ifetroban   Click here for help

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
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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
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
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 Click here for help
INN number INN
7252 ifetroban
Synonyms Click here for help
BMS 180,291 | BMS 180291 | BMS 180291-02 | BMS180291
Database Links Click here for help
Specialist databases
GPCRdb Ligand ifetroban
Other databases
CAS Registry No. 143443-90-7 (source: Scifinder)
ChEMBL Ligand CHEMBL3301673
GtoPdb PubChem SID 135650374
PubChem CID 3037233
Search Google for chemical match using the InChIKey BBPRUNPUJIUXSE-DXKRWKNPSA-N
Search Google for chemicals with the same backbone BBPRUNPUJIUXSE
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UniChem Compound Search for chemical match using the InChIKey BBPRUNPUJIUXSE-DXKRWKNPSA-N
UniChem Connectivity Search for chemical match using the InChIKey BBPRUNPUJIUXSE-DXKRWKNPSA-N
Wikipedia Ifetroban