IMPPAT Phytochemical information: 
5H-2-Pyrindin-6-ol, 6,7-dihydro-7-methyl-, (6R-cis)-

5H-2-Pyrindin-6-ol, 6,7-dihydro-7-methyl-, (6R-cis)-
Summary

SMILES: O[C@@H]1Cc2c([C@@H]1C)cncc2
InChI: InChI=1S/C9H11NO/c1-6-8-5-10-3-2-7(8)4-9(6)11/h2-3,5-6,9,11H,4H2,1H3/t6-,9+/m0/s1
InChIKey: IOIGOIPHPUCFOB-IMTBSYHQSA-N
DeepSMILES: O[C@@H]Ccc[C@@H]5C))cncc6
Scaffold Graph/Node/Bond level: c1cc2c(cn1)CCC2
Scaffold Graph/Node level: C1CC2CCNCC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: CO; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
Isogentialutine, isogentialutine, gentialutine, Venoterpine, venoterpine
External chemical identifiers:
CID:CID_56842090
Chemical structure download


5H-2-Pyrindin-6-ol, 6,7-dihydro-7-methyl-, (6R-cis)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 149.19
Log P RDKit 1.1
Topological polar surface area (Å2) RDKit 33.12
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.44
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


5H-2-Pyrindin-6-ol, 6,7-dihydro-7-methyl-, (6R-cis)-
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 1
Ghose rule RDKit Failed
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 0.6


5H-2-Pyrindin-6-ol, 6,7-dihydro-7-methyl-, (6R-cis)-
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 -6.60
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