IMPPAT Phytochemical information: 
2-Pyrrolidinone

2-Pyrrolidinone
Summary

SMILES: O=C1CCCN1
InChI: InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)
InChIKey: HNJBEVLQSNELDL-UHFFFAOYSA-N
DeepSMILES: O=CCCCN5
Scaffold Graph/Node/Bond level: O=C1CCCN1
Scaffold Graph/Node level: OC1CCCN1
Scaffold Graph level: CC1CCCC1
Functional groups: CNC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrrolidines
ClassyFire Subclass: Pyrrolidones
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Pyrrolidine alkaloids
Synonymous chemical names:
2-pyrrolidinone*, 2-pyrrolidinone, pyrrolidone
External chemical identifiers:
CID:CID_12025; ChEMBL:CHEMBL276849; ChEBI:CHEBI:36592; ZINC:ZINC000014684428; FDASRS:KKL5D39EOL; SureChEMBL:SCHEMBL2389; MolPort-003-928-391
Chemical structure download


2-Pyrrolidinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 85.11
Log P RDKit -0.1
Topological polar surface area (Å2) RDKit 29.1
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 4
Number of heavy atoms RDKit 6
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


2-Pyrrolidinone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.436836


2-Pyrrolidinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.42
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


2-Pyrrolidinone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000263377BRD4800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.