Structure

Physi-Chem Properties

Molecular Weight:  117.06
Volume:  130.262
LogP:  2.292
LogD:  2.443
LogS:  -2.151
# Rotatable Bonds:  0
TPSA:  15.79
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.544
Synthetic Accessibility Score:  1.74
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.259
MDCK Permeability:  2.2485028239316307e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.012
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.881
30% Bioavailability (F30%):  0.468

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.737
Plasma Protein Binding (PPB):  86.31747436523438%
Volume Distribution (VD):  1.902
Pgp-substrate:  16.501955032348633%

ADMET: Metabolism

CYP1A2-inhibitor:  0.975
CYP1A2-substrate:  0.805
CYP2C19-inhibitor:  0.789
CYP2C19-substrate:  0.302
CYP2C9-inhibitor:  0.146
CYP2C9-substrate:  0.811
CYP2D6-inhibitor:  0.335
CYP2D6-substrate:  0.854
CYP3A4-inhibitor:  0.078
CYP3A4-substrate:  0.207

ADMET: Excretion

Clearance (CL):  11.189
Half-life (T1/2):  0.794

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.178
Drug-inuced Liver Injury (DILI):  0.406
AMES Toxicity:  0.311
Rat Oral Acute Toxicity:  0.844
Maximum Recommended Daily Dose:  0.219
Skin Sensitization:  0.633
Carcinogencity:  0.408
Eye Corrosion:  0.844
Eye Irritation:  0.994
Respiratory Toxicity:  0.983

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

  Natural Product: NPC82295

Natural Product ID:  NPC82295
Common Name*:   Indole
IUPAC Name:   1H-indole
Synonyms:   Indole
Standard InCHIKey:  SIKJAQJRHWYJAI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H
SMILES:  c1ccc2c(c1)[nH]cc2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL15844
PubChem CID:   798
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
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. DOI[10.1002/elan.200403102]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1016/0006-291X(79)91731-5]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2012.02.124]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.foodchem.2013.08.121]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1093/emboj/18.8.2021]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1091286]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[10977898]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1100617]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. PMID[11077184]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11745165]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11750815]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12369847]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12467448]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12805358]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. ChEBI[131529]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13610867]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13831814]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[14973046]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15031653]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[15095145]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15292242]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15610037]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Flowers n.a. n.a. PMID[16180814]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1644759]
NPO8258 Camellia sinensis Species Theaceae Eukaryota seeds Shizuoka prefecture, Japan n.a. PMID[16499314]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[16630633]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[170247]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. PMID[17328234]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[17765195]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. mycelium n.a. PMID[17932820]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[179975]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[18068204]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds n.a. n.a. PMID[18321056]
NPO19917 Corymbia peltata Species Myrtaceae Eukaryota flowers n.a. n.a. PMID[18412395]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19026742]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19514719]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19561621]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[20121210]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21028898]
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[21115251]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21428416]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[21434603]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21437340]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. flower n.a. PMID[21804227]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. flower n.a. PMID[21922925]
NPO8258 Camellia sinensis Species Theaceae Eukaryota flower buds n.a. n.a. PMID[21925888]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. flower bud n.a. PMID[21942812]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota flower buds Henan province, China 2005-MAY PMID[21942812]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21988831]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22289691]
NPO8258 Camellia sinensis Species Theaceae Eukaryota leaves n.a. n.a. PMID[22377672]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22855027]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22870812]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. leaf n.a. PMID[23265489]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. leaf n.a. PMID[23265495]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23435948]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[23517145]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23537328]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaves Bandung, West Java, Indonesia PMID[23621359]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23676670]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[241475]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24206068]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds n.a. n.a. PMID[24279769]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24783849]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24831709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24939187]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24966042]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24967680]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[2543976]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25737008]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25867074]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. PMID[26088139]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26195826]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26337258]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26670289]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26826371]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[28558206]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[29897754]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[30302998]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[318639]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[31891260]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[32031796]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[3283102]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[398096]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4877125]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4879561]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4908789]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[5332408]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6102982]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6284709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6338507]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7042909]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7601837]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[8594142]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[8852895]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[9470222]
NPO2676 Anabaena cylindrica Species 0stocaceae Bacteria n.a. n.a. n.a. PMID[9644086]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Cotyledon n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Seed Oil n.a. n.a. Database[FooDB]
NPO16405 Uncaria nervosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22216 Chimonanthus fragrans Species Calycanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17501 Viverra zibetha Species Viverridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30571 Sauromatum guttatum Species Araceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. pericarp n.a. PMID[p25172756]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17501 Viverra zibetha Species Viverridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16405 Uncaria nervosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22216 Chimonanthus fragrans Species Calycanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27623 Citrus japonica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19332 Croomia japonica Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19332 Croomia japonica Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17954.1 Narcissus tazetta l var. chinensis roem. Varieties Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22216 Chimonanthus fragrans Species Calycanthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30571 Sauromatum guttatum Species Araceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17501 Viverra zibetha Species Viverridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24743 Swartschewskia papyracea Species Lubomirskiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5944 Guatteria dielsiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24322 Plagiomnium acutum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23785 Narcissus bicolor Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19917 Corymbia peltata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17501 Viverra zibetha Species Viverridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO1378 Peltigera dolichorrhiza Species Peltigeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24437 Isodon umbrosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19332 Croomia japonica Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16405 Uncaria nervosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19957 Urmenetea atacamensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23950 Eugenia aquea Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22216 Chimonanthus fragrans Species Calycanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19976 Fistulina hepatica Species Fistulinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27623 Citrus japonica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22400 Laurencia nana Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25877 Eupatorium glehni Species Asteraceae Eukaryota 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]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24167 Plocamium coccineum Species Plocamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11681 Aria latifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO693 Chamaebatia foliolosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20887 Coryne sarcoides Species Corynidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24358 Phyllanthus muellerianus Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10777 Persea lingue Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19649 Akebia quinata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20803 Limacia oblonga Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24397 Mucuna holtoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21953 Athyrium yokoscense Species Athyriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22680 Ectomyelois ceratoniae Species Pyralidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11170 Akebia trifoliata Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2676 Anabaena cylindrica Species 0stocaceae Bacteria 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
NPO7576 NPC82295 Other Stem 0.133 0.133 0.133 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
NPT589 Individual Protein Serum albumin Bos taurus Log 1/C = 4.07 n.a. PMID[526724]
NPT2603 Individual Protein Adenosine kinase Homo sapiens Kd = 3000000.0 nM PMID[526725]
NPT2603 Individual Protein Adenosine kinase Homo sapiens Kd = 3000000.0 nM PMID[526729]
NPT1066 Individual Protein Lysozyme Enterobacteria phage T4 Kd = 290000.0 nM PMID[526733]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 32500.0 nM PMID[526741]
NPT1062 Individual Protein Carbonic anhydrase IV Homo sapiens Ki = 2330.0 nM PMID[526741]
NPT1063 Individual Protein Carbonic anhydrase VI Homo sapiens Ki = 3630.0 nM PMID[526741]
NPT3965 Individual Protein Carbonic anhydrase 3 Bos taurus Ki = 17600.0 nM PMID[526741]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 100000.0 nM PMID[526742]
NPT136 Cell Line SK-N-SH Homo sapiens IC50 = 1780.0 nM PMID[526742]
NPT81 Cell Line A549 Homo sapiens IC50 > 100000.0 nM PMID[526742]
NPT171 Cell Line MRC5 Homo sapiens IC50 = 15580.0 nM PMID[526742]
NPT3966 Individual Protein Phenol oxidase Plutella xylostella IC50 = 78320.0 nM PMID[526743]
NPT2452 Cell Line NCI-H292 IC50 > 50000.0 nM PMID[526748]
NPT1535 Cell Line U-87 MG Homo sapiens EC50 > 625000.0 nM PMID[526751]
NPT380 Cell Line U-251 Homo sapiens EC50 > 625000.0 nM PMID[526751]
NPT346 Individual Protein Transient receptor potential cation channel subfamily A member 1 Homo sapiens Activity = 111.0 % PMID[526752]
NPT346 Individual Protein Transient receptor potential cation channel subfamily A member 1 Homo sapiens EC50 = 75200.0 nM PMID[526752]
NPT2 Others Unspecified Potency n.a. 15089 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7497.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15105.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30140 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2683.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48966.2 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 2414.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48182.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 42942.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 8568.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1346.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2686.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9531.1 nM PubChem BioAssay data set
NPT27 Others Unspecified Log k' w = 2.014 n.a. PMID[526724]
NPT35 Others n.a. LogP = 2.14 n.a. PMID[526724]
NPT3964 Protein Complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens Kd = 300000.0 nM PMID[526725]
NPT35 Others n.a. Log S = -1.21 n.a. PMID[526726]
NPT1509 Protein Complex Cyclin-dependent kinase 5/CDK5 activator 1 Homo sapiens Inhibition = 78.0 % PMID[526727]
NPT1572 Protein Family Glycogen synthase kinase-3 Homo sapiens Inhibition = 68.0 % PMID[526727]
NPT1509 Protein Complex Cyclin-dependent kinase 5/CDK5 activator 1 Homo sapiens Inhibition = 81.0 % PMID[526727]
NPT1572 Protein Family Glycogen synthase kinase-3 Homo sapiens Inhibition = 76.0 % PMID[526727]
NPT35 Others n.a. LogP = 2.14 n.a. PMID[526728]
NPT2 Others Unspecified IC50 > 10000000.0 nM PMID[526730]
NPT3964 Protein Complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens Kd = 300000.0 nM PMID[526731]
NPT35 Others n.a. Log PNalk = 0.68 n.a. PMID[526732]
NPT35 Others n.a. LogP = 2.14 n.a. PMID[526734]
NPT27 Others Unspecified LogP app = -4.5 n.a. PMID[526736]
NPT35 Others n.a. LogP = 2.14 n.a. PMID[526736]
NPT167 Organism Propionibacterium acnes Propionibacterium acnes MIC = 200.0 ug.mL-1 PMID[526737]
NPT35 Others n.a. LogD = 2.24 n.a. PMID[526738]
NPT35 Others n.a. LogD = 0.66 n.a. PMID[526738]
NPT191 Organism Hepatitis C virus Hepatitis C virus FC = 10.0 n.a. PMID[526740]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 27400.0 nM PMID[526741]
NPT849 Organism Plutella xylostella Plutella xylostella LC50 = 6274.3 ppm PMID[526743]
NPT2779 Organism Spodoptera exigua Spodoptera exigua IC50 = 52920.0 nM PMID[526743]
NPT2 Others Unspecified IC50 = 64900.0 nM PMID[526743]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 25.0 % PMID[526744]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 25.6 % PMID[526745]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 50000.0 nM PMID[526748]
NPT35 Others n.a. Retention_time = 10.27 min PMID[526750]
NPT35 Others n.a. CHI = 69.15 n.a. PMID[526750]
NPT2 Others Unspecified EC50 > 625000.0 nM PMID[526751]

☑ 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 NPC82295 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
0.9688 High Similarity NPC261195
0.9688 High Similarity NPC96102
0.9688 High Similarity NPC29886
0.9612 High Similarity NPC84911
0.9612 High Similarity NPC105127
0.9466 High Similarity NPC73767
0.9466 High Similarity NPC110126
0.9394 High Similarity NPC469779
0.9394 High Similarity NPC469780
0.9394 High Similarity NPC469784
0.9394 High Similarity NPC279081
0.9394 High Similarity NPC469768
0.9394 High Similarity NPC469783
0.9394 High Similarity NPC469761
0.9394 High Similarity NPC469767
0.9394 High Similarity NPC230002
0.9323 High Similarity NPC469766
0.9254 High Similarity NPC190296
0.9118 High Similarity NPC159856
0.9118 High Similarity NPC314372
0.9051 High Similarity NPC288838
0.9051 High Similarity NPC143872
0.9051 High Similarity NPC316069
0.8986 High Similarity NPC471957
0.8986 High Similarity NPC469811
0.8968 High Similarity NPC41174
0.8921 High Similarity NPC321911
0.8913 High Similarity NPC63545
0.8898 High Similarity NPC46358
0.8857 High Similarity NPC24678
0.8857 High Similarity NPC53947
0.8857 High Similarity NPC105818
0.8849 High Similarity NPC179787
0.8849 High Similarity NPC201380
0.8794 High Similarity NPC216713
0.8794 High Similarity NPC470823
0.8741 High Similarity NPC125746
0.8732 High Similarity NPC469786
0.8732 High Similarity NPC141926
0.8732 High Similarity NPC73952
0.8732 High Similarity NPC469765
0.8732 High Similarity NPC325903
0.8732 High Similarity NPC469760
0.8732 High Similarity NPC200214
0.8732 High Similarity NPC469763
0.8732 High Similarity NPC25008
0.8732 High Similarity NPC259644
0.8712 High Similarity NPC22079
0.8692 High Similarity NPC250361
0.8671 High Similarity NPC75540
0.8671 High Similarity NPC212376
0.8671 High Similarity NPC70922
0.8671 High Similarity NPC34844
0.8671 High Similarity NPC80597
0.8671 High Similarity NPC211572
0.8667 High Similarity NPC218268
0.8667 High Similarity NPC325252
0.8611 High Similarity NPC469785
0.8593 High Similarity NPC198988
0.8561 High Similarity NPC473762
0.8552 High Similarity NPC469762
0.8552 High Similarity NPC216643
0.8552 High Similarity NPC286427
0.8538 High Similarity NPC27740
0.8496 Intermediate Similarity NPC473587
0.8493 Intermediate Similarity NPC230869
0.8493 Intermediate Similarity NPC56765
0.8493 Intermediate Similarity NPC41257
0.8493 Intermediate Similarity NPC92796
0.8493 Intermediate Similarity NPC206819
0.8493 Intermediate Similarity NPC318065
0.8493 Intermediate Similarity NPC135141
0.8467 Intermediate Similarity NPC150259
0.8435 Intermediate Similarity NPC279918
0.8435 Intermediate Similarity NPC122141
0.8435 Intermediate Similarity NPC131718
0.8435 Intermediate Similarity NPC470204
0.8433 Intermediate Similarity NPC475428
0.8425 Intermediate Similarity NPC236711
0.8403 Intermediate Similarity NPC470233
0.8378 Intermediate Similarity NPC282231
0.8378 Intermediate Similarity NPC470203
0.837 Intermediate Similarity NPC475450
0.837 Intermediate Similarity NPC179365
0.8345 Intermediate Similarity NPC88097
0.8322 Intermediate Similarity NPC102423
0.8322 Intermediate Similarity NPC90723
0.8322 Intermediate Similarity NPC311276
0.8322 Intermediate Similarity NPC40779
0.8322 Intermediate Similarity NPC317105
0.8311 Intermediate Similarity NPC44773
0.8311 Intermediate Similarity NPC215584
0.8309 Intermediate Similarity NPC473930
0.8286 Intermediate Similarity NPC2949
0.8286 Intermediate Similarity NPC115611
0.8286 Intermediate Similarity NPC59084
0.8267 Intermediate Similarity NPC17751
0.8267 Intermediate Similarity NPC280864
0.8267 Intermediate Similarity NPC42372
0.8227 Intermediate Similarity NPC63157
0.8227 Intermediate Similarity NPC473868
0.8212 Intermediate Similarity NPC49954
0.8212 Intermediate Similarity NPC54988
0.8212 Intermediate Similarity NPC160105
0.8212 Intermediate Similarity NPC474561
0.8212 Intermediate Similarity NPC49217
0.82 Intermediate Similarity NPC149265
0.8182 Intermediate Similarity NPC204141
0.8162 Intermediate Similarity NPC282398
0.8158 Intermediate Similarity NPC78020
0.8158 Intermediate Similarity NPC201700
0.8158 Intermediate Similarity NPC63751
0.8146 Intermediate Similarity NPC274229
0.8105 Intermediate Similarity NPC194411
0.8077 Intermediate Similarity NPC143603
0.8077 Intermediate Similarity NPC91958
0.8071 Intermediate Similarity NPC314102
0.8071 Intermediate Similarity NPC251722
0.806 Intermediate Similarity NPC146373
0.806 Intermediate Similarity NPC166424
0.806 Intermediate Similarity NPC245244
0.8056 Intermediate Similarity NPC285731
0.8056 Intermediate Similarity NPC470440
0.8052 Intermediate Similarity NPC470498
0.803 Intermediate Similarity NPC48564
0.803 Intermediate Similarity NPC265605
0.803 Intermediate Similarity NPC182570
0.8014 Intermediate Similarity NPC169433
0.8014 Intermediate Similarity NPC2272
0.8 Intermediate Similarity NPC313791
0.8 Intermediate Similarity NPC314603
0.8 Intermediate Similarity NPC477611
0.7987 Intermediate Similarity NPC97343
0.7973 Intermediate Similarity NPC232798
0.7961 Intermediate Similarity NPC194640
0.7958 Intermediate Similarity NPC312092
0.7949 Intermediate Similarity NPC37423
0.7949 Intermediate Similarity NPC275305
0.7949 Intermediate Similarity NPC149155
0.7949 Intermediate Similarity NPC293216
0.7949 Intermediate Similarity NPC110500
0.7949 Intermediate Similarity NPC203468
0.7945 Intermediate Similarity NPC21605
0.7945 Intermediate Similarity NPC470111
0.7935 Intermediate Similarity NPC82331
0.7923 Intermediate Similarity NPC148140
0.7902 Intermediate Similarity NPC284635
0.7898 Intermediate Similarity NPC224764
0.7898 Intermediate Similarity NPC267885
0.7898 Intermediate Similarity NPC474958
0.7895 Intermediate Similarity NPC225018
0.7867 Intermediate Similarity NPC476464
0.7863 Intermediate Similarity NPC81561
0.7848 Intermediate Similarity NPC184964
0.7848 Intermediate Similarity NPC248454
0.7848 Intermediate Similarity NPC284775
0.7848 Intermediate Similarity NPC473380
0.7848 Intermediate Similarity NPC14113
0.7848 Intermediate Similarity NPC96890
0.7848 Intermediate Similarity NPC240088
0.7848 Intermediate Similarity NPC145885
0.7848 Intermediate Similarity NPC59269
0.7848 Intermediate Similarity NPC84827
0.7848 Intermediate Similarity NPC68354
0.7848 Intermediate Similarity NPC151939
0.7848 Intermediate Similarity NPC111275
0.7838 Intermediate Similarity NPC40070
0.7838 Intermediate Similarity NPC33421
0.7834 Intermediate Similarity NPC280297
0.7803 Intermediate Similarity NPC162689
0.7803 Intermediate Similarity NPC54102
0.7799 Intermediate Similarity NPC265710
0.7799 Intermediate Similarity NPC176199
0.7799 Intermediate Similarity NPC215795
0.7799 Intermediate Similarity NPC248041
0.7799 Intermediate Similarity NPC233050
0.7799 Intermediate Similarity NPC213468
0.7799 Intermediate Similarity NPC42979
0.7799 Intermediate Similarity NPC283219
0.7799 Intermediate Similarity NPC276540
0.7799 Intermediate Similarity NPC55772
0.7799 Intermediate Similarity NPC11126
0.7799 Intermediate Similarity NPC126709
0.7785 Intermediate Similarity NPC280852
0.777 Intermediate Similarity NPC37548
0.775 Intermediate Similarity NPC314919
0.775 Intermediate Similarity NPC164228
0.775 Intermediate Similarity NPC16659
0.775 Intermediate Similarity NPC300688
0.774 Intermediate Similarity NPC242556
0.7734 Intermediate Similarity NPC27802
0.7727 Intermediate Similarity NPC297486
0.7727 Intermediate Similarity NPC471402
0.7727 Intermediate Similarity NPC240136
0.7724 Intermediate Similarity NPC476454
0.7718 Intermediate Similarity NPC148592
0.7714 Intermediate Similarity NPC256893
0.7714 Intermediate Similarity NPC101165
0.7702 Intermediate Similarity NPC243381
0.7702 Intermediate Similarity NPC307191

  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 NPC82295 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
0.9688 High Similarity NPD198 Clinical (unspecified phase)
0.9466 High Similarity NPD786 Approved
0.9323 High Similarity NPD1722 Approved
0.8921 High Similarity NPD3100 Discontinued
0.8921 High Similarity NPD4374 Clinical (unspecified phase)
0.8857 High Similarity NPD2172 Phase 1
0.8601 High Similarity NPD2837 Discontinued
0.8485 Intermediate Similarity NPD991 Phase 2
0.8485 Intermediate Similarity NPD992 Clinical (unspecified phase)
0.8435 Intermediate Similarity NPD1404 Approved
0.8435 Intermediate Similarity NPD1403 Approved
0.8322 Intermediate Similarity NPD3323 Discontinued
0.8286 Intermediate Similarity NPD3943 Clinical (unspecified phase)
0.8255 Intermediate Similarity NPD1853 Clinical (unspecified phase)
0.8212 Intermediate Similarity NPD2642 Approved
0.8212 Intermediate Similarity NPD2639 Approved
0.8169 Intermediate Similarity NPD2006 Phase 2
0.8162 Intermediate Similarity NPD3476 Approved
0.8162 Intermediate Similarity NPD3475 Approved
0.8158 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD2640 Approved
0.8158 Intermediate Similarity NPD2641 Approved
0.8158 Intermediate Similarity NPD2185 Clinical (unspecified phase)
0.8112 Intermediate Similarity NPD5254 Discontinued
0.8108 Intermediate Similarity NPD473 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.8088 Intermediate Similarity NPD3654 Approved
0.8071 Intermediate Similarity NPD1262 Discovery
0.8052 Intermediate Similarity NPD3610 Approved
0.8052 Intermediate Similarity NPD3609 Approved
0.8042 Intermediate Similarity NPD4637 Clinical (unspecified phase)
0.803 Intermediate Similarity NPD271 Approved
0.803 Intermediate Similarity NPD268 Approved
0.803 Intermediate Similarity NPD270 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD9392 Approved
0.8 Intermediate Similarity NPD9583 Approved
0.8 Intermediate Similarity NPD9396 Approved
0.7985 Intermediate Similarity NPD9357 Approved
0.7984 Intermediate Similarity NPD269 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD1248 Discontinued
0.7959 Intermediate Similarity NPD4462 Approved
0.7959 Intermediate Similarity NPD4463 Approved
0.7949 Intermediate Similarity NPD4128 Approved
0.7949 Intermediate Similarity NPD482 Approved
0.7949 Intermediate Similarity NPD5065 Approved
0.7945 Intermediate Similarity NPD4547 Phase 3
0.7941 Intermediate Similarity NPD2118 Approved
0.7941 Intermediate Similarity NPD2119 Approved
0.7933 Intermediate Similarity NPD2865 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD1192 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD2165 Phase 1
0.7917 Intermediate Similarity NPD2007 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD4075 Phase 2
0.7898 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD2430 Phase 2
0.7877 Intermediate Similarity NPD1683 Approved
0.7867 Intermediate Similarity NPD3114 Approved
0.7867 Intermediate Similarity NPD3115 Approved
0.7867 Intermediate Similarity NPD3113 Approved
0.7867 Intermediate Similarity NPD2580 Discontinued
0.7867 Intermediate Similarity NPD3112 Approved
0.7857 Intermediate Similarity NPD3385 Approved
0.7848 Intermediate Similarity NPD3506 Approved
0.7848 Intermediate Similarity NPD3505 Approved
0.7848 Intermediate Similarity NPD4181 Approved
0.7848 Intermediate Similarity NPD2144 Approved
0.7848 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD803 Phase 1
0.781 Intermediate Similarity NPD1598 Discontinued
0.7799 Intermediate Similarity NPD4076 Approved
0.7799 Intermediate Similarity NPD4079 Approved
0.777 Intermediate Similarity NPD715 Phase 3
0.775 Intermediate Similarity NPD6595 Phase 3
0.775 Intermediate Similarity NPD6277 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD4029 Approved
0.773 Intermediate Similarity NPD4030 Approved
0.773 Intermediate Similarity NPD4028 Approved
0.7708 Intermediate Similarity NPD768 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD1708 Approved
0.7702 Intermediate Similarity NPD1895 Discontinued
0.7702 Intermediate Similarity NPD3038 Discontinued
0.7702 Intermediate Similarity NPD1707 Approved
0.7692 Intermediate Similarity NPD4779 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD975 Approved
0.7682 Intermediate Similarity NPD976 Approved
0.7682 Intermediate Similarity NPD977 Approved
0.7662 Intermediate Similarity NPD2385 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD1332 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5105 Approved
0.7654 Intermediate Similarity NPD5106 Approved
0.7654 Intermediate Similarity NPD2092 Phase 2
0.7654 Intermediate Similarity NPD2095 Phase 2
0.7654 Intermediate Similarity NPD2094 Phase 2
0.7638 Intermediate Similarity NPD9098 Phase 3
0.7638 Intermediate Similarity NPD9099 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD1528 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD9598 Discontinued
0.7622 Intermediate Similarity NPD1254 Approved
0.7622 Intermediate Similarity NPD1256 Approved
0.7622 Intermediate Similarity NPD1255 Approved
0.7622 Intermediate Similarity NPD1253 Approved
0.7607 Intermediate Similarity NPD2096 Phase 2
0.7607 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD2091 Phase 2
0.7606 Intermediate Similarity NPD3944 Approved
0.7606 Intermediate Similarity NPD3942 Approved
0.7603 Intermediate Similarity NPD1592 Phase 3
0.7584 Intermediate Similarity NPD1661 Suspended
0.7571 Intermediate Similarity NPD947 Approved
0.7569 Intermediate Similarity NPD6554 Approved
0.7569 Intermediate Similarity NPD45 Approved
0.7561 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD750 Phase 2
0.7532 Intermediate Similarity NPD5436 Phase 1
0.7515 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD6217 Discontinued
0.75 Intermediate Similarity NPD1918 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4649 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD1567 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3833 Phase 3
0.7483 Intermediate Similarity NPD3835 Phase 3
0.747 Intermediate Similarity NPD3961 Discontinued
0.747 Intermediate Similarity NPD8431 Approved
0.747 Intermediate Similarity NPD5590 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD1227 Phase 2
0.7445 Intermediate Similarity NPD748 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD5315 Discontinued
0.7432 Intermediate Similarity NPD4047 Discontinued
0.7431 Intermediate Similarity NPD4880 Discontinued
0.7425 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD2748 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD2150 Discontinued
0.7386 Intermediate Similarity NPD3339 Approved
0.7379 Intermediate Similarity NPD490 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD3117 Approved
0.7375 Intermediate Similarity NPD3116 Approved
0.7365 Intermediate Similarity NPD2310 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2075 Approved
0.7347 Intermediate Similarity NPD2070 Approved
0.7347 Intermediate Similarity NPD2072 Approved
0.7347 Intermediate Similarity NPD2069 Approved
0.7347 Intermediate Similarity NPD2071 Approved
0.7347 Intermediate Similarity NPD2073 Approved
0.7347 Intermediate Similarity NPD2074 Approved
0.7347 Intermediate Similarity NPD2068 Approved
0.7343 Intermediate Similarity NPD1251 Discontinued
0.7342 Intermediate Similarity NPD5744 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD9253 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD1326 Approved
0.7312 Intermediate Similarity NPD1325 Approved
0.7303 Intermediate Similarity NPD1183 Approved
0.7278 Intermediate Similarity NPD5145 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD3341 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD1038 Approved
0.7251 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD802 Phase 2
0.725 Intermediate Similarity NPD4638 Approved
0.725 Intermediate Similarity NPD4639 Approved
0.725 Intermediate Similarity NPD2390 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD4640 Approved
0.7237 Intermediate Similarity NPD4702 Approved
0.7237 Intermediate Similarity NPD4703 Approved
0.7233 Intermediate Similarity NPD1313 Approved
0.723 Intermediate Similarity NPD680 Discontinued
0.7218 Intermediate Similarity NPD4823 Approved
0.7218 Intermediate Similarity NPD4824 Approved
0.7211 Intermediate Similarity NPD200 Phase 2
0.7211 Intermediate Similarity NPD201 Phase 2
0.7209 Intermediate Similarity NPD7618 Phase 3
0.7209 Intermediate Similarity NPD7619 Phase 3
0.7172 Intermediate Similarity NPD1994 Approved
0.7172 Intermediate Similarity NPD1995 Approved
0.7172 Intermediate Similarity NPD1993 Approved
0.7168 Intermediate Similarity NPD2960 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6278 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD2012 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1917 Discontinued
0.716 Intermediate Similarity NPD6828 Phase 2
0.716 Intermediate Similarity NPD5934 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6827 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2930 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD112 Approved
0.7152 Intermediate Similarity NPD9705 Discontinued
0.7143 Intermediate Similarity NPD5021 Discontinued
0.7134 Intermediate Similarity NPD3348 Phase 2
0.7133 Intermediate Similarity NPD3834 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7948 Phase 1
0.7126 Intermediate Similarity NPD6664 Approved
0.7125 Intermediate Similarity NPD2720 Phase 1
0.7125 Intermediate Similarity NPD2719 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD4112 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD972 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2875 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD6133 Discontinued
0.7071 Intermediate Similarity NPD1561 Phase 2
0.7071 Intermediate Similarity NPD5787 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