IMPPAT Phytochemical information: 
Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-

Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-
Summary

SMILES: COc1ccc(cc1)C(=O)c1nccc2c1cc(OC)c(c2OC)OC
InChI: InChI=1S/C20H19NO5/c1-23-13-7-5-12(6-8-13)18(22)17-15-11-16(24-2)20(26-4)19(25-3)14(15)9-10-21-17/h5-11H,1-4H3
InChIKey: XQBHRWCIOAUHCK-UHFFFAOYSA-N
DeepSMILES: COcccccc6))C=O)cncccc6ccOC))cc6OC)))OC
Scaffold Graph/Node/Bond level: O=C(c1ccccc1)c1nccc2ccccc12
Scaffold Graph/Node level: OC(C1CCCCC1)C1NCCC2CCCCC21
Scaffold Graph level: CC(C1CCCCC1)C1CCCC2CCCCC21
Functional groups: cOC; cC(c)=O; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isoquinolines and derivatives
ClassyFire Subclass: Benzylisoquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids
Synonymous chemical names:
thalimicrinone
External chemical identifiers:
CID:CID_158703; ChEMBL:CHEMBL73924; ZINC:ZINC000006018212; SureChEMBL:SCHEMBL9184934
Chemical structure download


Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 353.37
Log P RDKit 3.5
Topological polar surface area (Å2) RDKit 66.88
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
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 16
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
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


Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-
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 0.63


Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.86
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No