Compound Detail

CHEMBL103769

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S=C(NCCCc1c[nH]cn1)NCCCN(Cc1ccc(Cl)c(Cl)c1)c1ccc(Br)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL103769
Phase	Preclinical
Structure Type	MOL
InChI Key	UREJDUPKGMFJRU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

556.4

MW (Da)

5.37

ALogP

HBA

HBD

68.9

PSA (Å²)

0.22

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H25BrCl2N6S
MW	556.36
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	-1.64

Activity Summary

Ki 32 meas. best 8.22

IC50 17 meas. best 6.44

EC50 2 meas. best 7.58

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Somatostatin receptor type 4 CHEMBL1853	Ki	8.22	7.852	6.0	5
ADMET CHEMBL612558	EC50	7.58	7.58	26.0	1
Somatostatin receptor type 4 CHEMBL1853	EC50	7.55	7.55	27.9	1
Histamine H3 receptor CHEMBL264	Ki	6.98	6.98	104.5	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.82	6.82	153.2	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.75	6.75	177.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.69	6.69	202.3	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.68	6.68	208.8	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.6	6.6	251.4	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.53	6.53	295.3	1
Lysosomal acid glucosylceramidase CHEMBL2179	IC50	6.44	6.1483	360.0	6
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	6.31	6.31	490.8	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.29	6.29	511.6	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.29	6.29	512.5	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.27	6.27	536.4	1
Somatostatin receptor type 2 CHEMBL1804	Ki	6.21	6.0	621.0	3
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.21	6.21	618.5	1
D(3) dopamine receptor CHEMBL234	Ki	6.19	6.19	641.1	1
Histamine H1 receptor CHEMBL231	Ki	6.19	6.19	648.6	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.98	5.98	1038.2	1
Kappa-type opioid receptor CHEMBL237	Ki	5.95	5.95	1113.3	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.88	5.88	1332.9	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.81	5.81	1548.1	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.81	5.81	1541.5	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.77	5.77	1703.3	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.76	5.76	1717.7	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.7	5.7	1976.1	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.69	5.69	2030.2	1
Psychosine receptor CHEMBL3714081	IC50	5.62	5.6	2385.5	2
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.59	5.59	2577.5	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.55	5.55	2785.8	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.48	5.48	3303.2	2
Glucose-dependent insulinotropic receptor CHEMBL5652	IC50	5.48	5.48	3330.6	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	5.47	5.46	3392.3	2
Apelin receptor CHEMBL1628481	IC50	5.39	5.39	4057.2	1
Type-1 angiotensin II receptor CHEMBL227	IC50	5.32	5.32	4824.9	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.22	5.22	6025.6	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	20600.0	ng.hr.mL-1	Mus musculus
AUC	20700.0	ng.hr.mL-1	Mus musculus
Cmax	6386.15	nM	Mus musculus
T1/2	2.57	hr	Mus musculus
Tmax	1.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Somatostatin receptor type 4	Ki	=	6.0	nM	8.22	Displacement of [125I]-Tyr-SRIF from recombinant human SST4 receptor expressed i...	30746066
Somatostatin receptor type 4	Ki	=	6.0	nM	8.22	Inhibition of [125 I -Tyr]SRIF-14 binding to membranes isolated from CHO-K1 cell...	11520208
Somatostatin receptor type 4	Ki	=	6.0	nM	8.22	In vitro binding affinity at somatostatin receptor 4 in transfected BHK cells us...	9822540
Somatostatin receptor type 4	Ki	=	17.0	nM	7.77	Binding affinity to human SST4 receptor	22606365
ADMET	EC50	=	26.0	nM	7.58	Compound is tested for the inhibition of Forskolin-induced cAMP accumulation in ...	9822540
Somatostatin receptor type 4	EC50	=	27.91	nM	7.55	Agonist activity at recombinant human SST4 receptor expressed in CHOK1 cell memb...	30746066
Histamine H3 receptor	Ki	=	104.45	nM	6.98	PDSP Secondary Binding target: HRH3 - Compounds are tested at 10 uM concentratio...	-
Somatostatin receptor type 4	Ki	=	148.0	nM	6.83	Displacement of [125I]-Tyr-SRIF from recombinant human SST4 receptor expressed i...	30746066
Sigma intracellular receptor 2	Ki	=	153.25	nM	6.82	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	177.83	nM	6.75	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 2A	Ki	=	202.3	nM	6.69	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent serotonin transporter	Ki	=	208.79	nM	6.68	PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 2C	Ki	=	251.45	nM	6.6	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent dopamine transporter	Ki	=	295.29	nM	6.53	PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat...	-
Lysosomal acid glucosylceramidase	IC50	=	360.0	nM	6.44	Inhibition of wild type glucocerebrosidase in human spleen homogenate using 4-me...	22646221
Muscarinic acetylcholine receptor M5	Ki	=	490.8	nM	6.31	PDSP Secondary Binding target: CHRM5 - Compounds are tested at 10 uM concentrati...	-
Alpha-2B adrenergic receptor	Ki	=	511.57	nM	6.29	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Alpha-1A adrenergic receptor	Ki	=	512.51	nM	6.29	PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat...	-
Alpha-2C adrenergic receptor	Ki	=	536.41	nM	6.27	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Lysosomal acid glucosylceramidase	IC50	=	580.0	nM	6.24	Inhibition of glucocerebrosidase N370S mutant in spleen homogenates of patient w...	22606365

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5724801	HEK-293T	304
-	10.6019/CHEMBL5058564	Fibroblast	10
22606365	10.1039/c1md00200g	Plasma	9
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	7
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	7
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	7
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	7
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	7
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	7
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	7
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	7

Data from ChEMBL 36 via Core Engine