eribaxaban   

GtoPdb Ligand ID: 7408

Synonyms: PD-0348292
Compound class: Synthetic organic
Comment: Eribaxaban is a Pfizer experimental anticoagulant which targets activated factor X (FXa) [1,3]. It has reached Phase 2 for prevention of venous thromboembolism in knee replacement
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 92.15
Molecular weight 484.13
XLogP 3.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COC1CC(N(C1)C(=O)Nc1ccc(cc1)Cl)C(=O)Nc1ccc(cc1F)n1ccccc1=O
Isomeric SMILES CO[C@@H]1C[C@@H](N(C1)C(=O)Nc1ccc(cc1)Cl)C(=O)Nc1ccc(cc1F)n1ccccc1=O
InChI InChI=1S/C24H22ClFN4O4/c1-34-18-13-21(30(14-18)24(33)27-16-7-5-15(25)6-8-16)23(32)28-20-10-9-17(12-19(20)26)29-11-3-2-4-22(29)31/h2-12,18,21H,13-14H2,1H3,(H,27,33)(H,28,32)/t18-,21-/m1/s1
InChI Key QQBKAVAGLMGMHI-WIYYLYMNSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide
International Nonproprietary Names
INN number INN
8935 eribaxaban
Synonyms
PD-0348292
Database Links
CAS Registry No. 536748-46-6
ChEMBL Ligand CHEMBL476186
DrugBank Ligand DB06920
GtoPdb PubChem SID 178103980
PubChem CID 11634458
RCSB PDB Ligand 230
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SynPHARM 80504 (in complex with coagulation factor X)