Structure

Physi-Chem Properties

Molecular Weight:  145.05
Volume:  153.712
LogP:  2.02
LogD:  1.938
LogS:  -2.563
# Rotatable Bonds:  1
TPSA:  32.86
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.611
Synthetic Accessibility Score:  1.978
Fsp3:  0.0
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:  -4.492
MDCK Permeability:  9.892781235976145e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.899
Plasma Protein Binding (PPB):  81.6418685913086%
Volume Distribution (VD):  1.172
Pgp-substrate:  19.17072296142578%

ADMET: Metabolism

CYP1A2-inhibitor:  0.977
CYP1A2-substrate:  0.45
CYP2C19-inhibitor:  0.559
CYP2C19-substrate:  0.285
CYP2C9-inhibitor:  0.12
CYP2C9-substrate:  0.911
CYP2D6-inhibitor:  0.081
CYP2D6-substrate:  0.782
CYP3A4-inhibitor:  0.105
CYP3A4-substrate:  0.182

ADMET: Excretion

Clearance (CL):  6.548
Half-life (T1/2):  0.798

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.128
Drug-inuced Liver Injury (DILI):  0.2
AMES Toxicity:  0.095
Rat Oral Acute Toxicity:  0.465
Maximum Recommended Daily Dose:  0.517
Skin Sensitization:  0.878
Carcinogencity:  0.25
Eye Corrosion:  0.912
Eye Irritation:  0.994
Respiratory Toxicity:  0.977

Download Data

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

  Natural Product: NPC42372

Natural Product ID:  NPC42372
Common Name*:   3-Formylindole
IUPAC Name:   1H-indole-3-carbaldehyde
Synonyms:   3-Formylindole; Indole-3-Carboxaldehyde
Standard InCHIKey:  OLNJUISKUQQNIM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H
SMILES:  c1ccc2c(c1)c(c[nH]2)C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL147741
PubChem CID:   10256
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0002497] Indoles

*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
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0014-5793(03)00033-4]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/ac991142i]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1034/j.1399-3054.2003.00030.x]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1046/j.1365-3040.2001.00686.x]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.274.1.397]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M302362200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M314195200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M411109200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1104/pp.103.022368]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[10952545]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. leaf n.a. PMID[10952545]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[11005203]
NPO32970 epichloë festucae Species n.a. n.a. n.a. n.a. n.a. PMID[11052720]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. seed n.a. PMID[11540412]
NPO31050 Isatis indigotica Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[11678654]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[12637544]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[12805618]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[14745019]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[15095145]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15280363]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. bark n.a. PMID[15283458]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. stem n.a. PMID[15577257]
NPO31050 Isatis indigotica Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15787451]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15820655]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15834012]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota aerial parts n.a. n.a. PMID[15844959]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. root n.a. PMID[16078700]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[1684022]
NPO25032 Haliclona oculata Species Chalinidae Eukaryota n.a. n.a. n.a. PMID[16989529]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[17559265]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. PMID[17586634]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[17611796]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. mycelium n.a. PMID[17932820]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18057039]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18235971]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18318836]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. leaf n.a. PMID[19521717]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. aerial part n.a. PMID[20961090]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21115251]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21193570]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21194489]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21395888]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21800258]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22060189]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO2251 Sphagneticola trilobata Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22574649]
NPO31050 Isatis indigotica Species Brassicaceae Eukaryota Roots Anhui, China n.a. PMID[22694318]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. flower n.a. PMID[22723874]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota aerial parts and buds Cagliari, Sardinia 2012-FEB PMID[22769561]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23370715]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23371463]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[23517145]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. PMID[23848163]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23950498]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[24074359]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[24163311]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24285094]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Flowers Lasa, China n.a. PMID[24621197]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[24660966]
NPO9419 Enterobacter cloacae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25427277]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[25457500]
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26081757]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. PMID[26088139]
NPO15254 Macropidia fuliginosa Species Haemodoraceae Eukaryota n.a. Australian n.a. PMID[26151487]
NPO29977 Marinomonas sp. Species Oceanospirillaceae Bacteria n.a. n.a. n.a. PMID[26939983]
NPO2251 Sphagneticola trilobata Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[26946839]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. leaf n.a. PMID[27019553]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[27128895]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. leaf n.a. PMID[27132824]
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[27169184]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[27363486]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[27432888]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27748595]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[29148766]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota Resinous Wood n.a. n.a. PMID[29227647]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota Aerial Parts n.a. n.a. PMID[29254897]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[31184480]
NPO40047 Blumea aromatica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31646857]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[31891260]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota Roots n.a. n.a. PMID[32004936]
NPO2251 Sphagneticola trilobata Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33306388]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[8278506]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[8594142]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO2676 Anabaena cylindrica Species 0stocaceae Bacteria n.a. n.a. n.a. PMID[9644086]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Bud n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Tubers n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23017 Urtica dioica Species Urticaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21447 Lotus corniculatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31050 Isatis indigotica Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. Database[MetaboLights]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21447 Lotus corniculatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9047.1 Brassica rapa subsp. oleifera Subspecies Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23017 Urtica dioica Species Urticaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23017 Urtica dioica Species Urticaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21447 Lotus corniculatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31050 Isatis indigotica Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9047.1 Brassica rapa subsp. oleifera Subspecies Brassicaceae 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]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16865.1 Prunus serrulata var. spontanea Varieties Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9047.1 Brassica rapa subsp. oleifera Subspecies Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10207.1 Olea europaea subsp. cuspidata Subspecies Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22487 Doronicum austriacum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5944 Guatteria dielsiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO693 Chamaebatia foliolosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24743 Swartschewskia papyracea Species Lubomirskiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO299 Euphorbia ebracteolata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2251 Sphagneticola trilobata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4642 Pseudococcus calceolariae Species Pseudococcidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21447 Lotus corniculatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2676 Anabaena cylindrica Species 0stocaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO16865.1 Prunus serrulata var. spontanea Varieties Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7714 Aglaia crassinervia Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16311 Rusavskia elegans Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9419 Enterobacter cloacae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25032 Haliclona oculata Species Chalinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11065 Calocephalus brownii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14546 Ichthyomethia piscipula n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15254 Macropidia fuliginosa Species Haemodoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1378 Peltigera dolichorrhiza Species Peltigeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16885 Phonus arborescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19894 Gonyaulax excavata Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22987 Aquilegia adoxoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10777 Persea lingue Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2848 Ipomoea batatas Species Convolvulaceae 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

☑ 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
NPT82 Cell Line MDA-MB-231 Homo sapiens OD(540nm) > 10.0 n.a. PMID[564298]
NPT83 Cell Line MCF7 Homo sapiens OD(540nm) > 10.0 n.a. PMID[564298]
NPT2817 Individual Protein Inosine-5'-monophosphate dehydrogenase 2 Homo sapiens IC50 = 22700.0 nM PMID[564299]
NPT2819 Individual Protein Dihydrofolate reductase Leishmania major IC50 = 2000000.0 nM PMID[564302]
NPT2621 Individual Protein Pteridine reductase 1 Leishmania major IC50 = 1100000.0 nM PMID[564302]
NPT240 Individual Protein Cytochrome P450 2A6 Homo sapiens Ki = 11000.0 nM PMID[564308]
NPT240 Individual Protein Cytochrome P450 2A6 Homo sapiens IC50 = 79000.0 nM PMID[564308]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition > 30.0 % PMID[564311]
NPT782 Protein Family Tubulin Bos taurus Inhibition = 0.0 % PMID[564298]
NPT636 Organism Phytophthora capsici Phytophthora capsici Activity = 57.0 % PMID[564305]
NPT636 Organism Phytophthora capsici Phytophthora capsici Activity = 0.0 % PMID[564305]
NPT450 Organism Meloidogyne incognita Meloidogyne incognita EC50 = 301.0 ug.mL-1 PMID[564306]
NPT450 Organism Meloidogyne incognita Meloidogyne incognita EC50 > 250.0 ug.mL-1 PMID[564306]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 7.0 mm PMID[564307]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 10.0 mm PMID[564307]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 13.0 mm PMID[564307]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 15.0 mm PMID[564307]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 760.0 nM PMID[564310]
NPT2 Others Unspecified Inhibition = 1.5 % PMID[564312]
NPT20 Organism Candida albicans Candida albicans Inhibition = 1.76 % PMID[564314]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans Inhibition = -4.21 % PMID[564314]
NPT19 Organism Escherichia coli Escherichia coli Inhibition = 17.3 % PMID[564314]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae Inhibition = 22.42 % PMID[564314]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition = 41.82 % PMID[564314]
NPT747 Organism Acinetobacter baumannii Acinetobacter baumannii Inhibition = 13.93 % PMID[564314]
NPT2922 Organism Staphylococcus aureus subsp. aureus Staphylococcus aureus subsp. aureus Inhibition = 16.72 % PMID[564314]

☑ 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 NPC42372 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
0.9615 High Similarity NPC293216
0.9317 High Similarity NPC470677
0.9202 High Similarity NPC110158
0.9103 High Similarity NPC242116
0.8931 High Similarity NPC114637
0.8909 High Similarity NPC102755
0.8896 High Similarity NPC284775
0.8743 High Similarity NPC477003
0.8706 High Similarity NPC154339
0.8588 High Similarity NPC278434
0.8555 High Similarity NPC267343
0.8547 High Similarity NPC138370
0.8512 High Similarity NPC191415
0.8439 Intermediate Similarity NPC476460
0.8438 Intermediate Similarity NPC76982
0.8343 Intermediate Similarity NPC326422
0.8343 Intermediate Similarity NPC304203
0.8323 Intermediate Similarity NPC190296
0.8289 Intermediate Similarity NPC29886
0.8289 Intermediate Similarity NPC96102
0.8289 Intermediate Similarity NPC261195
0.8267 Intermediate Similarity NPC82295
0.8235 Intermediate Similarity NPC84911
0.8235 Intermediate Similarity NPC105127
0.8217 Intermediate Similarity NPC159856
0.8217 Intermediate Similarity NPC314372
0.8197 Intermediate Similarity NPC183777
0.8193 Intermediate Similarity NPC78020
0.8182 Intermediate Similarity NPC115232
0.8171 Intermediate Similarity NPC214106
0.8152 Intermediate Similarity NPC171787
0.8129 Intermediate Similarity NPC110126
0.8129 Intermediate Similarity NPC88110
0.8129 Intermediate Similarity NPC73767
0.8121 Intermediate Similarity NPC265100
0.8118 Intermediate Similarity NPC111275
0.8111 Intermediate Similarity NPC477004
0.8077 Intermediate Similarity NPC469784
0.8077 Intermediate Similarity NPC469779
0.8077 Intermediate Similarity NPC279081
0.8077 Intermediate Similarity NPC469768
0.8077 Intermediate Similarity NPC469780
0.8077 Intermediate Similarity NPC469767
0.8077 Intermediate Similarity NPC469783
0.8077 Intermediate Similarity NPC230002
0.8077 Intermediate Similarity NPC469761
0.807 Intermediate Similarity NPC55772
0.8037 Intermediate Similarity NPC469785
0.8025 Intermediate Similarity NPC469766
0.8012 Intermediate Similarity NPC24678
0.8012 Intermediate Similarity NPC105818
0.8 Intermediate Similarity NPC110500
0.8 Intermediate Similarity NPC471957
0.8 Intermediate Similarity NPC149155
0.8 Intermediate Similarity NPC167710
0.8 Intermediate Similarity NPC203468
0.7988 Intermediate Similarity NPC469762
0.7987 Intermediate Similarity NPC23215
0.7966 Intermediate Similarity NPC83111
0.7953 Intermediate Similarity NPC267885
0.7946 Intermediate Similarity NPC82053
0.7943 Intermediate Similarity NPC282103
0.7939 Intermediate Similarity NPC230869
0.7939 Intermediate Similarity NPC474492
0.7914 Intermediate Similarity NPC469760
0.7914 Intermediate Similarity NPC469786
0.7914 Intermediate Similarity NPC469763
0.7914 Intermediate Similarity NPC73952
0.7914 Intermediate Similarity NPC200214
0.7914 Intermediate Similarity NPC259644
0.7914 Intermediate Similarity NPC469765
0.7914 Intermediate Similarity NPC25008
0.7907 Intermediate Similarity NPC14113
0.7907 Intermediate Similarity NPC84827
0.7907 Intermediate Similarity NPC145885
0.7866 Intermediate Similarity NPC75540
0.7866 Intermediate Similarity NPC70922
0.7866 Intermediate Similarity NPC212376
0.7866 Intermediate Similarity NPC211572
0.7866 Intermediate Similarity NPC80597
0.7861 Intermediate Similarity NPC213468
0.7861 Intermediate Similarity NPC11126
0.7861 Intermediate Similarity NPC248041
0.7861 Intermediate Similarity NPC126709
0.7861 Intermediate Similarity NPC283219
0.7853 Intermediate Similarity NPC216713
0.7841 Intermediate Similarity NPC308931
0.7841 Intermediate Similarity NPC99939
0.7841 Intermediate Similarity NPC133003
0.7838 Intermediate Similarity NPC317701
0.7826 Intermediate Similarity NPC143872
0.7826 Intermediate Similarity NPC288838
0.7814 Intermediate Similarity NPC237414
0.7798 Intermediate Similarity NPC102423
0.7798 Intermediate Similarity NPC311276
0.7798 Intermediate Similarity NPC40779
0.7797 Intermediate Similarity NPC315555
0.779 Intermediate Similarity NPC202812
0.7789 Intermediate Similarity NPC219087
0.7784 Intermediate Similarity NPC470680
0.7784 Intermediate Similarity NPC100104
0.7784 Intermediate Similarity NPC21429
0.7778 Intermediate Similarity NPC47190
0.7778 Intermediate Similarity NPC469811
0.7771 Intermediate Similarity NPC275292
0.7771 Intermediate Similarity NPC243381
0.7771 Intermediate Similarity NPC71037
0.7759 Intermediate Similarity NPC233050
0.7759 Intermediate Similarity NPC276540
0.7751 Intermediate Similarity NPC233380
0.7746 Intermediate Similarity NPC151635
0.7733 Intermediate Similarity NPC252572
0.773 Intermediate Similarity NPC321911
0.7727 Intermediate Similarity NPC470205
0.7725 Intermediate Similarity NPC135141
0.7725 Intermediate Similarity NPC92796
0.7719 Intermediate Similarity NPC471943
0.7716 Intermediate Similarity NPC63545
0.7712 Intermediate Similarity NPC471589
0.7706 Intermediate Similarity NPC54988
0.7701 Intermediate Similarity NPC240088
0.7701 Intermediate Similarity NPC473380
0.7697 Intermediate Similarity NPC135601
0.7697 Intermediate Similarity NPC17273
0.7697 Intermediate Similarity NPC251391
0.7697 Intermediate Similarity NPC141612
0.7692 Intermediate Similarity NPC195239
0.7692 Intermediate Similarity NPC157828
0.7688 Intermediate Similarity NPC469529
0.7684 Intermediate Similarity NPC228835
0.7683 Intermediate Similarity NPC53947
0.7683 Intermediate Similarity NPC471655
0.7679 Intermediate Similarity NPC131718
0.7679 Intermediate Similarity NPC279918
0.7672 Intermediate Similarity NPC116555
0.7669 Intermediate Similarity NPC201380
0.7669 Intermediate Similarity NPC179787
0.7667 Intermediate Similarity NPC324091
0.7661 Intermediate Similarity NPC201700
0.7657 Intermediate Similarity NPC265710
0.7654 Intermediate Similarity NPC467188
0.765 Intermediate Similarity NPC11445
0.765 Intermediate Similarity NPC102592
0.765 Intermediate Similarity NPC79356
0.7643 Intermediate Similarity NPC291517
0.7637 Intermediate Similarity NPC88315
0.7636 Intermediate Similarity NPC470823
0.7636 Intermediate Similarity NPC70406
0.7633 Intermediate Similarity NPC282231
0.7622 Intermediate Similarity NPC472297
0.7622 Intermediate Similarity NPC472296
0.7622 Intermediate Similarity NPC74413
0.7619 Intermediate Similarity NPC80681
0.7614 Intermediate Similarity NPC73994
0.7614 Intermediate Similarity NPC16659
0.7614 Intermediate Similarity NPC477042
0.7609 Intermediate Similarity NPC227582
0.7607 Intermediate Similarity NPC316069
0.7604 Intermediate Similarity NPC473218
0.7604 Intermediate Similarity NPC470702
0.7598 Intermediate Similarity NPC62749
0.7598 Intermediate Similarity NPC235684
0.7592 Intermediate Similarity NPC123839
0.759 Intermediate Similarity NPC325903
0.759 Intermediate Similarity NPC141926
0.7588 Intermediate Similarity NPC271797
0.7588 Intermediate Similarity NPC21174
0.7588 Intermediate Similarity NPC274981
0.7584 Intermediate Similarity NPC467063
0.7579 Intermediate Similarity NPC266249
0.7578 Intermediate Similarity NPC101130
0.7578 Intermediate Similarity NPC58268
0.7578 Intermediate Similarity NPC129412
0.7578 Intermediate Similarity NPC114033
0.7577 Intermediate Similarity NPC471192
0.7576 Intermediate Similarity NPC313889
0.7572 Intermediate Similarity NPC470498
0.7568 Intermediate Similarity NPC131887
0.7568 Intermediate Similarity NPC67288
0.7565 Intermediate Similarity NPC470703
0.7561 Intermediate Similarity NPC105811
0.756 Intermediate Similarity NPC213914
0.7558 Intermediate Similarity NPC70949
0.7556 Intermediate Similarity NPC17059
0.7553 Intermediate Similarity NPC98715
0.7552 Intermediate Similarity NPC72956
0.7546 Intermediate Similarity NPC470440
0.7545 Intermediate Similarity NPC34844
0.7545 Intermediate Similarity NPC209362
0.7542 Intermediate Similarity NPC280290
0.7529 Intermediate Similarity NPC313791
0.7528 Intermediate Similarity NPC469358
0.7528 Intermediate Similarity NPC117027
0.7515 Intermediate Similarity NPC123906
0.7514 Intermediate Similarity NPC321708
0.7513 Intermediate Similarity NPC153980
0.7513 Intermediate Similarity NPC471193
0.7513 Intermediate Similarity NPC471194
0.7513 Intermediate Similarity NPC6865
0.75 Intermediate Similarity NPC474561

  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 NPC42372 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
0.8304 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.8289 Intermediate Similarity NPD198 Clinical (unspecified phase)
0.8208 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.8132 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD786 Approved
0.8125 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD1722 Approved
0.8 Intermediate Similarity NPD482 Approved
0.7957 Intermediate Similarity NPD2510 Approved
0.7957 Intermediate Similarity NPD2509 Approved
0.7953 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD1291 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD4922 Phase 2
0.7849 Intermediate Similarity NPD2008 Discontinued
0.7845 Intermediate Similarity NPD4848 Phase 1
0.7784 Intermediate Similarity NPD2091 Phase 2
0.7784 Intermediate Similarity NPD2096 Phase 2
0.7772 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD3100 Discontinued
0.773 Intermediate Similarity NPD4374 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD3320 Approved
0.7727 Intermediate Similarity NPD2095 Phase 2
0.7727 Intermediate Similarity NPD2092 Phase 2
0.7727 Intermediate Similarity NPD3318 Approved
0.7727 Intermediate Similarity NPD3319 Phase 1
0.7727 Intermediate Similarity NPD2094 Phase 2
0.7714 Intermediate Similarity NPD2479 Phase 3
0.7714 Intermediate Similarity NPD5473 Discontinued
0.7714 Intermediate Similarity NPD2481 Approved
0.7684 Intermediate Similarity NPD7564 Discontinued
0.7683 Intermediate Similarity NPD2172 Phase 1
0.7668 Intermediate Similarity NPD3389 Approved
0.7668 Intermediate Similarity NPD3394 Approved
0.7668 Intermediate Similarity NPD3393 Approved
0.7661 Intermediate Similarity NPD1343 Approved
0.7661 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD4075 Phase 2
0.763 Intermediate Similarity NPD750 Phase 2
0.7604 Intermediate Similarity NPD2411 Approved
0.7561 Intermediate Similarity NPD1270 Approved
0.7513 Intermediate Similarity NPD5901 Discontinued
0.75 Intermediate Similarity NPD4051 Discontinued
0.7485 Intermediate Similarity NPD2837 Discontinued
0.7472 Intermediate Similarity NPD4011 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD1403 Approved
0.7471 Intermediate Similarity NPD1404 Approved
0.7461 Intermediate Similarity NPD4614 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD1851 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD569 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7619 Phase 3
0.7405 Intermediate Similarity NPD7024 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7618 Phase 3
0.7401 Intermediate Similarity NPD3505 Approved
0.7401 Intermediate Similarity NPD2144 Approved
0.7401 Intermediate Similarity NPD3506 Approved
0.7396 Intermediate Similarity NPD2443 Approved
0.7396 Intermediate Similarity NPD2442 Approved
0.7368 Intermediate Similarity NPD6454 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD4076 Approved
0.736 Intermediate Similarity NPD4079 Approved
0.7326 Intermediate Similarity NPD6664 Approved
0.732 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD2642 Approved
0.7299 Intermediate Similarity NPD2639 Approved
0.7288 Intermediate Similarity NPD5065 Approved
0.7283 Intermediate Similarity NPD1905 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD3323 Discontinued
0.7282 Intermediate Similarity NPD5475 Discontinued
0.7278 Intermediate Similarity NPD3178 Discontinued
0.7278 Intermediate Similarity NPD3038 Discontinued
0.7277 Intermediate Similarity NPD6176 Phase 1
0.7262 Intermediate Similarity NPD4462 Approved
0.7262 Intermediate Similarity NPD4463 Approved
0.7258 Intermediate Similarity NPD460 Discontinued
0.7257 Intermediate Similarity NPD2640 Approved
0.7257 Intermediate Similarity NPD2641 Approved
0.7257 Intermediate Similarity NPD2185 Clinical (unspecified phase)
0.724 Intermediate Similarity NPD3947 Discontinued
0.7225 Intermediate Similarity NPD1853 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD200 Phase 2
0.7222 Intermediate Similarity NPD6595 Phase 3
0.7222 Intermediate Similarity NPD201 Phase 2
0.7213 Intermediate Similarity NPD5820 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD2213 Approved
0.7209 Intermediate Similarity NPD2214 Approved
0.7207 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD991 Phase 2
0.7197 Intermediate Similarity NPD992 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD1982 Phase 1
0.7195 Intermediate Similarity NPD3943 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4128 Approved
0.7188 Intermediate Similarity NPD1627 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD2408 Discontinued
0.7174 Intermediate Similarity NPD4988 Discontinued
0.7164 Intermediate Similarity NPD6242 Discontinued
0.7159 Intermediate Similarity NPD1292 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD6288 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD5426 Phase 3
0.715 Intermediate Similarity NPD6987 Phase 1
0.7135 Intermediate Similarity NPD2879 Approved
0.7135 Intermediate Similarity NPD2881 Approved
0.7126 Intermediate Similarity NPD5400 Approved
0.712 Intermediate Similarity NPD484 Approved
0.712 Intermediate Similarity NPD6217 Discontinued
0.7113 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4181 Approved
0.7099 Intermediate Similarity NPD272 Approved
0.7092 Intermediate Similarity NPD1600 Suspended
0.7091 Intermediate Similarity NPD9599 Approved
0.7086 Intermediate Similarity NPD3583 Phase 2
0.7081 Intermediate Similarity NPD4948 Discontinued
0.7081 Intermediate Similarity NPD3961 Discontinued
0.7079 Intermediate Similarity NPD3610 Approved
0.7079 Intermediate Similarity NPD3609 Approved
0.7077 Intermediate Similarity NPD1506 Discontinued
0.7071 Intermediate Similarity NPD7455 Approved
0.7071 Intermediate Similarity NPD7454 Approved
0.7068 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD5254 Discontinued
0.7035 Intermediate Similarity NPD2061 Approved
0.7035 Intermediate Similarity NPD5888 Phase 2
0.7033 Intermediate Similarity NPD1618 Phase 2
0.7012 Intermediate Similarity NPD1262 Discovery
0.7011 Intermediate Similarity NPD1630 Approved
0.701 Intermediate Similarity NPD8072 Approved
0.7006 Intermediate Similarity NPD4637 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD4499 Approved
0.7 Intermediate Similarity NPD3654 Approved
0.7 Intermediate Similarity NPD4736 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4883 Approved
0.6994 Remote Similarity NPD276 Clinical (unspecified phase)
0.699 Remote Similarity NPD3905 Phase 3
0.6989 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5590 Clinical (unspecified phase)
0.6975 Remote Similarity NPD9100 Approved
0.6973 Remote Similarity NPD6610 Clinical (unspecified phase)
0.697 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6968 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6968 Remote Similarity NPD2336 Approved
0.6963 Remote Similarity NPD2880 Discontinued
0.6961 Remote Similarity NPD3238 Discontinued
0.6957 Remote Similarity NPD3476 Approved
0.6957 Remote Similarity NPD3475 Approved
0.6954 Remote Similarity NPD1192 Clinical (unspecified phase)
0.6954 Remote Similarity NPD6459 Phase 2
0.695 Remote Similarity NPD3795 Approved
0.695 Remote Similarity NPD3794 Approved
0.6949 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5855 Phase 3
0.6947 Remote Similarity NPD5853 Phase 3
0.6941 Remote Similarity NPD4547 Phase 3
0.694 Remote Similarity NPD3927 Phase 2
0.694 Remote Similarity NPD6277 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7470 Discontinued
0.6935 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6931 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6927 Remote Similarity NPD1573 Approved
0.6927 Remote Similarity NPD1575 Approved
0.6923 Remote Similarity NPD2753 Discontinued
0.6923 Remote Similarity NPD175 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6915 Remote Similarity NPD8112 Clinical (unspecified phase)
0.691 Remote Similarity NPD4643 Clinical (unspecified phase)
0.691 Remote Similarity NPD1248 Discontinued
0.6905 Remote Similarity NPD2006 Phase 2
0.6905 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6904 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6901 Remote Similarity NPD2430 Phase 2
0.69 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6898 Remote Similarity NPD3246 Discontinued
0.6898 Remote Similarity NPD8431 Approved
0.6897 Remote Similarity NPD2580 Discontinued
0.6897 Remote Similarity NPD473 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1631 Approved
0.6888 Remote Similarity NPD8272 Phase 2
0.6885 Remote Similarity NPD3079 Approved
0.6885 Remote Similarity NPD3078 Approved
0.6885 Remote Similarity NPD3077 Approved
0.6885 Remote Similarity NPD3076 Approved
0.6885 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6882 Remote Similarity NPD1683 Approved
0.6879 Remote Similarity NPD180 Clinical (unspecified phase)
0.6875 Remote Similarity NPD2119 Approved
0.6875 Remote Similarity NPD2118 Approved
0.6872 Remote Similarity NPD4639 Approved
0.6872 Remote Similarity NPD4779 Clinical (unspecified phase)
0.6872 Remote Similarity NPD4638 Approved
0.6872 Remote Similarity NPD8073 Approved
0.6872 Remote Similarity NPD4640 Approved
0.6869 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6867 Remote Similarity NPD2896 Discontinued
0.6866 Remote Similarity NPD6787 Phase 2
0.6865 Remote Similarity NPD5105 Approved
0.6865 Remote Similarity NPD5106 Approved
0.6863 Remote Similarity NPD5199 Approved
0.6863 Remote Similarity NPD5198 Approved
0.6862 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6859 Remote Similarity NPD7944 Discontinued

  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