Structure

Physi-Chem Properties

Molecular Weight:  246.2
Volume:  298.196
LogP:  5.286
LogD:  4.29
LogS:  -4.489
# Rotatable Bonds:  8
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.389
Synthetic Accessibility Score:  3.557
Fsp3:  0.647
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:  -4.208
MDCK Permeability:  3.3551357773831114e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.063
20% Bioavailability (F20%):  0.993
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.032
Plasma Protein Binding (PPB):  100.7791519165039%
Volume Distribution (VD):  1.926
Pgp-substrate:  1.33108651638031%

ADMET: Metabolism

CYP1A2-inhibitor:  0.857
CYP1A2-substrate:  0.588
CYP2C19-inhibitor:  0.908
CYP2C19-substrate:  0.726
CYP2C9-inhibitor:  0.823
CYP2C9-substrate:  0.988
CYP2D6-inhibitor:  0.226
CYP2D6-substrate:  0.51
CYP3A4-inhibitor:  0.78
CYP3A4-substrate:  0.124

ADMET: Excretion

Clearance (CL):  7.72
Half-life (T1/2):  0.622

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.397
Drug-inuced Liver Injury (DILI):  0.943
AMES Toxicity:  0.618
Rat Oral Acute Toxicity:  0.946
Maximum Recommended Daily Dose:  0.996
Skin Sensitization:  0.956
Carcinogencity:  0.352
Eye Corrosion:  0.973
Eye Irritation:  0.98
Respiratory Toxicity:  0.981

Download Data

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

  Natural Product: NPC288254

Natural Product ID:  NPC288254
Common Name*:   KIWXXCLBXNHHQU-YHKKIHSWSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KIWXXCLBXNHHQU-YHKKIHSWSA-N
Standard InCHI:  InChI=1S/C17H26O/c1-3-5-7-9-10-12-14-16-17(18)15-13-11-8-6-4-2/h14,16-18H,3-7,9-10,12H2,1-2H3/b16-14-/t17-/m1/s1
SMILES:  CCCCCCC/C=C[C@@H](C#CC#CCCC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols

*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
NPO2060 Garcinia parvifolia Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[12494345]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. leaf n.a. PMID[17125224]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. leaf n.a. PMID[27019553]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota leaves n.a. n.a. PMID[27400231]
NPO15738 Heracleum mantegazzianum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11015 Zanthoxylum echinocarpum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15738 Heracleum mantegazzianum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11015 Zanthoxylum echinocarpum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15738 Heracleum mantegazzianum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11846 Ulosa spongia Species Dictyonellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2060 Garcinia parvifolia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11015 Zanthoxylum echinocarpum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9090 Patrinia villosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10979 Azotobacter chroococcum Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11154 Hygrophila spinosa Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9329 Acanthus montanus Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7876 Axinella polycapella Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8564 Cornicularia normoerica Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10614 Pinus krempfii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9564 Annona haematantha Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9382 Esperiopsis edwardii Species Esperiopsidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12210 Hypoxylon sclerophaeum Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12722 Ambrosia arborescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6521 Quercus sessilis Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2815 Schenkia spicata Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10808 Myelois cribrella Species Pyralidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6138 Ajania fastigiata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8827 Kniphofia tuckii Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7487 Antidesma membranaceum Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12569 Trixis inula 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 NPC288254 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 NPC288254 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