Structure

Physi-Chem Properties

Molecular Weight:  165.04
Volume:  162.553
LogP:  1.89
LogD:  1.64
LogS:  -1.094
# Rotatable Bonds:  2
TPSA:  63.37
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.535
Synthetic Accessibility Score:  2.242
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.479
MDCK Permeability:  0.00010605334682622924
Pgp-inhibitor:  0.0
Pgp-substrate:  0.035
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.206
Plasma Protein Binding (PPB):  72.99010467529297%
Volume Distribution (VD):  0.831
Pgp-substrate:  34.74168014526367%

ADMET: Metabolism

CYP1A2-inhibitor:  0.931
CYP1A2-substrate:  0.085
CYP2C19-inhibitor:  0.46
CYP2C19-substrate:  0.108
CYP2C9-inhibitor:  0.245
CYP2C9-substrate:  0.924
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.718
CYP3A4-inhibitor:  0.047
CYP3A4-substrate:  0.225

ADMET: Excretion

Clearance (CL):  10.984
Half-life (T1/2):  0.899

ADMET: Toxicity

hERG Blockers:  0.032
Human Hepatotoxicity (H-HT):  0.851
Drug-inuced Liver Injury (DILI):  0.259
AMES Toxicity:  0.351
Rat Oral Acute Toxicity:  0.675
Maximum Recommended Daily Dose:  0.211
Skin Sensitization:  0.95
Carcinogencity:  0.757
Eye Corrosion:  0.561
Eye Irritation:  0.988
Respiratory Toxicity:  0.74

Download Data

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

  Natural Product: NPC478513

Natural Product ID:  NPC478513
Common Name*:   CTJKRKMPTRJAIT-WAYWQWQTSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  CTJKRKMPTRJAIT-WAYWQWQTSA-N
Standard InCHI:  InChI=1S/C8H7NO3/c10-8-3-1-7(2-4-8)5-6-9(11)12/h1-6,10H/b6-5-
SMILES:  c1cc(ccc1/C=CN(=O)=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   15311368
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000037] Styrenes

*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
NPO11796 Morus australis Species Moraceae Eukaryota n.a. root n.a. PMID[17405024]
NPO11796 Morus australis Species Moraceae Eukaryota Root Bark n.a. n.a. PMID[27908762]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11796 Morus australis Species Moraceae 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
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 60.0 % PMID[27908762]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 46.4 % PMID[27908762]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 59.6 % PMID[27908762]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2.1 ug.mL-1 PMID[27908762]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 96.35 % PMID[27908762]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 96.03 % PMID[27908762]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 9760.0 nM PMID[27908762]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 73.02 % PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 89.0 % PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 82.2 % PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 48.3 % PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 46.9 % PMID[27908762]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 9810.0 nM PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 94.5 % PMID[27908762]
NPT32 Organism Mus musculus Mus musculus Activity = 11.9 % PMID[27908762]

☑ 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 NPC478513 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 NPC478513 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