Structure

Physi-Chem Properties

Molecular Weight:  274.23
Volume:  309.108
LogP:  4.877
LogD:  3.746
LogS:  -3.711
# Rotatable Bonds:  0
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.635
Synthetic Accessibility Score:  5.585
Fsp3:  0.895
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.914
MDCK Permeability:  1.3190179743105546e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.181
30% Bioavailability (F30%):  0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.232
Plasma Protein Binding (PPB):  81.34708404541016%
Volume Distribution (VD):  1.018
Pgp-substrate:  12.473101615905762%

ADMET: Metabolism

CYP1A2-inhibitor:  0.034
CYP1A2-substrate:  0.449
CYP2C19-inhibitor:  0.037
CYP2C19-substrate:  0.828
CYP2C9-inhibitor:  0.101
CYP2C9-substrate:  0.092
CYP2D6-inhibitor:  0.032
CYP2D6-substrate:  0.339
CYP3A4-inhibitor:  0.922
CYP3A4-substrate:  0.371

ADMET: Excretion

Clearance (CL):  14.84
Half-life (T1/2):  0.139

ADMET: Toxicity

hERG Blockers:  0.069
Human Hepatotoxicity (H-HT):  0.612
Drug-inuced Liver Injury (DILI):  0.119
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.377
Maximum Recommended Daily Dose:  0.873
Skin Sensitization:  0.515
Carcinogencity:  0.811
Eye Corrosion:  0.126
Eye Irritation:  0.123
Respiratory Toxicity:  0.942

Download Data

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

  Natural Product: NPC202997

Natural Product ID:  NPC202997
Common Name*:   YTFRXRQSUHJCSH-BPCAWRKVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  YTFRXRQSUHJCSH-BPCAWRKVSA-N
Standard InCHI:  InChI=1S/C19H30O/c1-13-11-19-10-7-15-17(2,8-4-9-18(15,3)20)16(19)6-5-14(13)12-19/h14-16,20H,1,4-12H2,2-3H3/t14-,15+,16+,17-,18+,19-/m1/s1
SMILES:  C=C1C[C@]23CC[C@H]4[C@@](C)(CCC[C@]4(C)O)[C@@H]3CC[C@@H]1C2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   71528822
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO13461 Maytenus buchananii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10075788]
NPO18392 Sporormiella vexans Species Sporormiaceae Eukaryota n.a. n.a. n.a. PMID[10217738]
NPO22786 Senna obliqua Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[14987063]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[18321057]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. whole plant n.a. PMID[19099222]
NPO13162 Glycosmis petelotii Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[24949913]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30724086]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[31550154]
NPO13461 Maytenus buchananii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7463095]
NPO20427 Diploclisia glaucescens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13461 Maytenus buchananii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5896 Crinum laurentii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20427 Diploclisia glaucescens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13461 Maytenus buchananii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20427 Diploclisia glaucescens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22786 Senna obliqua Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18392 Sporormiella vexans Species Sporormiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15995 Moesziomyces rugulosus Species Ustilaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12829 Ocotea acutifolia Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12682 Euphorbia helioscopia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12346 Daphnandra apatela Species Atherospermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5896 Crinum laurentii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9211 Margyricarpus setosus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10762 Brasilia sickii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO13694 Rhodococcus erythropolis Species 0cardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13461 Maytenus buchananii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13162 Glycosmis petelotii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26146 Ruilopezia lindenii Species Asteraceae 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 NPC202997 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 NPC202997 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