Compound Detail

CHEMBL1766103

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Cc1cc(C)cc(-c2cnc3cc(Cl)c(-c4cccc(O)c4)cc3c2OCCCN)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1766103
Phase	Preclinical
Structure Type	MOL
InChI Key	GXGVWEMSSIKHOZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

432.9

MW (Da)

6.27

ALogP

HBA

HBD

68.4

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H25ClN2O2
MW	432.95
Aromatic Rings	4
Heavy Atoms	31
NP-Likeness	-0.17

Activity Summary

Ki 16 meas. best 10.6

IC50 10 meas. best 8.32

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Somatostatin receptor type 2 CHEMBL1804	Ki	10.6	10.6	0.0	1
Somatostatin receptor type 2 CHEMBL1804	IC50	8.32	8.32	4.8	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.54	6.54	291.8	1
D(3) dopamine receptor CHEMBL234	Ki	6.38	6.38	416.0	1
Translocator protein CHEMBL5742	Ki	6.28	6.28	522.4	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.07	6.07	852.2	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.07	6.07	845.7	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.07	6.07	847.2	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.0	6.0	992.7	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.78	5.78	1676.3	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.66	5.66	2179.7	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.58	5.58	2632.2	1
Beta-3 adrenergic receptor CHEMBL246	Ki	5.55	5.55	2784.8	1
Psychosine receptor CHEMBL3714081	IC50	5.54	5.54	2905.3	1
Sphingosine 1-phosphate receptor 1 CHEMBL4333	IC50	5.49	5.49	3253.7	1
Apelin receptor CHEMBL1628481	IC50	5.47	5.47	3354.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.46	5.46	3429.2	1
Type-1 angiotensin II receptor CHEMBL227	IC50	5.44	5.44	3604.7	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.41	5.41	3929.6	1
Glucose-dependent insulinotropic receptor CHEMBL5652	IC50	5.38	5.38	4167.4	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.34	5.34	4601.9	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	5.29	5.29	5074.2	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.28	5.28	5214.4	1
Mu-type opioid receptor CHEMBL233	Ki	5.25	5.25	5565.4	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.24	5.24	5806.3	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	5.24	5.24	5706.9	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	52.0	mL.min-1.kg-1	Rattus norvegicus
CL	7.1	mL.min-1.kg-1	Canis lupus familiaris
F	17.0	%	Rattus norvegicus
T1/2	2.9	hr	Rattus norvegicus
T1/2	11.0	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Somatostatin receptor type 2	Ki	=	0.025	nM	10.6	Displacement of I125-somatostatin-14 from human SST2 expressed in CHO cells afte...	21395312
Somatostatin receptor type 2	IC50	=	4.8	nM	8.32	Agonist activity at human SST2 expressed in CHO cells assessed as inhibition of ...	21395312
5-hydroxytryptamine receptor 1D	Ki	=	291.75	nM	6.54	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
D(3) dopamine receptor	Ki	=	415.96	nM	6.38	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
Translocator protein	Ki	=	522.4	nM	6.28	PDSP Secondary Binding target: TSPO - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 5A	Ki	=	847.23	nM	6.07	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
Alpha-2C adrenergic receptor	Ki	=	845.67	nM	6.07	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	852.22	nM	6.07	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
D(1B) dopamine receptor	Ki	=	992.66	nM	6.0	PDSP Secondary Binding target: DRD5 - Compounds are tested at 10 uM concentratio...	-
Alpha-1D adrenergic receptor	Ki	=	1676.29	nM	5.78	PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 7	Ki	=	2179.72	nM	5.66	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
G-protein coupled receptor 183	IC50	=	2632.25	nM	5.58	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR183	-
Beta-3 adrenergic receptor	Ki	=	2784.84	nM	5.55	PDSP Secondary Binding target: ADRB3 - Compounds are tested at 10 uM concentrati...	-
Psychosine receptor	IC50	=	2905.32	nM	5.54	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR65	-
Sphingosine 1-phosphate receptor 1	IC50	=	3253.73	nM	5.49	GPCR PRESTO-Tango dose-response in antagonist mode with target: S1PR1	-
Apelin receptor	IC50	=	3353.98	nM	5.47	GPCR PRESTO-Tango dose-response in antagonist mode with target: APLNR	-
5-hydroxytryptamine receptor 2A	Ki	=	3429.25	nM	5.46	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
Type-1 angiotensin II receptor	IC50	=	3604.72	nM	5.44	GPCR PRESTO-Tango dose-response in antagonist mode with target: AGTR1	-
G-protein coupled receptor 35	IC50	=	3929.62	nM	5.41	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR35	-
Glucose-dependent insulinotropic receptor	IC50	=	4167.43	nM	5.38	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	U2OS	345
-	10.6019/CHEMBL4689842	Fibroblast	345
21395312	10.1021/jm101501b	Rattus norvegicus	12
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
21395312	10.1021/jm101501b	Canis familiaris	3
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
21395312	10.1021/jm101501b	Somatostatin receptor type 2	2
-	10.6019/CHEMBL5060014	Cyclin-dependent kinase 2	1

Data from ChEMBL 36 via Core Engine