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Compound Detail

CHEMBL260674

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O=C(O)CN1C(=O)[C@@]2(CC(=O)N(Cc3ccccc3F)C2=O)c2cc(Cl)ccc21

Basic Information

ChEMBL ID CHEMBL260674
Phase Preclinical
Structure Type MOL
InChI Key SKLDVYDFQCXARY-HXUWFJFHSA-N
2
Targets
3
Activities
2
Assay Types
23
PK Parameters
11
Publications
0
Known Names

Molecular Properties

416.8
MW (Da)
2.11
ALogP
4
HBA
1
HBD
95.0
PSA (Ų)
0.61
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 C20H14ClFN2O5
MW 416.79
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.13

Activity Summary

Ki 2 meas. best 7.66
IC50 1 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL2291
Ki 7.66 7.66 22.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
Ki 7.64 7.64 23.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
IC50 7.4 7.4 40.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1250.0 ng.hr.mL-1 Rattus norvegicus
AUC 2480.0 ng.hr.mL-1 Rattus norvegicus
AUC 2020.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2350.0 ng.hr.mL-1 Canis lupus familiaris
CL 15.0 mL.min-1.g-1 Homo sapiens
CL 23.0 mL.min-1.g-1 Rattus norvegicus
CL 13.33 mL.min-1.kg-1 Rattus norvegicus
CL 8.333 mL.min-1.kg-1 Canis lupus familiaris
Cmax 4774.59 nM Rattus norvegicus
Cmax 712.59 nM Rattus norvegicus
Cmax 6166.17 nM Canis lupus familiaris
Cmax 1206.84 nM Canis lupus familiaris
F 40.0 % Rattus norvegicus
F 120.0 % Canis lupus familiaris
T1/2 1.0 hr Rattus norvegicus
T1/2 4.2 hr Rattus norvegicus
T1/2 7.0 hr Canis lupus familiaris
T1/2 3.0 hr Canis lupus familiaris
T1/2 1.0 hr Homo sapiens
Tmax - hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax - hr Canis lupus familiaris
Tmax 2.0 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 11
24900359 10.1021/ml2001196 No relevant target 4
18318469 10.1021/jm701383e Prostaglandin D2 receptor 2 3
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 Plasma 1

Data from ChEMBL 36 via Core Engine