Fosinopril
Fosinopril je inhibitor angiotenzin konvertujućeg enzima (AKE)[6] koji se koristi u tretmanu hipertenzije i pojedinih tipova hroničnog zatajenja srca. Fosinopril je jedini ACE inhibitor na tržištu (Monopril) koji sadrži fosfinat.
| |||
| (IUPAC) ime | |||
|---|---|---|---|
| (2S,4S)-4-cikloheksil-1-(2- {[2-metil-1-(propanoiloksi)propoksi](4-fenilbutil)fosforil}acetil)pirolidin-2-karboksilna kiselina | |||
| Klinički podaci | |||
| Robne marke | Monopril | ||
| AHFS/Drugs.com | Monografija | ||
| MedlinePlus | a692020 | ||
| Identifikatori | |||
| CAS broj | 98048-97-6 | ||
| ATC kod | C09AA09 | ||
| PubChem[1][2] | 55891 | ||
| DrugBank | DB00492 | ||
| ChemSpider[3] | 10482016 | ||
| UNII | R43D2573WO 
| ||
| KEGG[4] | D07992
| ||
| ChEMBL[5] | CHEMBL1201310
| ||
| Hemijski podaci | |||
| Formula | C30H46NO7P | ||
| Mol. masa | 563,663 g/mol | ||
| SMILES | eMolekuli & PubHem | ||
| |||
| Farmakokinetički podaci | |||
| Bioraspoloživost | ~36% | ||
| Vezivanje za proteine plazme | 87% (fosinoprilat) | ||
| Metabolizam | hepatički | ||
| Poluvreme eliminacije | 12 sata (fosinoprilat) | ||
| Izlučivanje | renalno | ||
| Farmakoinformacioni podaci | |||
| Trudnoća | D(AU) | ||
| Pravni status | ℞ Prescription only | ||
| Način primene | oralno | ||
Fosinoprilat and Fosinopril uredi
Fosinoprilat manifestuje isti problem kao i enalaprilat i drugi ACE inhibitori koji sadrže karboksil, slabu oralnu bioraspoloživost. Dodatak hidrofobnog bočnog lanca moduliše jonizacione karakteristike molekula, i povećava njegovu bioraspoloživost. Fosinopril se administrira kao prolek i konvertuje se in vivo u aktivnu formu fosinoprilat.
Osobine uredi
| Osobina | Vrednost |
|---|---|
| Broj akceptora vodonika | 7 |
| Broj donora vodonika | 1 |
| Broj rotacionih veza | 15 |
| Particioni koeficijent[7] (ALogP) | 5,6 |
| Rastvorljivost[8] (logS, log(mol/L)) | -6,6 |
| Polarna površina[9] (PSA, Å2) | 120,0 |
Reference uredi
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.
- ↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
- ↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594.
- ↑ Pilote L, Abrahamowicz M, Eisenberg M, Humphries K, Behlouli H, Tu JV (May 2008). „Effect of different angiotensin-converting-enzyme inhibitors on mortality among elderly patients with congestive heart failure”. CMAJ 178 (10): 1303–11. DOI:10.1503/cmaj.060068. PMC 2335176. PMID 18458262.
- ↑ Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A 102: 3762-3772. DOI:10.1021/jp980230o.
- ↑ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488-1493. DOI:10.1021/ci000392t. PMID 11749573.
- ↑ Ertl P., Rohde B., Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714-3717. DOI:10.1021/jm000942e. PMID 11020286.
