Structure

Physi-Chem Properties

Molecular Weight:  244.11
Volume:  261.435
LogP:  3.869
LogD:  2.848
LogS:  -3.29
# Rotatable Bonds:  1
TPSA:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.671
Synthetic Accessibility Score:  2.926
Fsp3:  0.2
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  2
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.961
MDCK Permeability:  1.1014638403139543e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.945
30% Bioavailability (F30%):  0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  97.36888885498047%
Volume Distribution (VD):  0.586
Pgp-substrate:  4.645349979400635%

ADMET: Metabolism

CYP1A2-inhibitor:  0.959
CYP1A2-substrate:  0.899
CYP2C19-inhibitor:  0.119
CYP2C19-substrate:  0.099
CYP2C9-inhibitor:  0.57
CYP2C9-substrate:  0.59
CYP2D6-inhibitor:  0.6
CYP2D6-substrate:  0.467
CYP3A4-inhibitor:  0.137
CYP3A4-substrate:  0.161

ADMET: Excretion

Clearance (CL):  15.259
Half-life (T1/2):  0.784

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.047
Drug-inuced Liver Injury (DILI):  0.778
AMES Toxicity:  0.539
Rat Oral Acute Toxicity:  0.473
Maximum Recommended Daily Dose:  0.943
Skin Sensitization:  0.954
Carcinogencity:  0.264
Eye Corrosion:  0.116
Eye Irritation:  0.952
Respiratory Toxicity:  0.528

Download Data

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

  Natural Product: NPC62238

Natural Product ID:  NPC62238
Common Name*:   KOFQESNGRISPOR-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KOFQESNGRISPOR-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H16O3/c1-7(2)10-6-12(16)9(4)13-11(10)5-8(3)14(17)15(13)18/h5-7,16H,1-4H3
SMILES:  CC(C)c1cc(c(C)c2c1C=C(C)C(=O)C2=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   11107568
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO3118 Murraya euchrestifolia Species Rutaceae Eukaryota root bark Kuantaochi, Nantou Hsien, Taiwan n.a. PMID[10924160]
NPO3118 Murraya euchrestifolia Species Rutaceae Eukaryota stem bark;fruit n.a. n.a. PMID[10924160]
NPO3895 Gynerium sagittatum Species Poaceae Eukaryota n.a. n.a. n.a. PMID[17442349]
NPO7073 Prorocentrum maculosum Species Prorocentraceae Eukaryota n.a. n.a. n.a. PMID[8946740]
NPO3118 Murraya euchrestifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3118 Murraya euchrestifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25170 Dictyota coriacea Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7073 Prorocentrum maculosum Species Prorocentraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3118 Murraya euchrestifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8699 Azanza garckeana Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1732 Ligularia franchetiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2066 Streptomyces ipomoeae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25170 Dictyota coriacea Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2181 Erodium chium Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5758 Licania crassifolia Species Chrysobalanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3895 Gynerium sagittatum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO329 Arum cucullatum Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4060 Carduus assoi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4583 Agathosma gnidioides Species Rutaceae 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 NPC62238 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 NPC62238 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