IMPPAT Phytochemical information: 
Colchicine, N-methyl-

Colchicine, N-methyl-
Summary

SMILES: COc1c(OC)cc2c(-c3ccc(c(=O)cc3[C@H](CC2)N(C(=O)C)C)OC)c1OC
InChI: InChI=1S/C23H27NO6/c1-13(25)24(2)17-9-7-14-11-20(28-4)22(29-5)23(30-6)21(14)15-8-10-19(27-3)18(26)12-16(15)17/h8,10-12,17H,7,9H2,1-6H3/t17-/m0/s1
InChIKey: AHZFWPXTSZCLDJ-KRWDZBQOSA-N
DeepSMILES: COccOC))ccc-ccccc=O)cc7[C@H]CC%12))NC=O)C))C))))))OC))))))c6OC
Scaffold Graph/Node/Bond level: O=c1cccc2c(c1)CCCc1ccccc1-2
Scaffold Graph/Node level: OC1CCCC2C(CCCC3CCCCC32)C1
Scaffold Graph level: CC1CCCC2C(CCCC3CCCCC32)C1
Functional groups: cOC; c=O; CC(=O)N(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Hydrocarbon derivatives
ClassyFire Class: Tropones
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Phenethylisoquinoline alkaloids
Synonymous chemical names:
3-methyl-colchicine
External chemical identifiers:
CID:CID_23758; ChEMBL:CHEMBL89261; MolPort-047-581-988
Chemical structure download


Colchicine, N-methyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 413.47
Log P RDKit 3.21
Topological polar surface area (Å2) RDKit 74.3
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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


Colchicine, N-methyl-
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.75


Colchicine, N-methyl-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -7.73
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 Yes
P-glycoprotein substrate SwissADME Yes