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Compound Detail

CHEMBL4294912

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O=C1NCc2c1c1c3cc(O)ccc3[nH]c1c1[nH]c3ccccc3c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4294912
Phase Preclinical
Structure Type MOL
InChI Key GXZFDXZCJALHRF-UHFFFAOYSA-N
11
Targets
13
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

327.3
MW (Da)
3.90
ALogP
2
HBA
4
HBD
80.9
PSA (Ų)
0.35
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H13N3O2
MW 327.34
Aromatic Rings 5
Heavy Atoms 25
NP-Likeness 0.89

Activity Summary

IC50 13 meas. best 8.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rho-associated protein kinase 2
CHEMBL2973
 IC50 8.24 8.23 5.7 2
Protein kinase C delta type
CHEMBL2996
 IC50 7.22 7.22 60.7 1
Inhibitor of nuclear factor kappa-B kinase subunit beta
CHEMBL1991
 IC50 6.86 6.86 139.2 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 6.51 6.51 307.5 1
Rho-associated protein kinase 1
CHEMBL3231
 IC50 6.04 6.04 923.0 1
Mitogen-activated protein kinase kinase kinase 5
CHEMBL5285
 IC50 6.03 5.775 943.9 2
Protein kinase C theta type
CHEMBL3920
 IC50 5.68 5.68 2110.0 1
Protein kinase C alpha type
CHEMBL299
 IC50 5.5 5.5 3200.0 1
SK-OV-3
CHEMBL614925
 IC50 5.35 5.35 4440.0 1
MDA-MB-231
CHEMBL400
 IC50 5.14 5.14 7190.0 1
PC-3
CHEMBL390
 IC50 4.68 4.68 21000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6243.31 ng.hr.mL-1 Mus musculus
AUC 6246.27 ng.hr.mL-1 Mus musculus
CL 29.3 mL.min-1.kg-1 Mus musculus
Cmax 66078.08 nM Mus musculus
F 1.0 % Mus musculus
MRT 0.18 hr Mus musculus
T1/2 1.51 hr Mus musculus
Vd 4.87 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rho-associated protein kinase 2 IC50 = 5.7 nM 8.24 Inhibition of ROCK2 (unknown origin) by HTRF assay 29558119
Rho-associated protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of N-terminal His10-StrepII tagged human ROCK2 catalytic domain (1 to... 36764122
Protein kinase C delta type IC50 = 60.7 nM 7.22 Inhibition of PKCdelta (unknown origin) 36764122
Inhibitor of nuclear factor kappa-B kinase subunit beta IC50 = 139.2 nM 6.86 Inhibition of IKKbeta (unknown origin) 36764122
Serine/threonine-protein kinase pim-1 IC50 = 307.5 nM 6.51 Inhibition of PIM1 (unknown origin) 36764122
Rho-associated protein kinase 1 IC50 = 923.0 nM 6.04 Inhibition of ROCK1 (unknown origin) 36764122
Mitogen-activated protein kinase kinase kinase 5 IC50 = 943.9 nM 6.03 Inhibition of ASK1 (unknown origin) 36764122
Protein kinase C theta type IC50 = 2110.0 nM 5.68 Inhibition of PKCtheta (unknown origin) by HTRF assay 33100009
Mitogen-activated protein kinase kinase kinase 5 IC50 = 3000.0 nM 5.52 Inhibition of ASK1 (unknown origin) by HTRF assay 29558119
Protein kinase C alpha type IC50 = 3200.0 nM 5.5 Inhibition of PKCalpha (unknown origin) by HTRF assay 29558119
SK-OV-3 IC50 = 4440.0 nM 5.35 Antiproliferative activity against human SK-OV-3 cells assessed as suppression o... 36764122
MDA-MB-231 IC50 = 7190.0 nM 5.14 Antiproliferative activity against human MDA-MB-231 cells assessed as suppressio... 36764122
PC-3 IC50 = 21000.0 nM 4.68 Cytotoxicity against human PC3 cells after 72 hrs by SRB assay 29558119

Literature References

PubMed DOI Target Context # Activities
36764122 10.1016/j.ejmech.2023.115181 ADMET 12
36764122 10.1016/j.ejmech.2023.115181 Unchecked 9
36764122 10.1016/j.ejmech.2023.115181 Rho-associated protein kinase 2 7
36764122 10.1016/j.ejmech.2023.115181 MDA-MB-231 7
36764122 10.1016/j.ejmech.2023.115181 Signal transducer and activator of transcription 3 4
36764122 10.1016/j.ejmech.2023.115181 SK-OV-3 3
33100009 10.1021/acs.jmedchem.0c01271 Protein kinase C theta type 2
36764122 10.1016/j.ejmech.2023.115181 Rho-associated protein kinase 1 1
36764122 10.1016/j.ejmech.2023.115181 Serine/threonine-protein kinase Chk1 1
36764122 10.1016/j.ejmech.2023.115181 Ribosomal protein S6 kinase alpha-6 1
36764122 10.1016/j.ejmech.2023.115181 Misshapen-like kinase 1 1
36764122 10.1016/j.ejmech.2023.115181 High affinity nerve growth factor receptor 1
36764122 10.1016/j.ejmech.2023.115181 Serine/threonine-protein kinase PLK1 1
36764122 10.1016/j.ejmech.2023.115181 Mitogen-activated protein kinase kinase kinase 5 1
36764122 10.1016/j.ejmech.2023.115181 Serine/threonine-protein kinase pim-1 1
36764122 10.1016/j.ejmech.2023.115181 Inhibitor of nuclear factor kappa-B kinase subunit beta 1
36764122 10.1016/j.ejmech.2023.115181 Protein kinase C delta type 1
29558119 10.1021/acs.jnatprod.7b01058 Protein kinase C alpha type 1
29558119 10.1021/acs.jnatprod.7b01058 Mitogen-activated protein kinase kinase kinase 5 1
29558119 10.1021/acs.jnatprod.7b01058 Rho-associated protein kinase 2 1

Data from ChEMBL 36 via Core Engine