Structure

Physi-Chem Properties

Molecular Weight:  274.12
Volume:  287.521
LogP:  2.902
LogD:  3.316
LogS:  -3.096
# Rotatable Bonds:  5
TPSA:  58.92
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.88
Synthetic Accessibility Score:  2.024
Fsp3:  0.25
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.795
MDCK Permeability:  1.69123613886768e-05
Pgp-inhibitor:  0.01
Pgp-substrate:  0.057
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.245
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.053
Plasma Protein Binding (PPB):  95.3949203491211%
Volume Distribution (VD):  1.061
Pgp-substrate:  2.870629072189331%

ADMET: Metabolism

CYP1A2-inhibitor:  0.984
CYP1A2-substrate:  0.931
CYP2C19-inhibitor:  0.931
CYP2C19-substrate:  0.356
CYP2C9-inhibitor:  0.743
CYP2C9-substrate:  0.943
CYP2D6-inhibitor:  0.914
CYP2D6-substrate:  0.904
CYP3A4-inhibitor:  0.793
CYP3A4-substrate:  0.435

ADMET: Excretion

Clearance (CL):  13.248
Half-life (T1/2):  0.895

ADMET: Toxicity

hERG Blockers:  0.136
Human Hepatotoxicity (H-HT):  0.115
Drug-inuced Liver Injury (DILI):  0.028
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.032
Maximum Recommended Daily Dose:  0.562
Skin Sensitization:  0.953
Carcinogencity:  0.064
Eye Corrosion:  0.099
Eye Irritation:  0.93
Respiratory Toxicity:  0.212

Download Data

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

  Natural Product: NPC247922

Natural Product ID:  NPC247922
Common Name*:   SXTIQENJRJOCLX-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SXTIQENJRJOCLX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H18O4/c1-19-15-10-12(9-14(18)16(15)20-2)7-6-11-4-3-5-13(17)8-11/h3-5,8-10,17-18H,6-7H2,1-2H3
SMILES:  COc1cc(CCc2cccc(c2)O)cc(c1OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   86251456
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000253] Stilbenes

*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
NPO25696 Hyptis brevipes Species Lamiaceae Eukaryota Whole Plant Tawangmangu village, Karanganyar, Central Java, Indonesia 2003-FEB PMID[19422206]
NPO25696 Hyptis brevipes Species Lamiaceae Eukaryota n.a. whole plant n.a. PMID[19422206]
NPO25696 Hyptis brevipes Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23282042]
NPO17878 Ips paraconfusus Species Curculionidae Eukaryota n.a. n.a. n.a. PMID[24318848]
NPO25696 Hyptis brevipes Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[28099005]
NPO18407 Pteris fauriei Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25696 Hyptis brevipes Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18446 Paradendryphiella salina Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18407 Pteris fauriei Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19816 Crotalaria novae-hollandiae Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14138 Centaurea aspera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17878 Ips paraconfusus Species Curculionidae 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 NPC247922 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 NPC247922 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