Compound Detail

CHEMBL2204360

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Cc1ccc(Sc2ccccc2N2CCNCC2)c(C)c1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2204360
Phase	Preclinical
Structure Type	MOL
InChI Key	JOJYHYRCIYAVHN-UHFFFAOYSA-N
Parent Compound	CHEMBL2104993
Active Moiety	CHEMBL2104993

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

298.5

MW (Da)

3.86

ALogP

HBA

HBD

15.3

PSA (Å²)

0.93

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H23ClN2S
MW	334.92
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	-1.11

Activity Summary

Ki 17 meas. best 8.8

IC50 10 meas. best 9.74

EC50 3 meas. best 6.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 3A CHEMBL2411	IC50	9.74	9.74	0.2	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	8.8	8.8	1.6	1
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	8.43	8.035	3.7	2
Sodium-dependent serotonin transporter CHEMBL313	IC50	8.28	8.28	5.3	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.27	8.27	5.4	1
5-hydroxytryptamine receptor 3A CHEMBL1899	IC50	7.92	7.92	12.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.82	7.615	15.0	2
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.72	7.035	19.0	2
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	7.48	7.48	33.0	1
Beta-1 adrenergic receptor CHEMBL213	Ki	7.34	7.34	46.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	EC50	6.92	6.92	120.0	1
Unchecked CHEMBL612545	IC50	6.85	6.85	140.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.75	6.75	180.0	1
Histamine H2 receptor CHEMBL1941	Ki	6.75	6.75	180.0	1
Histamine H1 receptor CHEMBL231	Ki	6.75	6.75	180.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.75	6.75	180.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	6.7	6.7	200.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.66	6.66	220.0	1
5-hydroxytryptamine receptor 3A CHEMBL2411	Ki	6.64	6.64	230.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.48	6.48	330.0	1
Beta-2 adrenergic receptor CHEMBL210	Ki	6.25	6.25	560.0	1
Sodium-dependent dopamine transporter CHEMBL338	IC50	6.05	6.05	890.0	1
5-hydroxytryptamine receptor 3A CHEMBL1899	EC50	5.68	5.68	2100.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.01	5.01	9800.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.0	5.0	10000.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.41	4.41	39000.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.4	4.4	40000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	118.33	mL.min-1.kg-1	Rattus norvegicus
F	16.0	%	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 3A	IC50	=	0.18	nM	9.74	Antagonist activity at rat 5HT3A receptor expressed in xenopus oocytes assessed ...	21486038
Sodium-dependent serotonin transporter	Ki	=	1.6	nM	8.8	Binding affinity to human SERT	21486038
5-hydroxytryptamine receptor 3A	Ki	=	3.7	nM	8.43	Binding affinity to human 5HT3A receptor	21486038
Sodium-dependent serotonin transporter	IC50	=	5.3	nM	8.28	Inhibition of SERT-mediated [3H]5HT uptake in rat synaptosomes by scintillation ...	21486038
Sodium-dependent serotonin transporter	IC50	=	5.4	nM	8.27	Inhibition of human SERT expressed in CHO cells assessed as inhibition of [3H]5H...	21486038
5-hydroxytryptamine receptor 3A	IC50	=	12.0	nM	7.92	Antagonist activity at human 5HT3A receptor expressed in xenopus oocytes assesse...	21486038
5-hydroxytryptamine receptor 1A	Ki	=	15.0	nM	7.82	Binding affinity to human 5HT1A receptor	21486038
5-hydroxytryptamine receptor 7	Ki	=	19.0	nM	7.72	Binding affinity to human 5HT7 receptor	21486038
5-hydroxytryptamine receptor 3A	Ki	=	23.0	nM	7.64	Displacement of [3H]granisetron from human 5HT3A receptor expressed in HEK293 ce...	21486038
5-hydroxytryptamine receptor 1B	Ki	=	33.0	nM	7.48	Binding affinity at human 5HT1B receptor	21486038
5-hydroxytryptamine receptor 1A	Ki	=	39.0	nM	7.41	Displacement of [3H]5-carboxamidotryptamine to human 5HT1A expressed in HEK293 c...	21486038
Beta-1 adrenergic receptor	Ki	=	46.0	nM	7.34	Binding affinity to human beta 1 adrenergic receptor	21486038
5-hydroxytryptamine receptor 1B	EC50	=	120.0	nM	6.92	Partial agonist activity at human 5HT1B receptor expressed in CHO cells assessed...	21486038
Unchecked	IC50	=	140.0	nM	6.85	Inhibition of NET-mediated [3H]NE in rat synaptosomes by scintillation counting	21486038
5-hydroxytryptamine receptor 2C	Ki	=	180.0	nM	6.75	Binding affinity to human 5HT2C receptor	21486038
5-hydroxytryptamine receptor 2A	Ki	=	180.0	nM	6.75	Binding affinity to human 5HT2A receptor	21486038
Histamine H2 receptor	Ki	=	180.0	nM	6.75	Binding affinity to human histamine H2 receptor	21486038
Histamine H1 receptor	Ki	=	180.0	nM	6.75	Binding affinity to human histamine H1 receptor	21486038
5-hydroxytryptamine receptor 1A	EC50	=	200.0	nM	6.7	Agonist activity at human 5HT1A receptor expressed in CHO cells assessed as [35S...	21486038
5-hydroxytryptamine receptor 5A	Ki	=	220.0	nM	6.66	Binding affinity to human 5HT5A receptor	21486038

Literature References

PubMed	DOI	Target Context	# Activities
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 3A	10
21486038	10.1021/jm101459g	Rattus norvegicus	9
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 1A	5
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 1B	4
21486038	10.1021/jm101459g	Unchecked	3
21486038	10.1021/jm101459g	Sodium-dependent serotonin transporter	3
21486038	10.1021/jm101459g	Liver microsomes	2
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 7	2
21486038	10.1021/jm101459g	Beta-1 adrenergic receptor	1
21486038	10.1021/jm101459g	Sodium-dependent dopamine transporter	1
21486038	10.1021/jm101459g	Cytochrome P450 2D6	1
21486038	10.1021/jm101459g	Cytochrome P450 3A4	1
21486038	10.1021/jm101459g	Histamine H1 receptor	1
21486038	10.1021/jm101459g	Histamine H2 receptor	1
21486038	10.1021/jm101459g	Melanocortin receptor 4	1
21486038	10.1021/jm101459g	Beta-2 adrenergic receptor	1
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 2A	1
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 2C	1
21486038	10.1021/jm101459g	Sodium-dependent noradrenaline transporter	1
21486038	10.1021/jm101459g	5-hydroxytryptamine receptor 5A	1

Data from ChEMBL 36 via Core Engine