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Compound Detail

CHEMBL520788

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NC[C@H](Cc1ccccc1C(F)(F)F)NC(=O)c1cc(Br)c(-c2ccnc3[nH]ccc23)s1

Basic Information

ChEMBL ID CHEMBL520788
Phase Preclinical
Structure Type MOL
InChI Key KMQXREKGCPOVGN-ZDUSSCGKSA-N
7
Targets
9
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

523.4
MW (Da)
5.37
ALogP
4
HBA
3
HBD
83.8
PSA (Ų)
0.32
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H18BrF3N4OS
MW 523.38
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.95

Activity Summary

IC50 7 meas. best 8.7
Ki 2 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
Ki 10.3 10.3 0.1 1
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
IC50 8.7 8.7 2.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 8.52 8.52 3.0 1
RAC-beta serine/threonine-protein kinase
CHEMBL2431
Ki 8.4 8.4 4.0 1
LNCaP
CHEMBL612518
IC50 7.62 7.62 24.0 1
RAC-beta serine/threonine-protein kinase
CHEMBL2431
IC50 7.6 7.6 25.0 1
Unchecked
CHEMBL612545
IC50 7.3 7.3 50.0 1
BT-474
CHEMBL614529
IC50 7.22 7.22 60.0 1
HFF
CHEMBL614071
IC50 6.14 6.14 730.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19285393 10.1016/j.bmcl.2009.02.094 RAC-alpha serine/threonine-protein kinase 2
19285393 10.1016/j.bmcl.2009.02.094 RAC-beta serine/threonine-protein kinase 2
19285393 10.1016/j.bmcl.2009.02.094 Unchecked 1
19285393 10.1016/j.bmcl.2009.02.094 RAC-gamma serine/threonine-protein kinase 1
19285393 10.1016/j.bmcl.2009.02.094 BT-474 1
19285393 10.1016/j.bmcl.2009.02.094 LNCaP 1
19285393 10.1016/j.bmcl.2009.02.094 HFF 1

Data from ChEMBL 36 via Core Engine