Compound Detail

CHEMBL1474387

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Cc1c(P(=S)(c2ccccc2)c2ccccc2)n2ccccc2[n+]1C/C=C/c1ccccc1.[Br-]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1474387
Phase	Preclinical
Structure Type	MOL
InChI Key	CJAQCMBWGUOBIX-ZUQRMPMESA-M
Parent Compound	CHEMBL1622930
Active Moiety	CHEMBL1622930

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

465.6

MW (Da)

5.00

ALogP

HBA

HBD

8.3

PSA (Å²)

0.25

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C29H26BrN2PS
MW	545.49
Aromatic Rings	5
Heavy Atoms	33
NP-Likeness	-0.20

Activity Summary

IC50 18 meas. best 9.02

Ki 15 meas. best 6.99

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuropeptide S receptor CHEMBL5162	IC50	9.02	8.43	1.0	4
Mu-type opioid receptor CHEMBL233	Ki	6.99	6.99	102.3	1
Kappa-type opioid receptor CHEMBL237	Ki	6.93	6.93	118.1	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.65	6.65	222.2	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	6.29	6.29	510.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.25	6.25	568.3	1
Mu-type opioid receptor CHEMBL233	IC50	6.24	6.24	580.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.15	6.15	701.3	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.09	6.09	816.4	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.09	6.09	804.9	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.07	6.07	854.5	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.02	6.02	955.8	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	5.94	5.94	1138.5	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.93	5.93	1183.5	1
Beta-3 adrenergic receptor CHEMBL246	Ki	5.69	5.69	2053.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.55	5.55	2787.7	1
Histamine H2 receptor CHEMBL1941	Ki	5.53	5.53	2963.8	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.49	5.49	3238.8	1
Sphingosine 1-phosphate receptor 1 CHEMBL4333	IC50	5.47	5.47	3360.6	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.41	5.41	3908.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.4	5.4	4017.7	1
Type-1 angiotensin II receptor CHEMBL227	IC50	5.38	5.38	4186.3	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.38	5.38	4148.7	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.32	5.32	4791.8	1
Psychosine receptor CHEMBL3714081	IC50	5.31	5.31	4935.8	1
Adhesion G-protein coupled receptor F1 CHEMBL4523872	IC50	5.3	5.3	4996.8	1
Glucose-dependent insulinotropic receptor CHEMBL5652	IC50	5.26	5.26	5484.6	1
CX3C chemokine receptor 1 CHEMBL4843	IC50	5.21	5.21	6124.8	1
Apelin receptor CHEMBL1628481	IC50	5.18	5.18	6632.0	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	4.77	4.77	16969.8	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	746.0	ng.hr.mL-1	Mus musculus
AUC	2560.0	ng.hr.mL-1	Mus musculus
AUC	2240.0	ng.hr.mL-1	Mus musculus
Cmax	92.36	nM	Mus musculus
Cmax	1503.5	nM	Mus musculus
T1/2	8.8	hr	Mus musculus
Tmax	12.0	hr	Mus musculus
Tmax	0.083	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuropeptide S receptor	IC50	=	0.96	nM	9.02	Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO...	24171469
Neuropeptide S receptor	IC50	=	1.3	nM	8.89	Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO...	24171469
Neuropeptide S receptor	IC50	=	3.5	nM	8.46	Displacement of [125I]Tyr10-NPS from human neuropeptide S receptor expressed in ...	24171469
Neuropeptide S receptor	IC50	=	45.0	nM	7.35	Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO...	24171469
Mu-type opioid receptor	Ki	=	102.35	nM	6.99	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
Kappa-type opioid receptor	Ki	=	118.1	nM	6.93	PDSP Secondary Binding target: OPRK1 - Compounds are tested at 10 uM concentrati...	-
Alpha-2C adrenergic receptor	Ki	=	222.2	nM	6.65	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Muscarinic acetylcholine receptor M5	Ki	=	510.27	nM	6.29	PDSP Secondary Binding target: CHRM5 - Compounds are tested at 10 uM concentrati...	-
Alpha-2A adrenergic receptor	Ki	=	568.33	nM	6.25	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Mu-type opioid receptor	IC50	=	580.0	nM	6.24	Displacement of radiolabeled DAMGO from human recombinant mu opioid receptor exp...	24171469
Sigma intracellular receptor 2	Ki	=	701.29	nM	6.15	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Sigma non-opioid intracellular receptor 1	Ki	=	816.39	nM	6.09	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Muscarinic acetylcholine receptor M2	Ki	=	804.92	nM	6.09	PDSP Secondary Binding target: CHRM2 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M4	Ki	=	854.47	nM	6.07	PDSP Secondary Binding target: CHRM4 - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent noradrenaline transporter	Ki	=	955.76	nM	6.02	PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat...	-
Muscarinic acetylcholine receptor M3	Ki	=	1138.54	nM	5.94	PDSP Secondary Binding target: CHRM3 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M1	Ki	=	1183.45	nM	5.93	PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati...	-
Beta-3 adrenergic receptor	Ki	=	2053.76	nM	5.69	PDSP Secondary Binding target: ADRB3 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2A	Ki	=	2787.73	nM	5.55	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
Histamine H2 receptor	Ki	=	2963.81	nM	5.53	PDSP Secondary Binding target: HRH2 - Compounds are tested at 10 uM concentratio...	-

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/CHEMBL5724696	U2OS	24
24171469	10.1021/jm400904m	Plasma	14
24171469	10.1021/jm400904m	Brain	12
-	10.6019/CHEMBL5724696	TERT-RPE1	12
24171469	10.1021/jm400904m	ADMET	7
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Apelin receptor	5

Data from ChEMBL 36 via Core Engine