Structure

Physi-Chem Properties

Molecular Weight:  262.12
Volume:  266.942
LogP:  1.275
LogD:  1.175
LogS:  -2.045
# Rotatable Bonds:  0
TPSA:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.67
Synthetic Accessibility Score:  4.687
Fsp3:  0.6
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:  -4.656
MDCK Permeability:  1.6485932064824738e-05
Pgp-inhibitor:  0.024
Pgp-substrate:  0.071
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.017
30% Bioavailability (F30%):  0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.902
Plasma Protein Binding (PPB):  65.69696807861328%
Volume Distribution (VD):  0.902
Pgp-substrate:  41.71926498413086%

ADMET: Metabolism

CYP1A2-inhibitor:  0.108
CYP1A2-substrate:  0.813
CYP2C19-inhibitor:  0.024
CYP2C19-substrate:  0.676
CYP2C9-inhibitor:  0.014
CYP2C9-substrate:  0.033
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.016
CYP3A4-inhibitor:  0.531
CYP3A4-substrate:  0.377

ADMET: Excretion

Clearance (CL):  11.17
Half-life (T1/2):  0.311

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.167
Drug-inuced Liver Injury (DILI):  0.087
AMES Toxicity:  0.116
Rat Oral Acute Toxicity:  0.898
Maximum Recommended Daily Dose:  0.892
Skin Sensitization:  0.343
Carcinogencity:  0.886
Eye Corrosion:  0.076
Eye Irritation:  0.051
Respiratory Toxicity:  0.98

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC70136

Natural Product ID:  NPC70136
Common Name*:   3',4',7-Trihydroxyflavon
IUPAC Name:   2-(3,4-dihydroxyphenyl)-7-hydroxychromen-4-one
Synonyms:   3',4',7-Trihydroxyflavon; 3',4',7-Trihydroxyflavone; 7,3',4'-Trihydroxyflavone
Standard InCHIKey:  PVFGJHYLIHMCQD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H10O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-7,16-17,19H
SMILES:  Oc1ccc2c(c1)oc(cc2=O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL301624
PubChem CID:   5322065
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001615] Flavones

*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
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Leaves n.a. n.a. PMID[12713396]
NPO28952 Sapium haematospermum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[15104489]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. bark n.a. PMID[15283458]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. stem n.a. PMID[15577257]
NPO23510 Vicia faba Species Fabaceae Eukaryota flowers n.a. n.a. PMID[16180811]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[16441081]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16675659]
NPO3544 Sophora mollis Species Fabaceae Eukaryota roots n.a. n.a. PMID[19572738]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19829679]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota roots n.a. n.a. PMID[20022509]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. root n.a. PMID[21087019]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21123068]
NPO26559 Glycine soja Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21545185]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21866899]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22014228]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. branch n.a. PMID[22014228]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. leaf n.a. PMID[22014228]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22074222]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[22074222]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[22314230]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[23325115]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23521110]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Roots n.a. n.a. PMID[23541646]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. rhizome n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24479468]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota roots n.a. n.a. PMID[24957203]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25445757]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25744461]
NPO5755.1 Bauhinia glauca Under-species n.a. n.a. n.a. n.a. n.a. PMID[26096681]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26841168]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28140583]
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]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[32196343]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[7381508]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9834167]
NPO23510 Vicia faba Species Fabaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23510 Vicia faba Species Fabaceae 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]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30647 Sophora vicllfolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8308 Bryocaulon pseudosatoanum Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26403 Brachymeris montana n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO7786 Lentinus tigrinus Species Lentinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26881 Croton zehntneri Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28952 Sapium haematospermum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10917 Junceella gemmacea Species Ellisellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3544 Sophora mollis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10026 Mitracarpus scaber Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26559 Glycine soja Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26722 Dorstenia dinklagei Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8842 Neurymenia fraxinifolia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26531 Aeschrion excelsa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference
NPO23510 NPC70136 Raw n.a. 0.245000005 n.a. n.a. mg/100g Database [PHENOL EXPLORER]

☑ 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
NPT144 Individual Protein Telomerase reverse transcriptase Homo sapiens IC50 > 40000.0 nM PMID[506122]
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 49300.0 nM PMID[506123]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 14.8 % PMID[506125]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 9.0 % PMID[506125]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 4.5 % PMID[506125]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -1.7 % PMID[506125]
NPT2562 Individual Protein Poly [ADP-ribose] polymerase-1 Homo sapiens IC50 = 7585.78 nM PMID[506127]
NPT2562 Individual Protein Poly [ADP-ribose] polymerase-1 Homo sapiens IC50 = 7500.0 nM PMID[506127]
NPT2563 Individual Protein Tankyrase-2 Homo sapiens IC50 = 870.96 nM PMID[506127]
NPT2563 Individual Protein Tankyrase-2 Homo sapiens IC50 = 870.0 nM PMID[506127]
NPT588 Individual Protein Tankyrase-1 Homo sapiens IC50 = 645.65 nM PMID[506127]
NPT588 Individual Protein Tankyrase-1 Homo sapiens IC50 = 630.0 nM PMID[506127]
NPT1652 Individual Protein Serum paraoxonase/arylesterase 1 Homo sapiens KSV = 0.87 10'5/M PMID[506128]
NPT1652 Individual Protein Serum paraoxonase/arylesterase 1 Homo sapiens Ka = 1.07 10'5/M PMID[506128]
NPT1652 Individual Protein Serum paraoxonase/arylesterase 1 Homo sapiens Kq = 0.87 10'12/M/s PMID[506128]
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens IC50 = 2000.0 nM PMID[506130]
NPT144 Individual Protein Telomerase reverse transcriptase Homo sapiens IC50 > 40000.0 nM PMID[506131]
NPT2266 Individual Protein Fructose-1,6-bisphosphatase Homo sapiens Inhibition < 20.0 % PMID[506134]
NPT711 Individual Protein Aldose reductase Bos taurus IC50 = 6520.0 nM PMID[506119]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 11000.0 nM PMID[506120]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 4.3 mM PMID[506120]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 19300.0 nM PMID[506123]
NPT2 Others Unspecified Ratio IC50 = 3.0 n.a. PMID[506123]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 84.9 % PMID[506124]
NPT2 Others Unspecified IC50 = 5200.0 nM PMID[506129]
NPT2 Others Unspecified IC50 = 3700.0 nM PMID[506129]
NPT2 Others Unspecified IC50 = 14700.0 nM PMID[506129]
NPT2 Others Unspecified IC50 = 13500.0 nM PMID[506129]
NPT27 Others Unspecified Activity > 98.0 % PMID[506129]
NPT89 Individual Protein Seed lipoxygenase-1 Glycine max Vmax = 0.01 uM PMID[506130]
NPT89 Individual Protein Seed lipoxygenase-1 Glycine max Km = 190500.0 nM PMID[506130]
NPT89 Individual Protein Seed lipoxygenase-1 Glycine max Vmax = 0.007 uM PMID[506130]
NPT89 Individual Protein Seed lipoxygenase-1 Glycine max Km = 97360.0 nM PMID[506130]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 13.7 % PMID[506132]
NPT2 Others Unspecified IC50 = 26000.0 nM PMID[506133]

☑ 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 NPC70136 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
0.9928 High Similarity NPC279121
0.9857 High Similarity NPC51443
0.9857 High Similarity NPC74881
0.9855 High Similarity NPC175013
0.9787 High Similarity NPC118726
0.9787 High Similarity NPC12367
0.9786 High Similarity NPC179271
0.9786 High Similarity NPC20791
0.9716 High Similarity NPC275772
0.9716 High Similarity NPC239312
0.9716 High Similarity NPC108406
0.9716 High Similarity NPC168803
0.9716 High Similarity NPC130230
0.965 High Similarity NPC45873
0.9648 High Similarity NPC119059
0.9645 High Similarity NPC169749
0.9583 High Similarity NPC260895
0.958 High Similarity NPC296197
0.958 High Similarity NPC137062
0.958 High Similarity NPC87125
0.958 High Similarity NPC183959
0.958 High Similarity NPC17286
0.958 High Similarity NPC1612
0.958 High Similarity NPC195351
0.958 High Similarity NPC52005
0.958 High Similarity NPC270465
0.958 High Similarity NPC259713
0.958 High Similarity NPC287101
0.958 High Similarity NPC223579
0.958 High Similarity NPC183950
0.958 High Similarity NPC216318
0.9577 High Similarity NPC95864
0.9517 High Similarity NPC55205
0.9517 High Similarity NPC39732
0.9517 High Similarity NPC60972
0.9514 High Similarity NPC77858
0.9514 High Similarity NPC188871
0.9514 High Similarity NPC286342
0.9514 High Similarity NPC184136
0.9514 High Similarity NPC3825
0.9514 High Similarity NPC88804
0.9514 High Similarity NPC149127
0.951 High Similarity NPC294852
0.951 High Similarity NPC194856
0.951 High Similarity NPC188679
0.951 High Similarity NPC276930
0.951 High Similarity NPC196277
0.951 High Similarity NPC120464
0.951 High Similarity NPC272721
0.951 High Similarity NPC321011
0.951 High Similarity NPC19545
0.951 High Similarity NPC43669
0.9504 High Similarity NPC38065
0.9504 High Similarity NPC242893
0.9448 High Similarity NPC252933
0.9448 High Similarity NPC225731
0.9448 High Similarity NPC54394
0.9448 High Similarity NPC154345
0.9448 High Similarity NPC251110
0.9448 High Similarity NPC200740
0.9448 High Similarity NPC125062
0.9444 High Similarity NPC105512
0.9444 High Similarity NPC48479
0.9444 High Similarity NPC177298
0.9441 High Similarity NPC207729
0.9441 High Similarity NPC86847
0.9441 High Similarity NPC140840
0.9441 High Similarity NPC77378
0.9441 High Similarity NPC12200
0.9388 High Similarity NPC256612
0.9388 High Similarity NPC20830
0.9384 High Similarity NPC188203
0.9384 High Similarity NPC241498
0.9384 High Similarity NPC82325
0.9384 High Similarity NPC162313
0.9384 High Similarity NPC120163
0.9384 High Similarity NPC293183
0.9384 High Similarity NPC275836
0.9384 High Similarity NPC275722
0.9384 High Similarity NPC279989
0.9384 High Similarity NPC198826
0.9384 High Similarity NPC57030
0.9384 High Similarity NPC157784
0.9384 High Similarity NPC212678
0.9384 High Similarity NPC301323
0.9384 High Similarity NPC239128
0.9384 High Similarity NPC25270
0.9384 High Similarity NPC71334
0.9384 High Similarity NPC37684
0.9384 High Similarity NPC100887
0.9384 High Similarity NPC83508
0.9384 High Similarity NPC256283
0.9384 High Similarity NPC187498
0.9384 High Similarity NPC222830
0.9384 High Similarity NPC63187
0.9384 High Similarity NPC131624
0.9384 High Similarity NPC156222
0.9384 High Similarity NPC27208
0.9379 High Similarity NPC61620
0.9379 High Similarity NPC29231
0.9379 High Similarity NPC248102
0.9379 High Similarity NPC62042
0.9375 High Similarity NPC3036
0.9375 High Similarity NPC195202
0.9375 High Similarity NPC218490
0.9362 High Similarity NPC284556
0.9362 High Similarity NPC301178
0.9324 High Similarity NPC265511
0.932 High Similarity NPC167091
0.932 High Similarity NPC236223
0.932 High Similarity NPC145379
0.932 High Similarity NPC325028
0.932 High Similarity NPC270620
0.932 High Similarity NPC271779
0.932 High Similarity NPC179126
0.932 High Similarity NPC69394
0.932 High Similarity NPC176775
0.932 High Similarity NPC141212
0.932 High Similarity NPC256346
0.932 High Similarity NPC170492
0.932 High Similarity NPC246328
0.932 High Similarity NPC183878
0.932 High Similarity NPC47781
0.932 High Similarity NPC22519
0.932 High Similarity NPC88645
0.932 High Similarity NPC27532
0.932 High Similarity NPC206238
0.932 High Similarity NPC78326
0.932 High Similarity NPC231018
0.932 High Similarity NPC274327
0.932 High Similarity NPC255350
0.932 High Similarity NPC292214
0.932 High Similarity NPC160951
0.9315 High Similarity NPC50403
0.9315 High Similarity NPC31363
0.9315 High Similarity NPC308451
0.9315 High Similarity NPC133953
0.9315 High Similarity NPC205046
0.9315 High Similarity NPC59162
0.9315 High Similarity NPC304295
0.9315 High Similarity NPC28274
0.9315 High Similarity NPC204515
0.931 High Similarity NPC159103
0.9306 High Similarity NPC33265
0.9306 High Similarity NPC62536
0.9306 High Similarity NPC188074
0.9306 High Similarity NPC125449
0.9296 High Similarity NPC471417
0.9296 High Similarity NPC287722
0.9275 High Similarity NPC172262
0.9257 High Similarity NPC2928
0.9257 High Similarity NPC146165
0.9257 High Similarity NPC80534
0.9257 High Similarity NPC50715
0.9257 High Similarity NPC183597
0.9257 High Similarity NPC128863
0.9257 High Similarity NPC227325
0.9257 High Similarity NPC56786
0.9257 High Similarity NPC133392
0.9257 High Similarity NPC234255
0.9257 High Similarity NPC214138
0.9257 High Similarity NPC167815
0.9257 High Similarity NPC26227
0.9257 High Similarity NPC2476
0.9257 High Similarity NPC196439
0.9257 High Similarity NPC138360
0.9257 High Similarity NPC280339
0.9257 High Similarity NPC4455
0.9257 High Similarity NPC201136
0.9257 High Similarity NPC213622
0.9257 High Similarity NPC208197
0.9257 High Similarity NPC163780
0.9257 High Similarity NPC472280
0.9257 High Similarity NPC92659
0.9257 High Similarity NPC201451
0.9257 High Similarity NPC44079
0.9252 High Similarity NPC61506
0.9252 High Similarity NPC219582
0.9252 High Similarity NPC236637
0.9252 High Similarity NPC180234
0.9252 High Similarity NPC477231
0.9252 High Similarity NPC240476
0.9252 High Similarity NPC237994
0.9252 High Similarity NPC249570
0.9252 High Similarity NPC123886
0.9252 High Similarity NPC120537
0.9252 High Similarity NPC471982
0.9252 High Similarity NPC36835
0.9252 High Similarity NPC246162
0.9252 High Similarity NPC39007
0.9252 High Similarity NPC260491
0.9252 High Similarity NPC9743
0.9252 High Similarity NPC161277
0.9252 High Similarity NPC302950
0.9252 High Similarity NPC257648
0.9252 High Similarity NPC142540
0.9252 High Similarity NPC101996
0.9252 High Similarity NPC199100
0.9247 High Similarity NPC166753
0.9247 High Similarity NPC306821

  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 NPC70136 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
0.9928 High Similarity NPD1511 Approved
0.9786 High Similarity NPD1512 Approved
0.932 High Similarity NPD2801 Approved
0.9252 High Similarity NPD1934 Approved
0.9189 High Similarity NPD2393 Clinical (unspecified phase)
0.894 High Similarity NPD3882 Suspended
0.8936 High Similarity NPD1510 Phase 2
0.8881 High Similarity NPD1549 Phase 2
0.8811 High Similarity NPD1552 Clinical (unspecified phase)
0.8811 High Similarity NPD1550 Clinical (unspecified phase)
0.879 High Similarity NPD3818 Discontinued
0.8786 High Similarity NPD943 Approved
0.8776 High Similarity NPD4378 Clinical (unspecified phase)
0.875 High Similarity NPD3817 Phase 2
0.8662 High Similarity NPD6167 Clinical (unspecified phase)
0.8662 High Similarity NPD6168 Clinical (unspecified phase)
0.8662 High Similarity NPD6166 Phase 2
0.8652 High Similarity NPD1240 Approved
0.8616 High Similarity NPD7054 Approved
0.8609 High Similarity NPD4380 Phase 2
0.8571 High Similarity NPD4868 Clinical (unspecified phase)
0.8562 High Similarity NPD7472 Approved
0.8531 High Similarity NPD1607 Approved
0.8523 High Similarity NPD7410 Clinical (unspecified phase)
0.8516 High Similarity NPD4381 Clinical (unspecified phase)
0.8509 High Similarity NPD6797 Phase 2
0.8483 Intermediate Similarity NPD2796 Approved
0.8457 Intermediate Similarity NPD7251 Discontinued
0.8447 Intermediate Similarity NPD7074 Phase 3
0.8442 Intermediate Similarity NPD1465 Phase 2
0.8405 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD3750 Approved
0.8369 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8367 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6799 Approved
0.8298 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD7808 Phase 3
0.8288 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD7075 Discontinued
0.8231 Intermediate Similarity NPD1551 Phase 2
0.8207 Intermediate Similarity NPD230 Phase 1
0.8205 Intermediate Similarity NPD7819 Suspended
0.8205 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD5494 Approved
0.8153 Intermediate Similarity NPD5402 Approved
0.8141 Intermediate Similarity NPD6801 Discontinued
0.8138 Intermediate Similarity NPD1613 Approved
0.8138 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD447 Suspended
0.8077 Intermediate Similarity NPD7411 Suspended
0.8075 Intermediate Similarity NPD6232 Discontinued
0.8061 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD5403 Approved
0.805 Intermediate Similarity NPD3749 Approved
0.8041 Intermediate Similarity NPD3748 Approved
0.8039 Intermediate Similarity NPD5401 Approved
0.8038 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD7473 Discontinued
0.8028 Intermediate Similarity NPD1203 Approved
0.8013 Intermediate Similarity NPD6599 Discontinued
0.8012 Intermediate Similarity NPD1247 Approved
0.8 Intermediate Similarity NPD919 Approved
0.7947 Intermediate Similarity NPD2800 Approved
0.7947 Intermediate Similarity NPD1243 Approved
0.7939 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD6959 Discontinued
0.7877 Intermediate Similarity NPD2313 Discontinued
0.7867 Intermediate Similarity NPD2935 Discontinued
0.7831 Intermediate Similarity NPD5844 Phase 1
0.7821 Intermediate Similarity NPD920 Approved
0.7817 Intermediate Similarity NPD9269 Phase 2
0.7815 Intermediate Similarity NPD2344 Approved
0.7806 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD3926 Phase 2
0.78 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD6559 Discontinued
0.7792 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD7768 Phase 2
0.7758 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD3226 Approved
0.7714 Intermediate Similarity NPD1548 Phase 1
0.7712 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD9717 Approved
0.7671 Intermediate Similarity NPD9494 Approved
0.7658 Intermediate Similarity NPD1653 Approved
0.7632 Intermediate Similarity NPD6100 Approved
0.7632 Intermediate Similarity NPD6099 Approved
0.7622 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD422 Phase 1
0.7613 Intermediate Similarity NPD2309 Approved
0.76 Intermediate Similarity NPD1933 Approved
0.7582 Intermediate Similarity NPD2346 Discontinued
0.758 Intermediate Similarity NPD2532 Approved
0.758 Intermediate Similarity NPD2533 Approved
0.758 Intermediate Similarity NPD2534 Approved
0.7568 Intermediate Similarity NPD3027 Phase 3
0.7566 Intermediate Similarity NPD2799 Discontinued
0.756 Intermediate Similarity NPD3751 Discontinued
0.7548 Intermediate Similarity NPD4628 Phase 3
0.7535 Intermediate Similarity NPD9268 Approved
0.7517 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD411 Approved
0.75 Intermediate Similarity NPD6190 Approved
0.75 Intermediate Similarity NPD1610 Phase 2
0.7483 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD2798 Approved
0.7466 Intermediate Similarity NPD3225 Approved
0.7451 Intermediate Similarity NPD4308 Phase 3
0.7448 Intermediate Similarity NPD1608 Approved
0.7442 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD6651 Approved
0.7427 Intermediate Similarity NPD5953 Discontinued
0.7415 Intermediate Similarity NPD1470 Approved
0.7412 Intermediate Similarity NPD7286 Phase 2
0.7405 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7390 Discontinued
0.74 Intermediate Similarity NPD3268 Approved
0.7383 Intermediate Similarity NPD6832 Phase 2
0.7379 Intermediate Similarity NPD1201 Approved
0.7378 Intermediate Similarity NPD4288 Approved
0.7365 Intermediate Similarity NPD7199 Phase 2
0.7321 Intermediate Similarity NPD3787 Discontinued
0.7308 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD2797 Approved
0.7288 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD1296 Phase 2
0.7278 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD4908 Phase 1
0.7246 Intermediate Similarity NPD6234 Discontinued
0.7241 Intermediate Similarity NPD17 Approved
0.7226 Intermediate Similarity NPD7033 Discontinued
0.7222 Intermediate Similarity NPD9545 Approved
0.7211 Intermediate Similarity NPD1481 Phase 2
0.7203 Intermediate Similarity NPD9493 Approved
0.719 Intermediate Similarity NPD4307 Phase 2
0.7184 Intermediate Similarity NPD7685 Pre-registration
0.7181 Intermediate Similarity NPD3267 Approved
0.7181 Intermediate Similarity NPD3266 Approved
0.7171 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD3764 Approved
0.7152 Intermediate Similarity NPD6844 Discontinued
0.7152 Intermediate Similarity NPD2654 Approved
0.7143 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1535 Discovery
0.7134 Intermediate Similarity NPD1471 Phase 3
0.7133 Intermediate Similarity NPD1019 Discontinued
0.7127 Intermediate Similarity NPD4363 Phase 3
0.7127 Intermediate Similarity NPD4360 Phase 2
0.7119 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD1241 Discontinued
0.7111 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4625 Phase 3
0.7102 Intermediate Similarity NPD8313 Approved
0.7102 Intermediate Similarity NPD8312 Approved
0.7095 Intermediate Similarity NPD4287 Approved
0.7083 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD5242 Approved
0.707 Intermediate Similarity NPD5405 Approved
0.707 Intermediate Similarity NPD5404 Approved
0.707 Intermediate Similarity NPD5406 Approved
0.707 Intermediate Similarity NPD5408 Approved
0.7067 Intermediate Similarity NPD1164 Approved
0.7066 Intermediate Similarity NPD2296 Approved
0.7063 Intermediate Similarity NPD2354 Approved
0.7048 Intermediate Similarity NPD37 Approved
0.7047 Intermediate Similarity NPD4749 Approved
0.7044 Intermediate Similarity NPD1652 Phase 2
0.7037 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD5536 Phase 2
0.7024 Intermediate Similarity NPD4965 Approved
0.7024 Intermediate Similarity NPD4966 Approved
0.7024 Intermediate Similarity NPD4967 Phase 2
0.7018 Intermediate Similarity NPD5710 Approved
0.7018 Intermediate Similarity NPD5711 Approved
0.6995 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6995 Remote Similarity NPD4361 Phase 2
0.6988 Remote Similarity NPD6385 Approved
0.6988 Remote Similarity NPD6386 Approved
0.6984 Remote Similarity NPD7584 Approved
0.6983 Remote Similarity NPD8434 Phase 2
0.6982 Remote Similarity NPD6971 Discontinued
0.698 Remote Similarity NPD3972 Approved
0.6975 Remote Similarity NPD4357 Discontinued
0.6974 Remote Similarity NPD2861 Phase 2
0.6974 Remote Similarity NPD3018 Phase 2
0.6972 Remote Similarity NPD228 Approved
0.6971 Remote Similarity NPD1729 Discontinued
0.697 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6968 Remote Similarity NPD1558 Phase 1
0.6964 Remote Similarity NPD5353 Approved
0.6954 Remote Similarity NPD7228 Approved
0.6948 Remote Similarity NPD6798 Discontinued
0.6936 Remote Similarity NPD2403 Approved
0.6936 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6928 Remote Similarity NPD1008 Clinical (unspecified phase)

  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