Structure

Physi-Chem Properties

Molecular Weight:  224.08
Volume:  241.452
LogP:  3.177
LogD:  3.11
LogS:  -4.32
# Rotatable Bonds:  1
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.742
Synthetic Accessibility Score:  2.261
Fsp3:  0.133
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.606
MDCK Permeability:  1.6064697774709202e-05
Pgp-inhibitor:  0.908
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.024
30% Bioavailability (F30%):  0.706

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.257
Plasma Protein Binding (PPB):  95.8037338256836%
Volume Distribution (VD):  0.579
Pgp-substrate:  2.949110507965088%

ADMET: Metabolism

CYP1A2-inhibitor:  0.913
CYP1A2-substrate:  0.679
CYP2C19-inhibitor:  0.965
CYP2C19-substrate:  0.146
CYP2C9-inhibitor:  0.881
CYP2C9-substrate:  0.659
CYP2D6-inhibitor:  0.078
CYP2D6-substrate:  0.622
CYP3A4-inhibitor:  0.25
CYP3A4-substrate:  0.267

ADMET: Excretion

Clearance (CL):  8.702
Half-life (T1/2):  0.224

ADMET: Toxicity

hERG Blockers:  0.033
Human Hepatotoxicity (H-HT):  0.134
Drug-inuced Liver Injury (DILI):  0.901
AMES Toxicity:  0.859
Rat Oral Acute Toxicity:  0.52
Maximum Recommended Daily Dose:  0.096
Skin Sensitization:  0.179
Carcinogencity:  0.73
Eye Corrosion:  0.027
Eye Irritation:  0.96
Respiratory Toxicity:  0.262

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

  Natural Product: NPC314329

Natural Product ID:  NPC314329
Common Name*:   Flavanone
IUPAC Name:   2-phenyl-2,3-dihydrochromen-4-one
Synonyms:   NSC-50393
Standard InCHIKey:  ZONYXWQDUYMKFB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2
SMILES:  O=C1CC(Oc2c1cccc2)c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL274318
PubChem CID:   10251
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0000337] Flavans
          • [CHEMONTID:0001632] Flavanones

*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
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Nigeria(latitude 80°N and longitude 4°E) 2005; 2006 DOI[10.1002/ejlt.201000080]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-010-0259-y]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-014-0638-x]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO1751 Ribes nigrum Species n.a. n.a. Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
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]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. PMID[11473446]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[12350137]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota rhizome n.a. n.a. PMID[12617587]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[15568770]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16392664]
NPO1751 Ribes nigrum Species n.a. n.a. n.a. fruit n.a. PMID[16417304]
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]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete 2007 PMID[19256538]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[20826702]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. n.a. PMID[21608987]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[23153397]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. leaf n.a. PMID[23901173]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24295087]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[27575476]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[28068085]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[30298740]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[8158164]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. inflorescence n.a. PMID[8158164]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9584408]
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]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Fruit Juice n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Fruits n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruits n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome Essent. Oil n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Bulb n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Seed n.a. n.a. Database[FooDB]
NPO1751 Ribes nigrum Species n.a. n.a. Fruit n.a. n.a. Database[FooDB]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1751 Ribes nigrum Species n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae 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]
NPO10856 Passiflora edulis Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1751 Ribes nigrum Species n.a. n.a. 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
NPO10856 NPC314329 Other Fruit 1030 1000 1060 mg/100g Database [DUKE]
NPO1751 NPC314329 Other Leaf 460 460 460 mg/100g Database [DUKE]
NPO22234 NPC314329 Other (raw) Leaf 530 530 530 mg/100g Database [DUKE]
NPO17024 NPC314329 Raw Leaf 4500 4000 5000 mg/100g Database [DUKE]
NPO24124 NPC314329 Other Rhizome 9.25 9 9.5 mg/100g Database [DUKE]

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 28500.0 nM PMID[489297]
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Ki = 32000.0 nM PMID[489298]
NPT218 Individual Protein Adenosine A3 receptor Homo sapiens Ki = 50100.0 nM PMID[489298]
NPT218 Individual Protein Adenosine A3 receptor Homo sapiens pKi(uM) = -1.21 n.a. PMID[489299]
NPT299 Individual Protein Androgen Receptor Rattus norvegicus IC50 = 54954.09 nM PMID[489302]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 50.0 ug.mL-1 PMID[489303]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 25.0 ug.mL-1 PMID[489303]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 16.6 ug.mL-1 PMID[489303]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 3.4 ug.mL-1 PMID[489303]
NPT81 Cell Line A549 Homo sapiens IC50 = 14.2 ug.mL-1 PMID[489303]
NPT384 Cell Line TK-10 Homo sapiens Activity = 79.0 % PMID[489304]
NPT83 Cell Line MCF7 Homo sapiens Activity = 54.0 % PMID[489304]
NPT139 Cell Line HT-29 Homo sapiens Activity = 69.0 % PMID[489304]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 28000.0 nM PMID[489305]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens Activity = 0.2 n.a. PMID[489305]
NPT759 Cell Line H9 Homo sapiens IC50 = 45000.0 nM PMID[489311]
NPT1587 Individual Protein Estradiol 17-beta-dehydrogenase 1 Homo sapiens Activity = 110.0 % PMID[489312]
NPT1588 Individual Protein Estradiol 17-beta-dehydrogenase 2 Homo sapiens Activity = 70.7 % PMID[489312]
NPT71 Cell Line HEK293 Homo sapiens FC = 2.3 n.a. PMID[489313]
NPT153 Individual Protein Androgen Receptor Homo sapiens IC50 = 20000.0 nM PMID[489316]
NPT249 Individual Protein Glucocorticoid receptor Homo sapiens EC150 = 380.0 uM PMID[489316]
NPT153 Individual Protein Androgen Receptor Homo sapiens EC150 = 380.0 uM PMID[489316]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 = 2870.0 nM PMID[489317]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[489319]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 35481.3 nM PMID[489319]
NPT442 Individual Protein Ferritin light chain Equus caballus Potency = 25118.9 nM PMID[489319]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 5.1 % PMID[489320]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -1.9 % PMID[489320]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 2.5 % PMID[489320]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 1.0 % PMID[489320]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 79432.8 nM PMID[489321]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 47643.1 nM PMID[489322]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 15885.47 nM PMID[489322]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 47643.1 nM PMID[489322]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 24945.95 nM PMID[489322]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 21478.3 nM PMID[489322]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 67608.3 nM PMID[489322]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 21777.1 nM PMID[489322]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 25061.09 nM PMID[489322]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 12589.25 nM PMID[489322]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 30338.91 nM PMID[489322]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 13740.42 nM PMID[489322]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 48417.24 nM PMID[489322]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 34914.03 nM PMID[489322]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 38636.7 nM PMID[489322]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 48865.24 nM PMID[489322]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 32210.69 nM PMID[489322]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 23067.47 nM PMID[489322]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 24043.63 nM PMID[489322]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 76383.58 nM PMID[489322]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 10000.0 nM PMID[489322]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 35727.28 nM PMID[489322]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 51880.0 nM PMID[489322]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 93325.43 nM PMID[489322]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 17139.57 nM PMID[489322]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 66069.34 nM PMID[489322]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 26546.06 nM PMID[489322]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 15381.55 nM PMID[489322]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 30060.76 nM PMID[489322]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 76913.04 nM PMID[489322]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 63386.97 nM PMID[489322]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 26061.54 nM PMID[489322]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 30269.13 nM PMID[489322]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 64714.26 nM PMID[489322]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 38904.51 nM PMID[489322]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 38459.18 nM PMID[489322]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 37757.22 nM PMID[489322]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 84139.51 nM PMID[489322]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 35809.64 nM PMID[489322]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 32136.61 nM PMID[489322]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 48305.88 nM PMID[489322]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 51286.14 nM PMID[489322]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 31915.38 nM PMID[489322]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 58076.44 nM PMID[489322]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 23442.29 nM PMID[489322]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 67297.67 nM PMID[489322]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 29308.93 nM PMID[489322]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 77268.06 nM PMID[489322]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 24210.29 nM PMID[489322]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 32359.37 nM PMID[489322]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 27989.81 nM PMID[489322]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[489322]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 36224.3 nM PMID[489322]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 33573.76 nM PMID[489322]
NPT1474 Individual Protein ATP-dependent Clp protease proteolytic subunit Bacillus subtilis (strain 168) Potency n.a. 15848.9 nM PMID[489321]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 22387.2 nM PMID[489321]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 4610.9 nM PMID[489321]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 20596.2 nM PMID[489321]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 14125.4 nM PMID[489321]
NPT1653 Cell Line WM-115 Homo sapiens IC50 = 71200.0 nM PMID[489325]
NPT623 Cell Line NALM-6 Homo sapiens IC50 = 57600.0 nM PMID[489325]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 51100.0 nM PMID[489325]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 8000.0 nM PMID[489327]
NPT161 Individual Protein Rap guanine nucleotide exchange factor 4 Homo sapiens Potency n.a. 56234.1 nM PMID[489321]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 8000.0 nM PMID[489329]
NPT1588 Individual Protein Estradiol 17-beta-dehydrogenase 2 Homo sapiens Activity = 70.7 % PMID[489331]
NPT2555 Others Adenosine receptors; A1 & A3 Rattus norvegicus Ratio = 0.64 n.a. PMID[489298]
NPT29 Organism Rattus norvegicus Rattus norvegicus Protection = 24.0 % PMID[489301]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 27.7 ug.mL-1 PMID[489303]
NPT2 Others Unspecified Activity = 6.5 % PMID[489306]
NPT2 Others Unspecified Activity = 84.8 % PMID[489306]
NPT2 Others Unspecified Activity = 73.4 % PMID[489306]
NPT2 Others Unspecified IC50 = 310.0 nM PMID[489306]
NPT2 Others Unspecified IC50 > 50.0 ug.mL-1 PMID[489307]
NPT20 Organism Candida albicans Candida albicans IC50 > 50.0 ug.mL-1 PMID[489307]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 > 50.0 ug.mL-1 PMID[489307]
NPT2 Others Unspecified ID50 > 445.9 uM PMID[489308]
NPT2557 Organism Dermatophagoides pteronyssinus Dermatophagoides pteronyssinus EC50 = 0.09 g/m2 PMID[489310]
NPT27 Others Unspecified TI = 1.0 n.a. PMID[489311]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 58000.0 nM PMID[489311]
NPT2 Others Unspecified Activity = 2.82 /M PMID[489315]
NPT2 Others Unspecified Ratio IC50 > 35.0 n.a. PMID[489317]
NPT2 Others Unspecified Potency n.a. 5623.4 nM PMID[489321]
NPT1192 Organism Spodoptera frugiperda Spodoptera frugiperda log10LT50 = 1.656 n.a. PMID[489323]
NPT1 Others Radical scavenging activity Inhibition = 2.6 % PMID[489324]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 76.99 % PMID[489326]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 79.68 % PMID[489326]
NPT2 Others Unspecified Potency n.a. 14125.4 nM PMID[489321]
NPT2 Others Unspecified Potency n.a. 35481.3 nM PMID[489319]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 71200.0 nM PMID[489328]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 57600.0 nM PMID[489328]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 51100.0 nM PMID[489328]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 51100.0 nM PMID[489330]

☑ 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 NPC314329 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
0.9737 High Similarity NPC35744
0.9478 High Similarity NPC32298
0.9397 High Similarity NPC201284
0.9397 High Similarity NPC54243
0.9113 High Similarity NPC228184
0.9043 High Similarity NPC279916
0.9016 High Similarity NPC2771
0.9008 High Similarity NPC93730
0.8952 High Similarity NPC125887
0.8934 High Similarity NPC193805
0.8871 High Similarity NPC298884
0.8862 High Similarity NPC224657
0.881 High Similarity NPC278787
0.879 High Similarity NPC474264
0.874 High Similarity NPC301717
0.874 High Similarity NPC141549
0.872 High Similarity NPC22783
0.872 High Similarity NPC41721
0.8718 High Similarity NPC53953
0.8702 High Similarity NPC476480
0.8702 High Similarity NPC84585
0.8692 High Similarity NPC99854
0.8678 High Similarity NPC246214
0.8667 High Similarity NPC171023
0.8651 High Similarity NPC196034
0.864 High Similarity NPC237868
0.8636 High Similarity NPC147686
0.8636 High Similarity NPC329225
0.8636 High Similarity NPC472460
0.8629 High Similarity NPC56332
0.8629 High Similarity NPC107846
0.8615 High Similarity NPC125269
0.8605 High Similarity NPC287533
0.8583 High Similarity NPC45104
0.8583 High Similarity NPC217423
0.8571 High Similarity NPC11566
0.8561 High Similarity NPC259685
0.8561 High Similarity NPC296490
0.8561 High Similarity NPC107586
0.8561 High Similarity NPC243083
0.8561 High Similarity NPC287246
0.8561 High Similarity NPC295261
0.8561 High Similarity NPC13768
0.8561 High Similarity NPC12296
0.8561 High Similarity NPC32441
0.8561 High Similarity NPC79943
0.8548 High Similarity NPC141252
0.8548 High Similarity NPC11799
0.8548 High Similarity NPC472888
0.8538 High Similarity NPC292998
0.8527 High Similarity NPC284424
0.8525 High Similarity NPC230951
0.8516 High Similarity NPC7569
0.8512 High Similarity NPC206007
0.8507 High Similarity NPC472409
0.85 High Similarity NPC316062
0.8485 Intermediate Similarity NPC254741
0.8438 Intermediate Similarity NPC473019
0.8438 Intermediate Similarity NPC197425
0.8433 Intermediate Similarity NPC150648
0.8433 Intermediate Similarity NPC274784
0.8433 Intermediate Similarity NPC222342
0.8433 Intermediate Similarity NPC225153
0.8433 Intermediate Similarity NPC310135
0.8433 Intermediate Similarity NPC20709
0.8433 Intermediate Similarity NPC265871
0.8433 Intermediate Similarity NPC261234
0.8433 Intermediate Similarity NPC329203
0.843 Intermediate Similarity NPC469954
0.8421 Intermediate Similarity NPC275055
0.8421 Intermediate Similarity NPC290291
0.8417 Intermediate Similarity NPC188907
0.8413 Intermediate Similarity NPC4164
0.8413 Intermediate Similarity NPC470858
0.8409 Intermediate Similarity NPC9985
0.8409 Intermediate Similarity NPC239495
0.8385 Intermediate Similarity NPC474340
0.8385 Intermediate Similarity NPC278556
0.8382 Intermediate Similarity NPC147145
0.8374 Intermediate Similarity NPC470092
0.8372 Intermediate Similarity NPC39753
0.8372 Intermediate Similarity NPC115998
0.837 Intermediate Similarity NPC110228
0.837 Intermediate Similarity NPC6407
0.837 Intermediate Similarity NPC188243
0.8361 Intermediate Similarity NPC152159
0.8358 Intermediate Similarity NPC280284
0.8358 Intermediate Similarity NPC188947
0.8358 Intermediate Similarity NPC118813
0.8358 Intermediate Similarity NPC99333
0.8321 Intermediate Similarity NPC175504
0.8321 Intermediate Similarity NPC150408
0.8321 Intermediate Similarity NPC169591
0.8321 Intermediate Similarity NPC91560
0.8321 Intermediate Similarity NPC182428
0.8321 Intermediate Similarity NPC59522
0.8321 Intermediate Similarity NPC257097
0.8321 Intermediate Similarity NPC143896
0.8321 Intermediate Similarity NPC75049
0.8321 Intermediate Similarity NPC310130
0.8321 Intermediate Similarity NPC473655
0.8321 Intermediate Similarity NPC68104
0.8321 Intermediate Similarity NPC164980
0.8321 Intermediate Similarity NPC221432
0.8321 Intermediate Similarity NPC39329
0.8321 Intermediate Similarity NPC149026
0.8321 Intermediate Similarity NPC101294
0.8309 Intermediate Similarity NPC3188
0.8309 Intermediate Similarity NPC324386
0.8309 Intermediate Similarity NPC213322
0.8309 Intermediate Similarity NPC312391
0.8309 Intermediate Similarity NPC22467
0.8309 Intermediate Similarity NPC4743
0.8308 Intermediate Similarity NPC137264
0.8308 Intermediate Similarity NPC11173
0.8296 Intermediate Similarity NPC316480
0.8296 Intermediate Similarity NPC140890
0.8296 Intermediate Similarity NPC136095
0.8295 Intermediate Similarity NPC57552
0.8281 Intermediate Similarity NPC470841
0.8271 Intermediate Similarity NPC77955
0.8261 Intermediate Similarity NPC473013
0.8261 Intermediate Similarity NPC469764
0.8261 Intermediate Similarity NPC197252
0.8261 Intermediate Similarity NPC473015
0.8261 Intermediate Similarity NPC209040
0.8261 Intermediate Similarity NPC236766
0.8258 Intermediate Similarity NPC223354
0.8258 Intermediate Similarity NPC57601
0.8254 Intermediate Similarity NPC182646
0.8248 Intermediate Similarity NPC66515
0.8248 Intermediate Similarity NPC167624
0.8248 Intermediate Similarity NPC76372
0.8248 Intermediate Similarity NPC324436
0.8248 Intermediate Similarity NPC40833
0.8248 Intermediate Similarity NPC324134
0.8248 Intermediate Similarity NPC37496
0.8248 Intermediate Similarity NPC148757
0.8248 Intermediate Similarity NPC228504
0.8248 Intermediate Similarity NPC202981
0.8248 Intermediate Similarity NPC328164
0.8248 Intermediate Similarity NPC76338
0.8248 Intermediate Similarity NPC177354
0.8248 Intermediate Similarity NPC166934
0.8248 Intermediate Similarity NPC1089
0.8248 Intermediate Similarity NPC64915
0.8248 Intermediate Similarity NPC220998
0.8248 Intermediate Similarity NPC125855
0.8248 Intermediate Similarity NPC296917
0.8248 Intermediate Similarity NPC32739
0.8248 Intermediate Similarity NPC194432
0.8248 Intermediate Similarity NPC10937
0.8248 Intermediate Similarity NPC306829
0.8248 Intermediate Similarity NPC265040
0.8248 Intermediate Similarity NPC107572
0.8248 Intermediate Similarity NPC161506
0.8248 Intermediate Similarity NPC227579
0.8248 Intermediate Similarity NPC166482
0.8248 Intermediate Similarity NPC223500
0.8248 Intermediate Similarity NPC78
0.8248 Intermediate Similarity NPC182852
0.8244 Intermediate Similarity NPC113006
0.8235 Intermediate Similarity NPC76445
0.8235 Intermediate Similarity NPC145673
0.8235 Intermediate Similarity NPC129853
0.8235 Intermediate Similarity NPC182421
0.8235 Intermediate Similarity NPC284550
0.8235 Intermediate Similarity NPC23332
0.8235 Intermediate Similarity NPC171094
0.8226 Intermediate Similarity NPC233282
0.8222 Intermediate Similarity NPC18457
0.8222 Intermediate Similarity NPC124269
0.8217 Intermediate Similarity NPC475017
0.8209 Intermediate Similarity NPC240593
0.8209 Intermediate Similarity NPC161196
0.8201 Intermediate Similarity NPC148011
0.8201 Intermediate Similarity NPC1940
0.8201 Intermediate Similarity NPC469758
0.8195 Intermediate Similarity NPC172262
0.8195 Intermediate Similarity NPC66705
0.8188 Intermediate Similarity NPC185276
0.8188 Intermediate Similarity NPC278249
0.8188 Intermediate Similarity NPC81697
0.8188 Intermediate Similarity NPC107177
0.8188 Intermediate Similarity NPC77794
0.8188 Intermediate Similarity NPC316816
0.8188 Intermediate Similarity NPC125894
0.8188 Intermediate Similarity NPC214166
0.8188 Intermediate Similarity NPC478086
0.8188 Intermediate Similarity NPC85162
0.8188 Intermediate Similarity NPC223812
0.8182 Intermediate Similarity NPC252004
0.8182 Intermediate Similarity NPC128216
0.8182 Intermediate Similarity NPC229646
0.8175 Intermediate Similarity NPC279650
0.8175 Intermediate Similarity NPC17170
0.8175 Intermediate Similarity NPC258630
0.8175 Intermediate Similarity NPC110038
0.8175 Intermediate Similarity NPC156190
0.8175 Intermediate Similarity NPC311219

  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 NPC314329 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
1.0 High Similarity NPD1547 Clinical (unspecified phase)
0.8651 High Similarity NPD6832 Phase 2
0.8636 High Similarity NPD1549 Phase 2
0.8626 High Similarity NPD2796 Approved
0.8561 High Similarity NPD1552 Clinical (unspecified phase)
0.8561 High Similarity NPD1550 Clinical (unspecified phase)
0.8559 High Similarity NPD1241 Discontinued
0.8516 High Similarity NPD2313 Discontinued
0.8492 Intermediate Similarity NPD2798 Approved
0.8413 Intermediate Similarity NPD1203 Approved
0.8321 Intermediate Similarity NPD1933 Approved
0.8203 Intermediate Similarity NPD1019 Discontinued
0.8182 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.8175 Intermediate Similarity NPD9717 Approved
0.8148 Intermediate Similarity NPD2346 Discontinued
0.8134 Intermediate Similarity NPD2799 Discontinued
0.8134 Intermediate Similarity NPD1510 Phase 2
0.8106 Intermediate Similarity NPD1240 Approved
0.8031 Intermediate Similarity NPD3972 Approved
0.8015 Intermediate Similarity NPD2344 Approved
0.8 Intermediate Similarity NPD5401 Approved
0.8 Intermediate Similarity NPD4661 Approved
0.8 Intermediate Similarity NPD4662 Approved
0.7985 Intermediate Similarity NPD1607 Approved
0.7984 Intermediate Similarity NPD3267 Approved
0.7984 Intermediate Similarity NPD3266 Approved
0.797 Intermediate Similarity NPD4307 Phase 2
0.7941 Intermediate Similarity NPD1551 Phase 2
0.7914 Intermediate Similarity NPD3295 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD1876 Approved
0.7899 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD5403 Approved
0.7868 Intermediate Similarity NPD3748 Approved
0.7846 Intermediate Similarity NPD2797 Approved
0.7808 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD6799 Approved
0.7793 Intermediate Similarity NPD7411 Suspended
0.7786 Intermediate Similarity NPD2309 Approved
0.776 Intermediate Similarity NPD9493 Approved
0.7754 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7754 Intermediate Similarity NPD1471 Phase 3
0.7746 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD1934 Approved
0.774 Intermediate Similarity NPD6844 Discontinued
0.7737 Intermediate Similarity NPD4308 Phase 3
0.7731 Intermediate Similarity NPD9697 Approved
0.773 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD4380 Phase 2
0.7704 Intermediate Similarity NPD3142 Approved
0.7704 Intermediate Similarity NPD3140 Approved
0.7687 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD6798 Discontinued
0.7687 Intermediate Similarity NPD3268 Approved
0.7687 Intermediate Similarity NPD7819 Suspended
0.7681 Intermediate Similarity NPD2935 Discontinued
0.7671 Intermediate Similarity NPD5890 Approved
0.7671 Intermediate Similarity NPD5889 Approved
0.7656 Intermediate Similarity NPD17 Approved
0.7651 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7075 Discontinued
0.7647 Intermediate Similarity NPD4622 Approved
0.7647 Intermediate Similarity NPD4618 Approved
0.7643 Intermediate Similarity NPD1243 Approved
0.7638 Intermediate Similarity NPD1894 Discontinued
0.7635 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6801 Discontinued
0.7607 Intermediate Similarity NPD1238 Approved
0.7603 Intermediate Similarity NPD6599 Discontinued
0.7589 Intermediate Similarity NPD3750 Approved
0.7563 Intermediate Similarity NPD9261 Approved
0.7556 Intermediate Similarity NPD411 Approved
0.7552 Intermediate Similarity NPD1511 Approved
0.755 Intermediate Similarity NPD5494 Approved
0.7538 Intermediate Similarity NPD1201 Approved
0.7536 Intermediate Similarity NPD5688 Approved
0.7536 Intermediate Similarity NPD5689 Approved
0.7535 Intermediate Similarity NPD3887 Approved
0.7534 Intermediate Similarity NPD3226 Approved
0.7534 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD447 Suspended
0.7517 Intermediate Similarity NPD5402 Approved
0.7517 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD6280 Approved
0.75 Intermediate Similarity NPD6279 Approved
0.7483 Intermediate Similarity NPD6585 Discontinued
0.7482 Intermediate Similarity NPD7033 Discontinued
0.7481 Intermediate Similarity NPD1608 Approved
0.7465 Intermediate Similarity NPD4628 Phase 3
0.7448 Intermediate Similarity NPD1512 Approved
0.7447 Intermediate Similarity NPD2897 Discontinued
0.7444 Intermediate Similarity NPD1470 Approved
0.7442 Intermediate Similarity NPD1651 Approved
0.744 Intermediate Similarity NPD5535 Approved
0.7391 Intermediate Similarity NPD6355 Discontinued
0.7377 Intermediate Similarity NPD968 Approved
0.7376 Intermediate Similarity NPD2353 Approved
0.7376 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD3225 Approved
0.736 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD1237 Approved
0.7351 Intermediate Similarity NPD7768 Phase 2
0.7348 Intermediate Similarity NPD1481 Phase 2
0.7344 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD6273 Approved
0.7317 Intermediate Similarity NPD9263 Approved
0.7317 Intermediate Similarity NPD290 Approved
0.7317 Intermediate Similarity NPD9267 Approved
0.7317 Intermediate Similarity NPD9264 Approved
0.7308 Intermediate Similarity NPD5585 Approved
0.7303 Intermediate Similarity NPD3749 Approved
0.7299 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD3817 Phase 2
0.7273 Intermediate Similarity NPD1281 Approved
0.7273 Intermediate Similarity NPD1610 Phase 2
0.7273 Intermediate Similarity NPD1535 Discovery
0.7266 Intermediate Similarity NPD2557 Approved
0.7258 Intermediate Similarity NPD9266 Approved
0.7258 Intermediate Similarity NPD74 Approved
0.7246 Intermediate Similarity NPD6233 Phase 2
0.7244 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6166 Phase 2
0.7244 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7440 Discontinued
0.7237 Intermediate Similarity NPD3882 Suspended
0.7236 Intermediate Similarity NPD3134 Approved
0.7231 Intermediate Similarity NPD1548 Phase 1
0.7231 Intermediate Similarity NPD9545 Approved
0.7226 Intermediate Similarity NPD6808 Phase 2
0.7222 Intermediate Similarity NPD7003 Approved
0.7219 Intermediate Similarity NPD2801 Approved
0.7185 Intermediate Similarity NPD1164 Approved
0.7183 Intermediate Similarity NPD4477 Approved
0.7183 Intermediate Similarity NPD4476 Approved
0.7181 Intermediate Similarity NPD2651 Approved
0.7181 Intermediate Similarity NPD2649 Approved
0.7177 Intermediate Similarity NPD1358 Approved
0.7174 Intermediate Similarity NPD1296 Phase 2
0.7172 Intermediate Similarity NPD2354 Approved
0.7171 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD2296 Approved
0.7162 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD6959 Discontinued
0.7154 Intermediate Similarity NPD5536 Phase 2
0.7152 Intermediate Similarity NPD7577 Discontinued
0.7152 Intermediate Similarity NPD3818 Discontinued
0.7143 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD919 Approved
0.7143 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD160 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD4062 Phase 3
0.7121 Intermediate Similarity NPD1778 Approved
0.712 Intermediate Similarity NPD2684 Approved
0.7111 Intermediate Similarity NPD1283 Approved
0.7107 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD5049 Phase 3
0.7083 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD6559 Discontinued
0.708 Intermediate Similarity NPD2861 Phase 2
0.7068 Intermediate Similarity NPD3496 Discontinued
0.7067 Intermediate Similarity NPD7458 Discontinued
0.7063 Intermediate Similarity NPD7074 Phase 3
0.7063 Intermediate Similarity NPD5451 Approved
0.7051 Intermediate Similarity NPD1247 Approved
0.705 Intermediate Similarity NPD3764 Approved
0.7047 Intermediate Similarity NPD3873 Phase 3
0.7047 Intermediate Similarity NPD3869 Phase 3
0.7045 Intermediate Similarity NPD3444 Approved
0.7045 Intermediate Similarity NPD3049 Approved
0.7045 Intermediate Similarity NPD3443 Approved
0.7045 Intermediate Similarity NPD3445 Approved
0.7045 Intermediate Similarity NPD5691 Approved
0.7044 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7317 Phase 3
0.7037 Intermediate Similarity NPD4359 Approved
0.7021 Intermediate Similarity NPD1184 Approved
0.7015 Intermediate Similarity NPD1611 Approved
0.7007 Intermediate Similarity NPD5647 Approved
0.7 Intermediate Similarity NPD6671 Approved
0.7 Intermediate Similarity NPD520 Approved
0.7 Intermediate Similarity NPD7054 Approved
0.7 Intermediate Similarity NPD8032 Phase 2
0.6994 Remote Similarity NPD8313 Approved
0.6994 Remote Similarity NPD8312 Approved
0.6992 Remote Similarity NPD2554 Approved
0.6992 Remote Similarity NPD6516 Phase 2
0.6992 Remote Similarity NPD2556 Approved
0.6992 Remote Similarity NPD5846 Approved
0.6992 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6974 Remote Similarity NPD2366 Approved
0.697 Remote Similarity NPD6580 Approved
0.697 Remote Similarity NPD6581 Approved
0.6968 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6966 Remote Similarity NPD2424 Discontinued
0.6962 Remote Similarity NPD3926 Phase 2

  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