ifetroban   

GtoPdb Ligand ID: 1987

Synonyms: BMS 180,291 | BMS 180291 | BMS 180291-02 | BMS180291
Compound class: Synthetic organic
Comment: There is some ambiguity in the exact stereochemistry of ifetroban. The structure shown here is the same as that represented by the PubChem entry above. CID 64924 shows an alternative representation which does not specify the exact stereochemistry of the structure.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 101.66
Molecular weight 440.23
XLogP 3.31
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCCNC(=O)c1coc(n1)C1C2CCC(C1Cc1ccccc1CCC(=O)O)O2
Isomeric SMILES CCCCCNC(=O)c1coc(n1)[C@@H]1[C@H]2CC[C@@H]([C@@H]1Cc1ccccc1CCC(=O)O)O2
InChI InChI=1S/C25H32N2O5/c1-2-3-6-13-26-24(30)19-15-31-25(27-19)23-18(20-10-11-21(23)32-20)14-17-8-5-4-7-16(17)9-12-22(28)29/h4-5,7-8,15,18,20-21,23H,2-3,6,9-14H2,1H3,(H,26,30)(H,28,29)/t18-,20-,21+,23-/m0/s1
InChI Key BBPRUNPUJIUXSE-DXKRWKNPSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-[2-[[(1S,4R,5S,6R)-5-[4-(pentylcarbamoyl)-1,3-oxazol-2-yl]-7-oxabicyclo[2.2.1]heptan-6-yl]methyl]phenyl]propanoic acid
International Nonproprietary Names
INN number INN
7252 ifetroban
Synonyms
BMS 180,291 | BMS 180291 | BMS 180291-02 | BMS180291
Database Links
CAS Registry No. 143443-90-7 (source: Scifinder)
ChEMBL Ligand CHEMBL3301673
GtoPdb PubChem SID 135650374
PubChem CID 3037233
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Search UniChem for chemical match using the InChIKey BBPRUNPUJIUXSE-DXKRWKNPSA-N
Search UniChem for chemicals with the same backbone BBPRUNPUJIUXSE
Wikipedia Ifetroban