Structure

Physi-Chem Properties

Molecular Weight:  272.1
Volume:  284.885
LogP:  2.823
LogD:  3.413
LogS:  -3.508
# Rotatable Bonds:  6
TPSA:  44.76
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.785
Synthetic Accessibility Score:  1.583
Fsp3:  0.188
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.687
MDCK Permeability:  2.9240758522064425e-05
Pgp-inhibitor:  0.656
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.29

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.467
Plasma Protein Binding (PPB):  92.4876480102539%
Volume Distribution (VD):  0.787
Pgp-substrate:  3.6294586658477783%

ADMET: Metabolism

CYP1A2-inhibitor:  0.985
CYP1A2-substrate:  0.933
CYP2C19-inhibitor:  0.973
CYP2C19-substrate:  0.434
CYP2C9-inhibitor:  0.835
CYP2C9-substrate:  0.861
CYP2D6-inhibitor:  0.582
CYP2D6-substrate:  0.888
CYP3A4-inhibitor:  0.704
CYP3A4-substrate:  0.588

ADMET: Excretion

Clearance (CL):  10.61
Half-life (T1/2):  0.685

ADMET: Toxicity

hERG Blockers:  0.217
Human Hepatotoxicity (H-HT):  0.049
Drug-inuced Liver Injury (DILI):  0.743
AMES Toxicity:  0.096
Rat Oral Acute Toxicity:  0.01
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.413
Carcinogencity:  0.583
Eye Corrosion:  0.011
Eye Irritation:  0.958
Respiratory Toxicity:  0.061

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Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC264428

Natural Product ID:  NPC264428
Common Name*:   Benzyl 2,6-Dimethoxybenzoate
IUPAC Name:   benzyl 2,6-dimethoxybenzoate
Synonyms:   Benzyl 2,6-Dimethoxybenzoate
Standard InCHIKey:  PKIYLOACOOWBCU-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H16O4/c1-18-13-9-6-10-14(19-2)15(13)16(17)20-11-12-7-4-3-5-8-12/h3-10H,11H2,1-2H3
SMILES:  COc1cccc(c1C(=O)OCc1ccccc1)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL491794
PubChem CID:   370912
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000176] Benzoic acids and derivatives
          • [CHEMONTID:0002344] Methoxybenzoic acids and derivatives
            • [CHEMONTID:0002345] O-methoxybenzoic acids and derivatives

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

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1016/0006-291X(79)91731-5]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(90)85349-K]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. stem n.a. DOI[10.1021/np0201523]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1093/emboj/18.8.2021]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. DOI[10.1186/1471-2202-6-1]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10579865]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[10716597]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10757718]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11374948]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11561442]
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]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[12193012]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12369847]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota roots n.a. n.a. PMID[12398547]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12467448]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12579877]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1375626]
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]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1602302]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1644759]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[16630633]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[16864458]
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota essential oil n.a. n.a. PMID[16933870]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota roots n.a. n.a. PMID[16989518]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[170247]
NPO7125 Hintonia latiflora Species Rubiaceae Eukaryota stem bark n.a. n.a. PMID[17067158]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[17250858]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[17265278]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[17765195]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[179975]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[18164718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18554602]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[18996177]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19026742]
NPO7125 Hintonia latiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[19140696]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. aerial part n.a. PMID[19252323]
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]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21437340]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[21514608]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21988831]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota dried roots purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China) n.a. PMID[22148431]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22289691]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22855027]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota leaves n.a. n.a. PMID[23268606]
NPO452 Arnica acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23537328]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23676670]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. stem n.a. PMID[2380715]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[2380715]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[23852638]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24549173]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24963543]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[25237706]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[2534610]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[2543976]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25867074]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[2816380]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[28485933]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[29355322]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[29897754]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30106289]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[30302998]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[31556299]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[318639]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[3283102]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[3783154]
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]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[547813]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7102323]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7304185]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7601837]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8176403]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8699928]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8722541]
NPO9993 Streptomyces aurantiogriseus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8784436]
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]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22672 Uncaria homomalla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21831.1 Solidago virgaurea var. leiocarpa Varieties Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22672 Uncaria homomalla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21831.1 Solidago virgaurea var. leiocarpa Varieties Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21831.2 Solidago virgaurea l. var. leiocarpa (benth.) a. gray Varieties Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2380 Solidago decurrens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18924 Clostridium perfringens Species Clostridiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7125 Hintonia latiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19222 Mycale tenuis Species Mycalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21812 Agelas gracilis Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22672 Uncaria homomalla Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11419 Pityrodia jamesii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10576 Forsythia europaea Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21947 Cyttaria harioti Species Cyttariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15370 Tamarix dioica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2216 Kumara disticha Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2380 Solidago decurrens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10329 Stachys tomentosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26629 Caesalpinia pulcherrima Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9993 Streptomyces aurantiogriseus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO452 Arnica acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9043 Salvia breviflora Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21692 Goodyera discolor Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19495 Bignonia unguiscati Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19683 Pycnothymus rigidus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12463 Malus trilobata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28380 Brintonia discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18899 Keyserlingia koreensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO18576 Vernonia aurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27862 Chelonanthus alatus Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6642 Mocis latipes Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9665 Dehaasia longipedicellata Species Lauraceae 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
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT577 Cell Line RXF 631 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[536867]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 12.0 mm PMID[536865]
NPT19 Organism Escherichia coli Escherichia coli IZ = 12.0 mm PMID[536865]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa IZ = 13.0 mm PMID[536865]
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 13.0 mm PMID[536865]
NPT20 Organism Candida albicans Candida albicans IZ = 14.0 mm PMID[536865]
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes IZ = 14.0 mm PMID[536865]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 0.2 n.a. PMID[536865]
NPT19 Organism Escherichia coli Escherichia coli Activity = 0.2 n.a. PMID[536865]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Activity = 0.3 n.a. PMID[536865]
NPT79 Organism Bacillus subtilis Bacillus subtilis Activity = 0.3 n.a. PMID[536865]
NPT20 Organism Candida albicans Candida albicans Activity = 0.4 n.a. PMID[536865]
NPT21 Organism Aspergillus niger Aspergillus niger Activity = 0.0 n.a. PMID[536865]
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes Activity = 0.4 n.a. PMID[536865]
NPT548 Tissue Ileum Cavia porcellus IC50 = 1490.0 nM PMID[536866]

☑ 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 NPC264428 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
0.944 High Similarity NPC12694
0.9127 High Similarity NPC475017
0.9113 High Similarity NPC6888
0.9055 High Similarity NPC211120
0.9048 High Similarity NPC41721
0.8984 High Similarity NPC228184
0.8931 High Similarity NPC125269
0.8931 High Similarity NPC66705
0.8926 High Similarity NPC217423
0.8926 High Similarity NPC45104
0.8923 High Similarity NPC473655
0.8923 High Similarity NPC101294
0.8889 High Similarity NPC4164
0.8881 High Similarity NPC136095
0.8864 High Similarity NPC99854
0.8855 High Similarity NPC223354
0.8846 High Similarity NPC475008
0.8846 High Similarity NPC186097
0.8846 High Similarity NPC278556
0.8846 High Similarity NPC475009
0.8797 High Similarity NPC254741
0.8779 High Similarity NPC182428
0.876 High Similarity NPC188907
0.8759 High Similarity NPC470932
0.874 High Similarity NPC65041
0.8731 High Similarity NPC253616
0.8731 High Similarity NPC103001
0.8731 High Similarity NPC188879
0.8731 High Similarity NPC259685
0.8712 High Similarity NPC192304
0.8712 High Similarity NPC175098
0.8712 High Similarity NPC56031
0.8712 High Similarity NPC82225
0.8712 High Similarity NPC263670
0.8712 High Similarity NPC144051
0.8712 High Similarity NPC20560
0.8712 High Similarity NPC28753
0.8712 High Similarity NPC188646
0.8712 High Similarity NPC242294
0.8712 High Similarity NPC159623
0.8712 High Similarity NPC18877
0.8712 High Similarity NPC204960
0.8712 High Similarity NPC294593
0.8712 High Similarity NPC139813
0.8712 High Similarity NPC337373
0.8712 High Similarity NPC472365
0.8712 High Similarity NPC312318
0.871 High Similarity NPC230951
0.8702 High Similarity NPC284424
0.8692 High Similarity NPC42292
0.8692 High Similarity NPC307732
0.8682 High Similarity NPC473907
0.8682 High Similarity NPC293453
0.8676 High Similarity NPC474037
0.8667 High Similarity NPC124269
0.8661 High Similarity NPC255073
0.8657 High Similarity NPC61546
0.8657 High Similarity NPC240593
0.8657 High Similarity NPC72452
0.8657 High Similarity NPC161196
0.8657 High Similarity NPC268081
0.8647 High Similarity NPC286336
0.8636 High Similarity NPC129132
0.8636 High Similarity NPC205468
0.8636 High Similarity NPC87231
0.8636 High Similarity NPC257756
0.8636 High Similarity NPC212631
0.8626 High Similarity NPC137264
0.8615 High Similarity NPC187907
0.8615 High Similarity NPC473894
0.8613 High Similarity NPC250755
0.8613 High Similarity NPC24075
0.8605 High Similarity NPC49852
0.8605 High Similarity NPC475496
0.8603 High Similarity NPC473209
0.8603 High Similarity NPC11566
0.8582 High Similarity NPC13575
0.8571 High Similarity NPC292998
0.8561 High Similarity NPC308037
0.8561 High Similarity NPC262359
0.8561 High Similarity NPC64359
0.855 High Similarity NPC473271
0.855 High Similarity NPC39753
0.855 High Similarity NPC115998
0.854 High Similarity NPC188243
0.854 High Similarity NPC129853
0.854 High Similarity NPC110228
0.854 High Similarity NPC284550
0.854 High Similarity NPC76445
0.854 High Similarity NPC6407
0.8529 High Similarity NPC280284
0.8529 High Similarity NPC99333
0.8529 High Similarity NPC17848
0.8529 High Similarity NPC188947
0.8529 High Similarity NPC36414
0.8529 High Similarity NPC276905
0.8519 High Similarity NPC477243
0.8519 High Similarity NPC47815
0.8519 High Similarity NPC41461
0.8519 High Similarity NPC25287
0.8519 High Similarity NPC231772
0.8519 High Similarity NPC249606
0.8519 High Similarity NPC29353
0.8519 High Similarity NPC477242
0.8519 High Similarity NPC12165
0.8519 High Similarity NPC472367
0.8519 High Similarity NPC127447
0.8519 High Similarity NPC98115
0.8519 High Similarity NPC234133
0.8519 High Similarity NPC13408
0.8519 High Similarity NPC66349
0.8519 High Similarity NPC194281
0.8519 High Similarity NPC186838
0.8519 High Similarity NPC124784
0.8519 High Similarity NPC472364
0.8519 High Similarity NPC473391
0.8519 High Similarity NPC274109
0.8519 High Similarity NPC476333
0.8519 High Similarity NPC168105
0.8519 High Similarity NPC1486
0.8519 High Similarity NPC472516
0.8519 High Similarity NPC473887
0.8519 High Similarity NPC477244
0.8519 High Similarity NPC150399
0.8507 High Similarity NPC103842
0.8496 Intermediate Similarity NPC203817
0.8489 Intermediate Similarity NPC95123
0.8489 Intermediate Similarity NPC470216
0.8489 Intermediate Similarity NPC66404
0.8478 Intermediate Similarity NPC471644
0.8478 Intermediate Similarity NPC22467
0.8478 Intermediate Similarity NPC471640
0.8478 Intermediate Similarity NPC474385
0.8478 Intermediate Similarity NPC469579
0.8473 Intermediate Similarity NPC238309
0.8473 Intermediate Similarity NPC197425
0.8467 Intermediate Similarity NPC225153
0.8467 Intermediate Similarity NPC230902
0.8467 Intermediate Similarity NPC472515
0.8467 Intermediate Similarity NPC222342
0.8467 Intermediate Similarity NPC310135
0.8467 Intermediate Similarity NPC20709
0.8467 Intermediate Similarity NPC265871
0.8467 Intermediate Similarity NPC140890
0.8467 Intermediate Similarity NPC329203
0.8467 Intermediate Similarity NPC274784
0.8467 Intermediate Similarity NPC150648
0.8467 Intermediate Similarity NPC470211
0.8456 Intermediate Similarity NPC250266
0.8456 Intermediate Similarity NPC303644
0.8456 Intermediate Similarity NPC266597
0.8456 Intermediate Similarity NPC290291
0.8456 Intermediate Similarity NPC44573
0.8456 Intermediate Similarity NPC472419
0.8456 Intermediate Similarity NPC317119
0.8456 Intermediate Similarity NPC153979
0.8456 Intermediate Similarity NPC7013
0.8456 Intermediate Similarity NPC116632
0.8456 Intermediate Similarity NPC275055
0.8456 Intermediate Similarity NPC209560
0.8456 Intermediate Similarity NPC181124
0.8456 Intermediate Similarity NPC162680
0.8456 Intermediate Similarity NPC294409
0.8451 Intermediate Similarity NPC164299
0.8451 Intermediate Similarity NPC476684
0.845 Intermediate Similarity NPC2771
0.8444 Intermediate Similarity NPC46869
0.8444 Intermediate Similarity NPC131039
0.8444 Intermediate Similarity NPC156092
0.844 Intermediate Similarity NPC218300
0.844 Intermediate Similarity NPC282335
0.844 Intermediate Similarity NPC302989
0.8429 Intermediate Similarity NPC134621
0.8429 Intermediate Similarity NPC469953
0.8421 Intermediate Similarity NPC189106
0.8421 Intermediate Similarity NPC113006
0.8421 Intermediate Similarity NPC313618
0.8421 Intermediate Similarity NPC112192
0.8421 Intermediate Similarity NPC164236
0.8421 Intermediate Similarity NPC309717
0.8421 Intermediate Similarity NPC66384
0.8421 Intermediate Similarity NPC128348
0.8417 Intermediate Similarity NPC76372
0.8417 Intermediate Similarity NPC328164
0.8417 Intermediate Similarity NPC306829
0.8417 Intermediate Similarity NPC471643
0.8417 Intermediate Similarity NPC10937
0.8417 Intermediate Similarity NPC148757
0.8417 Intermediate Similarity NPC167624
0.8417 Intermediate Similarity NPC227579
0.8417 Intermediate Similarity NPC125855
0.8417 Intermediate Similarity NPC182852
0.8417 Intermediate Similarity NPC265040
0.8417 Intermediate Similarity NPC296917
0.8417 Intermediate Similarity NPC220998
0.8417 Intermediate Similarity NPC228504
0.8417 Intermediate Similarity NPC40833
0.8417 Intermediate Similarity NPC471639
0.8417 Intermediate Similarity NPC161506
0.8417 Intermediate Similarity NPC66515

  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 NPC264428 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
0.8976 High Similarity NPD6832 Phase 2
0.8797 High Similarity NPD1551 Phase 2
0.8759 High Similarity NPD6799 Approved
0.8657 High Similarity NPD2796 Approved
0.855 High Similarity NPD6859 Clinical (unspecified phase)
0.8496 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.845 Intermediate Similarity NPD1203 Approved
0.844 Intermediate Similarity NPD5403 Approved
0.8429 Intermediate Similarity NPD5401 Approved
0.8421 Intermediate Similarity NPD1240 Approved
0.8406 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8392 Intermediate Similarity NPD6599 Discontinued
0.8385 Intermediate Similarity NPD1019 Discontinued
0.8359 Intermediate Similarity NPD9717 Approved
0.8358 Intermediate Similarity NPD1933 Approved
0.8333 Intermediate Similarity NPD7411 Suspended
0.8321 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8321 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8309 Intermediate Similarity NPD3748 Approved
0.8309 Intermediate Similarity NPD1510 Phase 2
0.8296 Intermediate Similarity NPD1607 Approved
0.8261 Intermediate Similarity NPD1549 Phase 2
0.8261 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD7819 Suspended
0.8169 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD3817 Phase 2
0.8151 Intermediate Similarity NPD6801 Discontinued
0.814 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8116 Intermediate Similarity NPD2935 Discontinued
0.8108 Intermediate Similarity NPD7768 Phase 2
0.8095 Intermediate Similarity NPD9493 Approved
0.8071 Intermediate Similarity NPD1243 Approved
0.8056 Intermediate Similarity NPD920 Approved
0.8054 Intermediate Similarity NPD7075 Discontinued
0.8041 Intermediate Similarity NPD5402 Approved
0.8028 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD3750 Approved
0.797 Intermediate Similarity NPD2798 Approved
0.7943 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD2799 Discontinued
0.7895 Intermediate Similarity NPD2797 Approved
0.7895 Intermediate Similarity NPD3266 Approved
0.7895 Intermediate Similarity NPD3267 Approved
0.7891 Intermediate Similarity NPD4380 Phase 2
0.7883 Intermediate Similarity NPD4307 Phase 2
0.7868 Intermediate Similarity NPD1296 Phase 2
0.7868 Intermediate Similarity NPD2313 Discontinued
0.7852 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.782 Intermediate Similarity NPD3225 Approved
0.7817 Intermediate Similarity NPD2654 Approved
0.78 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD2533 Approved
0.7793 Intermediate Similarity NPD2534 Approved
0.7793 Intermediate Similarity NPD2532 Approved
0.7786 Intermediate Similarity NPD7033 Discontinued
0.7785 Intermediate Similarity NPD1934 Approved
0.7769 Intermediate Similarity NPD9261 Approved
0.7748 Intermediate Similarity NPD3882 Suspended
0.7742 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7737 Intermediate Similarity NPD411 Approved
0.7737 Intermediate Similarity NPD3268 Approved
0.7733 Intermediate Similarity NPD2801 Approved
0.7727 Intermediate Similarity NPD422 Phase 1
0.7724 Intermediate Similarity NPD1511 Approved
0.771 Intermediate Similarity NPD17 Approved
0.7698 Intermediate Similarity NPD447 Suspended
0.7697 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD9545 Approved
0.7687 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD4308 Phase 3
0.7647 Intermediate Similarity NPD919 Approved
0.7639 Intermediate Similarity NPD4628 Phase 3
0.7619 Intermediate Similarity NPD1512 Approved
0.7613 Intermediate Similarity NPD6232 Discontinued
0.7597 Intermediate Similarity NPD5494 Approved
0.7591 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD3749 Approved
0.7581 Intermediate Similarity NPD3134 Approved
0.7578 Intermediate Similarity NPD1241 Discontinued
0.7552 Intermediate Similarity NPD2346 Discontinued
0.7537 Intermediate Similarity NPD3972 Approved
0.7537 Intermediate Similarity NPD1608 Approved
0.7521 Intermediate Similarity NPD1238 Approved
0.752 Intermediate Similarity NPD9263 Approved
0.752 Intermediate Similarity NPD9267 Approved
0.752 Intermediate Similarity NPD1358 Approved
0.752 Intermediate Similarity NPD9264 Approved
0.7518 Intermediate Similarity NPD6651 Approved
0.7517 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5585 Approved
0.75 Intermediate Similarity NPD5953 Discontinued
0.7484 Intermediate Similarity NPD7286 Phase 2
0.7483 Intermediate Similarity NPD5890 Approved
0.7483 Intermediate Similarity NPD5889 Approved
0.7482 Intermediate Similarity NPD6798 Discontinued
0.7468 Intermediate Similarity NPD7473 Discontinued
0.7467 Intermediate Similarity NPD3226 Approved
0.746 Intermediate Similarity NPD9266 Approved
0.746 Intermediate Similarity NPD74 Approved
0.7447 Intermediate Similarity NPD230 Phase 1
0.7444 Intermediate Similarity NPD1778 Approved
0.7424 Intermediate Similarity NPD1894 Discontinued
0.7424 Intermediate Similarity NPD1548 Phase 1
0.7405 Intermediate Similarity NPD6166 Phase 2
0.7405 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD7054 Approved
0.7375 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD5535 Approved
0.736 Intermediate Similarity NPD9697 Approved
0.7346 Intermediate Similarity NPD6559 Discontinued
0.7342 Intermediate Similarity NPD3926 Phase 2
0.7338 Intermediate Similarity NPD4908 Phase 1
0.7338 Intermediate Similarity NPD4288 Approved
0.7329 Intermediate Similarity NPD7472 Approved
0.7329 Intermediate Similarity NPD7074 Phase 3
0.7329 Intermediate Similarity NPD2800 Approved
0.7325 Intermediate Similarity NPD6959 Discontinued
0.7324 Intermediate Similarity NPD4618 Approved
0.7324 Intermediate Similarity NPD5124 Phase 1
0.7324 Intermediate Similarity NPD6355 Discontinued
0.7324 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD4622 Approved
0.7315 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD3818 Discontinued
0.731 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD6233 Phase 2
0.7303 Intermediate Similarity NPD6585 Discontinued
0.7301 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD1876 Approved
0.7284 Intermediate Similarity NPD6797 Phase 2
0.7267 Intermediate Similarity NPD5844 Phase 1
0.7259 Intermediate Similarity NPD3847 Discontinued
0.7259 Intermediate Similarity NPD3496 Discontinued
0.7255 Intermediate Similarity NPD2366 Approved
0.7254 Intermediate Similarity NPD2979 Phase 3
0.7252 Intermediate Similarity NPD9281 Approved
0.7239 Intermediate Similarity NPD5691 Approved
0.7239 Intermediate Similarity NPD7251 Discontinued
0.7237 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD3764 Approved
0.7234 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD5242 Approved
0.723 Intermediate Similarity NPD3887 Approved
0.7226 Intermediate Similarity NPD4359 Approved
0.7226 Intermediate Similarity NPD5353 Approved
0.7222 Intermediate Similarity NPD5688 Approved
0.7222 Intermediate Similarity NPD5689 Approved
0.7215 Intermediate Similarity NPD1247 Approved
0.7211 Intermediate Similarity NPD1652 Phase 2
0.7206 Intermediate Similarity NPD1281 Approved
0.7206 Intermediate Similarity NPD1610 Phase 2
0.72 Intermediate Similarity NPD4662 Approved
0.72 Intermediate Similarity NPD4661 Approved
0.7195 Intermediate Similarity NPD7808 Phase 3
0.7192 Intermediate Similarity NPD2344 Approved
0.7188 Intermediate Similarity NPD2182 Approved
0.7183 Intermediate Similarity NPD520 Approved
0.7183 Intermediate Similarity NPD4062 Phase 3
0.7181 Intermediate Similarity NPD6652 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5710 Approved
0.717 Intermediate Similarity NPD5711 Approved
0.7162 Intermediate Similarity NPD7003 Approved
0.7153 Intermediate Similarity NPD1481 Phase 2
0.7143 Intermediate Similarity NPD6385 Approved
0.7143 Intermediate Similarity NPD6386 Approved
0.7143 Intermediate Similarity NPD3018 Phase 2
0.7134 Intermediate Similarity NPD6971 Discontinued
0.7133 Intermediate Similarity NPD943 Approved
0.7133 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD2438 Suspended
0.7123 Intermediate Similarity NPD6099 Approved
0.7123 Intermediate Similarity NPD6100 Approved
0.7123 Intermediate Similarity NPD4477 Approved
0.7123 Intermediate Similarity NPD4476 Approved
0.7122 Intermediate Similarity NPD1164 Approved
0.7114 Intermediate Similarity NPD3295 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD5536 Phase 2
0.708 Intermediate Similarity NPD1535 Discovery
0.7077 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6002 Phase 3
0.7075 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD2353 Approved
0.7075 Intermediate Similarity NPD6005 Phase 3
0.7075 Intermediate Similarity NPD6004 Phase 3
0.7075 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD7440 Discontinued
0.7063 Intermediate Similarity NPD6808 Phase 2
0.705 Intermediate Similarity NPD1283 Approved
0.7044 Intermediate Similarity NPD6746 Phase 2
0.7039 Intermediate Similarity NPD2186 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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