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Compound Detail

CHEMBL272267

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Cn1c2cc(C(=O)NCCN3CCCC3)c(O)cc2c2c3c(c(-c4ccccc4Cl)cc21)C(=O)NC3=O

Basic Information

ChEMBL ID CHEMBL272267
Phase Preclinical
Structure Type MOL
InChI Key LFRLUVCEFWYSFT-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

517.0
MW (Da)
4.07
ALogP
6
HBA
3
HBD
103.7
PSA (Ų)
0.35
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H25ClN4O4
MW 516.99
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -0.58

Activity Summary

IC50 2 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Wee1-like protein kinase
CHEMBL5491
IC50 7.82 7.82 15.0 1
Serine/threonine-protein kinase Chk1
CHEMBL4630
IC50 6.62 6.62 242.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Wee1-like protein kinase IC50 = 15.0 nM 7.82 Inhibition of human Wee1 18191399
Serine/threonine-protein kinase Chk1 IC50 = 242.0 nM 6.62 Inhibition of Chk1 18191399

Literature References

PubMed DOI Target Context # Activities
18191399 10.1016/j.bmcl.2007.12.046 Unchecked 4
18191399 10.1016/j.bmcl.2007.12.046 Serine/threonine-protein kinase Chk1 2
18191399 10.1016/j.bmcl.2007.12.046 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
18191399 10.1016/j.bmcl.2007.12.046 Wee1-like protein kinase 1
18191399 10.1016/j.bmcl.2007.12.046 Glycogen synthase kinase-3 beta 1
18191399 10.1016/j.bmcl.2007.12.046 Ribosomal protein S6 kinase beta-1 1
18191399 10.1016/j.bmcl.2007.12.046 Serine/threonine-protein kinase Sgk1 1
18191399 10.1016/j.bmcl.2007.12.046 RAC-alpha serine/threonine-protein kinase 1
18191399 10.1016/j.bmcl.2007.12.046 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 1
18191399 10.1016/j.bmcl.2007.12.046 Protein kinase C alpha type 1
18191399 10.1016/j.bmcl.2007.12.046 MAP kinase-activated protein kinase 5 1
18191399 10.1016/j.bmcl.2007.12.046 Ribosomal protein S6 kinase alpha-5 1
18191399 10.1016/j.bmcl.2007.12.046 MAP kinase-activated protein kinase 2 1
18191399 10.1016/j.bmcl.2007.12.046 Ribosomal protein S6 kinase alpha-1 1
18191399 10.1016/j.bmcl.2007.12.046 Mitogen-activated protein kinase 13 1
18191399 10.1016/j.bmcl.2007.12.046 Mitogen-activated protein kinase 12 1
18191399 10.1016/j.bmcl.2007.12.046 Mitogen-activated protein kinase 11 1
18191399 10.1016/j.bmcl.2007.12.046 Mitogen-activated protein kinase 14 1
18191399 10.1016/j.bmcl.2007.12.046 Mitogen-activated protein kinase 1 1
18191399 10.1016/j.bmcl.2007.12.046 Dual specificity mitogen-activated protein kinase kinase 1 1

Data from ChEMBL 36 via Core Engine