title: [Molecular and crystalline structure of 3'-methylamino-2',3'-dideoxyribosylthymine--a potential inhibitor of HIV].
abstract: The structure of 3'-methylamino-2',3'-dideoxyribosylthymine [ddT(3'NHMe)] was determined by X-ray analysis. The space group is P2(1)2(1)2(1). Cell dimensions are: a 5.132(1), b 13.718(1), c 16.947(2) A, V 1193.2 A3, Z 4. The structure was solved by directed methods and refined by the full-matrix least square method to R 4.8%. The molecule of ddT(3'NHMe) has anti-conformation with respect to the glycosidic bond (chi (O4'-C1'-N1-C2) = -106.7 degrees), C3'-endo-C4'-exo puckering of the sugar moiety (P -28.8 degrees, psi m -31.5 degrees) and gauche-gauche conformation about exocyclic C4'-C5' bond (psi(C3'-C4'-C5'-O5') 45.8 degrees). The structure of ddT(3'NHMe) was compared with those of 3'-amino-3'-deoxythymidine, 3'-azido-3'-deoxythymidine and natural thymidine.
authors.forename: A V
authors.initials: AV
authors.lastname: Bochkarev
authors.forename: M V
authors.initials: MV
authors.lastname: Ias'ko
authors.forename: A S
authors.initials: AS
authors.lastname: Zhdanov
authors.forename: I I
authors.initials: II
authors.lastname: Fedorov
authors.forename: G V
authors.initials: GV
authors.lastname: Gurskaia
mesh_terms: D000998:Antiviral Agents / Q000737:chemistry* / Q000494:pharmacology; D015224:Dideoxynucleosides / Q000737:chemistry* / Q000494:pharmacology; D006678:HIV / Q000187:drug effects*; D015394:Molecular Structure; D014961:X-Ray Diffraction
chemical_list: D000998:Antiviral Agents; D015224:Dideoxynucleosides; C077831:3'-methylamino-2',3'-dideoxyribosylthymine
vernacular_title: Molekuliarnaia i kristallicheskaia struktura 3'-metilamino-2',3'-didezoksiriboziltimina--potentsial'nogo ingibitora VICh.