Structure

Physi-Chem Properties

Molecular Weight:  240.08
Volume:  256.162
LogP:  3.283
LogD:  3.105
LogS:  -3.635
# Rotatable Bonds:  3
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.64
Synthetic Accessibility Score:  1.896
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.789
MDCK Permeability:  1.2228045306983404e-05
Pgp-inhibitor:  0.005
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.034
20% Bioavailability (F20%):  0.816
30% Bioavailability (F30%):  0.584

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.117
Plasma Protein Binding (PPB):  99.3736572265625%
Volume Distribution (VD):  0.567
Pgp-substrate:  0.7889693379402161%

ADMET: Metabolism

CYP1A2-inhibitor:  0.986
CYP1A2-substrate:  0.088
CYP2C19-inhibitor:  0.804
CYP2C19-substrate:  0.056
CYP2C9-inhibitor:  0.726
CYP2C9-substrate:  0.957
CYP2D6-inhibitor:  0.865
CYP2D6-substrate:  0.82
CYP3A4-inhibitor:  0.882
CYP3A4-substrate:  0.163

ADMET: Excretion

Clearance (CL):  11.672
Half-life (T1/2):  0.841

ADMET: Toxicity

hERG Blockers:  0.076
Human Hepatotoxicity (H-HT):  0.039
Drug-inuced Liver Injury (DILI):  0.504
AMES Toxicity:  0.652
Rat Oral Acute Toxicity:  0.272
Maximum Recommended Daily Dose:  0.193
Skin Sensitization:  0.928
Carcinogencity:  0.661
Eye Corrosion:  0.319
Eye Irritation:  0.989
Respiratory Toxicity:  0.163

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Similar NPs/Drugs  

  Natural Product: NPC297186

Natural Product ID:  NPC297186
Common Name*:   2',4'-Dihydroxychalcone
IUPAC Name:   (E)-1-(2,4-dihydroxyphenyl)-3-phenylprop-2-en-1-one
Synonyms:   (E)-2',4'-Dihydroxychalcone; 2',4'-Dihydroxychalcone
Standard InCHIKey:  JUMSUVHHUVPSOY-RMKNXTFCSA-N
Standard InCHI:  InChI=1S/C15H12O3/c16-12-7-8-13(15(18)10-12)14(17)9-6-11-4-2-1-3-5-11/h1-10,16,18H/b9-6+
SMILES:  c1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL105310
PubChem CID:   5376979
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0003467] Linear 1,3-diarylpropanoids
        • [CHEMONTID:0001630] Chalcones and dihydrochalcones
          • [CHEMONTID:0003472] 2'-Hydroxychalcones

*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
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. seed n.a. DOI[10.1007/s11418-005-0009-z]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.3136/fstr.15.499]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB10.140]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB2010.000-3252]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/JMPR.9000078]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[10691704]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. flower n.a. PMID[12130858]
NPO32673 zuccagnia punctata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15161186]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16378371]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16643065]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. Brazilian n.a. PMID[17950610]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. PMID[18257536]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. Brazilian n.a. PMID[18440233]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19177635]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19433363]
NPO20812 Soymida febrifuga Species Meliaceae Eukaryota n.a. Myanmar n.a. PMID[19689125]
NPO26507 Galenia africana Species Aizoaceae Eukaryota leaf n.a. n.a. PMID[20035557]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. Sunan County, Gansu Province, China 2006-JUN PMID[20684529]
NPO5885 Bathymodiolus thermophilus Species Mytilidae Eukaryota n.a. gill n.a. PMID[21222464]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. stem n.a. PMID[22032651]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[22032651]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota whole plant Guide County, Qinghai Province, China 2008-AUG PMID[22775441]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26099993]
NPO40183 Leishmania amazonensis Species Trypanosomatidae Eukaryota n.a. n.a. n.a. PMID[26169126]
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota n.a. n.a. n.a. PMID[26473275]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26690274]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. n.a. n.a. PMID[26938776]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28156114]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO40901 Oxytropis chiliophylla Species n.a. n.a. n.a. n.a. n.a. PMID[29400468]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29400471]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[30219526]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[30726671]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. n.a. n.a. PMID[32525315]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[32705864]
NPO784 Sinapis alba Species Brassicaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25628 Abrus pulchellus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3151 Solanum lanceolatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9091 Orthosiphon spicatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10038.1 Abies pinsapo var. marocana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8938 Halobacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26507 Galenia africana Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25149 Centaurea arguta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25628 Abrus pulchellus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9867 Ixeris debilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25758 Aspergillus amstelodami Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25533 Stellaster equestris Species Goniasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25730 Prorhinotermes simplex Species Termitoidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25052 Diphysa robinioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5086 Alternaria macrospora Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25708 Erioderma phaeorhizum Species Pannariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9737 Ampelocera edentula Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4123 Trididemnum cyanophorum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5885 Bathymodiolus thermophilus Species Mytilidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13474 Euphrasia genargentea Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9594 Lysimachia fordiana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7032 Marasmiellus troyanus Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO593 Wikstroemia viridiflora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4536 Remirea maritima Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24691 Astragalus orbiculatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21472 Pterolobium hexapetalum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3838 Chrysosporum ovalisporum Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6807 Ranunculus asiaticus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24128 Cassinia longifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24229 Schoenus nigricans Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10132 Schizophyllum lobatum Species Schizophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2670 Maytenus chuchuhuasha Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21669 Acacia sieberana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7418 Eucalyptus resinifera Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9998 Abies excelsa Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4901 Arnica mollis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25422 Artemisia dracunculoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1293 Streptomyces matensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20812 Soymida febrifuga Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5857 Achlya heterosexualis Species Saprolegniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2439 Diplopterygium glaucum Species Gleicheniaceae 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 16300.0 nM PMID[459920]
NPT183 Individual Protein Arachidonate 5-lipoxygenase Rattus norvegicus IC50 = 400000.0 nM PMID[459921]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition < 20.0 % PMID[459922]
NPT461 Cell Line PANC-1 Homo sapiens CD100 > 100.0 uM PMID[459924]
NPT81 Cell Line A549 Homo sapiens IC50 = 41600.0 nM PMID[459925]
NPT165 Cell Line HeLa Homo sapiens IC50 = 23100.0 nM PMID[459925]
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 34000.0 nM PMID[459925]
NPT466 Cell Line U-937 Homo sapiens IC50 = 80200.0 nM PMID[459926]
NPT81 Cell Line A549 Homo sapiens IC50 = 23200.0 nM PMID[459927]
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 17000.0 nM PMID[459927]
NPT461 Cell Line PANC-1 Homo sapiens PC50 = 19.0 uM PMID[459927]
NPT165 Cell Line HeLa Homo sapiens IC50 = 24400.0 nM PMID[459927]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 35481.3 nM PMID[459928]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 25118.9 nM PMID[459928]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 35481.3 nM PMID[459928]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 39810.7 nM PMID[459928]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 12589.3 nM PMID[459928]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 35481.3 nM PMID[459928]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 44668.4 nM PMID[459928]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 31622.8 nM PMID[459928]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 15848.9 nM PMID[459928]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 1584.9 nM PMID[459928]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 2818.4 nM PMID[459928]
NPT81 Cell Line A549 Homo sapiens IC50 > 100000.0 nM PMID[459929]
NPT306 Cell Line PC-3 Homo sapiens IC50 > 100000.0 nM PMID[459929]
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 75000.0 nM PMID[459929]
NPT114 Cell Line LoVo Homo sapiens IC50 = 81000.0 nM PMID[459929]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 25118.9 nM PMID[459928]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 56234.1 nM PMID[459928]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 273.0 mg/dl PMID[459931]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 40.1 % PMID[459932]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 16360.1 nM PMID[459928]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[459928]
NPT183 Individual Protein Arachidonate 5-lipoxygenase Rattus norvegicus IC50 = 400000.0 nM PMID[459935]
NPT71 Cell Line HEK293 Homo sapiens IC50 = 109000.0 nM PMID[459938]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[459940]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 10000.0 nM PMID[459940]
NPT1310 Individual Protein Xanthine dehydrogenase Bos taurus IC50 = 107000.0 nM PMID[459942]
NPT306 Cell Line PC-3 Homo sapiens Activity = 66.2 % PMID[459943]
NPT306 Cell Line PC-3 Homo sapiens Activity = 16.6 % PMID[459943]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000.0 nM PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 13750.0 nM PMID[459944]
NPT1160 Cell Line BJ Homo sapiens IC50 = 262500.0 nM PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens Activity = 16.3 % PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens Activity = 32.2 % PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens Activity = 10.7 % PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens Activity = 40.8 % PMID[459944]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 8080.0 nM PMID[459947]
NPT2219 Cell Line C2C12 Mus musculus IC10 = 6.14 ug ml-1 PMID[459950]
NPT2219 Cell Line C2C12 Mus musculus IC50 = 32.26 ug.mL-1 PMID[459950]
NPT2 Others Unspecified IC50 = 280000.0 nM PMID[459921]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 5.0 % PMID[459921]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. MIC = 6.25 ug.mL-1 PMID[459923]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 7400.0 nM PMID[459925]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 44300.0 nM PMID[459925]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 39500.0 nM PMID[459925]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 468700.0 nM PMID[459926]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MBC = 234.3 uM PMID[459926]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 195300.0 nM PMID[459926]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition = 99.5 % PMID[459926]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MBC = 416.5 uM PMID[459926]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 4710.0 nM PMID[459927]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[459927]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 28183.8 nM PMID[459928]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 39810.7 nM PMID[459928]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 19952.6 nM PMID[459928]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 35481.3 nM PMID[459928]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[459929]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 49000.0 nM PMID[459929]
NPT888 Individual Protein 78 kDa glucose-regulated protein Homo sapiens Potency n.a. 11220.2 nM PMID[459928]
NPT4304 Organism Macrophomina phaseolina Macrophomina phaseolina MIC = 50.0 ug.mL-1 PMID[459933]
NPT1276 Organism Gibberella zeae Gibberella zeae MIC = 25.0 ug.mL-1 PMID[459933]
NPT3685 Organism Fusarium equiseti Fusarium equiseti MIC = 25.0 ug.mL-1 PMID[459933]
NPT962 Organism Alternaria alternata Alternaria alternata MIC = 25.0 ug.mL-1 PMID[459933]
NPT4635 Organism Colletotrichum truncatum Colletotrichum truncatum MIC = 6.25 ug.mL-1 PMID[459933]
NPT4636 Organism Diaporthe longicolla Diaporthe longicolla MIC = 3.12 ug.mL-1 PMID[459933]
NPT68 Individual Protein Aldose reductase Rattus norvegicus IC50 = 1010.0 nM PMID[459934]
NPT1559 Protein Family Cyclooxygenase Rattus norvegicus IC50 = 400000.0 nM PMID[459935]
NPT2 Others Unspecified Potency n.a. 31622.8 nM PMID[459928]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 42000.0 nM PMID[459936]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 18000.0 nM PMID[459936]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 6300.0 nM PMID[459936]
NPT2 Others Unspecified Ratio CC50/IC50 = 1041.7 n.a. PMID[459937]
NPT27 Others Unspecified CC50 = 416700.0 nM PMID[459937]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 400.0 nM PMID[459937]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis Ratio IC50 = 16.0 n.a. PMID[459937]
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC>90 = 104.0 uM PMID[459938]
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra IC50 = 23800.0 nM PMID[459938]
NPT35 Others n.a. Activity = -3.0 % PMID[459939]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 3.9 % PMID[459939]
NPT35 Others n.a. Activity = 0.38 mmolequiv/mmol PMID[459942]
NPT35 Others n.a. IC50 = 197000.0 nM PMID[459942]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 6000.0 ug.mL-1 PMID[459945]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 97.0 % PMID[459946]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 78.0 % PMID[459946]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[459949]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[459949]

☑ 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 NPC297186 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
0.9912 High Similarity NPC267552
0.9912 High Similarity NPC45438
0.9912 High Similarity NPC115159
0.9912 High Similarity NPC143427
0.9912 High Similarity NPC156139
0.9912 High Similarity NPC73532
0.9912 High Similarity NPC19174
0.9912 High Similarity NPC224273
0.9826 High Similarity NPC32032
0.9826 High Similarity NPC133909
0.9739 High Similarity NPC242895
0.9658 High Similarity NPC13238
0.9649 High Similarity NPC158222
0.9649 High Similarity NPC161617
0.9565 High Similarity NPC159525
0.9496 High Similarity NPC62952
0.9496 High Similarity NPC8745
0.9417 High Similarity NPC169250
0.9417 High Similarity NPC100067
0.9417 High Similarity NPC105157
0.9417 High Similarity NPC98254
0.9417 High Similarity NPC190043
0.9417 High Similarity NPC23126
0.9417 High Similarity NPC72158
0.9417 High Similarity NPC30501
0.9417 High Similarity NPC103356
0.9417 High Similarity NPC162612
0.9417 High Similarity NPC266689
0.9412 High Similarity NPC10926
0.9402 High Similarity NPC196976
0.9391 High Similarity NPC40649
0.9391 High Similarity NPC209486
0.9339 High Similarity NPC221777
0.9339 High Similarity NPC473017
0.9339 High Similarity NPC21305
0.9333 High Similarity NPC267846
0.9322 High Similarity NPC309765
0.931 High Similarity NPC188814
0.931 High Similarity NPC195262
0.9262 High Similarity NPC102829
0.9262 High Similarity NPC120488
0.9262 High Similarity NPC474998
0.9256 High Similarity NPC116513
0.9237 High Similarity NPC303737
0.9231 High Similarity NPC294037
0.9211 High Similarity NPC276111
0.9211 High Similarity NPC118288
0.9187 High Similarity NPC26697
0.9153 High Similarity NPC146642
0.9153 High Similarity NPC248363
0.9153 High Similarity NPC149246
0.9113 High Similarity NPC34070
0.9113 High Similarity NPC475042
0.9113 High Similarity NPC469526
0.9106 High Similarity NPC92624
0.9106 High Similarity NPC476119
0.9076 High Similarity NPC215392
0.906 High Similarity NPC283844
0.906 High Similarity NPC241089
0.904 High Similarity NPC262359
0.904 High Similarity NPC135801
0.904 High Similarity NPC64359
0.904 High Similarity NPC313618
0.904 High Similarity NPC308037
0.9032 High Similarity NPC259942
0.9032 High Similarity NPC233056
0.9 High Similarity NPC91105
0.8974 High Similarity NPC121259
0.8968 High Similarity NPC40524
0.8968 High Similarity NPC87231
0.8968 High Similarity NPC205468
0.8968 High Similarity NPC139074
0.8968 High Similarity NPC213485
0.8968 High Similarity NPC257756
0.8968 High Similarity NPC212631
0.8968 High Similarity NPC129132
0.8952 High Similarity NPC109123
0.8926 High Similarity NPC65761
0.8926 High Similarity NPC472029
0.8917 High Similarity NPC226275
0.8898 High Similarity NPC188646
0.8898 High Similarity NPC175098
0.8898 High Similarity NPC242294
0.8898 High Similarity NPC263670
0.8898 High Similarity NPC472365
0.8898 High Similarity NPC312318
0.8898 High Similarity NPC282780
0.8898 High Similarity NPC57601
0.8898 High Similarity NPC337373
0.8898 High Similarity NPC192304
0.8898 High Similarity NPC139813
0.8898 High Similarity NPC166480
0.8898 High Similarity NPC56031
0.8898 High Similarity NPC44437
0.8889 High Similarity NPC175738
0.8871 High Similarity NPC186098
0.8871 High Similarity NPC80694
0.885 High Similarity NPC17525
0.8828 High Similarity NPC61153
0.8828 High Similarity NPC130899
0.8828 High Similarity NPC286336
0.8828 High Similarity NPC470210
0.8828 High Similarity NPC283590
0.8828 High Similarity NPC172262
0.8828 High Similarity NPC70859
0.8814 High Similarity NPC230349
0.881 High Similarity NPC275504
0.88 High Similarity NPC60558
0.878 High Similarity NPC475733
0.878 High Similarity NPC477454
0.8761 High Similarity NPC141523
0.876 High Similarity NPC264112
0.876 High Similarity NPC239495
0.876 High Similarity NPC65005
0.876 High Similarity NPC234560
0.876 High Similarity NPC194764
0.876 High Similarity NPC9985
0.876 High Similarity NPC39426
0.876 High Similarity NPC131039
0.875 High Similarity NPC28753
0.875 High Similarity NPC159623
0.875 High Similarity NPC144051
0.875 High Similarity NPC20560
0.875 High Similarity NPC50898
0.875 High Similarity NPC274121
0.875 High Similarity NPC204960
0.875 High Similarity NPC78540
0.875 High Similarity NPC82225
0.875 High Similarity NPC294593
0.875 High Similarity NPC18877
0.875 High Similarity NPC213216
0.873 High Similarity NPC244441
0.873 High Similarity NPC147757
0.873 High Similarity NPC185497
0.873 High Similarity NPC247779
0.872 High Similarity NPC179898
0.871 High Similarity NPC473691
0.871 High Similarity NPC95309
0.8696 High Similarity NPC116842
0.8692 High Similarity NPC235428
0.8692 High Similarity NPC150399
0.8692 High Similarity NPC1486
0.8692 High Similarity NPC44960
0.8692 High Similarity NPC186838
0.8692 High Similarity NPC472364
0.8692 High Similarity NPC240593
0.8692 High Similarity NPC53206
0.8692 High Similarity NPC290030
0.8692 High Similarity NPC168105
0.8692 High Similarity NPC476333
0.8692 High Similarity NPC66349
0.8692 High Similarity NPC474110
0.8692 High Similarity NPC213603
0.8692 High Similarity NPC98115
0.8692 High Similarity NPC477243
0.8692 High Similarity NPC25287
0.8692 High Similarity NPC477244
0.8692 High Similarity NPC477242
0.8692 High Similarity NPC274109
0.8692 High Similarity NPC41461
0.8692 High Similarity NPC53414
0.8692 High Similarity NPC87545
0.8692 High Similarity NPC249606
0.8692 High Similarity NPC472367
0.8692 High Similarity NPC473391
0.8692 High Similarity NPC12165
0.8684 High Similarity NPC224584
0.8678 High Similarity NPC229649
0.8672 High Similarity NPC267205
0.8661 High Similarity NPC198249
0.864 High Similarity NPC305518
0.864 High Similarity NPC128428
0.864 High Similarity NPC107672
0.8632 High Similarity NPC223004
0.8629 High Similarity NPC201728
0.8629 High Similarity NPC262671
0.8626 High Similarity NPC472419
0.8626 High Similarity NPC116632
0.8626 High Similarity NPC250266
0.8626 High Similarity NPC209560
0.8626 High Similarity NPC294409
0.8626 High Similarity NPC181124
0.8626 High Similarity NPC317119
0.8626 High Similarity NPC266597
0.8626 High Similarity NPC7013
0.8626 High Similarity NPC290291
0.8626 High Similarity NPC153979
0.8626 High Similarity NPC84585
0.8626 High Similarity NPC228661
0.8626 High Similarity NPC254841
0.8626 High Similarity NPC175552
0.8626 High Similarity NPC212767
0.8626 High Similarity NPC162680
0.8626 High Similarity NPC303644
0.8626 High Similarity NPC188879
0.8626 High Similarity NPC476480
0.8626 High Similarity NPC299379
0.8626 High Similarity NPC275055
0.8621 High Similarity NPC268388
0.8621 High Similarity NPC114682

  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 NPC297186 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
0.904 High Similarity NPD943 Approved
0.904 High Similarity NPD1240 Approved
0.8898 High Similarity NPD1607 Approved
0.876 High Similarity NPD1510 Phase 2
0.8615 High Similarity NPD1509 Clinical (unspecified phase)
0.8561 High Similarity NPD1549 Phase 2
0.8485 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8485 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8362 Intermediate Similarity NPD9266 Approved
0.8362 Intermediate Similarity NPD74 Approved
0.8333 Intermediate Similarity NPD1164 Approved
0.8333 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8306 Intermediate Similarity NPD1201 Approved
0.8276 Intermediate Similarity NPD9263 Approved
0.8276 Intermediate Similarity NPD9264 Approved
0.8276 Intermediate Similarity NPD9267 Approved
0.8276 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.8189 Intermediate Similarity NPD1470 Approved
0.8116 Intermediate Similarity NPD1511 Approved
0.8115 Intermediate Similarity NPD9493 Approved
0.8115 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.8058 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8058 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1512 Approved
0.8 Intermediate Similarity NPD2796 Approved
0.7986 Intermediate Similarity NPD7390 Discontinued
0.7931 Intermediate Similarity NPD9261 Approved
0.7907 Intermediate Similarity NPD1203 Approved
0.7902 Intermediate Similarity NPD4380 Phase 2
0.7883 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7868 Intermediate Similarity NPD1551 Phase 2
0.7857 Intermediate Similarity NPD6799 Approved
0.7845 Intermediate Similarity NPD846 Approved
0.7845 Intermediate Similarity NPD940 Approved
0.784 Intermediate Similarity NPD9545 Approved
0.7812 Intermediate Similarity NPD9269 Phase 2
0.7805 Intermediate Similarity NPD9281 Approved
0.7778 Intermediate Similarity NPD9268 Approved
0.7778 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD3750 Approved
0.7759 Intermediate Similarity NPD1242 Phase 1
0.7737 Intermediate Similarity NPD5405 Approved
0.7737 Intermediate Similarity NPD5406 Approved
0.7737 Intermediate Similarity NPD5408 Approved
0.7737 Intermediate Similarity NPD5404 Approved
0.7724 Intermediate Similarity NPD7411 Suspended
0.7681 Intermediate Similarity NPD2344 Approved
0.7671 Intermediate Similarity NPD1934 Approved
0.7643 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD3882 Suspended
0.7619 Intermediate Similarity NPD2801 Approved
0.7619 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD2935 Discontinued
0.7584 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD3749 Approved
0.7584 Intermediate Similarity NPD7075 Discontinued
0.7571 Intermediate Similarity NPD1243 Approved
0.7568 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD9717 Approved
0.7534 Intermediate Similarity NPD6599 Discontinued
0.7518 Intermediate Similarity NPD6651 Approved
0.75 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7819 Suspended
0.7481 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD2309 Approved
0.7462 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD2800 Approved
0.7445 Intermediate Similarity NPD230 Phase 1
0.7444 Intermediate Similarity NPD2798 Approved
0.7432 Intermediate Similarity NPD6801 Discontinued
0.7417 Intermediate Similarity NPD1237 Approved
0.7413 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD3748 Approved
0.7353 Intermediate Similarity NPD3764 Approved
0.7329 Intermediate Similarity NPD5403 Approved
0.7328 Intermediate Similarity NPD422 Phase 1
0.7328 Intermediate Similarity NPD2934 Approved
0.7328 Intermediate Similarity NPD2933 Approved
0.7324 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD5401 Approved
0.731 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD520 Approved
0.729 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD1548 Phase 1
0.7286 Intermediate Similarity NPD2799 Discontinued
0.7285 Intermediate Similarity NPD7768 Phase 2
0.7273 Intermediate Similarity NPD3972 Approved
0.7265 Intermediate Similarity NPD2859 Approved
0.7265 Intermediate Similarity NPD2860 Approved
0.7226 Intermediate Similarity NPD2313 Discontinued
0.7219 Intermediate Similarity NPD3817 Phase 2
0.7211 Intermediate Similarity NPD920 Approved
0.7206 Intermediate Similarity NPD6832 Phase 2
0.7203 Intermediate Similarity NPD2654 Approved
0.7197 Intermediate Similarity NPD3818 Discontinued
0.7179 Intermediate Similarity NPD6166 Phase 2
0.7179 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD6232 Discontinued
0.7134 Intermediate Similarity NPD7473 Discontinued
0.712 Intermediate Similarity NPD4750 Phase 3
0.7097 Intermediate Similarity NPD6959 Discontinued
0.7083 Intermediate Similarity NPD3020 Approved
0.7075 Intermediate Similarity NPD2534 Approved
0.7075 Intermediate Similarity NPD2533 Approved
0.7075 Intermediate Similarity NPD2532 Approved
0.7068 Intermediate Similarity NPD1610 Phase 2
0.7063 Intermediate Similarity NPD5953 Discontinued
0.7059 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7286 Phase 2
0.7044 Intermediate Similarity NPD6020 Phase 2
0.7044 Intermediate Similarity NPD7054 Approved
0.7044 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD1196 Approved
0.7031 Intermediate Similarity NPD1241 Discontinued
0.7007 Intermediate Similarity NPD1543 Discontinued
0.7 Intermediate Similarity NPD7074 Phase 3
0.7 Intermediate Similarity NPD7472 Approved
0.6993 Remote Similarity NPD6100 Approved
0.6993 Remote Similarity NPD6099 Approved
0.6993 Remote Similarity NPD5402 Approved
0.6985 Remote Similarity NPD2797 Approved
0.6983 Remote Similarity NPD9256 Approved
0.6983 Remote Similarity NPD9258 Approved
0.6978 Remote Similarity NPD411 Approved
0.6978 Remote Similarity NPD3268 Approved
0.6966 Remote Similarity NPD1195 Approved
0.6957 Remote Similarity NPD6797 Phase 2
0.695 Remote Similarity NPD447 Suspended
0.6949 Remote Similarity NPD1202 Approved
0.6939 Remote Similarity NPD3300 Phase 2
0.6928 Remote Similarity NPD1465 Phase 2
0.6923 Remote Similarity NPD4308 Phase 3
0.6923 Remote Similarity NPD5494 Approved
0.6918 Remote Similarity NPD4628 Phase 3
0.6917 Remote Similarity NPD2932 Approved
0.6917 Remote Similarity NPD3019 Approved
0.6914 Remote Similarity NPD7251 Discontinued
0.6912 Remote Similarity NPD3225 Approved
0.6912 Remote Similarity NPD1876 Approved
0.6894 Remote Similarity NPD1759 Phase 1
0.6889 Remote Similarity NPD1608 Approved
0.6889 Remote Similarity NPD1481 Phase 2
0.6887 Remote Similarity NPD3226 Approved
0.6884 Remote Similarity NPD9494 Approved
0.6883 Remote Similarity NPD2296 Approved
0.6871 Remote Similarity NPD7808 Phase 3
0.6871 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6871 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6859 Remote Similarity NPD919 Approved
0.6857 Remote Similarity NPD1296 Phase 2
0.6846 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6842 Remote Similarity NPD111 Approved
0.6831 Remote Similarity NPD1933 Approved
0.6831 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6828 Remote Similarity NPD2346 Discontinued
0.6818 Remote Similarity NPD1758 Phase 1
0.6815 Remote Similarity NPD1535 Discovery
0.6812 Remote Similarity NPD1019 Discontinued
0.681 Remote Similarity NPD6559 Discontinued
0.6794 Remote Similarity NPD256 Approved
0.6794 Remote Similarity NPD255 Approved
0.6792 Remote Similarity NPD3926 Phase 2
0.679 Remote Similarity NPD1729 Discontinued
0.6774 Remote Similarity NPD1929 Approved
0.6774 Remote Similarity NPD1930 Approved
0.6774 Remote Similarity NPD4288 Approved
0.6774 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6772 Remote Similarity NPD1247 Approved
0.6757 Remote Similarity NPD6190 Approved
0.675 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6742 Remote Similarity NPD9568 Approved
0.6739 Remote Similarity NPD3267 Approved
0.6739 Remote Similarity NPD3266 Approved
0.6736 Remote Similarity NPD9279 Approved
0.6726 Remote Similarity NPD9089 Approved
0.6715 Remote Similarity NPD1755 Approved
0.6714 Remote Similarity NPD4908 Phase 1
0.6714 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6712 Remote Similarity NPD1471 Phase 3
0.6694 Remote Similarity NPD1809 Phase 2
0.6694 Remote Similarity NPD844 Approved
0.669 Remote Similarity NPD7033 Discontinued
0.669 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6689 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6689 Remote Similarity NPD3400 Discontinued
0.6689 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD845 Approved
0.6667 Remote Similarity NPD1238 Approved
0.6667 Remote Similarity NPD17 Approved
0.6667 Remote Similarity NPD7458 Discontinued
0.6646 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6644 Remote Similarity NPD2354 Approved
0.6643 Remote Similarity NPD4307 Phase 2
0.6643 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6642 Remote Similarity NPD4878 Approved
0.6642 Remote Similarity NPD1894 Discontinued
0.6641 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6639 Remote Similarity NPD288 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