Natural Product: NPC245014

Natural Product IDNPC245014
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Quercetagenin-7-O-Glucoside
IUPAC Name 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL496680
PubChem CID 5320826
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001111] Flavonoid glycosides
          • [CHEMONTID:0001583] Flavonoid O-glycosides
            • [CHEMONTID:0003533] Flavonoid-7-O-glycosides

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey IDTDRZPBDLMCLB-HSOQPIRZSA-N
Standard InCHI InChI=1S/C21H20O13/c22-5-11-14(26)17(29)19(31)21(34-11)33-10-4-9-12(15(27)13(10)25)16(28)18(30)20(32-9)6-1-2-7(23)8(24)3-6/h1-4,11,14,17,19,21-27,29-31H,5H2/t11-,14-,17+,19-,21-/m1/s1
SMILES OC[C@H]1O[C@@H](Oc2cc3oc(c4ccc(c(c4)O)O)c(c(=O)c3c(c2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   480.09 Volume:   430.728
?
Van der Waals volume.
Dense:   1.115 LogP:   0.05
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   0.887
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.48
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   4.0 Rigid Bonds:   24.0
TPSA:   230.74
?
Topological Polar Surface Area.
 H-Bond Acceptor:   13.0
H-Bond Donor:   9.0 Rings:   4.0
Heavy Atoms:   13.0

MedChem Properties

QED Drug-Likeness Score:   0.208 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.143 Fsp3:   0.286
MCE-18:   94.37
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Accepted
Pfizer Rule:   Rejected GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   1
Chelating Alert:   1 PAINS Alert:   1
Colloidal aggregators:   0.779 Fluc inhibitor:   0.302
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.91
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.591
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.317 Promiscuous compounds:   0.927

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.482 MDCK Permeability:   -4.848
Pgp-inhibitor:   0.0 Pgp-substrate:   0.011
PAMPA:   0.997
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.959
20% Bioavailability (F20%):   0.578 30% Bioavailability (F30%):   1.0
50% Bioavailability (F50%):   0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.41
Plasma Protein Binding (PPB):   82.078% Volume Distribution (VD):   -0.17
Fu: 14.413%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.938
BSEP inhibitor:   0.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.006
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.456
HLM stability:   0.102
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  3.751 Half-life (T1/2):  4.597

ADMET: Toxicity

hERG Blockers:  0.015 hERG Blockers (10um):  0.147
Human Hepatotoxicity (H-HT):  0.569 Drug-induced Liver Injury (DILI):  0.963
AMES Toxicity:  0.845 Rat Oral Acute Toxicity:  0.038
Maximum Recommended Daily Dose:  0.047 Skin Sensitization:  0.999
Carcinogencity:  0.214 Eye Corrosion:  0.0
Eye Irritation:  0.58 Respiratory Toxicity:  0.014
Drug-induced Neurotoxicity:  0.001 Ototoxicity:  0.934
Hematotoxicity:  0.107 Drug-induced Nephrotoxicity:  0.166
Genotoxicity:  0.88 RPMI-8226 Immunitoxicity:  0.031
A549 Cytotoxicity:  0.67 Hek293 Cytotoxicity:  0.191
BCF:   0.536
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   3.102
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.56
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.882
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  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/s11240-015-0761-z]
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[10.1007/s12010-013-0354-4]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1055/S-2006-958077]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1186/s40064-015-0831-z]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1501/Tarimbil_0000001065]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO5129 Tagetes lucida Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[12502312]
NPO17782 Inula britannica Species Asteraceae Eukaryota flowers n.a. n.a. PMID[16643020]
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]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. flower n.a. PMID[25539472]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36364067]
NPO53555 Vitis riparia Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37446586]
NPO42254 Vitis californica Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37446586]
NPO3690 Vitis amurensis Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37446586]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37446586]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37570937]
NPO3690 Vitis amurensis Species Vitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9781 Hyphear tanakae n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO2379 Senecio oryzetorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO53555 Vitis riparia Species Vitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3690 Vitis amurensis Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2379 Senecio oryzetorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24719 Tagetes maxima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24719 Tagetes maxima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2379 Senecio oryzetorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3690 Vitis amurensis Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2379 Senecio oryzetorum Species Asteraceae 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]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9781 Hyphear tanakae n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2379 Senecio oryzetorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17782 Inula britannica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9150 Polypodiodes formosana Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5129 Tagetes lucida Species Asteraceae 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 Organism Name Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference
NPO17024 Vitis vinifera n.a. n.a. 0.0785 ± 0.0033 n.a. n.a. mg/100g PMID[37446586]
NPO3690 Vitis amurensis n.a. n.a. 0.120 ± 0.017 n.a. n.a. mg/100g PMID[37446586]
NPO42254 Vitis californica n.a. n.a. 0.695 ± 0.022 n.a. n.a. mg/100g PMID[37446586]
NPO53555 Vitis riparia n.a. n.a. 0.471 ± 0.010 n.a. n.a. mg/100g PMID[37446586]

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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT28438 Unchecked Unchecked n.a. IC50 = 401500.0 nM PMID[33857371]
NPT1 Others Radical scavenging activity n.a. EC50 = 4.6 ug PMID[12502312]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC245014 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8857 High Similarity NPC84265
0.7838 Intermediate Similarity NPC58716
0.7703 Intermediate Similarity NPC277205
0.7703 Intermediate Similarity NPC37919
0.75 Intermediate Similarity NPC117260
0.7013 Intermediate Similarity NPC146792
0.6829 Remote Similarity NPC477848
0.6795 Remote Similarity NPC282987
0.6795 Remote Similarity NPC323593
0.6795 Remote Similarity NPC203500
0.6795 Remote Similarity NPC609879
0.675 Remote Similarity NPC285197
0.6707 Remote Similarity NPC601586
0.6667 Remote Similarity NPC45618
0.6667 Remote Similarity NPC486578
0.6593 Remote Similarity NPC603856
0.6512 Remote Similarity NPC3583
0.6463 Remote Similarity NPC197285
0.6456 Remote Similarity NPC238376
0.642 Remote Similarity NPC21100
0.631 Remote Similarity NPC469931
0.6173 Remote Similarity NPC136042
0.6173 Remote Similarity NPC189142
0.6173 Remote Similarity NPC77660
0.6098 Remote Similarity NPC84362
0.6098 Remote Similarity NPC45638
0.6024 Remote Similarity NPC201292
0.6 Remote Similarity NPC599948
0.5976 Remote Similarity NPC145038
0.5976 Remote Similarity NPC56077
0.5976 Remote Similarity NPC281131
0.5976 Remote Similarity NPC253662
0.5976 Remote Similarity NPC179950
0.5976 Remote Similarity NPC88789
0.5976 Remote Similarity NPC491374
0.5952 Remote Similarity NPC307938
0.5952 Remote Similarity NPC488071
0.5843 Remote Similarity NPC275454
0.5833 Remote Similarity NPC42773
0.5833 Remote Similarity NPC45522
0.5814 Remote Similarity NPC605784
0.5783 Remote Similarity NPC168822
0.5667 Remote Similarity NPC67105
0.5663 Remote Similarity NPC254306
0.5663 Remote Similarity NPC108831
0.5663 Remote Similarity NPC182634
0.5647 Remote Similarity NPC599850
0.5604 Remote Similarity NPC233994
0.5604 Remote Similarity NPC607513
0.5595 Remote Similarity NPC297987
0.5517 Remote Similarity NPC601144
0.5476 Remote Similarity NPC39360
0.5476 Remote Similarity NPC77672
0.5476 Remote Similarity NPC133671
0.5476 Remote Similarity NPC135391
0.5476 Remote Similarity NPC29763
0.5476 Remote Similarity NPC78263
0.5476 Remote Similarity NPC210003
0.5476 Remote Similarity NPC250069
0.5426 Remote Similarity NPC470443
0.5426 Remote Similarity NPC211532
0.5426 Remote Similarity NPC488364
0.5412 Remote Similarity NPC93337
0.5368 Remote Similarity NPC150767
0.5349 Remote Similarity NPC24043
0.5349 Remote Similarity NPC105025
0.5341 Remote Similarity NPC601710
0.5341 Remote Similarity NPC605067
0.5294 Remote Similarity NPC289667
0.5294 Remote Similarity NPC19388
0.5294 Remote Similarity NPC261866
0.5294 Remote Similarity NPC240431
0.5294 Remote Similarity NPC55786
0.5294 Remote Similarity NPC476405
0.5281 Remote Similarity NPC116458
0.5281 Remote Similarity NPC246943
0.5281 Remote Similarity NPC311830
0.5281 Remote Similarity NPC602805
0.5269 Remote Similarity NPC183672
0.5269 Remote Similarity NPC156869
0.5238 Remote Similarity NPC67037
0.5238 Remote Similarity NPC255615
0.5227 Remote Similarity NPC191306
0.5227 Remote Similarity NPC60735
0.5227 Remote Similarity NPC26230
0.5222 Remote Similarity NPC203050
0.5222 Remote Similarity NPC488072
0.5222 Remote Similarity NPC225434
0.5172 Remote Similarity NPC271692
0.5172 Remote Similarity NPC488080
0.5172 Remote Similarity NPC169977
0.5172 Remote Similarity NPC610763
0.5169 Remote Similarity NPC101026
0.5169 Remote Similarity NPC22832
0.5169 Remote Similarity NPC21666
0.5169 Remote Similarity NPC488077
0.5169 Remote Similarity NPC609478
0.5158 Remote Similarity NPC488073
0.5119 Remote Similarity NPC289771
0.5116 Remote Similarity NPC58053
0.5116 Remote Similarity NPC19709
0.5116 Remote Similarity NPC83283
0.5111 Remote Similarity NPC607707
0.5109 Remote Similarity NPC8856
0.5109 Remote Similarity NPC251417
0.5057 Remote Similarity NPC64305
0.5057 Remote Similarity NPC95090
0.5057 Remote Similarity NPC27408
0.5056 Remote Similarity NPC609451
0.5054 Remote Similarity NPC480466
0.5054 Remote Similarity NPC29958
0.5053 Remote Similarity NPC169733
0.5049 Remote Similarity NPC480441

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC245014 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
NPD

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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