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Compound Detail

CHEMBL260672

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O=C(O)CN1C(=O)[C@@]2(CC(=O)N(Cc3cc(Cl)ccc3F)C2=O)c2cc(Cl)ccc21

Basic Information

ChEMBL ID CHEMBL260672
Phase Preclinical
Structure Type MOL
InChI Key IXKFWNVFUXXEFY-HXUWFJFHSA-N
2
Targets
4
Activities
2
Assay Types
23
PK Parameters
12
Publications
0
Known Names

Molecular Properties

451.2
MW (Da)
2.76
ALogP
4
HBA
1
HBD
95.0
PSA (Ų)
0.57
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H13Cl2FN2O5
MW 451.24
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.07

Activity Summary

IC50 2 meas. best 8.14
Ki 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL2291
Ki 8.3 8.3 5.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
Ki 8.28 8.28 5.3 1
Prostaglandin D2 receptor 2
CHEMBL5071
IC50 8.14 7.66 7.3 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1180.0 ng.hr.mL-1 Rattus norvegicus
AUC 1910.0 ng.hr.mL-1 Rattus norvegicus
AUC 637.0 ng.hr.mL-1 Canis lupus familiaris
AUC 339.0 ng.hr.mL-1 Canis lupus familiaris
CL 5.0 mL.min-1.g-1 Homo sapiens
CL 19.0 mL.min-1.g-1 Rattus norvegicus
CL 11.67 mL.min-1.kg-1 Rattus norvegicus
CL 33.33 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3767.4 nM Rattus norvegicus
Cmax 361.23 nM Rattus norvegicus
Cmax 4321.43 nM Canis lupus familiaris
Cmax 152.47 nM Canis lupus familiaris
F 32.0 % Rattus norvegicus
F 52.0 % Canis lupus familiaris
F 32.0 % Rattus norvegicus
T1/2 13.0 hr Rattus norvegicus
T1/2 5.4 hr Rattus norvegicus
T1/2 3.0 hr Canis lupus familiaris
T1/2 1.0 hr Homo sapiens
Tmax - hr Rattus norvegicus
Tmax 1.5 hr Rattus norvegicus
Tmax - hr Canis lupus familiaris
Tmax 2.67 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18318469 10.1021/jm701383e Rattus norvegicus 11
18318469 10.1021/jm701383e Canis familiaris 10
18318469 10.1021/jm701383e Prostaglandin D2 receptor 2 4
18318469 10.1021/jm701383e Unchecked 3
18318469 10.1021/jm701383e Liver microsomes 2
18318469 10.1021/jm701383e Caco-2 1
18318469 10.1021/jm701383e No relevant target 1
18318469 10.1021/jm701383e Prostaglandin D2 receptor 1
18318469 10.1021/jm701383e Prostaglandin E2 receptor EP2 subtype 1
24900359 10.1021/ml2001196 Rattus norvegicus 1
24900359 10.1021/ml2001196 Caco-2 1
24900359 10.1021/ml2001196 Plasma 1

Data from ChEMBL 36 via Core Engine