IMPPAT Phytochemical information: 
Cotarnoline

Cotarnoline
Summary

SMILES: C[NH+]1CCC2=CC3=C(C(=O)C2=C1)OCO3
InChI: InChI=1S/C11H11NO3/c1-12-3-2-7-4-9-11(15-6-14-9)10(13)8(7)5-12/h4-5H,2-3,6H2,1H3/p+1
InChIKey: QDASDRHABTUVNM-UHFFFAOYSA-O
DeepSMILES: C[NH+]CCC=CC=CC=O)C6=C%10)))OCO5
Scaffold Graph/Node/Bond level: O=C1C2=C[NH2+]CCC2=CC2=C1OCO2
Scaffold Graph/Node level: OC1C2CNCCC2CC2OCOC21
Scaffold Graph level: CC1C2CCCCC2CC2CCCC21
Functional groups: C[NH+]1C=C2C(=O)C3=C(C=C2CC1)OCO3
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Hydropyridines
Synonymous chemical names:
cotarnoline
External chemical identifiers:
CID:CID_101415049
Chemical structure download


Cotarnoline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.22
Log P RDKit -0.49
Topological polar surface area (Å2) RDKit 39.97
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 4
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 4
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Cotarnoline
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 1
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 0.581333


Cotarnoline
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.02
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No