colchicine   Click here for help

GtoPdb Ligand ID: 2367

Synonyms: Colcrys® | methoxylated analogue of XD1 | XD25
Approved drug PDB Ligand Immunopharmacology Ligand
colchicine is an approved drug (FDA (2009))
Compound class: Synthetic organic
Comment: Colchicine is a microtubule inhibitor. It is a methoxylated analogue of XD1 (colchicein).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 83.09
Molecular weight 399.17
XLogP 2.96
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1C(CC2)NC(=O)C)OC
Isomeric SMILES COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@H](CC2)NC(=O)C)OC
InChI InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
InChI Key IAKHMKGGTNLKSZ-INIZCTEOSA-N
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glycine Receptor (All subtypes) N/A Subunit-specific Inhibition - - < 1x10-6 4
Conc range: < 1x10-6 M α2 > α1 [4]
glycine receptor α2 subunit Hs Antagonist Antagonist 4.2 pIC50 -
pIC50 4.2 (IC50 6.4x10-5 M)
glycine receptor α1 subunit Hs Antagonist Antagonist 3.5 pIC50 -
pIC50 3.5 (IC50 3.24x10-4 M)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
bromodomain containing 4 Hs Inhibitor Inhibition 4.7 pKd - 3
pKd 4.7 (Kd 2x10-5 M) [3]
Selectivity at other protein targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
tubulin beta class I Primary target of this compound Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 1.1x10-8 M) [1]
Ligand mentioned in the following text fields