Structure

Physi-Chem Properties

Molecular Weight:  196.07
Volume:  191.655
LogP:  0.268
LogD:  0.942
LogS:  -1.434
# Rotatable Bonds:  3
TPSA:  62.22
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.703
Synthetic Accessibility Score:  2.925
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.568
MDCK Permeability:  2.0203853637212887e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.01
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.308
Plasma Protein Binding (PPB):  41.38158416748047%
Volume Distribution (VD):  1.093
Pgp-substrate:  48.01060485839844%

ADMET: Metabolism

CYP1A2-inhibitor:  0.131
CYP1A2-substrate:  0.576
CYP2C19-inhibitor:  0.039
CYP2C19-substrate:  0.759
CYP2C9-inhibitor:  0.021
CYP2C9-substrate:  0.625
CYP2D6-inhibitor:  0.026
CYP2D6-substrate:  0.735
CYP3A4-inhibitor:  0.074
CYP3A4-substrate:  0.31

ADMET: Excretion

Clearance (CL):  12.368
Half-life (T1/2):  0.827

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.196
Drug-inuced Liver Injury (DILI):  0.103
AMES Toxicity:  0.606
Rat Oral Acute Toxicity:  0.365
Maximum Recommended Daily Dose:  0.028
Skin Sensitization:  0.529
Carcinogencity:  0.768
Eye Corrosion:  0.004
Eye Irritation:  0.747
Respiratory Toxicity:  0.128

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

  Natural Product: NPC209560

Natural Product ID:  NPC209560
Common Name*:   Formononetin
IUPAC Name:   7-hydroxy-3-(4-methoxyphenyl)chromen-4-one
Synonyms:   NSC-93360
Standard InCHIKey:  HKQYGTCOTHHOMP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
SMILES:  COc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL242341
PubChem CID:   5280378
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002506] Isoflavonoids
        • [CHEMONTID:0002586] O-methylated isoflavonoids
          • [CHEMONTID:0002606] 4'-O-methylated isoflavonoids
            • [CHEMONTID:0002687] 4'-O-methylisoflavones

*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

☑ 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
NPO7635 NPC209560 Cooked n.a. 6.159999847 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO7635 NPC209560 Dried Or Powder n.a. 0.0167 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO454 NPC209560 Other n.a. 0.025 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO7635 NPC209560 n.a. Seeds 6.16 n.a. n.a. mg/100g of FW 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
NPT1603 Individual Protein Cytochrome P450 1A1 Homo sapiens IC50 < 100000.0 nM PMID[558535]
NPT517 Cell Line Panel NCI-60 (60 carcinoma cell lines) Homo sapiens GI50 = 50000.0 nM PMID[558535]
NPT393 Cell Line HCT-116 Homo sapiens GI50 = 64000.0 nM PMID[558535]
NPT139 Cell Line HT-29 Homo sapiens GI50 = 74000.0 nM PMID[558535]
NPT784 Cell Line MDA-MB-468 Homo sapiens GI50 = 27200.0 nM PMID[558535]
NPT83 Cell Line MCF7 Homo sapiens GI50 = 81400.0 nM PMID[558535]
NPT640 Individual Protein Sodium/glucose cotransporter 1 Homo sapiens Inhibition < 25.0 % PMID[558536]
NPT641 Individual Protein Sodium/glucose cotransporter 2 Homo sapiens Inhibition = 75.4 % PMID[558536]
NPT466 Cell Line U-937 Homo sapiens IC50 = 50000.0 nM PMID[558537]
NPT466 Cell Line U-937 Homo sapiens IC50 = 44000.0 nM PMID[558537]
NPT466 Cell Line U-937 Homo sapiens IC50 = 45000.0 nM PMID[558537]
NPT461 Cell Line PANC-1 Homo sapiens CD100 > 100.0 uM PMID[558538]
NPT1310 Individual Protein Xanthine dehydrogenase Bos taurus Inhibition = 17.6 % PMID[558540]
NPT165 Cell Line HeLa Homo sapiens Inhibition = 34.5 % PMID[558542]
NPT80 Cell Line Raji Homo sapiens Activity = 100.0 % PMID[558542]
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[558542]
NPT80 Cell Line Raji Homo sapiens Activity = 20.0 % PMID[558542]
NPT81 Cell Line A549 Homo sapiens IC50 > 100000.0 nM PMID[558549]
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000.0 nM PMID[558549]
NPT453 Cell Line HT-1080 Homo sapiens IC50 > 100000.0 nM PMID[558549]
NPT81 Cell Line A549 Homo sapiens ED50 = 2.87 ug ml-1 PMID[558550]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 1.96 ug ml-1 PMID[558550]
NPT139 Cell Line HT-29 Homo sapiens ED50 = 6.43 ug ml-1 PMID[558550]
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 > 100000.0 nM PMID[558553]
NPT396 Cell Line T47D Homo sapiens Activity = 0.01 uM PMID[558556]
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.01 uM PMID[558556]
NPT396 Cell Line T47D Homo sapiens Activity > 100.0 uM PMID[558556]
NPT396 Cell Line T47D Homo sapiens Activity = 0.03 uM PMID[558556]
NPT83 Cell Line MCF7 Homo sapiens Activity > 100.0 uM PMID[558556]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[558559]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 31622.8 nM PMID[558559]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PMID[558560]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 28183.8 nM PMID[558560]
NPT213 Individual Protein Cytochrome P450 2C19 Homo sapiens Potency = 7943.3 nM PMID[558561]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 5011.9 nM PMID[558560]
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 12589.3 nM PMID[558561]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 35481.3 nM PMID[558559]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 25118.9 nM PMID[558560]
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 3981.1 nM PMID[558560]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[558561]
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 15848.9 nM PMID[558559]
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 1584.9 nM PMID[558560]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 15848.9 nM PMID[558559]
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens Potency = 10000.0 nM PMID[558561]
NPT212 Individual Protein Cytochrome P450 2C9 Homo sapiens Potency = 10.0 nM PMID[558561]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 16360.1 nM PMID[558562]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 90573.26 nM PMID[558563]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 11297.96 nM PMID[558563]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PMID[558563]
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 > 100000.0 nM PMID[558564]
NPT165 Cell Line HeLa Homo sapiens IC50 = 8510.0 nM PMID[558564]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 2170.0 nM PMID[558564]
NPT90 Cell Line DU-145 Homo sapiens IC50 > 100000.0 nM PMID[558564]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 60970.0 nM PMID[558564]
NPT100 Individual Protein Glutaminase kidney isoform, mitochondrial Homo sapiens Potency n.a. 31622.8 nM PMID[558562]
NPT157 Individual Protein Breast cancer type 1 susceptibility protein Homo sapiens Potency n.a. 2238.7 nM PMID[558562]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 1.62 % PMID[558566]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens FC = 12.2 n.a. PMID[558567]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens FC = 7.4 n.a. PMID[558567]
NPT493 Individual Protein Neuraminidase Influenza A virus Ratio IC50 = 10.0 n.a. PMID[558572]
NPT616 Cell Line MDCK Canis lupus familiaris CC50 = 123000.0 nM PMID[558572]
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 5040.0 nM PMID[558572]
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 3040.0 nM PMID[558572]
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 1370.0 nM PMID[558572]
NPT535 Individual Protein Parathyroid hormone receptor Homo sapiens Potency n.a. 112201.8 nM PMID[558562]
NPT2956 Individual Protein Interleukin-2 Homo sapiens Kd = 5470.0 nM PMID[558576]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 60500.0 nM PMID[558576]
NPT34 Cell Line BV-2 Mus musculus IC50 > 100000.0 nM PMID[558582]
NPT848 Cell Line N9 Homo sapiens IC50 > 100000.0 nM PMID[558584]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 57010.0 nM PMID[558585]
NPT5186 Cell Line ECa-109 cell line IC50 > 100000.0 nM PMID[558585]
NPT3140 Cell Line MGC-803 Homo sapiens IC50 > 100000.0 nM PMID[558585]
NPT1604 Individual Protein Cytochrome P450 1B1 Homo sapiens Ki = 3700.0 nM PMID[558586]
NPT83 Cell Line MCF7 Homo sapiens GI = 2.0 % PMID[558587]
NPT660 Cell Line SW480 Homo sapiens GI = 4.0 % PMID[558587]
NPT65 Cell Line HepG2 Homo sapiens GI = 0.0 % PMID[558587]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 0.0 % PMID[558587]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 33.0 % PMID[558587]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens FC = 2.65 n.a. PMID[558588]
NPT34 Cell Line BV-2 Mus musculus IC50 = 13190.0 nM PMID[558589]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 9.9 % PMID[558590]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens FC = 2.0 n.a. PMID[558590]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 0.0 % PMID[558590]
NPT65 Cell Line HepG2 Homo sapiens Inhibition = 8.2 % PMID[558590]
NPT81 Cell Line A549 Homo sapiens Inhibition = 15.4 % PMID[558590]
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 51.8 % PMID[558590]
NPT660 Cell Line SW480 Homo sapiens Inhibition = 0.0 % PMID[558590]
NPT1603 Individual Protein Cytochrome P450 1A1 Homo sapiens Inhibition = 10.8 % PMID[558591]
NPT1604 Individual Protein Cytochrome P450 1B1 Homo sapiens Inhibition = -1.3 % PMID[558591]
NPT34 Cell Line BV-2 Mus musculus IC50 > 50000.0 nM PMID[558592]
NPT542 Individual Protein Progesterone receptor Homo sapiens Inhibition > 90.0 % PMID[558593]
NPT542 Individual Protein Progesterone receptor Homo sapiens Activity = 57.0 % PMID[558593]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 = 25800.0 nM PMID[558595]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 = 31200.0 nM PMID[558595]
NPT1187 Individual Protein Proteasome Macropain subunit MB1 Homo sapiens IC50 > 100000.0 nM PMID[558596]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 6164.5 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 6859 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 21689.9 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 19493.8 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 34376.2 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 100.0 ug.mL-1 PMID[558539]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 100.0 ug.mL-1 PMID[558539]
NPT19 Organism Escherichia coli Escherichia coli MIC = 100.0 ug.mL-1 PMID[558539]
NPT20 Organism Candida albicans Candida albicans MIC > 100.0 ug.mL-1 PMID[558539]
NPT3086 Organism Penicillium expansum Penicillium expansum MIC = 50.0 ug.mL-1 PMID[558539]
NPT21 Organism Aspergillus niger Aspergillus niger MIC = 100.0 ug.mL-1 PMID[558539]
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes MIC > 100.0 ug.mL-1 PMID[558539]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Inhibition = 0.0 % PMID[558541]
NPT2 Others Unspecified Activity = 0.0 % PMID[558542]
NPT2 Others Unspecified Activity = 100.0 % PMID[558542]
NPT2 Others Unspecified Activity = 92.6 % PMID[558542]
NPT2 Others Unspecified Activity = 63.6 % PMID[558542]
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 < 1.0 ug.mL-1 PMID[558543]
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 0.03 ug.mL-1 PMID[558543]
NPT2645 Organism Giardia intestinalis Giardia intestinalis Activity = 0.1 n.a. PMID[558543]
NPT2 Others Unspecified IC50 = 700000.0 nM PMID[558548]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 83600.0 nM PMID[558549]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[558549]
NPT140 Organism Artemia Artemia LC50 = 22.7 ug.mL-1 PMID[558550]
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens T/C = 79.0 % PMID[558550]
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei IC50 = 90200.0 nM PMID[558552]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 4.6 n.a. PMID[558554]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 12.8 n.a. PMID[558554]
NPT866 Individual Protein Peroxisome proliferator-activated receptor alpha Homo sapiens FC = 7.5 n.a. PMID[558554]
NPT866 Individual Protein Peroxisome proliferator-activated receptor alpha Homo sapiens FC = 7.8 n.a. PMID[558554]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 0.11 MU PMID[558555]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. deltaA = 0.2 n.a. PMID[558558]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 39810.7 nM PMID[558559]
NPT2 Others Unspecified Potency = 31622.8 nM PMID[558560]
NPT2 Others Unspecified Potency = 25118.9 nM PMID[558559]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 11220.2 nM PMID[558560]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 39810.7 nM PMID[558559]
NPT20798 PROTEIN COMPLEX GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 Homo sapiens Potency n.a. 7307.8 nM PMID[558562]
NPT586 Organism Giardia Giardia Potency n.a. 584.8 nM PMID[558562]
NPT2 Others Unspecified Potency n.a. 5011.9 nM PMID[558562]
NPT586 Organism Giardia Giardia Potency n.a. 1155.4 nM PMID[558562]
NPT888 Individual Protein 78 kDa glucose-regulated protein Homo sapiens Potency n.a. 12589.3 nM PMID[558562]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 0.57 % PMID[558566]
NPT22906 PROTEIN COMPLEX Urease subunit alpha/Urease subunit beta Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) IC50 = 2003000.0 nM PMID[558568]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 56100.0 nM PMID[558569]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 169.75 % PMID[558570]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 114.71 % PMID[558570]
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 0.03 ug.mL-1 PMID[558571]
NPT2 Others Unspecified IC50 = 340.0 nM PMID[558572]
NPT2 Others Unspecified IC50 = 13600.0 nM PMID[558572]
NPT35 Others n.a. Activity = -12.4 % PMID[558572]
NPT35 Others n.a. Activity = 15.4 % PMID[558572]
NPT742 Organism Influenza A virus Influenza A virus IC50 = 42600.0 nM PMID[558572]
NPT742 Organism Influenza A virus Influenza A virus IC50 = 38200.0 nM PMID[558572]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 23694.5 nM PMID[558573]
NPT2 Others Unspecified Potency n.a. 6309.6 nM PMID[558574]
NPT2 Others Unspecified Potency n.a. 8912.5 nM PMID[558575]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 21117.7 nM PMID[558573]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency n.a. 16774.4 nM PMID[558573]
NPT2 Others Unspecified Potency n.a. 562.3 nM PMID[558574]
NPT2 Others Unspecified Potency n.a. 15848.9 nM PMID[558575]
NPT35 Others n.a. Retention_time = 48.5 min PMID[558576]
NPT2 Others Unspecified Kd = 7750.0 nM PMID[558576]
NPT35 Others n.a. LogD7.4 n.a. 3.05 n.a. PMID[558577]
NPT2 Others Unspecified FC = 1.3 n.a. PMID[558578]
NPT2 Others Unspecified FC = 1.5 n.a. PMID[558578]
NPT2 Others Unspecified FC = 1.2 n.a. PMID[558578]
NPT2 Others Unspecified Inhibition = 27.1 % PMID[558578]
NPT2 Others Unspecified Inhibition = 25.1 % PMID[558578]
NPT2 Others Unspecified Inhibition = 9.2 % PMID[558578]
NPT2 Others Unspecified Inhibition = 27.4 % PMID[558578]
NPT2 Others Unspecified Inhibition = 7.1 % PMID[558578]
NPT2 Others Unspecified Inhibition = 23.1 % PMID[558578]
NPT983 Protein Complex Nuclear factor NF-kappa-B complex Homo sapiens FC = 1.3 n.a. PMID[558578]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv GI = 88.0 % PMID[558581]
NPT2 Others Unspecified Potency n.a. 1412.5 nM PMID[558574]
NPT35 Others n.a. IC50 = 62.57 ug.mL-1 PMID[558583]
NPT35 Others n.a. IC50 = 77.42 ug.mL-1 PMID[558583]
NPT35 Others n.a. IC50 = 43.51 ug.mL-1 PMID[558583]
NPT2 Others Unspecified Inhibition = 3.0 % PMID[558587]
NPT2 Others Unspecified Inhibition = 10.0 % PMID[558587]
NPT741 Individual Protein Tyrosinase Homo sapiens Inhibition = 4.3 % PMID[558590]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[558590]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 2.21 % PMID[558594]
NPT893 Individual Protein Monoamine oxidase B Mus musculus IC50 = 11000.0 nM PMID[558595]
NPT892 Individual Protein Monoamine oxidase A Mus musculus IC50 = 21200.0 nM PMID[558595]
NPT2 Others Unspecified Ratio IC50 = 1.2 n.a. PMID[558595]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = -9.57 % PMID[558597]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = -33.54 % PMID[558598]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.14 % PMID[558599]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.05 % PMID[558600]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[558601]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[558601]
NPT2 Others Unspecified Potency n.a. 7760.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1535.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10870.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1368.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 6859 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 436.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1722.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43277.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 544.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 485.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 685.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 8707.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12197.2 nM PubChem BioAssay data set

☑ 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 NPC209560 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC303644
1.0 High Similarity NPC7013
1.0 High Similarity NPC294409
1.0 High Similarity NPC181124
1.0 High Similarity NPC116632
1.0 High Similarity NPC162680
0.9924 High Similarity NPC55162
0.9924 High Similarity NPC278323
0.9924 High Similarity NPC279668
0.9924 High Similarity NPC12175
0.9924 High Similarity NPC309154
0.9924 High Similarity NPC90665
0.985 High Similarity NPC295384
0.9847 High Similarity NPC39426
0.9847 High Similarity NPC234560
0.9776 High Similarity NPC144118
0.9776 High Similarity NPC219917
0.9776 High Similarity NPC215311
0.9776 High Similarity NPC48624
0.9776 High Similarity NPC80962
0.9776 High Similarity NPC101366
0.9776 High Similarity NPC259166
0.9776 High Similarity NPC326109
0.9776 High Similarity NPC213659
0.9776 High Similarity NPC172250
0.9776 High Similarity NPC204985
0.9773 High Similarity NPC87545
0.9773 High Similarity NPC235428
0.9704 High Similarity NPC26051
0.9704 High Similarity NPC469404
0.9704 High Similarity NPC55832
0.9704 High Similarity NPC268204
0.9704 High Similarity NPC52789
0.9701 High Similarity NPC283429
0.9699 High Similarity NPC212767
0.963 High Similarity NPC253822
0.9624 High Similarity NPC193792
0.9621 High Similarity NPC286336
0.9618 High Similarity NPC182428
0.9618 High Similarity NPC212631
0.9618 High Similarity NPC129132
0.9618 High Similarity NPC257756
0.9618 High Similarity NPC205468
0.9618 High Similarity NPC87231
0.9562 High Similarity NPC475705
0.9562 High Similarity NPC476178
0.9562 High Similarity NPC117836
0.9562 High Similarity NPC51887
0.9552 High Similarity NPC250266
0.9552 High Similarity NPC266597
0.9552 High Similarity NPC228661
0.9545 High Similarity NPC294593
0.9545 High Similarity NPC82225
0.9545 High Similarity NPC159623
0.9545 High Similarity NPC188646
0.9545 High Similarity NPC223354
0.9545 High Similarity NPC204960
0.9545 High Similarity NPC312318
0.9545 High Similarity NPC472365
0.9545 High Similarity NPC18877
0.9545 High Similarity NPC337373
0.9545 High Similarity NPC263670
0.9545 High Similarity NPC175098
0.9545 High Similarity NPC56031
0.9545 High Similarity NPC139813
0.9545 High Similarity NPC20560
0.9545 High Similarity NPC144051
0.9545 High Similarity NPC192304
0.9545 High Similarity NPC28753
0.9545 High Similarity NPC242294
0.9542 High Similarity NPC262359
0.9542 High Similarity NPC308037
0.9542 High Similarity NPC313618
0.9542 High Similarity NPC64359
0.9493 High Similarity NPC476055
0.9489 High Similarity NPC202981
0.9481 High Similarity NPC21350
0.9481 High Similarity NPC99333
0.9481 High Similarity NPC188947
0.9481 High Similarity NPC124269
0.9481 High Similarity NPC280284
0.9478 High Similarity NPC29353
0.9478 High Similarity NPC186838
0.9478 High Similarity NPC168105
0.9478 High Similarity NPC124784
0.9478 High Similarity NPC473391
0.9478 High Similarity NPC25287
0.9478 High Similarity NPC66349
0.9478 High Similarity NPC194281
0.9478 High Similarity NPC127447
0.9478 High Similarity NPC472364
0.9478 High Similarity NPC231772
0.9478 High Similarity NPC477242
0.9478 High Similarity NPC473887
0.9478 High Similarity NPC477244
0.9478 High Similarity NPC274109
0.9478 High Similarity NPC1486
0.9478 High Similarity NPC41461
0.9478 High Similarity NPC234133
0.9478 High Similarity NPC249606
0.9478 High Similarity NPC150399
0.9478 High Similarity NPC12165
0.9478 High Similarity NPC47815
0.9478 High Similarity NPC98115
0.9478 High Similarity NPC213603
0.9478 High Similarity NPC477243
0.9424 High Similarity NPC12377
0.9416 High Similarity NPC470087
0.9416 High Similarity NPC321980
0.9416 High Similarity NPC470089
0.9416 High Similarity NPC110969
0.9416 High Similarity NPC3188
0.9412 High Similarity NPC18260
0.9412 High Similarity NPC49242
0.9412 High Similarity NPC261234
0.9412 High Similarity NPC265871
0.9412 High Similarity NPC274784
0.9412 High Similarity NPC150648
0.9412 High Similarity NPC329203
0.9412 High Similarity NPC222342
0.9412 High Similarity NPC78913
0.9412 High Similarity NPC470211
0.9412 High Similarity NPC310135
0.9412 High Similarity NPC477956
0.9412 High Similarity NPC225153
0.9412 High Similarity NPC20709
0.9407 High Similarity NPC290291
0.9407 High Similarity NPC188879
0.9407 High Similarity NPC275055
0.9407 High Similarity NPC472419
0.9407 High Similarity NPC317119
0.9407 High Similarity NPC153979
0.9403 High Similarity NPC13575
0.9403 High Similarity NPC131039
0.9403 High Similarity NPC156092
0.9394 High Similarity NPC164236
0.9394 High Similarity NPC475008
0.9394 High Similarity NPC186097
0.9394 High Similarity NPC475009
0.9394 High Similarity NPC66384
0.9394 High Similarity NPC128348
0.9394 High Similarity NPC189106
0.9394 High Similarity NPC112192
0.9394 High Similarity NPC309717
0.9389 High Similarity NPC185497
0.9389 High Similarity NPC247779
0.9357 High Similarity NPC51070
0.9357 High Similarity NPC237635
0.9357 High Similarity NPC79469
0.9357 High Similarity NPC24673
0.9357 High Similarity NPC97716
0.9357 High Similarity NPC222298
0.9357 High Similarity NPC104406
0.9357 High Similarity NPC201731
0.9353 High Similarity NPC303185
0.9353 High Similarity NPC234629
0.9353 High Similarity NPC184649
0.9353 High Similarity NPC311741
0.9348 High Similarity NPC226636
0.9348 High Similarity NPC11561
0.9343 High Similarity NPC188243
0.9343 High Similarity NPC284550
0.9343 High Similarity NPC270883
0.9343 High Similarity NPC269652
0.9343 High Similarity NPC172986
0.9343 High Similarity NPC265178
0.9343 High Similarity NPC281207
0.9343 High Similarity NPC76445
0.9343 High Similarity NPC261227
0.9343 High Similarity NPC6407
0.9343 High Similarity NPC11056
0.9343 High Similarity NPC129853
0.9343 High Similarity NPC110228
0.9343 High Similarity NPC241100
0.9343 High Similarity NPC159275
0.9338 High Similarity NPC251681
0.9338 High Similarity NPC243528
0.9338 High Similarity NPC25427
0.9338 High Similarity NPC472460
0.9338 High Similarity NPC329225
0.9338 High Similarity NPC201395
0.9338 High Similarity NPC472368
0.9338 High Similarity NPC147686
0.9338 High Similarity NPC471620
0.9338 High Similarity NPC118813
0.9333 High Similarity NPC13408
0.9333 High Similarity NPC472367
0.9333 High Similarity NPC476333
0.9333 High Similarity NPC254741
0.9333 High Similarity NPC240593
0.9328 High Similarity NPC172262
0.9328 High Similarity NPC103842
0.9313 High Similarity NPC60558
0.9291 High Similarity NPC266572
0.9291 High Similarity NPC168085
0.9291 High Similarity NPC139364
0.9291 High Similarity NPC194653
0.9291 High Similarity NPC203747
0.9291 High Similarity NPC254702
0.9291 High Similarity NPC80710

  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 NPC209560 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
0.9847 High Similarity NPD1510 Phase 2
0.9542 High Similarity NPD1240 Approved
0.9398 High Similarity NPD1607 Approved
0.9338 High Similarity NPD1549 Phase 2
0.9265 High Similarity NPD1550 Clinical (unspecified phase)
0.9265 High Similarity NPD1552 Clinical (unspecified phase)
0.9214 High Similarity NPD4378 Clinical (unspecified phase)
0.9191 High Similarity NPD2796 Approved
0.9028 High Similarity NPD4380 Phase 2
0.8944 High Similarity NPD7410 Clinical (unspecified phase)
0.8776 High Similarity NPD1934 Approved
0.8741 High Similarity NPD1511 Approved
0.8716 High Similarity NPD2393 Clinical (unspecified phase)
0.8707 High Similarity NPD7411 Suspended
0.8667 High Similarity NPD4381 Clinical (unspecified phase)
0.8667 High Similarity NPD7075 Discontinued
0.8662 High Similarity NPD3750 Approved
0.8662 High Similarity NPD1878 Clinical (unspecified phase)
0.8658 High Similarity NPD8443 Clinical (unspecified phase)
0.8652 High Similarity NPD970 Clinical (unspecified phase)
0.8621 High Similarity NPD1512 Approved
0.8611 High Similarity NPD6799 Approved
0.8591 High Similarity NPD2801 Approved
0.8591 High Similarity NPD7819 Suspended
0.8591 High Similarity NPD7096 Clinical (unspecified phase)
0.8523 High Similarity NPD6801 Discontinued
0.8511 High Similarity NPD1551 Phase 2
0.8477 Intermediate Similarity NPD3882 Suspended
0.8389 Intermediate Similarity NPD6599 Discontinued
0.838 Intermediate Similarity NPD2935 Discontinued
0.8355 Intermediate Similarity NPD7768 Phase 2
0.8333 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD3748 Approved
0.8301 Intermediate Similarity NPD3749 Approved
0.8298 Intermediate Similarity NPD6651 Approved
0.8289 Intermediate Similarity NPD3817 Phase 2
0.8286 Intermediate Similarity NPD943 Approved
0.8273 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8248 Intermediate Similarity NPD2798 Approved
0.8228 Intermediate Similarity NPD3818 Discontinued
0.8217 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD6166 Phase 2
0.8217 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8207 Intermediate Similarity NPD2800 Approved
0.8207 Intermediate Similarity NPD1243 Approved
0.8194 Intermediate Similarity NPD2344 Approved
0.8188 Intermediate Similarity NPD920 Approved
0.8188 Intermediate Similarity NPD5403 Approved
0.8182 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD5401 Approved
0.8176 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8141 Intermediate Similarity NPD6959 Discontinued
0.8089 Intermediate Similarity NPD6232 Discontinued
0.8063 Intermediate Similarity NPD7054 Approved
0.8054 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD2532 Approved
0.8054 Intermediate Similarity NPD2534 Approved
0.8054 Intermediate Similarity NPD2533 Approved
0.805 Intermediate Similarity NPD7473 Discontinued
0.8043 Intermediate Similarity NPD1203 Approved
0.8015 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD2313 Discontinued
0.8012 Intermediate Similarity NPD7074 Phase 3
0.8012 Intermediate Similarity NPD7472 Approved
0.8 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7985 Intermediate Similarity NPD1548 Phase 1
0.7975 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD2309 Approved
0.7963 Intermediate Similarity NPD5953 Discontinued
0.7963 Intermediate Similarity NPD6797 Phase 2
0.7962 Intermediate Similarity NPD5494 Approved
0.7935 Intermediate Similarity NPD5402 Approved
0.7931 Intermediate Similarity NPD2799 Discontinued
0.7914 Intermediate Similarity NPD7251 Discontinued
0.7905 Intermediate Similarity NPD4628 Phase 3
0.7883 Intermediate Similarity NPD1610 Phase 2
0.7872 Intermediate Similarity NPD6832 Phase 2
0.7872 Intermediate Similarity NPD4908 Phase 1
0.7866 Intermediate Similarity NPD7808 Phase 3
0.7852 Intermediate Similarity NPD9545 Approved
0.784 Intermediate Similarity NPD7286 Phase 2
0.7838 Intermediate Similarity NPD2654 Approved
0.7836 Intermediate Similarity NPD9493 Approved
0.7829 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD3972 Approved
0.7826 Intermediate Similarity NPD9717 Approved
0.7808 Intermediate Similarity NPD4308 Phase 3
0.7808 Intermediate Similarity NPD7033 Discontinued
0.7805 Intermediate Similarity NPD6559 Discontinued
0.7785 Intermediate Similarity NPD919 Approved
0.7762 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7762 Intermediate Similarity NPD3268 Approved
0.7758 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD6099 Approved
0.7755 Intermediate Similarity NPD6100 Approved
0.7754 Intermediate Similarity NPD422 Phase 1
0.7748 Intermediate Similarity NPD7390 Discontinued
0.7727 Intermediate Similarity NPD3226 Approved
0.7724 Intermediate Similarity NPD230 Phase 1
0.7688 Intermediate Similarity NPD1247 Approved
0.766 Intermediate Similarity NPD2797 Approved
0.766 Intermediate Similarity NPD1470 Approved
0.7639 Intermediate Similarity NPD3764 Approved
0.7626 Intermediate Similarity NPD1201 Approved
0.7622 Intermediate Similarity NPD5844 Phase 1
0.7613 Intermediate Similarity NPD7458 Discontinued
0.7603 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD4288 Approved
0.7593 Intermediate Similarity NPD3926 Phase 2
0.7589 Intermediate Similarity NPD3225 Approved
0.7589 Intermediate Similarity NPD1876 Approved
0.7584 Intermediate Similarity NPD2346 Discontinued
0.7568 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD3267 Approved
0.7535 Intermediate Similarity NPD1164 Approved
0.7535 Intermediate Similarity NPD3266 Approved
0.7534 Intermediate Similarity NPD4307 Phase 2
0.7532 Intermediate Similarity NPD1465 Phase 2
0.753 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD4363 Phase 3
0.7514 Intermediate Similarity NPD4360 Phase 2
0.7483 Intermediate Similarity NPD1933 Approved
0.7481 Intermediate Similarity NPD1241 Discontinued
0.7471 Intermediate Similarity NPD4361 Phase 2
0.7471 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD3027 Phase 3
0.7447 Intermediate Similarity NPD1608 Approved
0.7434 Intermediate Similarity NPD7003 Approved
0.7431 Intermediate Similarity NPD9494 Approved
0.7429 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD5711 Approved
0.7423 Intermediate Similarity NPD5710 Approved
0.7415 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD1613 Approved
0.7403 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD5404 Approved
0.74 Intermediate Similarity NPD5408 Approved
0.74 Intermediate Similarity NPD5406 Approved
0.74 Intermediate Similarity NPD5405 Approved
0.7397 Intermediate Similarity NPD411 Approved
0.7397 Intermediate Similarity NPD1296 Phase 2
0.7379 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD2296 Approved
0.7365 Intermediate Similarity NPD447 Suspended
0.7365 Intermediate Similarity NPD1729 Discontinued
0.7365 Intermediate Similarity NPD5124 Phase 1
0.7365 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD1019 Discontinued
0.7355 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD4287 Approved
0.7279 Intermediate Similarity NPD6798 Discontinued
0.7278 Intermediate Similarity NPD6104 Discontinued
0.7273 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6844 Discontinued
0.7246 Intermediate Similarity NPD3751 Discontinued
0.7239 Intermediate Similarity NPD74 Approved
0.7239 Intermediate Similarity NPD9266 Approved
0.7237 Intermediate Similarity NPD1471 Phase 3
0.7237 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD17 Approved
0.7229 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD4625 Phase 3
0.7207 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5890 Approved
0.7188 Intermediate Similarity NPD5889 Approved
0.717 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD9267 Approved
0.7164 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD9264 Approved
0.7164 Intermediate Similarity NPD9263 Approved
0.7163 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD2354 Approved
0.7158 Intermediate Similarity NPD7584 Approved
0.7153 Intermediate Similarity NPD4749 Approved
0.7152 Intermediate Similarity NPD7199 Phase 2
0.7143 Intermediate Similarity NPD6280 Approved
0.7143 Intermediate Similarity NPD37 Approved
0.7143 Intermediate Similarity NPD6279 Approved
0.7134 Intermediate Similarity NPD7447 Phase 1
0.7134 Intermediate Similarity NPD4661 Approved
0.7134 Intermediate Similarity NPD4662 Approved
0.7133 Intermediate Similarity NPD6355 Discontinued
0.7108 Intermediate Similarity NPD7229 Phase 3
0.7103 Intermediate Similarity NPD1283 Approved
0.7092 Intermediate Similarity NPD1894 Discontinued
0.7086 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD9269 Phase 2
0.7083 Intermediate Similarity NPD1481 Phase 2
0.7075 Intermediate Similarity NPD2861 Phase 2
0.7073 Intermediate Similarity NPD6971 Discontinued
0.707 Intermediate Similarity NPD7213 Phase 3
0.707 Intermediate Similarity NPD7212 Phase 2
0.7067 Intermediate Similarity NPD3140 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