data_SA8
# 
_chem_comp.id                                    SA8 
_chem_comp.name                                  "S-5'-AZAMETHIONINE-5'-DEOXYADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5'-[N-[(3S)-3-AMINO-3-CARBOXYPROPYL]-N-METHYLAMINO]-5'-DEOXYADENOSINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        381.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SA8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Z3C 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
SA8 N      N    N 0 1 N N N 13.352 30.167 91.233 -6.637 -0.282 0.811  N      SA8 1  
SA8 CA     CA   C 0 1 N N S 13.972 31.091 92.234 -5.767 0.879  0.583  CA     SA8 2  
SA8 C      C    C 0 1 N N N 13.194 32.390 92.354 -6.547 1.964  -0.113 C      SA8 3  
SA8 O      O    O 0 1 N N N 12.194 32.558 91.653 -6.115 3.234  -0.072 O      SA8 4  
SA8 OXT    OXT  O 0 1 N N N 13.666 33.223 93.201 -7.563 1.690  -0.708 OXT    SA8 5  
SA8 CB     CB   C 0 1 N N N 15.411 31.433 91.853 -4.581 0.463  -0.290 CB     SA8 6  
SA8 CG     CG   C 0 1 N N N 15.929 30.538 90.805 -3.718 -0.547 0.468  CG     SA8 7  
SA8 ND     ND   N 0 1 N N N 17.611 30.833 90.235 -2.580 -0.946 -0.371 ND     SA8 8  
SA8 CE     CE   C 0 1 N N N 17.431 32.339 89.277 -3.103 -1.881 -1.375 CE     SA8 9  
SA8 "C5'"  C5*  C 0 1 N N N 17.804 29.604 89.059 -1.671 -1.715 0.490  "C5'"  SA8 10 
SA8 "C4'"  C4*  C 0 1 N N R 18.004 28.225 89.627 -0.350 -1.951 -0.246 "C4'"  SA8 11 
SA8 "O4'"  O4*  O 0 1 N N N 18.056 27.354 88.499 0.334  -0.701 -0.434 "O4'"  SA8 12 
SA8 "C3'"  C3*  C 0 1 N N S 19.393 28.023 90.250 0.566  -2.856 0.600  "C3'"  SA8 13 
SA8 "O3'"  O3*  O 0 1 N N N 19.148 27.926 91.688 0.883  -4.058 -0.106 "O3'"  SA8 14 
SA8 "C2'"  C2*  C 0 1 N N R 19.871 26.674 89.734 1.842  -2.002 0.818  "C2'"  SA8 15 
SA8 "O2'"  O2*  O 0 1 N N N 20.478 25.730 90.581 3.019  -2.803 0.695  "O2'"  SA8 16 
SA8 "C1'"  C1*  C 0 1 N N R 18.633 26.200 88.953 1.749  -0.977 -0.342 "C1'"  SA8 17 
SA8 N9     N9   N 0 1 Y N N 18.914 25.337 87.839 2.492  0.243  -0.018 N9     SA8 18 
SA8 C8     C8   C 0 1 Y N N 19.720 25.536 86.755 1.995  1.349  0.605  C8     SA8 19 
SA8 N7     N7   N 0 1 Y N N 19.733 24.530 85.926 2.931  2.245  0.734  N7     SA8 20 
SA8 C5     C5   C 0 1 Y N N 18.873 23.605 86.505 4.084  1.771  0.204  C5     SA8 21 
SA8 C6     C6   C 0 1 Y N N 18.449 22.299 86.113 5.387  2.278  0.061  C6     SA8 22 
SA8 N6     N6   N 0 1 N N N 18.889 21.711 84.971 5.710  3.542  0.523  N6     SA8 23 
SA8 N1     N1   N 0 1 Y N N 17.559 21.614 86.922 6.302  1.515  -0.528 N1     SA8 24 
SA8 C2     C2   C 0 1 Y N N 17.132 22.224 88.061 6.003  0.308  -0.972 C2     SA8 25 
SA8 N3     N3   N 0 1 Y N N 17.475 23.450 88.524 4.797  -0.208 -0.859 N3     SA8 26 
SA8 C4     C4   C 0 1 Y N N 18.356 24.092 87.686 3.818  0.479  -0.279 C4     SA8 27 
SA8 HN1    1HN  H 0 1 N N N 13.242 30.620 90.326 -6.951 -0.592 -0.097 HN1    SA8 28 
SA8 HN2    2HN  H 0 1 N N N 13.875 29.295 91.152 -6.052 -1.016 1.181  HN2    SA8 29 
SA8 HA     HA   H 0 1 N N N 13.954 30.554 93.211 -5.400 1.252  1.540  HA     SA8 30 
SA8 HO     HO   H 0 1 N N N 11.707 33.371 91.728 -6.616 3.930  -0.518 HO     SA8 31 
SA8 HB1    1HB  H 0 1 N N N 16.077 31.438 92.747 -3.983 1.342  -0.533 HB1    SA8 32 
SA8 HB2    2HB  H 0 1 N N N 15.508 32.503 91.556 -4.949 0.009  -1.210 HB2    SA8 33 
SA8 HG1    1HG  H 0 1 N N N 15.234 30.546 89.933 -4.316 -1.426 0.711  HG1    SA8 34 
SA8 HG2    2HG  H 0 1 N N N 15.830 29.479 91.139 -3.350 -0.093 1.388  HG2    SA8 35 
SA8 HE1    1HE  H 0 1 N N N 16.964 33.191 89.824 -2.291 -2.208 -2.025 HE1    SA8 36 
SA8 HE2    2HE  H 0 1 N N N 18.473 32.522 88.924 -3.538 -2.746 -0.875 HE2    SA8 37 
SA8 HE3    3HE  H 0 1 N N N 16.662 32.294 88.471 -3.868 -1.384 -1.971 HE3    SA8 38 
SA8 "H5'1" 1H5* H 0 0 N N N 18.635 29.861 88.361 -1.482 -1.159 1.408  "H5'1" SA8 39 
SA8 "H5'2" 2H5* H 0 0 N N N 16.947 29.610 88.346 -2.127 -2.675 0.734  "H5'2" SA8 40 
SA8 "H4'"  H4*  H 0 1 N N N 17.203 28.052 90.383 -0.542 -2.417 -1.212 "H4'"  SA8 41 
SA8 "H3'"  H3*  H 0 1 N N N 20.132 28.824 90.017 0.095  -3.089 1.555  "H3'"  SA8 42 
SA8 H2     H2   H 0 1 N N N 20.007 27.801 92.073 1.504  -4.551 0.447  H2     SA8 43 
SA8 "H2'"  H2*  H 0 1 N N N 20.808 26.800 89.142 1.815  -1.499 1.784  "H2'"  SA8 44 
SA8 H1     H1   H 0 1 N N N 20.777 24.888 90.259 3.018  -3.417 1.443  H1     SA8 45 
SA8 "H1'"  H1*  H 0 1 N N N 17.988 25.585 89.622 2.116  -1.414 -1.270 "H1'"  SA8 46 
SA8 H8     H8   H 0 1 N N N 20.317 26.443 86.563 0.975  1.466  0.941  H8     SA8 47 
SA8 HN61   1HN6 H 0 0 N N N 19.909 21.713 84.994 5.033  4.089  0.951  HN61   SA8 48 
SA8 HN62   2HN6 H 0 0 N N N 18.586 20.778 84.691 6.613  3.881  0.418  HN62   SA8 49 
SA8 H3     H3   H 0 1 N N N 16.422 21.656 88.685 6.777  -0.278 -1.445 H3     SA8 50 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
SA8 N     CA     SING N N 1  
SA8 N     HN1    SING N N 2  
SA8 N     HN2    SING N N 3  
SA8 CA    C      SING N N 4  
SA8 CA    CB     SING N N 5  
SA8 CA    HA     SING N N 6  
SA8 C     O      SING N N 7  
SA8 C     OXT    DOUB N N 8  
SA8 O     HO     SING N N 9  
SA8 CB    CG     SING N N 10 
SA8 CB    HB1    SING N N 11 
SA8 CB    HB2    SING N N 12 
SA8 CG    ND     SING N N 13 
SA8 CG    HG1    SING N N 14 
SA8 CG    HG2    SING N N 15 
SA8 ND    CE     SING N N 16 
SA8 ND    "C5'"  SING N N 17 
SA8 CE    HE1    SING N N 18 
SA8 CE    HE2    SING N N 19 
SA8 CE    HE3    SING N N 20 
SA8 "C5'" "C4'"  SING N N 21 
SA8 "C5'" "H5'1" SING N N 22 
SA8 "C5'" "H5'2" SING N N 23 
SA8 "C4'" "O4'"  SING N N 24 
SA8 "C4'" "C3'"  SING N N 25 
SA8 "C4'" "H4'"  SING N N 26 
SA8 "O4'" "C1'"  SING N N 27 
SA8 "C3'" "O3'"  SING N N 28 
SA8 "C3'" "C2'"  SING N N 29 
SA8 "C3'" "H3'"  SING N N 30 
SA8 "O3'" H2     SING N N 31 
SA8 "C2'" "O2'"  SING N N 32 
SA8 "C2'" "C1'"  SING N N 33 
SA8 "C2'" "H2'"  SING N N 34 
SA8 "O2'" H1     SING N N 35 
SA8 "C1'" N9     SING N N 36 
SA8 "C1'" "H1'"  SING N N 37 
SA8 N9    C8     SING Y N 38 
SA8 N9    C4     SING Y N 39 
SA8 C8    N7     DOUB Y N 40 
SA8 C8    H8     SING N N 41 
SA8 N7    C5     SING Y N 42 
SA8 C5    C6     SING Y N 43 
SA8 C5    C4     DOUB Y N 44 
SA8 C6    N6     SING N N 45 
SA8 C6    N1     DOUB Y N 46 
SA8 N6    HN61   SING N N 47 
SA8 N6    HN62   SING N N 48 
SA8 N1    C2     SING Y N 49 
SA8 C2    N3     DOUB Y N 50 
SA8 C2    H3     SING N N 51 
SA8 N3    C4     SING Y N 52 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
SA8 SMILES           ACDLabs              10.04 O=C(O)C(N)CCN(C)CC3OC(n2cnc1c(ncnc12)N)C(O)C3O                                                                                                                                                   
SA8 InChI            InChI                1.02b InChI=1/C15H23N7O5/c1-21(3-2-7(16)15(25)26)4-8-10(23)11(24)14(27-8)22-6-20-9-12(17)18-5-19-13(9)22/h5-8,10-11,14,23-24H,2-4,16H2,1H3,(H,25,26)(H2,17,18,19)/t7-,8+,10+,11+,14+/m0/s1/f/h25H,17H2 
SA8 InChIKey         InChI                1.02b JISVTSUBJCPLSV-IZUXQUDRDG                                                                                                                                                                        
SA8 SMILES_CANONICAL CACTVS               3.341 CN(CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                                              
SA8 SMILES           CACTVS               3.341 CN(CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                                    
SA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](CC[C@@H](C(=O)O)N)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O                                                                                                                        
SA8 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CCC(C(=O)O)N)CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O                                                                                                                                                   
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
SA8 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-{[(3S)-3-amino-3-carboxypropyl](methyl)amino}-5'-deoxyadenosine"                                               
SA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl-methyl-amino]butanoic acid" 
# 
