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Compound Detail

CHEMBL597997

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Cc1sc(C)c(C(=O)NC2(c3ccc(C(=O)O)cc3)CC2)c1Cc1ccc(C(F)(F)F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL597997
Phase Preclinical
Structure Type MOL
InChI Key QJZQFVRFJCGDKF-UHFFFAOYSA-N
6
Targets
12
Activities
3
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

473.5
MW (Da)
6.09
ALogP
3
HBA
2
HBD
66.4
PSA (Ų)
0.46
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C25H22F3NO3S
MW 473.52
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.81

Activity Summary

Ki 7 meas. best 9.3
IC50 4 meas. best 8.6
EC50 1 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin E2 receptor EP4 subtype
CHEMBL1836
 Ki 9.3 9.1867 0.5 3
Prostaglandin E2 receptor EP4 subtype
CHEMBL4086
 Ki 9.15 9.15 0.7 1
Prostaglandin E2 receptor EP4 subtype
CHEMBL1836
 IC50 8.6 8.425 2.5 4
Rattus norvegicus
CHEMBL376
 EC50 6.6 6.6 250.0 1
Prostaglandin E2 receptor EP3 subtype
CHEMBL5674
 Ki 5.48 5.48 3300.0 1
Prostaglandin E2 receptor EP2 subtype
CHEMBL1881
 Ki 5.23 5.23 5900.0 1
Prostaglandin E2 receptor EP2 subtype
CHEMBL4909
 Ki 5.14 5.14 7200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.2 mL.min-1.kg-1 Rattus norvegicus
CL 23.0 mL.min-1.kg-1 Mus musculus
CL 3.2 mL.min-1.kg-1 Canis lupus familiaris
CL 0.91 mL.min-1.kg-1 Macaca fascicularis
Cmax 4500.0 nM Rattus norvegicus
Cmax 1400.0 nM Mus musculus
Cmax 3300.0 nM Canis lupus familiaris
Cmax 50.0 nM Macaca fascicularis
F 29.0 % Rattus norvegicus
F 21.0 % Mus musculus
F 32.0 % Canis lupus familiaris
F 18.0 % Macaca fascicularis
T1/2 4.5 hr Rattus norvegicus
T1/2 15.0 hr Mus musculus
T1/2 8.8 hr Canis lupus familiaris
T1/2 19.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin E2 receptor EP4 subtype Ki = 0.5 nM 9.3 Binding Assay: Transfected HEK 293(ebna) cells are maintained in culture, harves... -
Prostaglandin E2 receptor EP4 subtype Ki = 0.56 nM 9.25 Displacement of [3H]PGE2 from human EP4 receptor expressed in HEK293-EBNA cells ... 20163116
Prostaglandin E2 receptor EP4 subtype Ki = 0.7 nM 9.15 Displacement of [3H]PGE2 from rat EP4 receptor expressed in HEK293-EBNA cells by... 20163116
Prostaglandin E2 receptor EP4 subtype Ki = 0.97 nM 9.01 Displacement of [3H]PGE2 from human EP4 receptor expressed in HEK293-EBNA cells ... 20163116
Prostaglandin E2 receptor EP4 subtype IC50 = 2.5 nM 8.6 Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as ... 20163116
Prostaglandin E2 receptor EP4 subtype IC50 = 2.5 nM 8.6 Antagonist activity at human EP4 receptor transfected in CHO/Galpha16 cells prei... 35640059
Prostaglandin E2 receptor EP4 subtype IC50 = 2.9 nM 8.54 Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as ... 20163116
Prostaglandin E2 receptor EP4 subtype IC50 = 11.0 nM 7.96 Activity at EP4 receptor in human whole blood assessed as blockade of inhibition... 20163116
Rattus norvegicus EC50 = 250.0 nM 6.6 Analgesic activity in po dosed Sprague-Dawley rat assessed as inhibition of carr... 20163116
Prostaglandin E2 receptor EP3 subtype Ki = 3300.0 nM 5.48 Displacement of [3H]PGE2 from rat EP3 receptor expressed in HEK293-EBNA cells by... 20163116
Prostaglandin E2 receptor EP2 subtype Ki = 5900.0 nM 5.23 Displacement of [3H]PGE2 from human EP2 receptor expressed in HEK293-EBNA cells ... 20163116
Prostaglandin E2 receptor EP2 subtype Ki = 7200.0 nM 5.14 Displacement of [3H]PGE2 from rat EP2 receptor expressed in HEK293-EBNA cells by... 20163116

Literature References

PubMed DOI Target Context # Activities
20163116 10.1021/jm901771h Rattus norvegicus 15
20163116 10.1021/jm901771h Unchecked 8
20163116 10.1021/jm901771h Prostaglandin E2 receptor EP4 subtype 6
20163116 10.1021/jm901771h Cynomolgus monkey 5
20163116 10.1021/jm901771h Canis familiaris 5
20163116 10.1021/jm901771h Mus musculus 5
20163116 10.1021/jm901771h Prostaglandin E2 receptor EP2 subtype 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20163116 10.1021/jm901771h Prostaglandin E2 receptor EP3 subtype 2
20163116 10.1021/jm901771h Prostaglandin E2 receptor EP1 subtype 2
20163116 10.1021/jm901771h Prostaglandin F2-alpha receptor 1
20163116 10.1021/jm901771h Thromboxane A2 receptor 1
20163116 10.1021/jm901771h Prostacyclin receptor 1
20163116 10.1021/jm901771h Prostaglandin D2 receptor 2 1
20163116 10.1021/jm901771h Prostaglandin D2 receptor 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
35640059 10.1021/acs.jmedchem.2c00448 Prostaglandin E2 receptor EP4 subtype 1

Data from ChEMBL 36 via Core Engine