Boceprevir

Boceprevir
Klinički podaci
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	3,4 h
Izlučivanje	Fekalno (79%), renalno (9%)
Identifikatori
CAS broj	394730-60-0
ATC kod	J05AE12 (WHO)
PubChem	CID 10324367
DrugBank	DB08873
ChemSpider	8499830
ChEBI	CHEBI:68621
ChEMBL	CHEMBL218394
Hemijski podaci
Formula	C27H45N5O5
Molarna masa	519,677
	SMILES [H][C@]12CN([C@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)[C@@]1([H])C2(C)C)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C; ;
	InChI InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1 ; Key:LHHCSNFAOIFYRV-DOVBMPENSA-N ;

Boceprevir je organsko jedinjenje, koje sadrži 27 atoma ugljenika i ima molekulsku masu od 519,677 Da.^[1]^[2]^[3]^[4]^[5]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	5
Broj donora vodonika	4
Broj rotacionih veza	10
Particioni koeficijent^[6] (ALogP)	1,6
Rastvorljivost^[7] (logS, log(mol/L))	-6,1
Polarna površina^[8] (PSA, Å²)	150,7

Reference

^ Kiser, Jennifer J.; Flexner, Charles (2013). . „Direct-Acting Antiviral Agents for Hepatitis C Virus Infection”. Annual Review of Pharmacology and Toxicology. 53: 427—449. PMID 23140245. doi:10.1146/annurev-pharmtox-011112-140254.
^ Treitel M, Marbury T, Preston RA, Triantafyllou I, Feely W, O'Mara E, Kasserra C, Gupta S, Hughes EA: Single-dose pharmacokinetics of boceprevir in subjects with impaired hepatic or renal function. . Treitel, Michelle; Marbury, Thomas; Preston, Richard A.; Triantafyllou, Ilias; Feely, William; Oʼmara, Edward; Kasserra, Claudia; Gupta, Samir; Hughes, Eric A. (2012 Sep 1). . „Single-Dose Pharmacokinetics of Boceprevir in Subjects with Impaired Hepatic or Renal Function”. Clin Pharmacokinet. 51 (9): 619—28. PMID 22799589. doi:10.2165/11633440-000000000-00000. Проверите вредност парамет(а)ра за датум: |date= (помоћ)..
^ Wilby KJ, Partovi N, Ford JA, Greanya E, Yoshida EM: Review of boceprevir and telaprevir for the treatment of chronic hepatitis C. Wilby, Kyle J.; Partovi, Nilufar; Ford, Jo-Ann E.; Greanya, Erica D.; Yoshida, Eric M. (2012 Apr). . „Review of Boceprevir and Telaprevir for the Treatment of Chronic Hepatitis C”. Can J Gastroenterol. 26 (4): 205—10. PMID 22506260. doi:10.1155/2012/751057 . Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). . „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). . „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.
^ Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). . „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.
^ Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). . „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ Ertl, Peter; Rohde, Bernhard; Selzer, Paul (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”. Journal of Medicinal Chemistry. 43 (20): 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

Boceprevir

Molimo Vas, obratite pažnju na važno upozorenje
u vezi sa temama iz oblasti medicine (zdravlja).

[1] Kiser, Jennifer J.; Flexner, Charles (2013). . „Direct-Acting Antiviral Agents for Hepatitis C Virus Infection”. Annual Review of Pharmacology and Toxicology. 53: 427—449. PMID 23140245. doi:10.1146/annurev-pharmtox-011112-140254.

[2] Treitel M, Marbury T, Preston RA, Triantafyllou I, Feely W, O'Mara E, Kasserra C, Gupta S, Hughes EA: Single-dose pharmacokinetics of boceprevir in subjects with impaired hepatic or renal function. . Treitel, Michelle; Marbury, Thomas; Preston, Richard A.; Triantafyllou, Ilias; Feely, William; Oʼmara, Edward; Kasserra, Claudia; Gupta, Samir; Hughes, Eric A. (2012 Sep 1). . „Single-Dose Pharmacokinetics of Boceprevir in Subjects with Impaired Hepatic or Renal Function”. Clin Pharmacokinet. 51 (9): 619—28. PMID 22799589. doi:10.2165/11633440-000000000-00000. Проверите вредност парамет(а)ра за датум: |date= (помоћ)..

[3] Wilby KJ, Partovi N, Ford JA, Greanya E, Yoshida EM: Review of boceprevir and telaprevir for the treatment of chronic hepatitis C. Wilby, Kyle J.; Partovi, Nilufar; Ford, Jo-Ann E.; Greanya, Erica D.; Yoshida, Eric M. (2012 Apr). . „Review of Boceprevir and Telaprevir for the Treatment of Chronic Hepatitis C”. Can J Gastroenterol. 26 (4): 205—10. PMID 22506260. doi:10.1155/2012/751057 . Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[4] Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). . „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[5] Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). . „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.

[6] Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). . „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.

[7] Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). . „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[8] Ertl, Peter; Rohde, Bernhard; Selzer, Paul (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”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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