example 373 [WO2012093101]   Click here for help

GtoPdb Ligand ID: 8296

Compound class: Synthetic organic
Comment: Example 373 from patent WO2012093101 [2], is an exemplar small molecule complement factor D inhibitor, with potential to treat age-related macular degneration (AMD). Other preferred examples are highlighted in [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 142.48
Molecular weight 524.14
XLogP 1.77
No. Lipinski's rules broken 0
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Canonical SMILES N#CCOc1ccc2c(c1)c(NC(=O)N1C3CC3CC1C(=O)NCc1cccc(c1F)Cl)cn2C(=O)N
Isomeric SMILES N#CCOc1ccc2c(c1)c(NC(=O)N1[C@@H]3C[C@@H]3C[C@H]1C(=O)NCc1cccc(c1F)Cl)cn2C(=O)N
InChI InChI=1S/C25H22ClFN6O4/c26-17-3-1-2-13(22(17)27)11-30-23(34)21-9-14-8-20(14)33(21)25(36)31-18-12-32(24(29)35)19-5-4-15(10-16(18)19)37-7-6-28/h1-5,10,12,14,20-21H,7-9,11H2,(H2,29,35)(H,30,34)(H,31,36)/t14-,20-,21+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
BindingDB Ligand 50400274
ChEMBL Ligand CHEMBL2180765
GtoPdb PubChem SID 252166508
PubChem CID 57412074
Search Google for chemical match using the InChIKey SOCAXRLFGRNEPK-IFZYUDKTSA-N
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UniChem Connectivity Search for chemical match using the InChIKey SOCAXRLFGRNEPK-IFZYUDKTSA-N