compound 2 [PMID: 28621538]   Click here for help

GtoPdb Ligand ID: 11282

Synonyms: example 727 [WO2012093101A1]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 2 is a small molecule complement factor D inhibitor that has been developed by Novartis [1]. The compound is orally bioavailable, and blocks activation of the complement alternative pathway in vitro and in vivo. Factor D inhibitors act upstream of the factor C5-targeting drugs such as eculizumab and ravulizumab, and small molecules are intended to offer more flexible therapeutic options than the existing monoclonal antibodies.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 123.21
Molecular weight 482.07
XLogP 1.84
No. Lipinski's rules broken 0
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Canonical SMILES Brc1cccc(n1)NC(=O)[C@@H]1C[C@@H]2[C@H](N1C(=O)Cn1nc(c3c1cccc3)C(=O)N)C2
Isomeric SMILES Brc1cccc(n1)NC(=O)[C@@H]1C[C@@H]2[C@H](N1C(=O)Cn1nc(c3c1cccc3)C(=O)N)C2
InChI InChI=1S/C21H19BrN6O3/c22-16-6-3-7-17(24-16)25-21(31)15-9-11-8-14(11)28(15)18(29)10-27-13-5-2-1-4-12(13)19(26-27)20(23)30/h1-7,11,14-15H,8-10H2,(H2,23,30)(H,24,25,31)/t11-,14-,15+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
example 727 [WO2012093101A1]
Database Links Click here for help
BindingDB Ligand 171350
ChEMBL Ligand CHEMBL3683753
GtoPdb PubChem SID 434321717
PubChem CID 86673884
Search Google for chemical match using the InChIKey CWZUTHDJLNZLCM-DFBGVHRSSA-N
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UniChem Compound Search for chemical match using the InChIKey CWZUTHDJLNZLCM-DFBGVHRSSA-N
UniChem Connectivity Search for chemical match using the InChIKey CWZUTHDJLNZLCM-DFBGVHRSSA-N