AZD2423   

GtoPdb Ligand ID: 7825

Synonyms: AZD 2423 | AZD-2423
Compound class: Synthetic organic
Comment: AZD2423 is a non-competitive negative allosteric modulator of the chemokine receptor CCR2. See the slideset presented by John G Cumming at the 17th RSC/SCI Medicinal Chemistry Symposium, 9th September, 2013, Churchill College, Cambridge [1] for further details of the discovery and molecular mechanism of this compound.
This compound was in the AstraZeneca/NCATS repurposing list from 2012.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 67.92
Molecular weight 411.18
XLogP 1.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(N1CCN(CC1)C(=O)C1NCCN(C1)C(C)C)Nc1ccc(c(c1)F)Cl
Isomeric SMILES O=C(N1CCN(CC1)C(=O)[C@@H]1NCCN(C1)C(C)C)Nc1ccc(c(c1)F)Cl
InChI InChI=1S/C19H27ClFN5O2/c1-13(2)26-6-5-22-17(12-26)18(27)24-7-9-25(10-8-24)19(28)23-14-3-4-15(20)16(21)11-14/h3-4,11,13,17,22H,5-10,12H2,1-2H3,(H,23,28)/t17-/m1/s1
InChI Key WERHXSXPOAOBJV-QGZVFWFLSA-N
Classification
Compound class Synthetic organic
IUPAC Name
4-[(2R)-4-tert-butylpiperazine-2-carbonyl]-N-(4-chloro-3-fluorophenyl)piperazine-1-carboxamide
Synonyms
AZD 2423 | AZD-2423
Database Links
GtoPdb PubChem SID 223366156
PubChem CID 46213922
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