IMPPAT Phytochemical information: 
Quinoline, 5,6,7,8-tetrahydro-2,5,5-trimethyl-

Quinoline, 5,6,7,8-tetrahydro-2,5,5-trimethyl-
Summary

SMILES: Cc1ccc2c(n1)CCCC2(C)C
InChI: InChI=1S/C12H17N/c1-9-6-7-10-11(13-9)5-4-8-12(10,2)3/h6-7H,4-5,8H2,1-3H3
InChIKey: OVXXQJSURHNKSG-UHFFFAOYSA-N
DeepSMILES: Ccccccn6)CCCC6C)C
Scaffold Graph/Node/Bond level: c1cnc2c(c1)CCCC2
Scaffold Graph/Node level: C1CCC2NCCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Hydroquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
2,5,5-trimethyl5,6,7,8-tetrahydro- quinoline
External chemical identifiers:
CID:CID_71341358
Chemical structure download


Quinoline, 5,6,7,8-tetrahydro-2,5,5-trimethyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 175.28
Log P RDKit 3
Topological polar surface area (Å2) RDKit 12.89
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 1
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 5
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


Quinoline, 5,6,7,8-tetrahydro-2,5,5-trimethyl-
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 0.59


Quinoline, 5,6,7,8-tetrahydro-2,5,5-trimethyl-
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 -4.98
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No