Structure

Physi-Chem Properties

Molecular Weight:  328.17
Volume:  348.149
LogP:  4.72
LogD:  4.305
LogS:  -5.474
# Rotatable Bonds:  6
TPSA:  47.92
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.864
Synthetic Accessibility Score:  2.927
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.95
MDCK Permeability:  2.3370965209323913e-05
Pgp-inhibitor:  0.937
Pgp-substrate:  0.057
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.035
30% Bioavailability (F30%):  0.071

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.095
Plasma Protein Binding (PPB):  99.03507995605469%
Volume Distribution (VD):  1.709
Pgp-substrate:  1.7219651937484741%

ADMET: Metabolism

CYP1A2-inhibitor:  0.965
CYP1A2-substrate:  0.78
CYP2C19-inhibitor:  0.979
CYP2C19-substrate:  0.539
CYP2C9-inhibitor:  0.909
CYP2C9-substrate:  0.887
CYP2D6-inhibitor:  0.986
CYP2D6-substrate:  0.937
CYP3A4-inhibitor:  0.973
CYP3A4-substrate:  0.759

ADMET: Excretion

Clearance (CL):  17.673
Half-life (T1/2):  0.453

ADMET: Toxicity

hERG Blockers:  0.143
Human Hepatotoxicity (H-HT):  0.16
Drug-inuced Liver Injury (DILI):  0.764
AMES Toxicity:  0.051
Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.387
Skin Sensitization:  0.915
Carcinogencity:  0.9
Eye Corrosion:  0.013
Eye Irritation:  0.726
Respiratory Toxicity:  0.442

Download Data

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

  Natural Product: NPC38854

Natural Product ID:  NPC38854
Common Name*:   UROCNXFJCGEDGU-TTZGODJUSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  UROCNXFJCGEDGU-TTZGODJUSA-N
Standard InCHI:  InChI=1S/C20H24O3/c1-16(2)6-5-7-17(3)14-15-23-19-11-8-18(9-12-19)10-13-20(21)22-4/h5-6,8-14H,1,7,15H2,2-4H3/b6-5+,13-10+,17-14+
SMILES:  C=C(C)/C=C/C/C(=C/COc1ccc(cc1)/C=C/C(=O)OC)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids and derivatives
        • [CHEMONTID:0003480] Cinnamic acid esters

*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
NPO28152 Jacaranda caucana Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[19361168]
NPO11450 Pseudoceratina purpurea Species Pseudoceratinidae Eukaryota n.a. n.a. n.a. PMID[26035239]
NPO11450 Pseudoceratina purpurea Species Pseudoceratinidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26838 Adenophora triphylla Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27381 Hypselodoris webbi Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27985 Plantago arenaria Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11450 Pseudoceratina purpurea Species Pseudoceratinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1650 Boykinia watanabei Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29214 Teucrium massiliense Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26838 Adenophora triphylla Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28095 Boronia megastigma Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15808 Vibrio gazogenes Species Vibrionaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO27879 Ailanthus triphysa Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20978 Alternaria cinerariae Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28117 Tor sinensis Species Cyprinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27588 Carpolobia lutea Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23311 Libanothamnus tamanus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8266 Solanum anguivi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27219 Gonioma kamassi Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27948 Licania carii Species Chrysobalanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28152 Jacaranda caucana Species Bignoniaceae 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 NPC38854 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 NPC38854 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