Compound Detail

CHEMBL4128926

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CC(C)(C)NS(=O)(=O)c1ccc(-c2sc(C(=O)N[C@H]3C[C@H](C(=O)O)C3)nc2CC2CCCCC2)c2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4128926
Phase	Preclinical
Structure Type	MOL
InChI Key	KYIGOCCCBXRHNJ-MXVIHJGJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

583.8

MW (Da)

5.76

ALogP

HBA

HBD

125.5

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H37N3O5S2
MW	583.78
Aromatic Rings	3
Heavy Atoms	40
NP-Likeness	-0.76

Activity Summary

IC50 58 meas. best 10.92

Kd 3 meas. best 9.92

EC50 2 meas. best 8.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Small conductance calcium-activated potassium channel CHEMBL2096673	IC50	10.92	10.92	0.0	1
Endothelin-1 receptor CHEMBL252	IC50	10.64	10.64	0.0	1
C-C chemokine receptor type 1 CHEMBL2413	IC50	10.09	10.09	0.1	1
Nuclear receptor ROR-gamma CHEMBL1741186	Kd	9.92	9.92	0.1	2
Cholecystokinin receptor type A CHEMBL1901	IC50	9.92	9.92	0.1	1
Neuropeptide Y receptor type 1 CHEMBL4777	IC50	9.89	9.89	0.1	1
Adenosine receptor A3 CHEMBL256	IC50	9.77	9.77	0.2	1
Melatonin receptor type 1A CHEMBL1945	IC50	9.77	9.77	0.2	1
Galanin receptor type 2 CHEMBL3176	IC50	9.72	9.72	0.2	1
Melanocortin receptor 4 CHEMBL259	IC50	9.68	9.68	0.2	1
D(1A) dopamine receptor CHEMBL2056	IC50	9.68	9.68	0.2	1
Unchecked CHEMBL612545	IC50	9.66	7.4989	0.2	9
C-X-C chemokine receptor type 2 CHEMBL2434	IC50	9.62	9.62	0.2	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	9.6	9.6	0.2	1
Neurotensin receptor type 1 CHEMBL4123	IC50	9.6	9.6	0.2	1
Neuropeptide Y receptor type 2 CHEMBL4018	IC50	9.55	9.55	0.3	1
Somatostatin receptor CHEMBL2111427	IC50	9.51	9.51	0.3	1
5-hydroxytryptamine receptor 7 CHEMBL3155	IC50	9.41	9.41	0.4	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	9.37	9.37	0.4	1
Vasoactive intestinal polypeptide receptor 1 CHEMBL5144	IC50	9.33	9.33	0.5	1
Type-1 angiotensin II receptor CHEMBL227	IC50	9.33	9.33	0.5	1
Adenosine receptor A1 CHEMBL226	IC50	9.21	9.21	0.6	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	9.19	9.19	0.6	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	9.14	9.14	0.7	1
Nuclear receptor ROR-gamma CHEMBL1741186	IC50	9.03	8.865	0.9	2
Nociceptin receptor CHEMBL2014	IC50	9.01	9.01	1.0	1
Mu-type opioid receptor CHEMBL233	IC50	8.96	8.96	1.1	1
Kappa-type opioid receptor CHEMBL237	IC50	8.96	8.96	1.1	1
Vasopressin V1a receptor CHEMBL1889	IC50	8.96	8.96	1.1	1
Substance-K receptor CHEMBL2327	IC50	8.92	8.92	1.2	1
Histamine H1 receptor CHEMBL231	IC50	8.77	8.77	1.7	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.77	8.77	1.7	1
D(2) dopamine receptor CHEMBL217	IC50	8.74	8.74	1.8	1
Nuclear receptor ROR-gamma CHEMBL1741186	EC50	8.55	7.82	2.8	2
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	8.49	8.49	3.2	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	8.47	8.47	3.4	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	8.31	8.31	4.9	1
5-hydroxytryptamine receptor 3A CHEMBL1899	IC50	8.31	8.31	4.9	1
Delta-type opioid receptor CHEMBL236	IC50	8.22	8.22	6.0	1
Neuromedin-K receptor CHEMBL4429	IC50	8.09	8.09	8.2	1
Adenosine receptor A2a CHEMBL251	IC50	8.04	8.04	9.2	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	7.85	7.85	14.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	7.75	7.75	18.0	1
B2 bradykinin receptor CHEMBL3157	IC50	7.68	7.68	21.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	IC50	7.37	7.37	43.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	7.32	7.32	48.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	IC50	6.97	6.97	106.0	1
Histamine H2 receptor CHEMBL1941	IC50	6.85	6.85	142.0	1
Nuclear receptor ROR-beta CHEMBL3091268	IC50	6.79	6.79	164.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	6.59	6.59	254.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	325.0	ng.hr.mL-1	Rattus norvegicus
AUC	328.0	ng.hr.mL-1	Rattus norvegicus
AUC	302.0	ng.hr.mL-1	Rattus norvegicus
CL	51.4	mL.min-1.kg-1	Rattus norvegicus
CL	51.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	222.69	nM	Rattus norvegicus
Cmax	220.0	nM	Rattus norvegicus
F	20.0	%	Rattus norvegicus
F	20.0	%	Rattus norvegicus
T1/2	0.7833	hr	Rattus norvegicus
T1/2	1.25	hr	Homo sapiens
T1/2	0.7	hr	Rattus norvegicus
T1/2	2.1	hr	Rattus norvegicus
T1/2	0.7	hr	Rattus norvegicus
T1/2	0.7833	hr	Rattus norvegicus
Tmax	0.8	hr	Rattus norvegicus
Vd	1.1	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Small conductance calcium-activated potassium channel	IC50	=	0.012	nM	10.92	Displacement of [125I]apamin from rat brain SkCa channel after 60 mins by scinti...	29631962
Endothelin-1 receptor	IC50	=	0.023	nM	10.64	Displacement of [125I]-endothelin-1 from human recombinant ETA receptor after 12...	29631962
C-C chemokine receptor type 1	IC50	=	0.081	nM	10.09	Displacement of [125I]MIP-1alpha from human recombinant CCR1 receptor after 120 ...	29631962
Nuclear receptor ROR-gamma	Kd	=	0.12	nM	9.92	Binding affinity to RORgammat (unknown origin) assessed as dissociation constant...	32334912
Cholecystokinin receptor type A	IC50	=	0.12	nM	9.92	Displacement of [125I]CCK-8s from human recombinant CCK1 receptor after 60 mins ...	29631962
Nuclear receptor ROR-gamma	Kd	=	0.12	nM	9.92	Binding affinity to recombinant human RORgamma LBD (237 to 497 residues) express...	29631962
Neuropeptide Y receptor type 1	IC50	=	0.13	nM	9.89	Displacement of [125I]peptide YY from human Y1 receptor after 120 mins by scinti...	29631962
Adenosine receptor A3	IC50	=	0.17	nM	9.77	Displacement of [125I]AB-MECA from human recombinant adenosine A3 receptor after...	29631962
Melatonin receptor type 1A	IC50	=	0.17	nM	9.77	Displacement of [125I]NDP-alpha -MSH from human recombinant MT1 receptor after 2...	29631962
Galanin receptor type 2	IC50	=	0.19	nM	9.72	Displacement of [125I]-endothelin-1 from human recombinant GAL2 receptor after 1...	29631962
D(1A) dopamine receptor	IC50	=	0.21	nM	9.68	Displacement of [3H]-SCH 23390 from human recombinant dopamine D1 receptor after...	29631962
Melanocortin receptor 4	IC50	=	0.21	nM	9.68	Displacement of [125I]NDP-alpha -MSH from human recombinant MC4 receptor after 1...	29631962
Unchecked	IC50	=	0.22	nM	9.66	Displacement of [125I]alpha-dendrotoxin from rat brain voltage-gated K channel a...	29631962
C-X-C chemokine receptor type 2	IC50	=	0.24	nM	9.62	Displacement of [125I]IL-8 from human recombinant CXCR2 receptor after 60 mins b...	29631962
Adrenergic receptor alpha-1	IC50	=	0.25	nM	9.6	Displacement of [3H]-prazosin from rat alpha1 adrenoceptor after 60 mins by scin...	29631962
Neurotensin receptor type 1	IC50	=	0.25	nM	9.6	Displacement of [125I]Tyr3-neurotensin from human recombinant NTS1 receptor afte...	29631962
Neuropeptide Y receptor type 2	IC50	=	0.28	nM	9.55	Displacement of [125I]peptide YY from human Y2 receptor after 120 mins by scinti...	29631962
Somatostatin receptor	IC50	=	0.31	nM	9.51	Displacement of [125I]Tyr11-somatostatin-14 from mouse SST receptor after 60 min...	29631962
5-hydroxytryptamine receptor 7	IC50	=	0.39	nM	9.41	Displacement of [3H]LSD from human recombinant 5-HT7 receptor after 120 mins by ...	29631962
5-hydroxytryptamine receptor 1A	IC50	=	0.43	nM	9.37	Displacement of [3H]8-OH-DPAT from recombinant human 5-HT1A receptor after 60 mi...	29631962

Literature References

PubMed	DOI	Target Context	# Activities
29631962	10.1016/j.bmcl.2018.03.093	Unchecked	18
29631962	10.1016/j.bmcl.2018.03.093	Rattus norvegicus	10
32334912	10.1016/j.bmcl.2020.127174	ADMET	7
29631962	10.1016/j.bmcl.2018.03.093	Nuclear receptor ROR-gamma	7
29631962	10.1016/j.bmcl.2018.03.093	Cholecystokinin receptor type A	3
29631962	10.1016/j.bmcl.2018.03.093	Nuclear receptor ROR-beta	3
29631962	10.1016/j.bmcl.2018.03.093	Histamine H1 receptor	3
29631962	10.1016/j.bmcl.2018.03.093	C-C chemokine receptor type 1	3
29631962	10.1016/j.bmcl.2018.03.093	C-X-C chemokine receptor type 2	3
29631962	10.1016/j.bmcl.2018.03.093	Galanin receptor type 2	3
29631962	10.1016/j.bmcl.2018.03.093	Endothelin-1 receptor	3
29631962	10.1016/j.bmcl.2018.03.093	D(2) dopamine receptor	3
29631962	10.1016/j.bmcl.2018.03.093	D(1A) dopamine receptor	3
29631962	10.1016/j.bmcl.2018.03.093	Adenosine receptor A2a	3
29631962	10.1016/j.bmcl.2018.03.093	B2 bradykinin receptor	3
29631962	10.1016/j.bmcl.2018.03.093	Adenosine receptor A1	3
29631962	10.1016/j.bmcl.2018.03.093	Type-1 angiotensin II receptor	3
29631962	10.1016/j.bmcl.2018.03.093	Beta-1 adrenergic receptor	3
29631962	10.1016/j.bmcl.2018.03.093	Adrenergic receptor alpha-2	3
29631962	10.1016/j.bmcl.2018.03.093	Adrenergic receptor alpha-1	3

Data from ChEMBL 36 via Core Engine