IMPPAT Phytochemical information: 
1-(2-(Pyridin-3-yl)pyrrolidin-1-yl)ethanone

1-(2-(Pyridin-3-yl)pyrrolidin-1-yl)ethanone
Summary

SMILES: CC(=O)N1CCCC1c1cccnc1
InChI: InChI=1S/C11H14N2O/c1-9(14)13-7-3-5-11(13)10-4-2-6-12-8-10/h2,4,6,8,11H,3,5,7H2,1H3
InChIKey: SSABMTSCLQGWBB-UHFFFAOYSA-N
DeepSMILES: CC=O)NCCCC5ccccnc6
Scaffold Graph/Node/Bond level: c1cncc(C2CCCN2)c1
Scaffold Graph/Node level: C1CNCC(C2CCCN2)C1
Scaffold Graph level: C1CCC(C2CCCC2)CC1
Functional groups: CC(=O)N(C)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyrrolidinylpyridines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids|Ornithine alkaloids
NP Classifier Class: Pyridine alkaloids|Pyrrolidine alkaloids
Synonymous chemical names:
nornicotine, n-acetyl, Nornicotine, N-acetyl
External chemical identifiers:
CID:CID_528367; MolPort-020-251-155
Chemical structure download


1-(2-(Pyridin-3-yl)pyrrolidin-1-yl)ethanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 190.25
Log P RDKit 1.77
Topological polar surface area (Å2) RDKit 33.2
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 14
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.45
Number of rotatable bonds RDKit 1
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 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2


1-(2-(Pyridin-3-yl)pyrrolidin-1-yl)ethanone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.68


1-(2-(Pyridin-3-yl)pyrrolidin-1-yl)ethanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.98
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