fosaprepitant   Click here for help

GtoPdb Ligand ID: 7623

Synonyms: Ivemend® | MK-0517
Approved drug
fosaprepitant is an approved drug (FDA and EMA (2008))
Compound class: Synthetic organic
Comment: Marketed formulations contain fosaprepitant dimeglumine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 139.72
Molecular weight 614.12
XLogP 4.31
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)C1C(OCCN1Cc1nc(=O)n([nH]1)P(=O)(O)O)OC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C
Isomeric SMILES Fc1ccc(cc1)[C@H]1[C@H](OCCN1Cc1nc(=O)n([nH]1)P(=O)(O)O)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C
InChI InChI=1S/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/t12-,19+,20-/m1/s1
1. Hale JJ, Mills SG, MacCoss M, Dorn CP, Finke PE, Budhu RJ, Reamer RA, Huskey SE, Luffer-Atlas D, Dean BJ et al.. (2000)
Phosphorylated morpholine acetal human neurokinin-1 receptor antagonists as water-soluble prodrugs.
J. Med. Chem., 43 (6): 1234-41. [PMID:10737756]
2. Hornby PJ. (2001)
Central neurocircuitry associated with emesis.
Am. J. Med., 111 Suppl 8A: 106S-112S. [PMID:11749934]