CILOMILAST

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Synonyms
Status
Molecule Category Free-form
UNII 8ATB1C1R6X
EPA CompTox DTXSID6046686

Structure

InChI Key CFBUZOUXXHZCFB-OYOVHJISSA-N
Smiles COc1ccc([C@]2(C#N)CC[C@@H](C(=O)O)CC2)cc1OC1CCCC1
InChI
InChI=1S/C20H25NO4/c1-24-17-7-6-15(12-18(17)25-16-4-2-3-5-16)20(13-21)10-8-14(9-11-20)19(22)23/h6-7,12,14,16H,2-5,8-11H2,1H3,(H,22,23)/t14-,20-

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H25NO4
Molecular Weight 343.42
AlogP 4.05
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 79.55
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 25.0

Pharmacology

Mechanism of Action Action Reference
Phosphodiesterase 4 inhibitor INHIBITOR PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 10-700 - 38-38 45.28
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 10-700 - 38-38 45.28-91.3
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 10-840 - 38-38 45.28-98.5
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 10-700 - 38-38 45.28-98.8
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
- - - - 17
Homo sapiens
- 10-840 - 38-38 45.28-98.8
Mus musculus
- - - - 33-98.9
Mustela putorius furo
- - - - 35-35
Oryctolagus cuniculus
800 - - - -
Rattus norvegicus
- 49-180 - - 40-64

Target Conservation

Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4A
Organism : Homo sapiens
P27815 ENSG00000065989
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4B
Organism : Homo sapiens
Q07343 ENSG00000184588
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4C
Organism : Homo sapiens
Q08493 ENSG00000105650
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4D
Organism : Homo sapiens
Q08499 ENSG00000113448

Cross References

Resources Reference
ChEMBL CHEMBL511115
DrugBank DB03849
FDA SRS 8ATB1C1R6X
Guide to Pharmacology 7407
PDB CIO
PubChem 151170
SureChEMBL SCHEMBL27515
ZINC ZINC000100042108
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