Natural Product: NPC228614

Natural Product IDNPC228614
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 NKNBWLXFSRLYGQ-MWHZBGGUSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 102105798
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

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 NKNBWLXFSRLYGQ-MWHZBGGUSA-N
Standard InCHI InChI=1S/C20H32O3/c1-14-6-7-16-18(2,3)9-5-10-19(16,4)20(14,22)11-8-15-12-17(21)23-13-15/h12,14,16,22H,5-11,13H2,1-4H3/t14-,16+,19+,20-/m1/s1
SMILES C[C@@H]1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@]1(CCC1=CC(=O)OC1)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   320.24 Volume:   349.905
?
Van der Waals volume.
Dense:   0.915 LogP:   3.042
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.083
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.159
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   3.0 Rigid Bonds:   17.0
TPSA:   46.53
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   1.0 Rings:   3.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.791 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.343 Fsp3:   0.85
MCE-18:   57.081
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.133 Fluc inhibitor:   0.224
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.005
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.001
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.822 Promiscuous compounds:   0.397

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.736 MDCK Permeability:   -4.624
Pgp-inhibitor:   0.473 Pgp-substrate:   0.005
PAMPA:   0.279
?
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):   0.005
20% Bioavailability (F20%):   0.026 30% Bioavailability (F30%):   0.01
50% Bioavailability (F50%):   0.525

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.627 MRP1:   0.379
Plasma Protein Binding (PPB):   96.92% Volume Distribution (VD):   0.307
Fu: 2.778%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.997
OATP1B3 inhibitor:   0.938 BCRP inhibitor:   0.379
BSEP inhibitor:   0.962

ADMET: Metabolism

CYP1A2-inhibitor:   0.559 CYP1A2-substrate:   0.002
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.023
CYP2C9-inhibitor:   0.976 CYP2C9-substrate:   0.01
CYP2D6-inhibitor:   0.984 CYP2D6-substrate:   0.028
CYP3A4-inhibitor:   1.0 CYP3A4-substrate:   0.009
CYP2B6-substrate:   0.002 CYP2C8-inhibitor:   0.821
HLM stability:   0.998
?
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):  10.665 Half-life (T1/2):  1.247

ADMET: Toxicity

hERG Blockers:  0.157 hERG Blockers (10um):  0.567
Human Hepatotoxicity (H-HT):  0.627 Drug-induced Liver Injury (DILI):  0.132
AMES Toxicity:  0.543 Rat Oral Acute Toxicity:  0.512
Maximum Recommended Daily Dose:  0.877 Skin Sensitization:  0.981
Carcinogencity:  0.886 Eye Corrosion:  0.013
Eye Irritation:  0.584 Respiratory Toxicity:  0.704
Drug-induced Neurotoxicity:  0.437 Ototoxicity:  0.319
Hematotoxicity:  0.728 Drug-induced Nephrotoxicity:  0.807
Genotoxicity:  0.835 RPMI-8226 Immunitoxicity:  0.113
A549 Cytotoxicity:  0.129 Hek293 Cytotoxicity:  0.536
BCF:   1.584
?
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:   4.124
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.58
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.035
?
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
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. fruit n.a. PMID[15577254]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[15621610]
NPO17785 Avrainvillea nigricans Species Udoteaceae Eukaryota n.a. n.a. n.a. PMID[16180830]
NPO22123 Disepalum plagioneurum Species Annonaceae Eukaryota leaves Tam Kim, Cao Bang Province, in North Vietnam 2000-JUN PMID[16989521]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota whole plant Cholistan desert near district Bahawalpur (Punjab), Pakistan 2003-Oct PMID[20542692]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[2082684]
NPO18212 Rhododendron ferrugineum Species Ericaceae Eukaryota n.a. leaf n.a. PMID[21443171]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[21922656]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota fruits n.a. n.a. PMID[23327905]
NPO18530 Shigella flexneri Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26918643]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota Leaves n.a. n.a. PMID[28453270]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[3254039]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[3256207]
NPO17785 Avrainvillea nigricans Species Udoteaceae Eukaryota n.a. n.a. n.a. PMID[3668556]
NPO22188 Piper aequale Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21298 Leucanthemum maximum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22582 Smenospongia echina Species Thorectidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21798 Dacrydium biforme Species Mytilidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20536 Salvia nubicola Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17785 Avrainvillea nigricans Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23178 Jasminum grandiflorum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18571 Drypetes roxburghii Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22819 Rodgersia podophylla Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22123 Disepalum plagioneurum Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7080 Monascus purpureus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21875 Persea indica Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18212 Rhododendron ferrugineum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7865 Scapania nemorea Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20678 Grindelia nana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14394 Hakea saligna Species Proteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16146 Osmundaria colensoi Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17108 Lecanora lividocinerea Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20184 Streptomyces misawanensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO22762 Eremophila serrulata Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22994 Cordyline indivisa Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23135 Formica fusca Species Formicidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22819 Rodgersia podophylla Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23178 Jasminum grandiflorum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22188 Piper aequale Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22188 Piper aequale Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23135 Formica fusca Species Formicidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21875 Persea indica Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22819 Rodgersia podophylla Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23178 Jasminum grandiflorum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23135 Formica fusca Species Formicidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18212 Rhododendron ferrugineum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21998 Corydalis cornuta Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22940 Delphinium campylocentrum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18571 Drypetes roxburghii Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19074 Buddleja variabilis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16146 Osmundaria colensoi Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21798 Dacrydium biforme Species Mytilidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7865 Scapania nemorea Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21875 Persea indica Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14394 Hakea saligna Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22323 Pinus picea Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12225 Amsinckia menziesii Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23057 Primula hirsuta Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21113 Coronophora gregaria Species Nitschkiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20043 Vallaris solanacea Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18530 Shigella flexneri Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23135 Formica fusca Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21298 Leucanthemum maximum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20808 Halopitys incurvus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20536 Salvia nubicola Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21736 Abies nobilis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22123 Disepalum plagioneurum Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5952 Phegopteris bukoensis Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19921 Polyphaga sinensis Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23178 Jasminum grandiflorum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20360 Mentha pulegiformis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22454 Picris radicata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21373 Vitex trifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20678 Grindelia nana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20184 Streptomyces misawanensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21636 Didemnum inarmatum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17108 Lecanora lividocinerea Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22762 Eremophila serrulata Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22994 Cordyline indivisa Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22710 Acrocomia sclerocarpa Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17785 Avrainvillea nigricans Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22819 Rodgersia podophylla Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21505 Calea megacephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22062 Leptothorax acervorum Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22582 Smenospongia echina Species Thorectidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22248 Alkanna hirsutissima Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14247 Melaleuca uncinata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22188 Piper aequale Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7080 Monascus purpureus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21247 Nephroma australe Species Nephromataceae 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

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 NPC228614 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
1.0 High Similarity NPC481386
0.7255 Intermediate Similarity NPC29952
0.7059 Intermediate Similarity NPC105490
0.6545 Remote Similarity NPC7349
0.6078 Remote Similarity NPC32832
0.5536 Remote Similarity NPC471219
0.5172 Remote Similarity NPC471412
0.5085 Remote Similarity NPC475099

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC228614 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