Compound Detail

CHEMBL5196686

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CN1CC[C@@H](Oc2ccc(Cl)c(-c3nc4c(o3)C(=O)c3ccccc3C4=O)c2)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5196686
Phase	Preclinical
Structure Type	MOL
InChI Key	CBCIEAZGJGQSMW-CYBMUJFWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

408.8

MW (Da)

3.85

ALogP

HBA

HBD

72.6

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Availability	Unknown
Chirality	Unknown

First in Class Prodrug

IC50 9 meas. best 8.9

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Ubiquitin carboxyl-terminal hydrolase 8 CHEMBL2157854	IC50	8.9	8.9	1.3	1
Ubiquitin thioesterase OTUB1 CHEMBL4523428	IC50	8.15	8.15	7.1	1
NCI-H1975 CHEMBL614348	IC50	7.06	7.06	88.0	1
NCI-H1703 CHEMBL1075522	IC50	6.95	6.95	113.0	1
EBC-1 CHEMBL4296411	IC50	6.86	6.86	138.0	1
NCI-H23 CHEMBL614997	IC50	6.58	6.58	266.0	1
A549 CHEMBL392	IC50	6.15	6.15	701.0	1
Ubiquitin carboxyl-terminal hydrolase 1 CHEMBL1795087	IC50	5.72	5.72	1900.0	1
Ubiquitin carboxyl-terminal hydrolase 2 CHEMBL1293227	IC50	5.21	5.21	6200.0	1

Parameter	Value	Units	Species
AUC	306.0	ng.hr.mL-1	Mus musculus
AUC	229.0	ng.hr.mL-1	Mus musculus
CL	4066.67	mL.min-1.kg-1	Mus musculus
Cmax	765.58	nM	Mus musculus
F	7.5	%	Mus musculus
T1/2	0.86	hr	Mus musculus
T1/2	1.44	hr	Mus musculus
Tmax	0.33	hr	Mus musculus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Ubiquitin carboxyl-terminal hydrolase 8	IC50	=	1.27	nM	8.9	Inhibition of N-terminal His-6 tagged USP8 (734 to 1110 residues) (unknown origi...	36221183
Ubiquitin thioesterase OTUB1	IC50	=	7.1	nM	8.15	Inhibition of N-terminal His-6 tagged OTUB1 (40 to 271 residues) (unknown origin...	36221183
NCI-H1975	IC50	=	88.0	nM	7.06	Antiproliferative activity against human NCI-H1975 cells harboring wild type KRA...	36221183
NCI-H1703	IC50	=	113.0	nM	6.95	Antiproliferative activity against human NCI-H1703 cells harboring wild type KRA...	36221183
EBC-1	IC50	=	138.0	nM	6.86	Antiproliferative activity against human EBC-1 cells harboring wild type KRAS in...	36221183
NCI-H23	IC50	=	266.0	nM	6.58	Antiproliferative activity against human NCI-H23 cells harboring KRAS mutant inc...	36221183
A549	IC50	=	701.0	nM	6.15	Antiproliferative activity against human A549 cells harboring KRAS mutant incuba...	36221183
Ubiquitin carboxyl-terminal hydrolase 1	IC50	=	1900.0	nM	5.72	Inhibition of USP1 (unknown origin) using Ub-Rho measured after 0.5 to 3 hrs	36221183
Ubiquitin carboxyl-terminal hydrolase 2	IC50	=	6200.0	nM	5.21	Inhibition of USP2 (unknown origin) using Ub-Rho measured after 0.5 to 3 hrs	36221183

PubMed	DOI	Target Context	# Activities
36221183	10.1021/acs.jmedchem.2c00408	Unchecked	10
36221183	10.1021/acs.jmedchem.2c00408	ADMET	9
36221183	10.1021/acs.jmedchem.2c00408	Ubiquitin thioesterase OTUB1	5
36221183	10.1021/acs.jmedchem.2c00408	Ubiquitin carboxyl-terminal hydrolase 8	4
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