IMPPAT Phytochemical information: 
Piperidinylbenzopyranone

Piperidinylbenzopyranone
Summary

SMILES: O=c1oc2ccccc2cc1N1CCCCC1
InChI: InChI=1S/C14H15NO2/c16-14-12(15-8-4-1-5-9-15)10-11-6-2-3-7-13(11)17-14/h2-3,6-7,10H,1,4-5,8-9H2
InChIKey: OMIKFYMTCNIDQF-UHFFFAOYSA-N
DeepSMILES: O=cocccccc6cc%10NCCCCC6
Scaffold Graph/Node/Bond level: O=c1oc2ccccc2cc1N1CCCCC1
Scaffold Graph/Node level: OC1OC2CCCCC2CC1N1CCCCC1
Scaffold Graph level: CC1CC2CCCCC2CC1C1CCCCC1
Functional groups: c=O; coc; cN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
piperidinylbenzopyranone
External chemical identifiers:
CID:CID_22142121; SureChEMBL:SCHEMBL5867498
Chemical structure download


Piperidinylbenzopyranone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 229.28
Log P RDKit 2.78
Topological polar surface area (Å2) RDKit 33.45
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
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 9
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.36
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 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3


Piperidinylbenzopyranone
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 0.704919


Piperidinylbenzopyranone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.50
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No