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Compound Detail

CHEMBL5181559

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COc1cc(C(=O)O)ccc1NC(=O)[C@@H]1N[C@@H](CC(C)(C)C)[C@](CNCc2ccncc2)(c2ccc(Cl)cc2F)[C@H]1c1cccc(Cl)c1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5181559
Phase Preclinical
Structure Type MOL
InChI Key UBACXUKBTJKWLY-GXFZAZKKSA-N
10
Targets
10
Activities
2
Assay Types
3
PK Parameters
13
Publications
0
Known Names

Molecular Properties

711.6
MW (Da)
7.60
ALogP
6
HBA
4
HBD
112.6
PSA (Ų)
0.13
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H38Cl2F2N4O4
MW 711.64
Aromatic Rings 4
Heavy Atoms 49
NP-Likeness -0.74

Activity Summary

IC50 8 meas. best 7.29
Ki 2 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
E3 ubiquitin-protein ligase Mdm2
CHEMBL5023
 Ki 8.96 8.96 1.1 1
HCT-116
CHEMBL394
 IC50 7.29 7.29 50.7 1
RKO
CHEMBL614879
 IC50 6.7 6.7 200.0 1
U2OS
CHEMBL615023
 IC50 6.43 6.43 370.0 1
NCI-H460
CHEMBL396
 IC50 6.34 6.34 460.0 1
MCF7
CHEMBL387
 IC50 6.28 6.28 520.0 1
Unchecked
CHEMBL612545
 Ki 6.19 6.19 642.8 1
SW480
CHEMBL612544
 IC50 5.55 5.55 2820.0 1
HEK293
CHEMBL614818
 IC50 5.2 5.2 6250.0 1
HeLa
CHEMBL399
 IC50 5.13 5.13 7370.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1988.0 ng.hr.mL-1 Mus musculus
Cmax 1524.65 nM Mus musculus
F 13.5 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
E3 ubiquitin-protein ligase Mdm2 Ki = 1.1 nM 8.96 Displacement of 5-FAM labeled PDI peptide from MDM2 (1 to 118 residues) (unknown... 35420431
HCT-116 IC50 = 50.7 nM 7.29 Cytotoxicity against human HCT-116 cells expressing wild type p53 and MDM2 asses... 35420431
RKO IC50 = 200.0 nM 6.7 Cytotoxicity against human RKO cells expressing wild type p53 assessed as cell g... 35420431
U2OS IC50 = 370.0 nM 6.43 Cytotoxicity against human U2OS cells expressing wild type p53 assessed as cell ... 35420431
NCI-H460 IC50 = 460.0 nM 6.34 Cytotoxicity against human NCI-H460 cells expressing wild type p53 assessed as c... 35420431
MCF7 IC50 = 520.0 nM 6.28 Cytotoxicity against human MCF7 cells expressing wild type p53 assessed as cell ... 35420431
Unchecked Ki = 642.8 nM 6.19 Displacement of 5-FAM labeled PDI peptide from MDM4 C17S mutant (14 to 111 resid... 35420431
SW480 IC50 = 2820.0 nM 5.55 Cytotoxicity against human SW480 cells harbouring mutant p53 assessed as cell gr... 35420431
HEK293 IC50 = 6250.0 nM 5.2 Cytotoxicity against HEK293 cells assessed as cell growth inhibition incubated f... 35420431
HeLa IC50 = 7370.0 nM 5.13 Cytotoxicity against human HeLa cells harbouring unstable p53 assessed as cell g... 35420431

Literature References

PubMed DOI Target Context # Activities
35420431 10.1021/acs.jmedchem.2c00095 Unchecked 33
35420431 10.1021/acs.jmedchem.2c00095 RKO 16
35420431 10.1021/acs.jmedchem.2c00095 ADMET 3
35420431 10.1021/acs.jmedchem.2c00095 E3 ubiquitin-protein ligase Mdm2 2
35420431 10.1021/acs.jmedchem.2c00095 HCT-116 1
35420431 10.1021/acs.jmedchem.2c00095 MCF7 1
35420431 10.1021/acs.jmedchem.2c00095 NCI-H460 1
35420431 10.1021/acs.jmedchem.2c00095 U2OS 1
35420431 10.1021/acs.jmedchem.2c00095 HeLa 1
35420431 10.1021/acs.jmedchem.2c00095 SW480 1
35420431 10.1021/acs.jmedchem.2c00095 Cellular tumor antigen p53 1
35420431 10.1021/acs.jmedchem.2c00095 Cyclin-dependent kinase inhibitor 1 1
35420431 10.1021/acs.jmedchem.2c00095 HEK293 1

Data from ChEMBL 36 via Core Engine