remote Similarity NPD1669 Approved
0.6855 Remote Similarity NPD2429 Approved
0.6855 Remote Similarity NPD2982 Phase 2
0.6855 Remote Similarity NPD6539 Approved
0.6855 Remote Similarity NPD6540 Phase 3
0.6855 Remote Similarity NPD6543 Approved
0.6855 Remote Similarity NPD2428 Approved
0.6855 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6847 Remote Similarity NPD940 Approved
0.6847 Remote Similarity NPD846 Approved
0.6846 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6846 Remote Similarity NPD4340 Discontinued
0.6842 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6838 Remote Similarity NPD769 Approved
0.6829 Remote Similarity NPD1611 Approved
0.6825 Remote Similarity NPD3690 Phase 2
0.6825 Remote Similarity NPD6584 Phase 3
0.6825 Remote Similarity NPD3691 Phase 2
0.6822 Remote Similarity NPD4062 Phase 3
0.6822 Remote Similarity NPD6233 Phase 2
0.6822 Remote Similarity NPD5745 Approved
0.6818 Remote Similarity NPD1510 Phase 2
0.6807 Remote Similarity NPD6387 Discontinued
0.6803 Remote Similarity NPD2556 Approved
0.6803 Remote Similarity NPD2554 Approved
0.68 Remote Similarity NPD3225 Approved
0.68 Remote Similarity NPD6541 Approved
0.68 Remote Similarity NPD6538 Approved
0.6794 Remote Similarity NPD2492 Phase 1
0.6786 Remote Similarity NPD9261 Approved
0.6774 Remote Similarity NPD1608 Approved
0.6772 Remote Similarity NPD4993 Discontinued
0.6769 Remote Similarity NPD2979 Phase 3
0.6769 Remote Similarity NPD4060 Phase 1
0.6769 Remote Similarity NPD4140 Approved
0.6767 Remote Similarity NPD1551 Phase 2
0.6767 Remote Similarity NPD2935 Discontinued
0.6757 Remote Similarity NPD1242 Phase 1
0.6746 Remote Similarity NPD3568 Approved
0.6746 Remote Similarity NPD3567 Approved
0.6744 Remote Similarity NPD1296 Phase 2
0.6741 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6726 Remote Similarity NPD9501 Approved
0.6726 Remote Similarity NPD164 Approved
0.6719 Remote Similarity NPD4908 Phase 1
0.6719 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6719 Remote Similarity NPD682 Discontinued
0.6718 Remote Similarity NPD6355 Discontinued
0.6718 Remote Similarity NPD1933 Approved
0.6716 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6697 Remote Similarity NPD1809 Phase 2
0.6697 Remote Similarity NPD844 Approved
0.6696 Remote Similarity NPD5373 Approved
0.6696 Remote Similarity NPD5374 Approved
0.6694 Remote Similarity NPD776 Approved
0.6694 Remote Similarity NPD1091 Approved
0.6693 Remote Similarity NPD7018 Phase 2
0.6693 Remote Similarity NPD4624 Approved
0.6692 Remote Similarity NPD3058 Clinical (unspecified phase)
0.6692 Remote Similarity NPD2799 Discontinued
0.6691 Remote Similarity NPD4628 Phase 3
0.6667 Remote Similarity NPD845 Approved
0.6667 Remote Similarity NPD7095 Approved
0.6667 Remote Similarity NPD3165 Approved
0.6667 Remote Similarity NPD1549 Phase 2
0.6667 Remote Similarity NPD2424 Discontinued
0.6667 Remote Similarity NPD3027 Phase 3
0.6667 Remote Similarity NPD3167 Approved
0.6667 Remote Similarity NPD3180 Approved
0.6667 Remote Similarity NPD3179 Approved
0.6667 Remote Similarity NPD8651 Approved
0.6667 Remote Similarity NPD3164 Approved
0.6667 Remote Similarity NPD3166 Approved
0.6667 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6642 Remote Similarity NPD3887 Approved
0.6641 Remote Similarity NPD4307 Phase 2
0.6641 Remote Similarity NPD2861 Phase 2
0.6641 Remote Similarity NPD3018 Phase 2
0.6641 Remote Similarity NPD2237 Approved
0.664 Remote Similarity NPD2231 Phase 2

  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