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Compound Detail

CHEMBL469590

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NCC(Cc1ccccc1)NC(=O)c1cc(Br)c(-c2ccnc3[nH]ccc23)s1

Basic Information

ChEMBL ID CHEMBL469590
Phase Preclinical
Structure Type MOL
InChI Key FLJNUPIJNHQZPV-UHFFFAOYSA-N
7
Targets
9
Activities
2
Assay Types
8
PK Parameters
8
Publications
0
Known Names

Molecular Properties

455.4
MW (Da)
4.35
ALogP
4
HBA
3
HBD
83.8
PSA (Ų)
0.40
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19BrN4OS
MW 455.38
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.74

Activity Summary

IC50 7 meas. best 9.0
Ki 2 meas. best 10.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
Ki 10.4 10.4 0.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 9.0 9.0 1.0 1
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
IC50 8.52 8.52 3.0 1
RAC-beta serine/threonine-protein kinase
CHEMBL2431
Ki 8.1 8.1 8.0 1
RAC-beta serine/threonine-protein kinase
CHEMBL2431
IC50 7.89 7.89 13.0 1
LNCaP
CHEMBL612518
IC50 7.35 7.35 45.0 1
Unchecked
CHEMBL612545
IC50 7.1 7.1 80.0 1
BT-474
CHEMBL614529
IC50 6.7 6.7 200.0 1
HFF
CHEMBL614071
IC50 6.39 6.39 410.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 893.0 ng.hr.mL-1 Rattus norvegicus
AUC 664.0 ng.hr.mL-1 Rattus norvegicus
CL 49.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1563.53 nM Rattus norvegicus
Cmax 544.6 nM Rattus norvegicus
F 38.0 % Rattus norvegicus
T1/2 3.8 hr Rattus norvegicus
t1/2 - - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19285393 10.1016/j.bmcl.2009.02.094 Rattus norvegicus 8
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