IMPPAT Phytochemical information: 
2-Demethylcolchicine

2-Demethylcolchicine
Summary

SMILES: COc1ccc2-c3c(CC[C@@H](c2cc1=O)NC(=O)C)cc(c(c3OC)O)OC
InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(27-3)20(25)21(28-4)19(12)13-6-8-17(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
InChIKey: DPOVAJCRYIUTBD-HNNXBMFYSA-N
DeepSMILES: COcccc-ccCC[C@@H]c7cc%12=O))))NC=O)C))))))cccc6OC)))O))OC
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)NC; cO
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:
2-demethylcolchicine, 2-demethyl colchicine, 2-de-me-colchicine
External chemical identifiers:
CID:CID_23757; ChEMBL:CHEMBL1080; ZINC:ZINC000005202360; FDASRS:V9U19L3N0J; SureChEMBL:SCHEMBL2007529
Chemical structure download


2-Demethylcolchicine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 385.42
Log P RDKit 2.57
Topological polar surface area (Å2) RDKit 94.09
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 28
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 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 4
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


2-Demethylcolchicine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.840162


2-Demethylcolchicine
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.31
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 Yes