Structure

Physi-Chem Properties

Molecular Weight:  358.07
Volume:  346.729
LogP:  1.391
LogD:  1.899
LogS:  -3.347
# Rotatable Bonds:  7
TPSA:  149.2
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.427
Synthetic Accessibility Score:  3.16
Fsp3:  0.111
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.936
MDCK Permeability:  6.303530972218141e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.038
Human Intestinal Absorption (HIA):  0.093
20% Bioavailability (F20%):  0.0
30% Bioavailability (F30%):  0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.043
Plasma Protein Binding (PPB):  94.71703338623047%
Volume Distribution (VD):  0.228
Pgp-substrate:  8.987174034118652%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.044
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.02
CYP2C9-substrate:  0.993
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.097
CYP3A4-inhibitor:  0.058
CYP3A4-substrate:  0.058

ADMET: Excretion

Clearance (CL):  0.733
Half-life (T1/2):  0.854

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.168
Drug-inuced Liver Injury (DILI):  0.98
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.852
Maximum Recommended Daily Dose:  0.001
Skin Sensitization:  0.076
Carcinogencity:  0.022
Eye Corrosion:  0.003
Eye Irritation:  0.06
Respiratory Toxicity:  0.059

Download Data

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

  Natural Product: NPC180973

Natural Product ID:  NPC180973
Common Name*:   JAPFERUNJJAJSP-WXUKJITCSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JAPFERUNJJAJSP-WXUKJITCSA-N
Standard InCHI:  InChI=1S/C18H14O8/c19-11-5-1-9(2-6-11)13(17(23)24)15(21)16(22)14(18(25)26)10-3-7-12(20)8-4-10/h1-8,19-22H,(H,23,24)(H,25,26)/b15-13+,16-14+
SMILES:  c1cc(ccc1/C(=C(/C(=C(/c1ccc(cc1)O)C(=O)O)/O)O)/C(=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds

*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
NPO29532 Vigna angularis Species Fabaceae Eukaryota Leaf Diffusate n.a. n.a. Database[FooDB]
NPO29532 Vigna angularis Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29532 Vigna angularis Species Fabaceae Eukaryota Seeds n.a. Database[Phenol-Explorer]
NPO22014 Dysphania botrys Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29532 Vigna angularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18494 Carassea connexa Species Cladoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28886 Acacia latifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24755 Abies nordmanniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28866 Haematomma ochrophaeum Species Haematommataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28900 Planobispora rosea Species Streptosporangiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO29128 Pimpinella heyneana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29416 Rhodophyllus nidorosus Species Entolomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29173 Leucadendron adscendens Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28951 Manglietia phuthoensis Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29489 Garcinia opaca Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22014 Dysphania botrys Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28972 Comatula solaris Species Comatulidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29451 Clostridium tertium Species Clostridiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO29029 Ophistreptus levis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29205 Vepris fitoravina Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18062 Tapinella atrotomentosa Species Tapinellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28846 Doris nobilis Species Dorididae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

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

☑ 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 NPC180973 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

  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 NPC180973 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

  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