revamilast   Click here for help

GtoPdb Ligand ID: 9865

Synonyms: Example 26 [WO2006064355A2] | GRC 4039 | GRC-4039 | GRC4039
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Revamilast (GRC 4039) is an orally active, selective phosphodiesterase IV (PDE4) inhibitor, that was developed by Glenmark Pharmaceuticals for the treatment of multiple inflammatory conditions (rheumatoid arthritis (RA), asthma, chronic obstructive pulmonary disease (COPD) , multiple sclerosis, osteoarthritis, neuropathic pain). The chemical structure is claimed as Example 26 in Glenmark patent WO2006064355A2 [1]. GRC 4039 is no longer listed on Glenmark's development pipeline webpage.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 89.85
Molecular weight 438.99
XLogP 4.13
No. Lipinski's rules broken 0
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Canonical SMILES FC(Oc1ccc(c2c1oc1c2cncc1)C(=O)N=c1c(Cl)cn(cc1Cl)O)F
Isomeric SMILES FC(Oc1ccc(c2c1oc1c2cncc1)C(=O)N=c1c(Cl)cn(cc1Cl)O)F
InChI InChI=1S/C18H9Cl2F2N3O4/c19-10-6-25(27)7-11(20)15(10)24-17(26)8-1-2-13(29-18(21)22)16-14(8)9-5-23-4-3-12(9)28-16/h1-7,18,27H
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9210 revamilast
Synonyms Click here for help
Example 26 [WO2006064355A2] | GRC 4039 | GRC-4039 | GRC4039
Database Links Click here for help
CAS Registry No. 893555-90-3 (source: WHO INN record)
DrugBank Ligand DB11838
GtoPdb PubChem SID 363894159
PubChem CID 11546664
Search Google for chemical match using the InChIKey CFRXVFRHMZLQBS-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey CFRXVFRHMZLQBS-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CFRXVFRHMZLQBS-UHFFFAOYSA-N