IMPPAT Phytochemical information: 
N-(2-fluorophenyl)cyclopentanecarboxamide

N-(2-fluorophenyl)cyclopentanecarboxamide
Summary

SMILES: O=C(C1CCCC1)Nc1ccccc1F
InChI: InChI=1S/C12H14FNO/c13-10-7-3-4-8-11(10)14-12(15)9-5-1-2-6-9/h3-4,7-9H,1-2,5-6H2,(H,14,15)
InChIKey: BILOBPFKHTWHOV-UHFFFAOYSA-N
DeepSMILES: O=CCCCCC5)))))Ncccccc6F
Scaffold Graph/Node/Bond level: O=C(Nc1ccccc1)C1CCCC1
Scaffold Graph/Node level: OC(NC1CCCCC1)C1CCCC1
Scaffold Graph level: CC(CC1CCCCC1)C1CCCC1
Functional groups: cNC(C)=O; cF
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Anilides
Synonymous chemical names:
N-(2-fluorophenyl)cyclopentanecarboxamide
External chemical identifiers:
CID:CID_533294; ChEMBL:CHEMBL1885802; ZINC:ZINC000000476643; SureChEMBL:SCHEMBL43074; Molport-001-539-692
Chemical structure download


N-(2-fluorophenyl)cyclopentanecarboxamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 207.25
Log P RDKit 2.95
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 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
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 7
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


N-(2-fluorophenyl)cyclopentanecarboxamide
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 0
Ghose filter RDKit Passed
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 0.793239


N-(2-fluorophenyl)cyclopentanecarboxamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.74
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No