General Information of the Compound
Compound ID
CP0091646
Compound Name
(2R,3R)-2-(3-Carbamimidoyl-benzyl)-3-[4-(1-oxy-pyridin-4-yl)-benzoylamino]-butyric acid methyl ester
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Synonyms
2-(3-Carbamimidoylbenzyl)-3-(4-(1-oxypyridin-4-yl)benzoylamino)butyric acid methyl ester
FXV-673
FXV673
Methyl (2R,3R)-2-[(3-carbamimidoylphenyl)methyl]-3-[[4-(1-oxidopyridin-1-ium-4-yl)benzoyl]amino]butanoate
Methyl 2-[(3-carbamimidoylphenyl)methyl]-3-[[4-(1-oxidopyridin-4-yl)benzoyl]amino]butanoate
Otamixaban
UNII-S173RED00L
XRP-0673
XRP0673
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Structure
Formula
C25H26N4O4
Molecular Weight
446.507
Canonical SMILES
COC(=O)[C@H](Cc1cccc(c1)C(N)=N)[C@@H](C)NC(=O)c1ccc(cc1)-c1cc[n+]([O-])cc1
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InChI
InChI=1S/C25H26N4O4/c1-16(22(25(31)33-2)15-17-4-3-5-21(14-17)23(26)27)28-24(30)20-8-6-18(7-9-20)19-10-12-29(32)13-11-19/h3-14,16,22H,15H2,1-2H3,(H3,26,27)(H,28,30)/t16-,22-/m1/s1
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InChIKey
PFGVNLZDWRZPJW-OPAMFIHVSA-N
CAS
193153-04-7
Physicochemical Property
logP
2.42127
Rotatable Bonds
8
Heavy Atom Count
33
Polar Areas
132.21
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Complexity
33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5496659
SID: 123055317
ChEMBL ID
CHEMBL46618
DrugBank ID
DB06635
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00868, Coagulation factor X
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
Kd = 16.84 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.586 nM
2 IC50 = 0.623 nM
3 IC50 = 0.682 nM
4 IC50 = 0.702 nM
5 IC50 = 0.734 nM
6 IC50 = 0.747 nM
7 IC50 = 0.784 nM
8 IC50 = 0.823 nM
9 IC50 = 0.851 nM
10 IC50 = 0.865 nM
11 IC50 = 0.929 nM
12 IC50 = 0.933 nM
13 Kd = 89.31 nM
14 Ki = 0.4 nM
15 Ki = 0.5 nM
Clinical Information about the Compound
Drug 1 ( Otamixaban )
Drug Name Otamixaban
Company Sanofi-Aventis
Indication
Angina pectoris
Discontinued in Phase 3
Target(s)
Coagulation factor Xa (F10)
 Target Info 
Inhibitor
Drug 2 ( Otamixaban )
Drug Name Otamixaban
Indication
Coronavirus Disease 2019 (COVID-19)
Preclinical