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Compound Detail

CHEMBL1800911

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Cc1ccc(C(=O)NC2CC2)cc1-c1ccc2c(c1)NC(=O)C21CCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1800911
Phase Preclinical
Structure Type MOL
InChI Key WMXJYEDCJIDCNY-UHFFFAOYSA-N
7
Targets
13
Activities
1
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

360.5
MW (Da)
4.32
ALogP
2
HBA
2
HBD
58.2
PSA (Ų)
0.86
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H24N2O2
MW 360.46
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.38

Activity Summary

IC50 13 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 8.89 8.662 1.3 5
Blood
CHEMBL613416
 IC50 7.75 7.75 18.0 2
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
 IC50 6.7 6.7 200.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.0 5.0 10000.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.0 5.0 10000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.6 4.6 25000.0 1
CHO
CHEMBL613853
 IC50 4.58 4.58 26000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 2532.0 ng.hr.mL-1 Rattus norvegicus
AUC 2532.0 ng.hr.mL-1 Rattus norvegicus
AUC 2644.0 ng.hr.mL-1 Rattus norvegicus
AUC 2532.0 ng.hr.mL-1 Rattus norvegicus
AUC 2644.0 ng.hr.mL-1 Rattus norvegicus
CL 6.6 mL.min-1.kg-1 Rattus norvegicus
CL 6.667 mL.min-1.kg-1 Rattus norvegicus
CL 6.6 mL.min-1.kg-1 Rattus norvegicus
Cmax 5554.01 nM Rattus norvegicus
Cmax 1018.14 nM Rattus norvegicus
Cmax 5554.01 nM Rattus norvegicus
Cmax 1018.14 nM Rattus norvegicus
Cmax 5554.01 nM Rattus norvegicus
Cmax 1018.14 nM Rattus norvegicus
F 10.0 % Rattus norvegicus
F 10.0 % Rattus norvegicus
F 10.0 % Rattus norvegicus
MRT 2.1 hr Rattus norvegicus
MRT 2.1 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 5.3 hr Rattus norvegicus
T1/2 5.3 hr Rattus norvegicus
T1/2 5.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase 14 IC50 = 1.3 nM 8.89 Inhibition of human p38alpha by FRET assay 21696951
Mitogen-activated protein kinase 14 IC50 = 1.3 nM 8.89 Inhibition of human p38alpha using biotinylated ATF2 as substrate preincubated f... 21958544
Mitogen-activated protein kinase 14 IC50 = 1.3 nM 8.89 Inhibition Assay: Enzymatic activity assay was performed in 96-well microtiter p... -
Mitogen-activated protein kinase 14 IC50 = 1.3 nM 8.89 Inhibition of P38alpha MAPK (unknown origin) 31445234
Blood IC50 = 18.0 nM 7.75 Inhibition of LPS-induced TNFalpha production in human whole blood after 24 hrs ... 21696951
Mitogen-activated protein kinase 14 IC50 = 18.0 nM 7.75 Inhibition of p38alpha in human whole blood assessed as reduction in TNF-alpha p... 21813275
Blood IC50 = 18.0 nM 7.75 Inhibition of LPS-induced TNFalpha release in human whole blood after 24 hrs by ... 21958544
RAF proto-oncogene serine/threonine-protein kinase IC50 = 200.0 nM 6.7 inhibition of human c-Raf 21696951
Cytochrome P450 1A2 IC50 = 10000.0 nM 5.0 Inhibition of CYP1A2 21696951
Cytochrome P450 2C9 IC50 = 10000.0 nM 5.0 Inhibition of CYP2C9 21696951
Cytochrome P450 2C19 IC50 = 25000.0 nM 4.6 Inhibition of CYP2C19 21696951
CHO IC50 = 26000.0 nM 4.58 Cytotoxicity against CHO cells assessed as reduction in cellular ATP level after... 21696951
CHO IC50 = 26000.0 nM 4.58 Cytotoxicity against CHO cells 21958544

Literature References

PubMed DOI Target Context # Activities
21813275 10.1016/j.bmcl.2011.07.033 Rattus norvegicus 9
21958544 10.1016/j.bmcl.2011.09.006 Rattus norvegicus 9
21696951 10.1016/j.bmcl.2011.05.114 Rattus norvegicus 8
21813275 10.1016/j.bmcl.2011.07.033 ADMET 4
21958544 10.1016/j.bmcl.2011.09.006 Liver microsomes 2
21958544 10.1016/j.bmcl.2011.09.006 Caco-2 2
21813275 10.1016/j.bmcl.2011.07.033 Caco-2 2
21696951 10.1016/j.bmcl.2011.05.114 Caco-2 2
21696951 10.1016/j.bmcl.2011.05.114 Liver microsomes 2
21696951 10.1016/j.bmcl.2011.05.114 Mitogen-activated protein kinase 14 1
21813275 10.1016/j.bmcl.2011.07.033 Mitogen-activated protein kinase 14 1
21696951 10.1016/j.bmcl.2011.05.114 Cytochrome P450 2C9 1
21696951 10.1016/j.bmcl.2011.05.114 Cytochrome P450 1A2 1
21696951 10.1016/j.bmcl.2011.05.114 Blood 1
21696951 10.1016/j.bmcl.2011.05.114 Cytochrome P450 2C19 1
21696951 10.1016/j.bmcl.2011.05.114 CHO 1
21696951 10.1016/j.bmcl.2011.05.114 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21696951 10.1016/j.bmcl.2011.05.114 5-hydroxytryptamine receptor 1B 1
31445234 10.1016/j.ejmech.2019.111624 Mitogen-activated protein kinase 14 1
21696951 10.1016/j.bmcl.2011.05.114 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine