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Compound Detail

CHEMBL5173239

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CN1CC[C@@H](Oc2ccc(Cl)c(-c3nc4c(o3)C(=O)c3ccccc3C4=O)c2F)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5173239
Phase Preclinical
Structure Type MOL
InChI Key WQSSCHGAVXKWEO-LLVKDONJSA-N
9
Targets
9
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

426.8
MW (Da)
3.99
ALogP
6
HBA
0
HBD
72.6
PSA (Ų)
0.49
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H16ClFN2O4
MW 426.83
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.39

Activity Summary

IC50 9 meas. best 9.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ubiquitin thioesterase OTUB1
CHEMBL4523428
 IC50 9.38 9.38 0.4 1
Ubiquitin carboxyl-terminal hydrolase 8
CHEMBL2157854
 IC50 8.7 8.7 2.0 1
NCI-H1975
CHEMBL614348
 IC50 6.92 6.92 121.0 1
NCI-H1703
CHEMBL1075522
 IC50 6.76 6.76 173.0 1
EBC-1
CHEMBL4296411
 IC50 6.75 6.75 176.0 1
NCI-H23
CHEMBL614997
 IC50 6.37 6.37 423.0 1
A549
CHEMBL392
 IC50 5.9 5.9 1259.0 1
Ubiquitin carboxyl-terminal hydrolase 1
CHEMBL1795087
 IC50 5.68 5.68 2100.0 1
Ubiquitin carboxyl-terminal hydrolase 36
CHEMBL4630861
 IC50 5.14 5.14 7200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Ubiquitin thioesterase OTUB1 IC50 = 0.42 nM 9.38 Inhibition of N-terminal His-6 tagged OTUB1 (40 to 271 residues) (unknown origin... 36221183
Ubiquitin carboxyl-terminal hydrolase 8 IC50 = 2.0 nM 8.7 Inhibition of N-terminal His-6 tagged USP8 (734 to 1110 residues) (unknown origi... 36221183
NCI-H1975 IC50 = 121.0 nM 6.92 Antiproliferative activity against human NCI-H1975 cells harboring wild type KRA... 36221183
NCI-H1703 IC50 = 173.0 nM 6.76 Antiproliferative activity against human NCI-H1703 cells harboring wild type KRA... 36221183
EBC-1 IC50 = 176.0 nM 6.75 Antiproliferative activity against human EBC-1 cells harboring wild type KRAS in... 36221183
NCI-H23 IC50 = 423.0 nM 6.37 Antiproliferative activity against human NCI-H23 cells harboring KRAS mutant inc... 36221183
A549 IC50 = 1259.0 nM 5.9 Antiproliferative activity against human A549 cells harboring KRAS mutant incuba... 36221183
Ubiquitin carboxyl-terminal hydrolase 1 IC50 = 2100.0 nM 5.68 Inhibition of USP1 (unknown origin) using Ub-Rho measured after 0.5 to 3 hrs 36221183
Ubiquitin carboxyl-terminal hydrolase 36 IC50 = 7200.0 nM 5.14 Inhibition of USP36 (unknown origin) using Ub-Rho measured after 0.5 to 3 hrs 36221183

Literature References

PubMed DOI Target Context # Activities
36221183 10.1021/acs.jmedchem.2c00408 Unchecked 10
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin thioesterase OTUB1 4
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin carboxyl-terminal hydrolase 8 3
36221183 10.1021/acs.jmedchem.2c00408 No relevant target 1
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin carboxyl-terminal hydrolase 1 1
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin carboxyl-terminal hydrolase 2 1
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin carboxyl-terminal hydrolase 7 1
36221183 10.1021/acs.jmedchem.2c00408 Ubiquitin carboxyl-terminal hydrolase 36 1
36221183 10.1021/acs.jmedchem.2c00408 Ataxin-3 1
36221183 10.1021/acs.jmedchem.2c00408 NCI-H1975 1
36221183 10.1021/acs.jmedchem.2c00408 EBC-1 1
36221183 10.1021/acs.jmedchem.2c00408 NCI-H1703 1
36221183 10.1021/acs.jmedchem.2c00408 NCI-H23 1
36221183 10.1021/acs.jmedchem.2c00408 A549 1

Data from ChEMBL 36 via Core Engine