Natural Product: NPC207689

Natural Product IDNPC207689
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 UEKBPJOUDFFTMZ-BFOQGOHBSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL219399
PubChem CID 16104853
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003569] Pregnane steroids
          • [CHEMONTID:0001468] Gluco/mineralocorticoids, progestogins and derivatives

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 UEKBPJOUDFFTMZ-BFOQGOHBSA-N
Standard InCHI InChI=1S/C21H26O4/c1-11(22)21-18(25-21)10-16-14-5-4-12-8-13(23)6-7-19(12,2)15(14)9-17(24)20(16,21)3/h4-5,8,14-18,24H,6-7,9-10H2,1-3H3/t14-,15+,16+,17-,18+,19+,20-,21+/m1/s1
SMILES CC(=O)[C@]12[C@H](C[C@H]3[C@@H]4C=CC5=CC(=O)CC[C@]5(C)[C@H]4C[C@H]([C@]13C)O)O2

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   342.18 Volume:   353.605
?
Van der Waals volume.
Dense:   0.968 LogP:   1.872
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.19
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.558
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   24.0
TPSA:   66.9
?
Topological Polar Surface Area.
 H-Bond Acceptor:   4.0
H-Bond Donor:   1.0 Rings:   5.0
Heavy Atoms:   4.0

MedChem Properties

QED Drug-Likeness Score:   0.744 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.986 Fsp3:   0.714
MCE-18:   85.333
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.593 Fluc inhibitor:   0.029
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.028
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.0
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.197 Promiscuous compounds:   0.807

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.593 MDCK Permeability:   -4.478
Pgp-inhibitor:   0.905 Pgp-substrate:   0.762
PAMPA:   0.891
?
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):   0.098
20% Bioavailability (F20%):   0.614 30% Bioavailability (F30%):   0.922
50% Bioavailability (F50%):   0.962

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.287 MRP1:   0.798
Plasma Protein Binding (PPB):   77.111% Volume Distribution (VD):   -0.019
Fu: 17.649%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.973
OATP1B3 inhibitor:   0.903 BCRP inhibitor:   0.194
BSEP inhibitor:   0.957

ADMET: Metabolism

CYP1A2-inhibitor:   0.106 CYP1A2-substrate:   0.009
CYP2C19-inhibitor:   0.02 CYP2C19-substrate:   0.003
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.006
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.016
CYP3A4-inhibitor:   0.9 CYP3A4-substrate:   0.74
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.911
HLM stability:   0.782
?
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):  12.63 Half-life (T1/2):  1.815

ADMET: Toxicity

hERG Blockers:  0.057 hERG Blockers (10um):  0.462
Human Hepatotoxicity (H-HT):  0.508 Drug-induced Liver Injury (DILI):  0.173
AMES Toxicity:  0.493 Rat Oral Acute Toxicity:  0.666
Maximum Recommended Daily Dose:  0.931 Skin Sensitization:  0.497
Carcinogencity:  0.79 Eye Corrosion:  0.008
Eye Irritation:  0.56 Respiratory Toxicity:  0.872
Drug-induced Neurotoxicity:  0.456 Ototoxicity:  0.464
Hematotoxicity:  0.167 Drug-induced Nephrotoxicity:  0.363
Genotoxicity:  0.875 RPMI-8226 Immunitoxicity:  0.143
A549 Cytotoxicity:  0.027 Hek293 Cytotoxicity:  0.207
BCF:   0.515
?
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:   3.175
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.729
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.963
?
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
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. DOI[10.1038/ncomms4886]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39730000707]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. PMID[11277760]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota leaves Niigata City, Niigata Province, Japan 2000-Nov PMID[15730243]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota leaves n.a. n.a. PMID[16933868]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[17253842]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota stems and twigs Niigata City, Niigata Province, Japan 2001-NOV PMID[17595134]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota stems and twigs n.a. n.a. PMID[17595134]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18491868]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[19731587]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[29693393]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[37726667]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[39382805]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota Leaves; Stems n.a. n.a. PMID[9214727]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2361 Aconitum brevicalcaratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3146 Ammodendron conollyi Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO351 Cirsium dipsacolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6377 Cocculus diversifolius Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1607 Croton rhamnifolius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5980 Eria subsessilis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5591 Fucus spiralis Species Fucaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8472 Knightia deplanchei Species Proteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4082 Ophiarthrum elegans Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8840 Ptilidium ciliare Species Ptilidiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7097 Rhynchosporium orthosporum Species n.a. Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20132 Scutellaria seleriana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6974 Solanum racemigerum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5197 Streptomyces eurythermus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO715 Teucrium pestalozzae Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6776 Trifolium apertum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15583 Tripodanthus acutifolius Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1308 Veronica pectinata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8585 Verpa digitaliformis Species Morchellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4253 Viguiera annua Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12987 Rhododendron farrerae Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14048 Cryptotaenia japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14048 Cryptotaenia japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14048 Cryptotaenia japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15583 Tripodanthus acutifolius Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO351 Cirsium dipsacolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5197 Streptomyces eurythermus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6776 Trifolium apertum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2361 Aconitum brevicalcaratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14048 Cryptotaenia japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4082 Ophiarthrum elegans Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8840 Ptilidium ciliare Species Ptilidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5591 Fucus spiralis Species Fucaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20132 Scutellaria seleriana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO715 Teucrium pestalozzae Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8472 Knightia deplanchei Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8585 Verpa digitaliformis Species Morchellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6377 Cocculus diversifolius Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7097 Rhynchosporium orthosporum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12987 Rhododendron farrerae Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6974 Solanum racemigerum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1607 Croton rhamnifolius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5980 Eria subsessilis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3146 Ammodendron conollyi Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4253 Viguiera annua Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1308 Veronica pectinata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18054 Curvularia coicis Species Pleosporaceae 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

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
NPT81 Cell line A549 Homo sapiens IC50 > 100.0 ug.mL-1 PMID[17253842]
NPT1475 Cell line WI-38 VA13 Homo sapiens IC50 = 73.1 ug.mL-1 PMID[17253842]
NPT65 Cell line HepG2 Homo sapiens IC50 = 62.1 ug.mL-1 PMID[17253842]
NPT2 Others Unspecified n.a. Activity = 103.0 % PMID[17253842]
NPT2 Others Unspecified n.a. Activity = 108.0 % PMID[17253842]
NPT2 Others Unspecified n.a. Activity = 99.0 % PMID[17253842]

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 NPC207689 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
0.5806 Remote Similarity NPC134826

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC207689 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