Structure

Physi-Chem Properties

Molecular Weight:  141.12
Volume:  155.518
LogP:  -0.156
LogD:  0.226
LogS:  0.347
# Rotatable Bonds:  2
TPSA:  29.1
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.624
Synthetic Accessibility Score:  2.903
Fsp3:  0.875
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.686
MDCK Permeability:  1.269701351702679e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.386
Human Intestinal Absorption (HIA):  0.046
20% Bioavailability (F20%):  0.017
30% Bioavailability (F30%):  0.873

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.579
Plasma Protein Binding (PPB):  10.632566452026367%
Volume Distribution (VD):  1.415
Pgp-substrate:  89.77679443359375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.038
CYP1A2-substrate:  0.499
CYP2C19-inhibitor:  0.036
CYP2C19-substrate:  0.721
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.145
CYP2D6-inhibitor:  0.07
CYP2D6-substrate:  0.88
CYP3A4-inhibitor:  0.01
CYP3A4-substrate:  0.222

ADMET: Excretion

Clearance (CL):  7.901
Half-life (T1/2):  0.54

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.847
Drug-inuced Liver Injury (DILI):  0.138
AMES Toxicity:  0.079
Rat Oral Acute Toxicity:  0.754
Maximum Recommended Daily Dose:  0.586
Skin Sensitization:  0.911
Carcinogencity:  0.9
Eye Corrosion:  0.956
Eye Irritation:  0.947
Respiratory Toxicity:  0.93

Download Data

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

  Natural Product: NPC185776

Natural Product ID:  NPC185776
Common Name*:   JEIZLWNUBXHADF-QMMMGPOBSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JEIZLWNUBXHADF-QMMMGPOBSA-N
Standard InCHI:  InChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3/t8-/m0/s1
SMILES:  CC(=O)C[C@@H]1CCCCN1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   10313185
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000195] Piperidines

*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
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. fruit n.a. DOI[10.1007/s00217-007-0799-1]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. leaf n.a. DOI[10.1016/0031-9422(75)85035-7]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. flower n.a. DOI[10.1016/j.foodchem.2011.01.077]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seeds n.a. n.a. PMID[15620261]
NPO15698 Withania somnifera Species Solanaceae Eukaryota roots n.a. n.a. PMID[17190461]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[19056281]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[24079846]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[26169123]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[30776236]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Stem Bark n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Twig n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Root Bark n.a. n.a. Database[FooDB]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31547 Chaenomeles lagenaria Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27555 Sedum acre Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6276 Solanum aviculare Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27555 Sedum acre Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15698 Withania somnifera Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6276 Solanum aviculare Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3813 Chaenomeles speciosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27555 Sedum acre Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3813 Chaenomeles speciosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6276 Solanum aviculare Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31547 Chaenomeles lagenaria Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3813 Chaenomeles speciosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3813 Chaenomeles speciosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6276 Solanum aviculare Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27555 Sedum acre Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15698 Withania somnifera Species Solanaceae 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 NPC185776 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 NPC185776 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