CGP-75355 - CAS 191594-64-6
Catalog number: 191594-64-6
Category: Inhibitor
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Molecular Formula:
C39H53N5O7
Molecular Weight:
703.87
COA:
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Targets:
HIV Protease
Description:
CGP-75355 is an HIV Protease inhibitor (EC50= 0.7 nM).
Purity:
>98%
Appearance:
White cryst.
Synonyms:
CGP-75355; CGP 75355; CGP75355; UNII-4ZE7DBE752; methyl N-[(2S)-1-[2-[(2S,3S)-2-hydroxy-3-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]amino]-4-phenylbutyl]-2-[(4-phenylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate; 232632, BMS; 3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-((4-(2-pyridinyl)phenyl)methyl)-2,5,6,10,13-pentaazatetradecanedioic acid dimethyl ester; atazanavir; atazanavir sulfate; BMS 232632; BMS 232632 05; BMS-232632; BMS-232632-05; BMS232632; BMS23263205
MSDS:
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InChIKey:
UZZKRELETVORAI-UYEZAFAQSA-N
InChI:
1S/C39H53N5O7/c1-38(2,3)32(41-36(48)50-7)34(46)40-30(23-26-15-11-9-12-16-26)31(45)25-44(43-35(47)33(39(4,5)6)42-37(49)51-8)24-27-19-21-29(22-20-27)28-17-13-10-14-18-28/h9-22,30-33,45H,23-25H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t30-,31-,32+,33+/m0/
Canonical SMILES:
CC(C)(C)C(C(=O)NC(CC1=CC=CC=C1)C(CN(CC2=CC=C(C=C2)C3=CC=CC=C3)NC(=O)C(C(C)(C)C)NC(=O)OC)O)NC(=O)OC
1.New aza-dipeptide analogues as potent and orally absorbed HIV-1 protease inhibitors: candidates for clinical development.
Bold G;Fässler A;Capraro HG;Cozens R;Klimkait T;Lazdins J;Mestan J;Poncioni B;Rösel J;Stover D;Tintelnot-Blomley M;Acemoglu F;Beck W;Boss E;Eschbach M;Hürlimann T;Masso E;Roussel S;Ucci-Stoll K;Wyss D;Lang M J Med Chem. 1998 Aug 27;41(18):3387-401.
On the basis of previously described X-ray studies of an enzyme/aza-dipeptide complex,8 aza-dipeptide analogues carrying N-(bis-aryl-methyl) substituents on the (hydroxethyl)hydrazine moiety have been designed and synthesized as HIV-1 protease inhibitors. By using either equally (12) or orthogonally (13) protected dipeptide isosteres, symmetrically and asymmetrically acylated aza-dipeptides can be synthesized. This approach led to the discovery of very potent inhibitors with antiviral activities (ED50) in the subnanomolar range. Acylation of the (hydroxethyl)hydrazine dipeptide isostere with the L-tert-leucine derivative 29 increased the oral bioavailability significantly when compared to the corresponding L-valine or L-isoleucine derivatives. The bis(L-tert-leucine) derivatives CGP 75355, CGP 73547, CGP 75136, and CGP 75176 combine excellent antiviral activity with high blood concentration after oral administration. Furthermore, they show no cross-resistance with saquinavir-resistant strains and maintain activity against indinavir-resistant ones. Consequently they qualify for further profiling as potential clinical candidates.
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CAS 191594-64-6 CGP-75355

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