IMPPAT Phytochemical information: 
6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
Summary

SMILES: COc1cc2C(C)NCCc2cc1OC
InChI: InChI=1S/C12H17NO2/c1-8-10-7-12(15-3)11(14-2)6-9(10)4-5-13-8/h6-8,13H,4-5H2,1-3H3
InChIKey: HMYJLVDKPJHJCF-UHFFFAOYSA-N
DeepSMILES: COcccCC)NCCc6cc%10OC
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCNC2
Scaffold Graph/Node level: C1CCC2CNCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: cOC; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Tetrahydroisoquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Tetrahydroisoquinoline alkaloids
Synonymous chemical names:
Salsolidine, salsolidine
External chemical identifiers:
CID:CID_10302; ChEMBL:CHEMBL320193; ChEBI:CHEBI:94438; SureChEMBL:SCHEMBL177753; MolPort-000-141-653
Chemical structure download


6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 207.27
Log P RDKit 1.91
Topological polar surface area (Å2) RDKit 30.49
Number of hydrogen bond acceptors RDKit 3
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 1
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 2
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 0
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


6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
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 0.8


6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
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 -6.38
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