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Compound Detail

CHEMBL379914

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N[C@H](COc1cnc(Cl)c(/C=C/c2ccncc2)c1)Cc1c[nH]c2ccccc12

Basic Information

ChEMBL ID CHEMBL379914
Phase Preclinical
Structure Type MOL
InChI Key CQVACJFVYXJFFS-UEKDZROGSA-N
2
Targets
2
Activities
2
Assay Types
16
PK Parameters
6
Publications
0
Known Names

Molecular Properties

404.9
MW (Da)
4.73
ALogP
4
HBA
2
HBD
76.8
PSA (Ų)
0.44
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21ClN4O
MW 404.90
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.41

Activity Summary

IC50 1 meas. best 7.64
Ki 1 meas. best 5.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 7.64 7.64 23.0 1
Serine/threonine-protein kinase Chk1
CHEMBL4630
Ki 5.5 5.5 3162.3 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.67 mL.min-1.kg-1 Rattus norvegicus
CL 68.33 mL.min-1.kg-1 Mus musculus
CL 23.33 mL.min-1.kg-1 Canis lupus familiaris
CL 16.17 mL.min-1.kg-1 Macaca mulatta
Cmax 148.18 nM Rattus norvegicus
Cmax 2321.56 nM Mus musculus
Cmax 296.37 nM Canis lupus familiaris
Cmax 148.18 nM Macaca mulatta
F 17.0 % Rattus norvegicus
F 11.0 % Mus musculus
F 12.0 % Macaca mulatta
F 45.0 % Canis lupus familiaris
T1/2 3.1 hr Rattus norvegicus
T1/2 0.8 hr Mus musculus
T1/2 5.4 hr Canis lupus familiaris
T1/2 3.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-alpha serine/threonine-protein kinase IC50 = 23.0 nM 7.64 Inhibition of Akt1 using 10 uM ATP 16403626
Serine/threonine-protein kinase Chk1 Ki = 3162.28 nM 5.5 Inhibition of Chk1 19385614

Literature References

PubMed DOI Target Context # Activities
16403626 10.1016/j.bmcl.2005.12.017 Rattus norvegicus 5
16403626 10.1016/j.bmcl.2005.12.017 Mus musculus 5
16403626 10.1016/j.bmcl.2005.12.017 Canis familiaris 5
16403626 10.1016/j.bmcl.2005.12.017 Rhesus monkey 5
16403626 10.1016/j.bmcl.2005.12.017 RAC-alpha serine/threonine-protein kinase 1
19385614 10.1021/jm801444x Serine/threonine-protein kinase Chk1 1

Data from ChEMBL 36 via Core Engine