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Compound Detail

CHEMBL1081

3-DESMETHYLCOLCHICIN
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COc1c(O)cc2c(c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC2

Basic Information

ChEMBL ID CHEMBL1081
Name 3-DESMETHYLCOLCHICIN
Phase Preclinical
Structure Type MOL
InChI Key JRRUSQGIRBEMRN-HNNXBMFYSA-N
4
Targets
4
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

385.4
MW (Da)
2.57
ALogP
6
HBA
2
HBD
94.1
PSA (Ų)
0.84
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H23NO6
MW 385.42
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 1.08

Activity Summary

EC50 3 meas. best 6.75
IC50 1 meas. best 5.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
EC50 6.75 6.75 180.0 1
SF-268
CHEMBL613977
EC50 6.55 6.55 280.0 1
NCI-H460
CHEMBL396
EC50 6.29 6.29 510.0 1
Tubulin beta chain
CHEMBL3394
IC50 5.54 5.54 2900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32372642 10.1021/acs.jnatprod.9b00880 Unchecked 5
7265112 10.1021/jm00135a005 Mus musculus 2
37421889 10.1016/j.ejmech.2023.115609 Leishmania major 2
3560165 10.1021/jm00387a028 Tubulin beta chain 1
7265112 10.1021/jm00135a005 P388 1
7265112 10.1021/jm00135a005 Tubulin 1
2299625 10.1021/jm00164a015 Tubulin beta chain 1
2299625 10.1021/jm00164a015 Mus musculus 1
15730238 10.1021/np0496587 MCF7 1
15730238 10.1021/np0496587 NCI-H460 1
15730238 10.1021/np0496587 SF-268 1
15730238 10.1021/np0496587 Artemia 1
15730238 10.1021/np0496587 Micrococcus luteus 1
15730238 10.1021/np0496587 Mycolicibacterium smegmatis 1
15730238 10.1021/np0496587 Saccharomyces cerevisiae 1
15730238 10.1021/np0496587 Aspergillus niger 1

Data from ChEMBL 36 via Core Engine