Zofenopril

Zofenopril
IUPAC ime
	(2S,4S)-1-((S)-3-(benzoiltio)-2-metilpropanoil)-4-(feniltio)pirolidin-2-karboksilna kiselina
Klinički podaci
Drugs.com	Internacionalno ime leka
Način primene	Oralno
Identifikatori
CAS broj	81872-10-8
ATC kod	C09AA15 (WHO)
PubChem	CID 92400
ChemSpider	83422
UNII	290ZY759PI
KEGG	D08688
ChEMBL	CHEMBL331378
Hemijski podaci
Formula	C22H23NO4S2
Molarna masa	429,552 g/mol
	SMILES O=C(N2[C@H](C(=O)O)C[C@H](Sc1ccccc1)C2)[C@H](C)CSC(=O)c3ccccc3; ;
	InChI InChI=1S/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/t15-,18+,19+/m1/s1 ; Key:IAIDUHCBNLFXEF-MNEFBYGVSA-N ;

Zofenopril (Zofenoprilum) je inhbitor angiotenzin konvertujućeg enzima (ACE) sa kardioprotektivnim svojstvima, koji se koristi za tretman hipertenzije.^[1]

U manjim kliničkim studijama je utvrđeno da je zofenopril znatno efektivniji od starijih antihipertenziva atenolola i enalaprila, i da uzrokuje manji broj nuspojava.^[2]^[3]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	6
Broj donora vodonika	1
Broj rotacionih veza	8
Particioni koeficijent^[4] (ALogP)	3,9
Rastvorljivost^[5] (logS, log(mol/L))	-5,8
Polarna površina^[6] (PSA, Å²)	125,3

Reference

^ Ambrosioni E (2007). „Defining the role of zofenopril in the management of hypertension and ischemic heart disorders”. Am J Cardiovasc Drugs. 7 (1): 17—24. PMID 17355163. doi:10.2165/00129784-200707010-00002.
^ Nilsson P (2007). „Antihypertensive efficacy of zofenopril compared with atenolol in patients with mild to moderate hypertension”. Blood Press Suppl. 2: 25—30. PMID 18046976.
^ Mallion, JM (2007). „An evaluation of the initial and long-term antihypertensive efficacy of zofenopril compared with enalapril in mild to moderate hypertension”. Blood Press Suppl. 2: 13—8. PMID 18046974.
^ Ghose, A.K.; Viswanadhan V.N. & 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. PMID 11749573. doi:10.1021/ci000392t.
^ 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. PMID 11020286. doi:10.1021/jm000942e.

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Zofenopril

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[1] Ambrosioni E (2007). „Defining the role of zofenopril in the management of hypertension and ischemic heart disorders”. Am J Cardiovasc Drugs. 7 (1): 17—24. PMID 17355163. doi:10.2165/00129784-200707010-00002.

[2] Nilsson P (2007). „Antihypertensive efficacy of zofenopril compared with atenolol in patients with mild to moderate hypertension”. Blood Press Suppl. 2: 25—30. PMID 18046976.

[3] Mallion, JM (2007). „An evaluation of the initial and long-term antihypertensive efficacy of zofenopril compared with enalapril in mild to moderate hypertension”. Blood Press Suppl. 2: 13—8. PMID 18046974.

[4] Ghose, A.K.; Viswanadhan V.N. & 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.

[5] 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. PMID 11749573. doi:10.1021/ci000392t.

[6] 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. PMID 11020286. doi:10.1021/jm000942e.

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