COLCHICINE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC M04AC01
UNII SML2Y3J35T
EPA CompTox DTXSID5024845

Structure

InChI Key IAKHMKGGTNLKSZ-INIZCTEOSA-N
Smiles COc1cc2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC2
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H25NO6
Molecular Weight 399.44
AlogP 2.87
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 83.09
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 29.0

Pharmacology

Mechanism of Action Action Reference
Tubulin inhibitor INHIBITOR PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 12.4
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - - 20.4
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 11.1
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 7.7
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 9.1
Enzyme Hydrolase
- - - - 0.1-0.14
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PIM family
- - - - 65.08
Structural protein
200 6.7-800 58 1.614-780 0-100
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - -3.9-101.04
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 31.9
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 8
Unclassified protein
750 - - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
BK polyomavirus
22 - - - -
Bos taurus
750 6.9-800 - - 2.26-100
Cavia porcellus
- - - - 77
Chlorocebus sabaeus
270-530 - - - -
Cricetulus griseus
- 25-620 - - 75.12-101.04
Electrophorus electricus
- - - - 0.14
Equus caballus
- - - - 0.1
Homo sapiens
2.8-200 0.1-966.8 58 110 -3.9-97.2
Human immunodeficiency virus 1
- 18 - - -
Mus musculus
- 0.62-480 - - 37.2-89.7
Ovis aries
- 375 - - 50
Rattus norvegicus
30-100 - - - 90-90
Sus scrofa
- 6.7 - 1.614 37-94

Target Conservation

Protein: Tubulin
Description: Tubulin beta-4A chain
Organism : Homo sapiens
P04350 ENSG00000104833
Protein: Tubulin
Description: Tubulin beta chain
Organism : Homo sapiens
P07437 ENSG00000196230
Protein: Tubulin
Description: Tubulin alpha-3C chain
Organism : Homo sapiens
P0DPH7 ENSG00000198033
Protein: Tubulin
Description: Tubulin alpha-1B chain
Organism : Homo sapiens
P68363 ENSG00000123416
Protein: Tubulin
Description: Tubulin alpha-4A chain
Organism : Homo sapiens
P68366 ENSG00000127824
Protein: Tubulin
Description: Tubulin beta-4B chain
Organism : Homo sapiens
P68371 ENSG00000188229
Protein: Tubulin
Description: Tubulin beta-3 chain
Organism : Homo sapiens
Q13509 ENSG00000258947
Protein: Tubulin
Description: Tubulin beta-2A chain
Organism : Homo sapiens
Q13885 ENSG00000137267
Protein: Tubulin
Description: Tubulin beta-8 chain
Organism : Homo sapiens
Q3ZCM7 ENSG00000261456
Protein: Tubulin
Description: Tubulin alpha-3E chain
Organism : Homo sapiens
Q6PEY2 ENSG00000152086
Protein: Tubulin
Description: Tubulin alpha-1A chain
Organism : Homo sapiens
Q71U36 ENSG00000167552
Protein: Tubulin
Description: Tubulin alpha-1C chain
Organism : Homo sapiens
Q9BQE3 ENSG00000167553
Protein: Tubulin
Description: Tubulin beta-6 chain
Organism : Homo sapiens
Q9BUF5 ENSG00000176014
Protein: Tubulin
Description: Tubulin beta-2B chain
Organism : Homo sapiens
Q9BVA1 ENSG00000137285
Protein: Tubulin
Description: Tubulin beta-1 chain
Organism : Homo sapiens
Q9H4B7 ENSG00000101162

Related Entries

Cross References

Resources Reference
CAS NUMBER 64-86-8
ChEBI 27882
ChEMBL CHEMBL107
DrugCentral 726
FDA SRS SML2Y3J35T
Guide to Pharmacology 2367
KEGG C07592
PDB LOC
PharmGKB PA449092
PubChem 6167
SureChEMBL SCHEMBL8469
ZINC ZINC000000621853
CONTENTS