Compound Detail

CHEMBL4442783

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CC(=O)N[C@@H]1C[C@H](N(C)C(C)C)CC[C@@H]1N1CC[C@H](Nc2ncnc3ccc(C(F)(F)F)cc23)C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4442783
Phase	Preclinical
Structure Type	MOL
InChI Key	GVOISEJVFFIGQE-YCZSINBZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

506.6

MW (Da)

3.43

ALogP

HBA

HBD

90.5

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 8 meas. best 9.17

EC50 1 meas. best 8.66

Kd 1 meas. best 7.63

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
C-C chemokine receptor type 2 CHEMBL4015	IC50	9.17	9.04	0.7	6
Unchecked CHEMBL612545	EC50	8.66	8.66	2.2	1
C-C chemokine receptor type 5 CHEMBL274	Kd	7.63	7.63	23.6	1
C-C chemokine receptor type 5 CHEMBL274	IC50	6.11	6.11	780.0	2

Parameter	Value	Units	Species
AUC	1919.9	ng.hr.mL-1	Rattus norvegicus
AUC	423.49	ng.hr.mL-1	Macaca fascicularis
CL	38.0	mL.min-1.kg-1	Mus musculus
CL	43.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	500.0	nM	Rattus norvegicus
F	28.0	%	Mus musculus
F	51.0	%	Rattus norvegicus
F	46.0	%	Macaca fascicularis
F	51.0	%	Rattus norvegicus
F	47.0	%	Macaca fascicularis
T1/2	5.1	hr	Rattus norvegicus
T1/2	3.2	hr	Macaca fascicularis
T1/2	5.1	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
C-C chemokine receptor type 2	IC50	=	0.67	nM	9.17	Inhibition of CCR2 in human THP1 cells assessed as reduction in MCP1-induced che...	30891130
C-C chemokine receptor type 2	IC50	=	0.7	nM	9.15	Antagonist activity at CCR2 in human THP1 cells assessed as reduction in MCP1-in...	34141082
C-C chemokine receptor type 2	IC50	=	0.7	nM	9.15	Antagonist activity at CCR2 in human THP-1 cells assessed as reduction in CCL2-i...	34795864
C-C chemokine receptor type 2	IC50	=	1.1	nM	8.96	Displacement of [125I]MCP1 from CCR2 in human PBMC measured after 30 mins	30891130
C-C chemokine receptor type 2	IC50	=	1.1	nM	8.96	Displacement of [125I]MCP1 from CCR2 in human PBMC measured after 30 mins by Mic...	34141082
C-C chemokine receptor type 2	IC50	=	1.4	nM	8.85	Antagonist activity at CCR2 (unknown origin)	32966895
Unchecked	EC50	=	2.2	nM	8.66	Inhibition of monocyte/macrophageat infiltration in peritoneal lavage in human C...	34141082
C-C chemokine receptor type 5	Kd	=	23.6	nM	7.63	Binding affinity to CCR5 in T-cell (unknown origin)	30891130
C-C chemokine receptor type 5	IC50	=	780.0	nM	6.11	Antagonist activity at CCR5 (unknown origin) expressed in human HT1080 cells ass...	30891130
C-C chemokine receptor type 5	IC50	=	780.0	nM	6.11	Antagonist activity at CCR5 in human HT1080 cell membrane assessed as inhibition...	34141082

PubMed	DOI	Target Context	# Activities
30891130	10.1021/acsmedchemlett.8b00439	ADMET	12
34141082	10.1021/acsmedchemlett.1c00082	ADMET	10
30891130	10.1021/acsmedchemlett.8b00439	C-C chemokine receptor type 2	2
30891130	10.1021/acsmedchemlett.8b00439	C-C chemokine receptor type 5	2
34141082	10.1021/acsmedchemlett.1c00082	C-C chemokine receptor type 2	2
34141082	10.1021/acsmedchemlett.1c00082	Unchecked	2
34795864	10.1021/acsmedchemlett.1c00373	C-C chemokine receptor type 2	2
34795864	10.1021/acsmedchemlett.1c00373	C-C chemokine receptor type 5	2
30891130	10.1021/acsmedchemlett.8b00439	Voltage-gated inwardly rectifying potassium channel KCNH2	1
30891130	10.1021/acsmedchemlett.8b00439	No relevant target	1
30891130	10.1021/acsmedchemlett.8b00439	Cynomolgus monkey	1
30891130	10.1021/acsmedchemlett.8b00439	Mus musculus	1
34141082	10.1021/acsmedchemlett.1c00082	C-C chemokine receptor type 5	1
34141082	10.1021/acsmedchemlett.1c00082	Mus musculus	1
32966895	10.1016/j.ejmech.2020.112736	C-C chemokine receptor type 2	1

Data from ChEMBL 36 via Core Engine