CCX354   Click here for help

GtoPdb Ligand ID: 10164

Synonyms: CCX 354 | CCX-354 | CCX-354-C
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CCX354 is an orally active CCR1 antagonist that was originally developed by Chemocentryx for anti-inflammatory/immunomodulatory potential. The chemical structure is claimed as Example 16 in patent WO2008147815A1 [1]. The structure in the patent resolves to PubChem CID 25016615, which is a tautomeric representation of the claimed structure.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 91.11
Molecular weight 451.15
XLogP 2.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc(ccc1Cl)N1CCN(CC1)C(=O)Cn1[nH]c(=C2N=CC=N2)c2c1nccc2
Isomeric SMILES COc1cc(ccc1Cl)N1CCN(CC1)C(=O)Cn1[nH]c(=C2N=CC=N2)c2c1nccc2
InChI InChI=1S/C22H22ClN7O2/c1-32-18-13-15(4-5-17(18)23)28-9-11-29(12-10-28)19(31)14-30-22-16(3-2-6-26-22)20(27-30)21-24-7-8-25-21/h2-8,13,27H,9-12,14H2,1H3
InChI Key WSVDLXWYJRCDBZ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-[4-(4-chloro-3-methoxyphenyl)piperazin-1-yl]-2-(3-imidazol-2-ylidene-2H-pyrazolo[3,4-b]pyridin-1-yl)ethanone
Synonyms Click here for help
CCX 354 | CCX-354 | CCX-354-C
Database Links Click here for help
GtoPdb PubChem SID 381118874
PubChem CID 25016615
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