betrixaban   Click here for help

GtoPdb Ligand ID: 9602

Synonyms: Bevyxxa® | compound 11 [PMID: 19297154] | PRT-054021 | PRT054021
Approved drug
betrixaban is an approved drug (FDA (2017))
Compound class: Synthetic organic
Comment: Betrixaban is an orally active direct factor Xa inhibitor [1], that is an approved anti-thrombotic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 107.41
Molecular weight 451.14
XLogP 5.04
No. Lipinski's rules broken 1
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Canonical SMILES COc1ccc(c(c1)C(=O)Nc1ccc(cn1)Cl)NC(=O)c1ccc(cc1)C(=N)N(C)C
Isomeric SMILES COc1ccc(c(c1)C(=O)Nc1ccc(cn1)Cl)NC(=O)c1ccc(cc1)C(=N)N(C)C
InChI InChI=1S/C23H22ClN5O3/c1-29(2)21(25)14-4-6-15(7-5-14)22(30)27-19-10-9-17(32-3)12-18(19)23(31)28-20-11-8-16(24)13-26-20/h4-13,25H,1-3H3,(H,27,30)(H,26,28,31)
Bioactivity Comments
Betrixaban has limited hERG liability (Ki 1.8 μM) [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
coagulation factor X Primary target of this compound Hs Inhibitor Inhibition 9.9 pKi - 1
pKi 9.9 (Ki 1.17x10-10 M) [1]
Description: Inhibition of human factor Xa.