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Compound Detail

CHEMBL312862

DEMECOLCINE
🧪 Phase II
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🧪 Phase II
CN[C@H]1CCc2cc(OC)c(OC)c(OC)c2-c2ccc(OC)c(=O)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL312862
Name DEMECOLCINE
Phase Phase II
Structure Type MOL
InChI Key NNJPGOLRFBJNIW-HNNXBMFYSA-N

Known Names

C-12669 Deacetyl-n-methylcolchicine Demecolcina Demecolcine NSC-3096
7
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
1
Indications

Molecular Properties

371.4
MW (Da)
2.95
ALogP
6
HBA
1
HBD
66.0
PSA (Ų)
0.87
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C21H25NO5
MW 371.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 1.00

Indications

Neoplasms

ATC Classification

L01CC01
demecolcine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

EC50 9 meas. best 7.11
IC50 3 meas. best 5.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 7.11 7.0933 78.0 3
Nuclear receptor subfamily 1 group I member 2
CHEMBL2146315
 EC50 7.05 7.05 90.0 1
MCF7
CHEMBL387
 EC50 6.22 6.22 600.0 1
NCI-H460
CHEMBL396
 EC50 6.16 6.16 690.0 1
Tubulin beta chain
CHEMBL3394
 IC50 5.62 5.62 2400.0 1
Unchecked
CHEMBL612545
 IC50 5.62 5.535 2400.0 2
SF-268
CHEMBL613977
 EC50 5.21 5.21 6200.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
 EC50 4.9 4.875 12600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 78.0 nM 7.11 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Unchecked EC50 = 80.0 nM 7.1 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Unchecked EC50 = 85.0 nM 7.07 PUBCHEM_BIOASSAY: Luminescence Cell-Based HTS Dose Confirmation to Identify Inhi... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 90.0 nM 7.05 Activation of rat PXR expressed in human HepG2 cells after 24 hrs by luciferase ... 20966043
MCF7 EC50 = 600.0 nM 6.22 Cytotoxicity against human MCF7 after 3 days by SRB assay 15730238
NCI-H460 EC50 = 690.0 nM 6.16 Cytotoxicity against human H460 after 3 days by SRB assay 15730238
Tubulin beta chain IC50 = 2400.0 nM 5.62 Inhibitory effect on the polymerization of purified bovine brain tubulin. 2299625
Unchecked IC50 = 2400.0 nM 5.62 Inhibition of bovine brain tubulin polymerization 2095370
Unchecked IC50 = 3580.0 nM 5.45 Displacement of [3H]colchicine from tubulin 19394222
SF-268 EC50 = 6200.0 nM 5.21 Cytotoxicity against human SF-268 after 3 days by SRB assay 15730238
Nuclear receptor subfamily 1 group I member 2 EC50 = 12600.0 nM 4.9 Activation of human PXR expressed in human HepG2 (DPX-2) cells after 24 hrs by l... 20966043
Nuclear receptor subfamily 1 group I member 2 EC50 = 14100.0 nM 4.85 Competitive binding affinity to human PXR LBD (111 to 434) by TR-FRET assay 20966043

Literature References

PubMed DOI Target Context # Activities
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 7
34648295 10.1021/acs.jmedchem.1c01451 Tubulin 4
34648295 10.1021/acs.jmedchem.1c01451 A2780S 3
19394222 10.1016/j.bmcl.2009.04.010 Unchecked 2
37421889 10.1016/j.ejmech.2023.115609 Leishmania major 2
7265112 10.1021/jm00135a005 Mus musculus 2
34649064 10.1016/j.ejmech.2021.113897 Tubulin 2
18778046 10.1021/jm800203e MCF7 2
7265111 10.1021/jm00135a004 P388 1
15730238 10.1021/np0496587 SF-268 1
15730238 10.1021/np0496587 NCI-H460 1
7130986 10.1021/np50022a010 KB 1
2095370 10.1021/np50070a044 Unchecked 1
10650071 10.1021/np990226j NON-PROTEIN TARGET 1
18027916 10.1021/jm070524a No relevant target 1
2299625 10.1021/jm00164a015 Mus musculus 1
2299625 10.1021/jm00164a015 Tubulin beta chain 1
7265112 10.1021/jm00135a005 P388 1
7241524 10.1021/jm00137a031 Mus musculus 1
7241524 10.1021/jm00137a031 No relevant target 1

Data from ChEMBL 36 via Core Engine