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Compound Detail

CHEMBL3105681

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CCS(=O)(=O)c1ccc(CC(=O)Nc2nc(-c3cccc(Cl)c3)c(C(=O)c3ccccc3Cl)s2)cc1

Basic Information

ChEMBL ID CHEMBL3105681
Phase Preclinical
Structure Type MOL
InChI Key GRWNPFJXINLSNF-UHFFFAOYSA-N
4
Targets
17
Activities
3
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

559.5
MW (Da)
6.32
ALogP
6
HBA
1
HBD
93.2
PSA (Ų)
0.26
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H20Cl2N2O4S2
MW 559.50
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -2.07

Activity Summary

IC50 12 meas. best 8.1
EC50 4 meas. best 8.1
Ki 1 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear receptor ROR-gamma
CHEMBL1741186
EC50 8.1 8.05 8.0 2
Nuclear receptor ROR-gamma
CHEMBL1741186
IC50 8.1 7.645 7.9 8
Nuclear receptor ROR-gamma
CHEMBL1741186
Ki 7.4 7.4 39.8 1
Nuclear receptor ROR-beta
CHEMBL3091268
IC50 7.2 7.1633 63.1 3
Nuclear receptor ROR-gamma
CHEMBL1293231
EC50 6.8 6.8 158.0 1
Nuclear receptor ROR-gamma
CHEMBL1293231
IC50 6.7 6.7 199.5 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 6.58 6.58 260.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 53152.5 ng.hr.mL-1 Mus musculus
CL 17.8 mL.min-1.kg-1 Mus musculus
Cmax 2764.97 nM Mus musculus
Cmax 23000.0 nM Mus musculus
F 48.0 % Mus musculus
F 48.0 % Mus musculus
T1/2 1.0 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
Nuclear receptor ROR-gamma EC50 = 8.0 nM 8.1 Inverse agonist activity at human RoRc-LBD fusion protein with GST expressed in ... 24502334
Nuclear receptor ROR-gamma IC50 = 7.943 nM 8.1 Inverse agonist activity at RORgammaT (unknown origin) by M1H assay 25305688
Nuclear receptor ROR-gamma IC50 = 9.0 nM 8.05 Displacement of [3H]-2-(4-(ethylsulfonyl)phenyl)-N-(4-(2-(methoxymethyl)phenyl)t... 30095900
Nuclear receptor ROR-gamma EC50 = 10.0 nM 8.0 Activity at human RoRc in human Jurkat cells assessed as inhibition of IL-17 pro... 24502334
Nuclear receptor ROR-gamma IC50 = 10.0 nM 8.0 Inverse agonist activity at RORgammaT (unknown origin) by Jurkat cell based luci... 25305688
Nuclear receptor ROR-gamma IC50 = 15.85 nM 7.8 Inhibition of APC-labeled RORgammat receptor ligand binding domain (unknown orig... 24388993
Nuclear receptor ROR-gamma IC50 = 19.95 nM 7.7 Inverse agonist activity at human recombinant N-terminally 6xHis-tagged RORgamma... 25305688
Nuclear receptor ROR-gamma IC50 = 22.0 nM 7.66 Inverse agonist activity at biotinylated HN-Avi-MBP-TCS-human RORgammat (258 to ... 30095900
Nuclear receptor ROR-gamma Ki = 39.81 nM 7.4 Displacement of 25-[26,27-3H]hydroxycholesterol from RORgammat receptor ligand b... 24388993
Nuclear receptor ROR-beta IC50 = 63.1 nM 7.2 Inverse agonist activity at RORbeta (unknown origin) by M1H assay 25305688
Nuclear receptor ROR-beta IC50 = 64.0 nM 7.19 Inverse agonist activity at recombinant N-terminally GST-tagged RORbeta ligand b... 25305688
Nuclear receptor ROR-beta IC50 = 79.43 nM 7.1 Inverse agonist activity at recombinant N-terminally GST-tagged RORbeta ligand b... 25305688
Nuclear receptor ROR-gamma IC50 = 80.0 nM 7.1 Inverse agonist activity at GAL4 DBD-fused RORgammat LBD (unknown origin) expres... 27815118
Nuclear receptor ROR-gamma EC50 = 158.0 nM 6.8 Activity at RoRc in mouse CD4+ T cells assessed as inhibition of IL-17 productio... 24502334
Nuclear receptor ROR-gamma IC50 = 180.0 nM 6.75 Inverse agonist activity at RORgammat in human TH17 cells assessed as inhibition... 30095900
Nuclear receptor ROR-gamma IC50 = 199.53 nM 6.7 Inhibition of RORgammat receptor ligand binding domain in mouse spleen CD4+ T ce... 24388993
Nuclear receptor subfamily 1 group I member 2 EC50 = 260.0 nM 6.58 Agonist activity at human pregnane X receptor expressed in HEK293 cells by lucif... 25305688

Literature References

PubMed DOI Target Context # Activities
24388993 10.1016/j.bmc.2013.12.021 Mus musculus 11
24388993 10.1016/j.bmc.2013.12.021 Nuclear receptor ROR-gamma 5
25305688 10.1016/j.bmcl.2014.09.053 Nuclear receptor ROR-gamma 5
25305688 10.1016/j.bmcl.2014.09.053 Nuclear receptor ROR-beta 5
30095900 10.1021/acs.jmedchem.8b00783 Nuclear receptor ROR-gamma 5
25305688 10.1016/j.bmcl.2014.09.053 Mus musculus 4
24502334 10.1021/jm401901d Nuclear receptor ROR-gamma 3
25305688 10.1016/j.bmcl.2014.09.053 Nuclear receptor subfamily 1 group I member 2 2
25305688 10.1016/j.bmcl.2014.09.053 ADMET 2
25305688 10.1016/j.bmcl.2014.09.053 Spleen 1
25305688 10.1016/j.bmcl.2014.09.053 Brain 1
25305688 10.1016/j.bmcl.2014.09.053 No relevant target 1
25305688 10.1016/j.bmcl.2014.09.053 Thyroid hormone receptor alpha 1
25305688 10.1016/j.bmcl.2014.09.053 Retinoic acid receptor alpha 1
25305688 10.1016/j.bmcl.2014.09.053 Peroxisome proliferator-activated receptor alpha 1
25305688 10.1016/j.bmcl.2014.09.053 Peroxisome proliferator-activated receptor delta 1
30143422 10.1016/j.bmcl.2018.08.017 Nuclear receptor ROR-beta 1
25305688 10.1016/j.bmcl.2014.09.053 Oxysterols receptor LXR-beta 1
25305688 10.1016/j.bmcl.2014.09.053 Bile acid receptor 1
25305688 10.1016/j.bmcl.2014.09.053 Liver 1

Data from ChEMBL 36 via Core Engine