Structure

Physi-Chem Properties

Molecular Weight:  244.15
Volume:  266.657
LogP:  5.003
LogD:  3.768
LogS:  -5.249
# Rotatable Bonds:  1
TPSA:  22.37
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.729
Synthetic Accessibility Score:  3.795
Fsp3:  0.5
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:  -4.767
MDCK Permeability:  1.3200784451328218e-05
Pgp-inhibitor:  0.911
Pgp-substrate:  0.848
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.996
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.225
Plasma Protein Binding (PPB):  96.49678802490234%
Volume Distribution (VD):  2.386
Pgp-substrate:  4.451290130615234%

ADMET: Metabolism

CYP1A2-inhibitor:  0.832
CYP1A2-substrate:  0.96
CYP2C19-inhibitor:  0.285
CYP2C19-substrate:  0.856
CYP2C9-inhibitor:  0.359
CYP2C9-substrate:  0.515
CYP2D6-inhibitor:  0.28
CYP2D6-substrate:  0.906
CYP3A4-inhibitor:  0.512
CYP3A4-substrate:  0.672

ADMET: Excretion

Clearance (CL):  11.307
Half-life (T1/2):  0.103

ADMET: Toxicity

hERG Blockers:  0.055
Human Hepatotoxicity (H-HT):  0.618
Drug-inuced Liver Injury (DILI):  0.602
AMES Toxicity:  0.259
Rat Oral Acute Toxicity:  0.812
Maximum Recommended Daily Dose:  0.972
Skin Sensitization:  0.597
Carcinogencity:  0.807
Eye Corrosion:  0.394
Eye Irritation:  0.758
Respiratory Toxicity:  0.961

Download Data

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

  Natural Product: NPC4636

Natural Product ID:  NPC4636
Common Name*:   JEUYDTPWGDAPMX-ZANVPECISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JEUYDTPWGDAPMX-ZANVPECISA-N
Standard InCHI:  InChI=1S/C16H20O2/c1-9-5-6-13(17-4)12-7-14-16(10(2)8-18-14)11(3)15(9)12/h7-9,13H,5-6H2,1-4H3/t9-,13-/m0/s1
SMILES:  C[C@H]1CC[C@@H](c2cc3c(c(C)co3)c(C)c12)OC
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:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0003655] Eremophilane, 8,9-secoeremophilane and furoeremophilane 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
NPO29103 Spongia matamata Species Spongiidae Eukaryota n.a. n.a. n.a. PMID[10075761]
NPO28939 Piptanthus nepalensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28939 Piptanthus nepalensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28939 Piptanthus nepalensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26540 Echinopsis spachiana Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29402 Launaea arborescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29194 Harziella entomophila n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29013 Annulohypoxylon cohaerens Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25969 Aspergillus nomius Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28870 Clausena lenis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11524 Macrotomia ugamensis Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28808 Piptanthus mongolicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28939 Piptanthus nepalensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29157 Reichardia gaditana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28829 Pelvetia wrightii Species Fucaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28974 Smilax ornata Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29103 Spongia matamata Species Spongiidae 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 NPC4636 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 NPC4636 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