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Compound Detail

CHEMBL402727

AZUMAMIDE B
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CC(C)[C@H]1NC(=O)[C@@H](C)[C@@H](C/C=C\CCC(N)=O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@@H](C)NC1=O

Basic Information

ChEMBL ID CHEMBL402727
Name AZUMAMIDE B
Phase Preclinical
Structure Type MOL
InChI Key RFGAANHNJBCQAS-LFUPQXEOSA-N
4
Targets
5
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

529.6
MW (Da)
0.41
ALogP
6
HBA
6
HBD
179.7
PSA (Ų)
0.27
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H39N5O6
MW 529.64
Aromatic Rings 1
Heavy Atoms 38
NP-Likeness 1.65

Activity Summary

Ki 3 meas. best 5.52
IC50 2 meas. best 5.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
IC50 5.74 5.74 1830.0 1
Histone deacetylase 2
CHEMBL1937
Ki 5.52 5.52 3000.0 1
Histone deacetylase 3/NCoR1
CHEMBL3038484
Ki 5.52 5.52 3000.0 1
Histone deacetylase 4
CHEMBL3524
IC50 5.44 5.44 3660.0 1
Histone deacetylase 1
CHEMBL325
Ki 5.3 5.3 5000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C4MD00252K NON-PROTEIN TARGET 2
23865683 10.1021/jm4008449 Histone deacetylase 5 1
25380299 10.1021/jm501399d NON-PROTEIN TARGET 1
23865683 10.1021/jm4008449 Histone deacetylase 1 1
23865683 10.1021/jm4008449 Histone deacetylase 2 1
23865683 10.1021/jm4008449 Histone deacetylase 3/NCoR1 1
23865683 10.1021/jm4008449 Histone deacetylase 11 1
23865683 10.1021/jm4008449 Histone deacetylase 8 1
23865683 10.1021/jm4008449 Histone deacetylase 4 1
18397826 10.1016/j.bmcl.2008.03.053 Histone deacetylase 1 1
23865683 10.1021/jm4008449 Histone deacetylase 7 1
23865683 10.1021/jm4008449 Histone deacetylase 9 1
23865683 10.1021/jm4008449 Histone deacetylase 6 1
23865683 10.1021/jm4008449 Polyamine deacetylase HDAC10 1
18397826 10.1016/j.bmcl.2008.03.053 HeLa 1
18397826 10.1016/j.bmcl.2008.03.053 Histone deacetylase 6 1
18397826 10.1016/j.bmcl.2008.03.053 Histone deacetylase 4 1

Data from ChEMBL 36 via Core Engine