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Compound Detail

CHEMBL47037

Combretastatin A-2
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COc1ccc(/C=C\c2cc(OC)c3c(c2)OCO3)cc1O

Basic Information

ChEMBL ID CHEMBL47037
Name Combretastatin A-2
Phase Preclinical
Structure Type MOL
InChI Key YTVCXBVFGQEBAL-ARJAWSKDSA-N
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

300.3
MW (Da)
3.31
ALogP
5
HBA
1
HBD
57.1
PSA (Ų)
0.88
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 C17H16O5
MW 300.31
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.83

Activity Summary

EC50 3 meas. best 8.7
IC50 2 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Paracentrotus lividus
CHEMBL613240
EC50 8.7 8.0 2.0 3
NCI-H460
CHEMBL396
IC50 7.4 7.4 40.0 1
BMEC
CHEMBL613880
IC50 7.32 7.32 48.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
12570374 10.1021/jm020204l Unchecked 5
24388833 10.1016/j.ejmech.2013.12.006 Paracentrotus lividus 3
24387982 10.1016/j.bmc.2013.12.015 Paracentrotus lividus 3
21345676 10.1016/j.bmcl.2011.01.124 Paracentrotus lividus 3
21049975 10.1021/np1004278 Paracentrotus lividus 3
20110137 10.1016/j.ejmech.2009.12.072 Paracentrotus lividus 3
12570374 10.1021/jm020204l MCF7 3
12570374 10.1021/jm020204l Tubulin alpha chain 2
18783207 10.1021/jm8005004 BMEC 1
18783207 10.1021/jm8005004 HT-29 1
18783207 10.1021/jm8005004 NCI-H460 1
19228038 10.1021/np800608c MCF7 1
19228038 10.1021/np800608c DU-145 1
19228038 10.1021/np800608c KM-20L2 1
19228038 10.1021/np800608c NCI-H460 1
19228038 10.1021/np800608c BXPC-3 1
19228038 10.1021/np800608c P388 1
19530698 10.1021/jm900321u NON-PROTEIN TARGET 1
7752190 10.1021/jm00010a011 Panel (Carcinoma cell lines) 1
12570374 10.1021/jm020204l P388 1

Data from ChEMBL 36 via Core Engine