Structure

Physi-Chem Properties

Molecular Weight:  272.21
Volume:  312.392
LogP:  5.235
LogD:  4.188
LogS:  -5.955
# Rotatable Bonds:  1
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.794
Synthetic Accessibility Score:  3.505
Fsp3:  0.684
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:  -4.534
MDCK Permeability:  1.2536477697722148e-05
Pgp-inhibitor:  0.962
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.918
30% Bioavailability (F30%):  0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.151
Plasma Protein Binding (PPB):  97.40946960449219%
Volume Distribution (VD):  1.69
Pgp-substrate:  2.235081911087036%

ADMET: Metabolism

CYP1A2-inhibitor:  0.284
CYP1A2-substrate:  0.751
CYP2C19-inhibitor:  0.367
CYP2C19-substrate:  0.938
CYP2C9-inhibitor:  0.267
CYP2C9-substrate:  0.5
CYP2D6-inhibitor:  0.635
CYP2D6-substrate:  0.655
CYP3A4-inhibitor:  0.645
CYP3A4-substrate:  0.746

ADMET: Excretion

Clearance (CL):  7.616
Half-life (T1/2):  0.069

ADMET: Toxicity

hERG Blockers:  0.069
Human Hepatotoxicity (H-HT):  0.087
Drug-inuced Liver Injury (DILI):  0.289
AMES Toxicity:  0.02
Rat Oral Acute Toxicity:  0.195
Maximum Recommended Daily Dose:  0.496
Skin Sensitization:  0.519
Carcinogencity:  0.095
Eye Corrosion:  0.084
Eye Irritation:  0.696
Respiratory Toxicity:  0.303

Download Data

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

  Natural Product: NPC303032

Natural Product ID:  NPC303032
Common Name*:   SOJWLJKPIIODOH-IPMKNSEASA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SOJWLJKPIIODOH-IPMKNSEASA-N
Standard InCHI:  InChI=1S/C19H28O/c1-13(2)14-6-8-16-15(12-14)7-9-17-18(16,3)10-5-11-19(17,4)20/h6,8,12-13,17,20H,5,7,9-11H2,1-4H3/t17-,18+,19+/m0/s1
SMILES:  CC(C)c1ccc2c(CC[C@H]3[C@]2(C)CCC[C@@]3(C)O)c1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   40522879
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] 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
NPO3762 Amentotaxus argotaenia Species Taxaceae Eukaryota Leaves; Twigs n.a. n.a. PMID[32633512]
NPO4144 Scutia buxifolia Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1191 Castanea mollissima Species Fagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3102 Arachniodes exilis Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9522 Pericopsis angolensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4144 Scutia buxifolia Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1191 Castanea mollissima Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12322 Amomum krervanh Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1191 Castanea mollissima Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12322 Amomum krervanh Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11832 Pinus banksiana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10177 Eria linearifolia Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1191 Castanea mollissima Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3102 Arachniodes exilis Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12895 Polypodiodes niponica Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO822 Cressa cretica Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3762 Amentotaxus argotaenia Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12322 Amomum krervanh Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5205 Gymnoascus reesii Species Gymnoascaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9311 Parkia clappertoniana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4144 Scutia buxifolia Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10588 Diploschistes violarius Species Graphidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9051 Delesseria sanguinea Species Delesseriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9522 Pericopsis angolensis Species Fabaceae 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 NPC303032 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 NPC303032 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