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Compound Detail

CHEMBL42485

DUP-697
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CS(=O)(=O)c1ccc(-c2cc(Br)sc2-c2ccc(F)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL42485
Name DUP-697
Phase Preclinical
Structure Type MOL
InChI Key AJFTZWGGHJXZOB-UHFFFAOYSA-N
5
Targets
40
Activities
1
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

411.3
MW (Da)
5.39
ALogP
3
HBA
0
HBD
34.1
PSA (Ų)
0.58
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H12BrFO2S2
MW 411.32
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.28

Activity Summary

IC50 40 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 8.7 7.8091 2.0 22
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 8.15 6.4636 7.0 11
Cytochrome c oxidase subunit 2
CHEMBL6174
 IC50 7.68 7.68 21.0 1
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 7.38 5.7133 41.6 3
Cytochrome c oxidase subunit 1
CHEMBL6173
 IC50 5.87 5.87 1364.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1500.0 ng.hr.mL-1 Canis lupus familiaris
AUC 56000.0 ng.hr.mL-1 Cercopithecidae
AUC 3240000.0 ng.hr.mL-1 Homo sapiens
CL 3.633 mL.min-1.kg-1 Rattus norvegicus
Cmax 700.0 nM Rattus norvegicus
Cmax 5834.87 nM Rattus norvegicus
Cmax 999222.02 nM Canis lupus familiaris
Cmax 1696975.59 nM Cercopithecidae
Cmax 147087.43 nM Homo sapiens
Cmax 700.0 nM Rattus norvegicus
F 75.0 % Rattus norvegicus
F 4.4 % Canis lupus familiaris
F 30.4 % Macaca fascicularis
F - % Homo sapiens
T1/2 22.0 hr Rattus norvegicus
T1/2 16.6 hr Rattus norvegicus
T1/2 6.0 hr Canis lupus familiaris
T1/2 31.8 hr Cercopithecidae
T1/2 292.0 hr Homo sapiens
Tmax 8.0 hr Rattus norvegicus
Tmax 1.0 hr Canis lupus familiaris
Tmax 24.0 hr Cercopithecidae
Tmax 3.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin G/H synthase 2 IC50 = 2.0 nM 8.7 In vitro inhibition of PGE-2 produced by arachidonic acid-stimulated CHO cells s... 9873621
Prostaglandin G/H synthase 2 IC50 = 2.0 nM 8.7 In vitro inhibition of the production of PGE-2 in arachidonic acid stimulated ch... -
Prostaglandin G/H synthase 2 IC50 = 2.0 nM 8.7 Inhibition of human COX2 expressed in african green monkey COS cells assessed as... 19523822
Prostaglandin G/H synthase 2 IC50 = 2.0 nM 8.7 Tested in vitro for the ability to inhibit Prostaglandin G/H synthase 2 in chine... -
Prostaglandin G/H synthase 2 IC50 = 2.1 nM 8.68 Inhibition of PGE-2 production by arachidonic acid-stimulated CHO cells expressi... -
Prostaglandin G/H synthase 2 IC50 = 5.0 nM 8.3 Inhibitory activity against human COX-2 expressed in baculovirus infected Sf9 ce... -
Prostaglandin G/H synthase 2 IC50 = 7.0 nM 8.15 Inhibitory activity against human recombinant Prostaglandin G/H synthase 2 expre... -
Prostaglandin G/H synthase 1 IC50 = 7.0 nM 8.15 Inhibition of Prostaglandin G/H synthase 1 was measured by the inhibition of PGE... 9873621
Prostaglandin G/H synthase 2 IC50 = 10.0 nM 8.0 Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate pretrea... 37409679
Prostaglandin G/H synthase 2 IC50 = 10.0 nM 8.0 In vitro inhibition of prostaglandin G/H synthase 2 (COX-2). 7473585
Prostaglandin G/H synthase 2 IC50 = 10.0 nM 8.0 Inhibition of human Prostaglandin G/H synthase 2 11563921
Prostaglandin G/H synthase 2 IC50 = 14.0 nM 7.85 Inhibitory activity against human recombinant Prostaglandin G/H synthase 2 -
Prostaglandin G/H synthase 2 IC50 = 14.0 nM 7.85 Inhibition of COX-2 (unknown origin) 30396033
Prostaglandin G/H synthase 2 IC50 = 20.0 nM 7.7 Inhibition of recombinant human COX2 using arachidonic acid as substrate pretrea... 31301566
Cytochrome c oxidase subunit 2 IC50 = 21.0 nM 7.68 Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate preincu... 38266553
Prostaglandin G/H synthase 2 IC50 = 30.0 nM 7.52 Inhibition of COX2 in human blood assessed as TxB2 level after 1 hr by enzyme im... 23473947
Prostaglandin G/H synthase 2 IC50 = 33.1 nM 7.48 Inhibition of recombinant human COX-2 preincubated for 15 mins followed by fluor... 28475316
Prostaglandin G/H synthase 2 IC50 = 40.0 nM 7.4 Inhibition of human recombinant COX2 by fluorescence assay 22475926
Prostaglandin G/H synthase 1 IC50 = 41.6 nM 7.38 Inhibition of ovine COX1 by fluorescence assay 22475926
Prostaglandin G/H synthase 1 IC50 = 59.0 nM 7.23 Inhibition of PGE-2 production in arachidonic acid-stimulated CHO cells expressi... -

Literature References

PubMed DOI Target Context # Activities
- 10.1016/S0960-894X(96)00513-6 ADMET 10
- 10.1016/S0960-894X(96)00513-6 Rattus norvegicus 7
- 10.1016/S0960-894X(96)00513-6 Canis familiaris 5
- 10.1016/0960-894X(95)00564-A Rattus norvegicus 3
38266553 10.1016/j.ejmech.2024.116155 Cytochrome c oxidase subunit 2 3
9873621 10.1016/s0960-894x(98)00499-5 Rattus norvegicus 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1016/S0960-894X(96)00501-X Rattus norvegicus 2
22475926 10.1016/j.bmc.2012.03.021 Prostaglandin G/H synthase 1 2
9873621 10.1016/s0960-894x(98)00499-5 Prostaglandin G/H synthase 2 2
10397507 10.1016/s0960-894x(99)00264-4 Prostaglandin G/H synthase 2 2
38266553 10.1016/j.ejmech.2024.116155 No relevant target 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.1016/S0960-894X(96)00582-3 Prostaglandin G/H synthase 2 2
16513348 10.1016/j.bmcl.2006.02.021 HUVEC 2
- 10.1016/S0960-894X(96)00513-6 Prostaglandin G/H synthase 1 1
- 10.1016/S0960-894X(96)00513-6 Cyclooxygenase 1
11563921 10.1021/jm0101343 Prostaglandin G/H synthase 2 1
7966148 10.1021/jm00049a005 Prostaglandin G/H synthase 2 1
- 10.1016/0960-894X(95)00359-2 Prostaglandin G/H synthase 2 1

Data from ChEMBL 36 via Core Engine