Structure

Physi-Chem Properties

Molecular Weight:  270.05
Volume:  265.186
LogP:  2.358
LogD:  2.47
LogS:  -3.541
# Rotatable Bonds:  1
TPSA:  90.9
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.591
Synthetic Accessibility Score:  2.253
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.768
MDCK Permeability:  9.263700121664442e-06
Pgp-inhibitor:  0.006
Pgp-substrate:  0.702
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.85
30% Bioavailability (F30%):  0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.031
Plasma Protein Binding (PPB):  96.55065155029297%
Volume Distribution (VD):  0.452
Pgp-substrate:  2.53517484664917%

ADMET: Metabolism

CYP1A2-inhibitor:  0.959
CYP1A2-substrate:  0.133
CYP2C19-inhibitor:  0.343
CYP2C19-substrate:  0.049
CYP2C9-inhibitor:  0.45
CYP2C9-substrate:  0.845
CYP2D6-inhibitor:  0.831
CYP2D6-substrate:  0.824
CYP3A4-inhibitor:  0.74
CYP3A4-substrate:  0.132

ADMET: Excretion

Clearance (CL):  9.27
Half-life (T1/2):  0.906

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.072
Drug-inuced Liver Injury (DILI):  0.635
AMES Toxicity:  0.129
Rat Oral Acute Toxicity:  0.381
Maximum Recommended Daily Dose:  0.339
Skin Sensitization:  0.944
Carcinogencity:  0.458
Eye Corrosion:  0.015
Eye Irritation:  0.959
Respiratory Toxicity:  0.111

Download Data

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General Info & Identifiers & Properties  
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Similar NPs/Drugs  

  Natural Product: NPC242893

Natural Product ID:  NPC242893
Common Name*:   3-(3,4-Dihydroxyphenyl)-7-Hydroxychromen-4-One
IUPAC Name:   3-(3,4-dihydroxyphenyl)-7-hydroxychromen-4-one
Synonyms:   3',4',7-Trihydroxyisoflavone; 7,3',4'-Trihydroxyisoflavone
Standard InCHIKey:  DDKGKOOLFLYZDL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
SMILES:  Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL13486
PubChem CID:   5284648
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002506] Isoflavonoids
        • [CHEMONTID:0002901] Isoflav-2-enes
          • [CHEMONTID:0000494] Isoflavones

*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
NPO12418 Myroxylon peruiferum Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(79)80020-5]
NPO12418 Myroxylon peruiferum Species Fabaceae Eukaryota n.a. Brazilian n.a. PMID[10328294]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[10423860]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[10654410]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[10843587]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[11054840]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota twigs n.a. n.a. PMID[1453182]
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota n.a. leaf n.a. PMID[15165152]
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota leaves n.a. n.a. PMID[15165152]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[15568770]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[15863936]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. PMID[15911254]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16392664]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16933887]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota roots Hualien Hsien, Taiwan 2003-JUL PMID[16933887]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[17951038]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[18175961]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18348535]
NPO32821 korean fermented soypaste Species n.a. n.a. n.a. n.a. n.a. PMID[18722771]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. root n.a. PMID[18975262]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[19407970]
NPO33272 aged korean fermented soybean paste n.a. n.a. n.a. n.a. n.a. n.a. PMID[20022495]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21123068]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. bark n.a. PMID[21553897]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[21848266]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[21848266]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota heartwood n.a. n.a. PMID[23743282]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24295087]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. PMID[24333010]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[24459770]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[27575476]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28522265]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[29641206]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[30298740]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9525107]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[9868163]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. Database[Article]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22420 Lignum dalbergiae odoriferae rosewood n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[Title]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19912 Vellozia nanuzae Species Velloziaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21495 Abelia chinensis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28072 Theonella conica Species Theonellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21108 Eria anomala Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18473 Plathymenia reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16141 Piper regnellii Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19511 Dolabella californica Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21631 Faramea salicifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17560 Pancratium sickenbergeri Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5903 Conus mus Species Conidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13449 Syzygium polycephaloides Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19810 Myxococcus stipitatus Species Myxococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20084 Atraphaxis spinosa Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12418 Myroxylon peruiferum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14241 Planchonia grandis Species Asterolecaniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16569 Gymnocalycium schickendantzii Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20843 Monsonia senegalensis Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18866 Pteridium esculentum Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19036 Esenbeckia leiocarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17258 Rhinella marina Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20421 Aplophyllum alberti-regelii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17849 Centaurea maculosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21038 Lemaireocereus longispinus Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4051 Tricholoma columbetta Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28202 Helichrysum tenuifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27367 Latrunculia magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12313 Haplophyllum obtusifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20624 Simarouba glauca Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22961 Cordia leucocephala Species Cordiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21562 Diospyros assimilis Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18143 Dendronephthya griffini Species Nephtheidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22937 Vernonia fagifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19995 Baccharis neglecta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21243 Siphonaria capensis Species Siphonariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9968 Shigella dysenteriae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11523 Erysimum leptophyllum Species Brassicaceae 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
NPT1250 Individual Protein Macrophage migration inhibitory factor Homo sapiens Ki = 38.0 nM PMID[554385]
NPT1250 Individual Protein Macrophage migration inhibitory factor Homo sapiens Ki = 38.0 nM PMID[554387]
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 135000.0 nM PMID[554390]
NPT2739 Individual Protein Tyrosinase Mus musculus IC50 = 5230.0 nM PMID[554392]
NPT1721 Individual Protein Death-associated protein kinase 1 Homo sapiens IC50 = 280000.0 nM PMID[554396]
NPT1250 Individual Protein Macrophage migration inhibitory factor Homo sapiens IC50 = 38.0 nM PMID[554397]
NPT1250 Individual Protein Macrophage migration inhibitory factor Homo sapiens Ki = 15000.0 nM PMID[554397]
NPT848 Cell Line N9 Homo sapiens IC50 > 100000.0 nM PMID[554398]
NPT83 Cell Line MCF7 Homo sapiens GI = 0.0 % PMID[554399]
NPT660 Cell Line SW480 Homo sapiens GI = 43.0 % PMID[554399]
NPT65 Cell Line HepG2 Homo sapiens GI = 3.0 % PMID[554399]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 0.0 % PMID[554399]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 28.0 % PMID[554399]
NPT34 Cell Line BV-2 Mus musculus IC50 > 100000.0 nM PMID[554400]
NPT1250 Individual Protein Macrophage migration inhibitory factor Homo sapiens IC50 = 38.0 nM PMID[554401]
NPT451 Organism Helicobacter pylori Helicobacter pylori MIC > 20.0 ug.mL-1 PMID[554386]
NPT1 Others Radical scavenging activity IC50 = 28.7 nM PMID[554388]
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens IC50 = 16800.0 nM PMID[554388]
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens IC50 > 1000000.0 nM PMID[554388]
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei IC50 = 7100.0 nM PMID[554390]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 1.8 n.a. PMID[554391]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 7.5 n.a. PMID[554391]
NPT22410 CELL-LINE Melan-a Mus musculus IC50 = 7830.0 nM PMID[554392]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 10540.0 nM PMID[554392]
NPT1 Others Radical scavenging activity ED50 = 30.0 uM PMID[554393]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 31970.0 nM PMID[554394]
NPT35 Others n.a. LogD7.4 n.a. 1.88 n.a. PMID[554395]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[554399]
NPT2 Others Unspecified Inhibition = 9.0 % PMID[554399]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = -13.69 % PMID[554402]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.19 % PMID[554403]

☑ 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 NPC242893 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC38065
0.9786 High Similarity NPC125449
0.9786 High Similarity NPC188074
0.9716 High Similarity NPC194653
0.9716 High Similarity NPC203747
0.9716 High Similarity NPC80710
0.9716 High Similarity NPC139364
0.9716 High Similarity NPC218490
0.9716 High Similarity NPC254702
0.9648 High Similarity NPC195763
0.9648 High Similarity NPC38545
0.9648 High Similarity NPC171916
0.9648 High Similarity NPC264550
0.9648 High Similarity NPC200060
0.9648 High Similarity NPC264289
0.9648 High Similarity NPC139293
0.9648 High Similarity NPC333691
0.9648 High Similarity NPC69430
0.9648 High Similarity NPC40290
0.9648 High Similarity NPC142876
0.964 High Similarity NPC287722
0.958 High Similarity NPC85131
0.958 High Similarity NPC10467
0.9577 High Similarity NPC238279
0.9577 High Similarity NPC203077
0.9577 High Similarity NPC166036
0.9574 High Similarity NPC12377
0.9568 High Similarity NPC301178
0.9568 High Similarity NPC284556
0.9562 High Similarity NPC212767
0.9514 High Similarity NPC256406
0.951 High Similarity NPC105512
0.951 High Similarity NPC183959
0.951 High Similarity NPC1612
0.9507 High Similarity NPC95864
0.9504 High Similarity NPC70136
0.95 High Similarity NPC471417
0.9489 High Similarity NPC193792
0.9448 High Similarity NPC245382
0.9448 High Similarity NPC100263
0.9448 High Similarity NPC100971
0.9448 High Similarity NPC131266
0.9448 High Similarity NPC291802
0.9448 High Similarity NPC121522
0.9448 High Similarity NPC209487
0.9448 High Similarity NPC216769
0.9448 High Similarity NPC324233
0.9448 High Similarity NPC269451
0.9448 High Similarity NPC323626
0.9448 High Similarity NPC35763
0.9448 High Similarity NPC181209
0.9441 High Similarity NPC119059
0.9441 High Similarity NPC294852
0.9441 High Similarity NPC321011
0.9441 High Similarity NPC3036
0.9441 High Similarity NPC188679
0.9433 High Similarity NPC279121
0.9416 High Similarity NPC324929
0.9416 High Similarity NPC234560
0.9416 High Similarity NPC39426
0.9384 High Similarity NPC124714
0.9379 High Similarity NPC45291
0.9379 High Similarity NPC19980
0.9371 High Similarity NPC168803
0.9371 High Similarity NPC51443
0.9371 High Similarity NPC74881
0.9371 High Similarity NPC108406
0.9362 High Similarity NPC254659
0.9362 High Similarity NPC175013
0.9348 High Similarity NPC87545
0.9348 High Similarity NPC235428
0.932 High Similarity NPC39184
0.931 High Similarity NPC29231
0.931 High Similarity NPC156953
0.9306 High Similarity NPC287395
0.9306 High Similarity NPC43669
0.9306 High Similarity NPC183655
0.9306 High Similarity NPC196277
0.9306 High Similarity NPC118726
0.9306 High Similarity NPC12367
0.9306 High Similarity NPC272721
0.9301 High Similarity NPC20791
0.9301 High Similarity NPC179271
0.9296 High Similarity NPC142165
0.9281 High Similarity NPC116632
0.9281 High Similarity NPC181124
0.9281 High Similarity NPC209560
0.9281 High Similarity NPC294409
0.9281 High Similarity NPC162680
0.9281 High Similarity NPC7013
0.9281 High Similarity NPC303644
0.9257 High Similarity NPC282307
0.9257 High Similarity NPC170026
0.9252 High Similarity NPC93552
0.9252 High Similarity NPC27532
0.9252 High Similarity NPC141212
0.9252 High Similarity NPC325028
0.9252 High Similarity NPC469550
0.9252 High Similarity NPC250557
0.9252 High Similarity NPC246328
0.9252 High Similarity NPC256346
0.9247 High Similarity NPC154345
0.9247 High Similarity NPC262623
0.9247 High Similarity NPC31363
0.9247 High Similarity NPC204515
0.9247 High Similarity NPC260895
0.9241 High Similarity NPC87125
0.9241 High Similarity NPC223579
0.9241 High Similarity NPC183950
0.9241 High Similarity NPC287101
0.9241 High Similarity NPC52005
0.9241 High Similarity NPC137062
0.9241 High Similarity NPC270465
0.9236 High Similarity NPC130230
0.9236 High Similarity NPC239312
0.9236 High Similarity NPC275772
0.9236 High Similarity NPC77378
0.9225 High Similarity NPC119663
0.922 High Similarity NPC110419
0.9214 High Similarity NPC55162
0.9214 High Similarity NPC279668
0.9214 High Similarity NPC12175
0.9214 High Similarity NPC90665
0.9214 High Similarity NPC309154
0.9214 High Similarity NPC278323
0.9189 High Similarity NPC234255
0.9189 High Similarity NPC130589
0.9189 High Similarity NPC134287
0.9184 High Similarity NPC240476
0.9184 High Similarity NPC257648
0.9184 High Similarity NPC39732
0.9184 High Similarity NPC55205
0.9184 High Similarity NPC477231
0.9184 High Similarity NPC474993
0.9184 High Similarity NPC9743
0.9184 High Similarity NPC246162
0.9184 High Similarity NPC260491
0.9184 High Similarity NPC472912
0.9184 High Similarity NPC35544
0.9184 High Similarity NPC36835
0.9184 High Similarity NPC61506
0.9184 High Similarity NPC60972
0.9184 High Similarity NPC104728
0.9184 High Similarity NPC236637
0.9184 High Similarity NPC302950
0.9184 High Similarity NPC219582
0.9184 High Similarity NPC260979
0.9178 High Similarity NPC472279
0.9178 High Similarity NPC149127
0.9178 High Similarity NPC239363
0.9178 High Similarity NPC45873
0.9178 High Similarity NPC184136
0.9178 High Similarity NPC62042
0.9178 High Similarity NPC3825
0.9178 High Similarity NPC286342
0.9178 High Similarity NPC188871
0.9178 High Similarity NPC88804
0.9172 High Similarity NPC194856
0.9172 High Similarity NPC276930
0.9172 High Similarity NPC120464
0.9167 High Similarity NPC143903
0.9167 High Similarity NPC226987
0.9167 High Similarity NPC169749
0.9161 High Similarity NPC95751
0.9161 High Similarity NPC105213
0.9161 High Similarity NPC207732
0.9155 High Similarity NPC185607
0.9155 High Similarity NPC312256
0.9149 High Similarity NPC50823
0.9149 High Similarity NPC295384
0.9149 High Similarity NPC469523
0.9133 High Similarity NPC184755
0.9133 High Similarity NPC74178
0.9128 High Similarity NPC474638
0.9128 High Similarity NPC472455
0.9122 High Similarity NPC271779
0.9122 High Similarity NPC88645
0.9122 High Similarity NPC206238
0.9122 High Similarity NPC292214
0.9122 High Similarity NPC192083
0.9122 High Similarity NPC18727
0.9122 High Similarity NPC213896
0.9122 High Similarity NPC167091
0.9116 High Similarity NPC252933
0.9116 High Similarity NPC200740
0.9116 High Similarity NPC251110
0.9116 High Similarity NPC54394
0.9116 High Similarity NPC125062
0.911 High Similarity NPC92722
0.911 High Similarity NPC177298
0.911 High Similarity NPC17286
0.911 High Similarity NPC195351
0.911 High Similarity NPC102003
0.911 High Similarity NPC259713
0.911 High Similarity NPC48479
0.911 High Similarity NPC216318
0.911 High Similarity NPC296197
0.9103 High Similarity NPC12200
0.9103 High Similarity NPC86847
0.9103 High Similarity NPC207729

  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 NPC242893 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
0.9433 High Similarity NPD1511 Approved
0.9416 High Similarity NPD1510 Phase 2
0.9301 High Similarity NPD1512 Approved
0.9184 High Similarity NPD1934 Approved
0.9122 High Similarity NPD2393 Clinical (unspecified phase)
0.8993 High Similarity NPD2801 Approved
0.8986 High Similarity NPD943 Approved
0.8986 High Similarity NPD1240 Approved
0.8944 High Similarity NPD1549 Phase 2
0.8874 High Similarity NPD3882 Suspended
0.8873 High Similarity NPD1550 Clinical (unspecified phase)
0.8873 High Similarity NPD1552 Clinical (unspecified phase)
0.8857 High Similarity NPD1607 Approved
0.8792 High Similarity NPD4380 Phase 2
0.8726 High Similarity NPD3818 Discontinued
0.8599 High Similarity NPD6168 Clinical (unspecified phase)
0.8599 High Similarity NPD6166 Phase 2
0.8599 High Similarity NPD6167 Clinical (unspecified phase)
0.8581 High Similarity NPD4378 Clinical (unspecified phase)
0.8562 High Similarity NPD3817 Phase 2
0.8542 High Similarity NPD2796 Approved
0.8506 High Similarity NPD4868 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD7054 Approved
0.8425 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD7472 Approved
0.8385 Intermediate Similarity NPD7074 Phase 3
0.8333 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6797 Phase 2
0.8333 Intermediate Similarity NPD7075 Discontinued
0.8282 Intermediate Similarity NPD7251 Discontinued
0.8267 Intermediate Similarity NPD6799 Approved
0.8264 Intermediate Similarity NPD230 Phase 1
0.8258 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD7819 Suspended
0.8239 Intermediate Similarity NPD6232 Discontinued
0.8232 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD7473 Discontinued
0.8194 Intermediate Similarity NPD6801 Discontinued
0.8188 Intermediate Similarity NPD3750 Approved
0.8163 Intermediate Similarity NPD1551 Phase 2
0.8141 Intermediate Similarity NPD1465 Phase 2
0.8129 Intermediate Similarity NPD7411 Suspended
0.8121 Intermediate Similarity NPD7808 Phase 3
0.8113 Intermediate Similarity NPD5494 Approved
0.8089 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8069 Intermediate Similarity NPD1613 Approved
0.8069 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD6599 Discontinued
0.805 Intermediate Similarity NPD919 Approved
0.8042 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8041 Intermediate Similarity NPD2935 Discontinued
0.8 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD5403 Approved
0.7987 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD5402 Approved
0.7974 Intermediate Similarity NPD5401 Approved
0.7973 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD9494 Approved
0.795 Intermediate Similarity NPD1247 Approved
0.7879 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD3749 Approved
0.7862 Intermediate Similarity NPD3027 Phase 3
0.7852 Intermediate Similarity NPD3748 Approved
0.7843 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD6959 Discontinued
0.7812 Intermediate Similarity NPD7768 Phase 2
0.7805 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD5844 Phase 1
0.7763 Intermediate Similarity NPD1243 Approved
0.7763 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD920 Approved
0.7746 Intermediate Similarity NPD9269 Phase 2
0.7744 Intermediate Similarity NPD3926 Phase 2
0.7742 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD2533 Approved
0.7742 Intermediate Similarity NPD2532 Approved
0.7742 Intermediate Similarity NPD2534 Approved
0.7738 Intermediate Similarity NPD6559 Discontinued
0.7718 Intermediate Similarity NPD6651 Approved
0.7708 Intermediate Similarity NPD1203 Approved
0.7692 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD2798 Approved
0.7651 Intermediate Similarity NPD447 Suspended
0.7647 Intermediate Similarity NPD2800 Approved
0.7643 Intermediate Similarity NPD1548 Phase 1
0.7632 Intermediate Similarity NPD2344 Approved
0.7597 Intermediate Similarity NPD4628 Phase 3
0.7586 Intermediate Similarity NPD1470 Approved
0.7568 Intermediate Similarity NPD2313 Discontinued
0.7564 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD1610 Phase 2
0.7552 Intermediate Similarity NPD1201 Approved
0.7548 Intermediate Similarity NPD6190 Approved
0.7485 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD1653 Approved
0.7471 Intermediate Similarity NPD5953 Discontinued
0.7465 Intermediate Similarity NPD9268 Approved
0.7452 Intermediate Similarity NPD7390 Discontinued
0.7451 Intermediate Similarity NPD6100 Approved
0.7451 Intermediate Similarity NPD6099 Approved
0.7438 Intermediate Similarity NPD3226 Approved
0.7436 Intermediate Similarity NPD2309 Approved
0.7429 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD1933 Approved
0.741 Intermediate Similarity NPD7199 Phase 2
0.7396 Intermediate Similarity NPD3751 Discontinued
0.7394 Intermediate Similarity NPD9545 Approved
0.7394 Intermediate Similarity NPD6234 Discontinued
0.7386 Intermediate Similarity NPD2799 Discontinued
0.7379 Intermediate Similarity NPD9717 Approved
0.7376 Intermediate Similarity NPD9493 Approved
0.7353 Intermediate Similarity NPD7286 Phase 2
0.7348 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6832 Phase 2
0.7315 Intermediate Similarity NPD4908 Phase 1
0.731 Intermediate Similarity NPD422 Phase 1
0.7308 Intermediate Similarity NPD2654 Approved
0.7303 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD37 Approved
0.7296 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD2346 Discontinued
0.7273 Intermediate Similarity NPD7033 Discontinued
0.7273 Intermediate Similarity NPD4308 Phase 3
0.7261 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1608 Approved
0.726 Intermediate Similarity NPD3972 Approved
0.7257 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD1164 Approved
0.7226 Intermediate Similarity NPD5405 Approved
0.7226 Intermediate Similarity NPD5404 Approved
0.7226 Intermediate Similarity NPD5406 Approved
0.7226 Intermediate Similarity NPD5408 Approved
0.7225 Intermediate Similarity NPD7685 Pre-registration
0.7222 Intermediate Similarity NPD7458 Discontinued
0.7219 Intermediate Similarity NPD411 Approved
0.7219 Intermediate Similarity NPD3268 Approved
0.7219 Intermediate Similarity NPD5242 Approved
0.7219 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD3764 Approved
0.7212 Intermediate Similarity NPD4288 Approved
0.7203 Intermediate Similarity NPD5536 Phase 2
0.7188 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD4965 Approved
0.7169 Intermediate Similarity NPD4967 Phase 2
0.7169 Intermediate Similarity NPD4966 Approved
0.7162 Intermediate Similarity NPD3225 Approved
0.716 Intermediate Similarity NPD5710 Approved
0.716 Intermediate Similarity NPD3787 Discontinued
0.716 Intermediate Similarity NPD5711 Approved
0.7143 Intermediate Similarity NPD228 Approved
0.7133 Intermediate Similarity NPD3018 Phase 2
0.7133 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD4357 Discontinued
0.7114 Intermediate Similarity NPD2797 Approved
0.7105 Intermediate Similarity NPD1296 Phase 2
0.7093 Intermediate Similarity NPD7228 Approved
0.7072 Intermediate Similarity NPD4363 Phase 3
0.7072 Intermediate Similarity NPD4360 Phase 2
0.7055 Intermediate Similarity NPD17 Approved
0.7047 Intermediate Similarity NPD1876 Approved
0.7045 Intermediate Similarity NPD8312 Approved
0.7045 Intermediate Similarity NPD8313 Approved
0.7044 Intermediate Similarity NPD8166 Discontinued
0.7042 Intermediate Similarity NPD1241 Discontinued
0.7033 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4361 Phase 2
0.703 Intermediate Similarity NPD6386 Approved
0.703 Intermediate Similarity NPD6385 Approved
0.7013 Intermediate Similarity NPD4307 Phase 2
0.7012 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD1729 Discontinued
0.7006 Intermediate Similarity NPD5353 Approved
0.7 Intermediate Similarity NPD3267 Approved
0.7 Intermediate Similarity NPD3266 Approved
0.6993 Remote Similarity NPD6798 Discontinued
0.6988 Remote Similarity NPD6844 Discontinued
0.698 Remote Similarity NPD2982 Phase 2
0.698 Remote Similarity NPD2983 Phase 2
0.6973 Remote Similarity NPD6778 Approved
0.6973 Remote Similarity NPD6779 Approved
0.6973 Remote Similarity NPD6776 Approved
0.6973 Remote Similarity NPD6780 Approved
0.6973 Remote Similarity NPD6782 Approved
0.6973 Remote Similarity NPD6781 Approved
0.6973 Remote Similarity NPD6777 Approved
0.6962 Remote Similarity NPD7266 Discontinued
0.6962 Remote Similarity NPD1471 Phase 3
0.6954 Remote Similarity NPD1019 Discontinued
0.6947 Remote Similarity NPD8151 Discontinued
0.6944 Remote Similarity NPD4287 Approved
0.6937 Remote Similarity NPD7003 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