data_A5A
# 
_chem_comp.id                                    A5A 
_chem_comp.name                                  "'5'-O-(N-(L-ALANYL)-SULFAMOYL)ADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N7 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-08 
_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                        417.398 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A5A 
_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        1NJ6 
_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 
A5A N      N    N 0 1 N N N -35.916 -79.543 -41.286 3.896  -0.081 2.408  N      A5A 1  
A5A CA     CA   C 0 1 N N S -34.465 -79.622 -41.180 3.052  -0.721 3.426  CA     A5A 2  
A5A CB     CB   C 0 1 N N N -33.846 -78.226 -41.044 3.776  -0.702 4.774  CB     A5A 3  
A5A C      C    C 0 1 N N N -34.129 -80.393 -39.939 1.751  0.027  3.543  C      A5A 4  
A5A O      O    O 0 1 N N N -34.920 -80.869 -39.162 1.714  1.218  3.316  O      A5A 5  
A5A N3S    N3S  N 0 1 N N N -32.908 -81.004 -40.050 0.627  -0.624 3.901  N3S    A5A 6  
A5A S      S    S 0 1 N N N -32.320 -82.112 -39.035 -0.803 0.199  4.030  S      A5A 7  
A5A O1S    O1S  O 0 1 N N N -33.300 -83.197 -38.833 -1.800 -0.789 4.245  O1S    A5A 8  
A5A O2S    O2S  O 0 1 N N N -30.983 -82.467 -39.622 -0.538 1.300  4.888  O2S    A5A 9  
A5A "O5'"  O5*  O 0 1 N N N -32.041 -81.372 -37.648 -1.106 0.801  2.665  "O5'"  A5A 10 
A5A "C5'"  C5*  C 0 1 N N N -31.265 -80.166 -37.623 -1.871 -0.167 1.946  "C5'"  A5A 11 
A5A "C4'"  C4*  C 0 1 N N R -30.221 -80.182 -36.527 -2.211 0.378  0.558  "C4'"  A5A 12 
A5A "O4'"  O4*  O 0 1 N N N -30.829 -80.429 -35.227 -1.002 0.621  -0.180 "O4'"  A5A 13 
A5A "C3'"  C3*  C 0 1 N N S -29.142 -81.242 -36.644 -3.031 -0.662 -0.228 "C3'"  A5A 14 
A5A "O3'"  O3*  O 0 1 N N N -28.123 -80.814 -37.549 -4.309 -0.135 -0.587 "O3'"  A5A 15 
A5A "C2'"  C2*  C 0 1 N N R -28.664 -81.414 -35.206 -2.179 -0.932 -1.496 "C2'"  A5A 16 
A5A "O2'"  O2*  O 0 1 N N N -27.612 -80.532 -34.832 -3.009 -1.037 -2.654 "O2'"  A5A 17 
A5A "C1'"  C1*  C 0 1 N N R -29.920 -81.144 -34.393 -1.290 0.335  -1.565 "C1'"  A5A 18 
A5A N9     N9   N 0 1 Y N N -30.608 -82.342 -33.855 -0.054 0.062  -2.304 N9     A5A 19 
A5A C8     C8   C 0 1 Y N N -31.269 -83.354 -34.529 1.093  -0.461 -1.789 C8     A5A 20 
A5A N7     N7   N 0 1 Y N N -31.787 -84.276 -33.735 1.991  -0.569 -2.724 N7     A5A 21 
A5A C5     C5   C 0 1 Y N N -31.451 -83.852 -32.457 1.478  -0.123 -3.896 C5     A5A 22 
A5A C6     C6   C 0 1 Y N N -31.704 -84.385 -31.147 1.968  -0.001 -5.207 C6     A5A 23 
A5A N6     N6   N 0 1 N N N -32.390 -85.513 -30.931 3.259  -0.390 -5.519 N6     A5A 24 
A5A N1     N1   N 0 1 Y N N -31.218 -83.700 -30.055 1.163  0.494  -6.141 N1     A5A 25 
A5A C2     C2   C 0 1 Y N N -30.519 -82.546 -30.255 -0.069 0.868  -5.852 C2     A5A 26 
A5A N3     N3   N 0 1 Y N N -30.221 -81.951 -31.437 -0.571 0.772  -4.639 N3     A5A 27 
A5A C4     C4   C 0 1 Y N N -30.718 -82.657 -32.508 0.157  0.283  -3.641 C4     A5A 28 
A5A H      H    H 0 1 N N N -36.327 -80.471 -41.376 4.054  0.865  2.717  H      A5A 29 
A5A HN2    HN2  H 0 1 N N N -36.204 -78.928 -42.047 4.790  -0.549 2.437  HN2    A5A 30 
A5A HA     HA   H 0 1 N N N -34.064 -80.112 -42.098 2.853  -1.753 3.136  HA     A5A 31 
A5A HB1    1HB  H 0 1 N N N -32.735 -78.286 -40.962 4.717  -1.244 4.689  HB1    A5A 32 
A5A HB2    2HB  H 0 1 N N N -34.161 -77.553 -41.875 3.975  0.329  5.064  HB2    A5A 33 
A5A HB3    3HB  H 0 1 N N N -34.290 -77.660 -40.191 3.149  -1.177 5.529  HB3    A5A 34 
A5A H3S    H3S  H 0 1 N N N -32.441 -80.637 -40.879 0.656  -1.577 4.083  H3S    A5A 35 
A5A "H5'1" 1H5* H 0 0 N N N -30.803 -79.962 -38.617 -1.292 -1.085 1.844  "H5'1" A5A 36 
A5A "H5'2" 2H5* H 0 0 N N N -31.919 -79.266 -37.544 -2.793 -0.377 2.489  "H5'2" A5A 37 
A5A "H4'"  H4*  H 0 1 N N N -29.755 -79.174 -36.634 -2.780 1.303  0.652  "H4'"  A5A 38 
A5A "H3'"  H3*  H 0 1 N N N -29.488 -82.213 -37.068 -3.146 -1.576 0.355  "H3'"  A5A 39 
A5A H3T    H3T  H 0 1 N N N -27.447 -81.477 -37.622 -4.748 -0.807 -1.126 H3T    A5A 40 
A5A "H2'"  H2*  H 0 1 N N N -28.220 -82.424 -35.044 -1.570 -1.828 -1.374 "H2'"  A5A 41 
A5A "HO'2" 2HO* H 0 0 N N N -27.314 -80.639 -33.936 -3.534 -1.842 -2.549 "HO'2" A5A 42 
A5A "H1'"  H1*  H 0 1 N N N -29.593 -80.569 -33.495 -1.834 1.161  -2.023 "H1'"  A5A 43 
A5A H8     H8   H 0 1 N N N -31.375 -83.421 -35.624 1.237  -0.744 -0.756 H8     A5A 44 
A5A H61    1H6  H 0 1 N N N -32.569 -85.891 -30.001 3.586  -0.302 -6.428 H61    A5A 45 
A5A H62    2H6  H 0 1 N N N -31.941 -86.249 -31.476 3.837  -0.752 -4.829 H62    A5A 46 
A5A H2     H2   H 0 1 N N N -30.150 -82.031 -29.351 -0.690 1.266  -6.641 H2     A5A 47 
# 
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 
A5A N     CA     SING N N 1  
A5A N     H      SING N N 2  
A5A N     HN2    SING N N 3  
A5A CA    CB     SING N N 4  
A5A CA    C      SING N N 5  
A5A CA    HA     SING N N 6  
A5A CB    HB1    SING N N 7  
A5A CB    HB2    SING N N 8  
A5A CB    HB3    SING N N 9  
A5A C     O      DOUB N N 10 
A5A C     N3S    SING N N 11 
A5A N3S   S      SING N N 12 
A5A N3S   H3S    SING N N 13 
A5A S     O1S    DOUB N N 14 
A5A S     O2S    DOUB N N 15 
A5A S     "O5'"  SING N N 16 
A5A "O5'" "C5'"  SING N N 17 
A5A "C5'" "C4'"  SING N N 18 
A5A "C5'" "H5'1" SING N N 19 
A5A "C5'" "H5'2" SING N N 20 
A5A "C4'" "O4'"  SING N N 21 
A5A "C4'" "C3'"  SING N N 22 
A5A "C4'" "H4'"  SING N N 23 
A5A "O4'" "C1'"  SING N N 24 
A5A "C3'" "O3'"  SING N N 25 
A5A "C3'" "C2'"  SING N N 26 
A5A "C3'" "H3'"  SING N N 27 
A5A "O3'" H3T    SING N N 28 
A5A "C2'" "O2'"  SING N N 29 
A5A "C2'" "C1'"  SING N N 30 
A5A "C2'" "H2'"  SING N N 31 
A5A "O2'" "HO'2" SING N N 32 
A5A "C1'" N9     SING N N 33 
A5A "C1'" "H1'"  SING N N 34 
A5A N9    C8     SING Y N 35 
A5A N9    C4     SING Y N 36 
A5A C8    N7     DOUB Y N 37 
A5A C8    H8     SING N N 38 
A5A N7    C5     SING Y N 39 
A5A C5    C6     DOUB Y N 40 
A5A C5    C4     SING Y N 41 
A5A C6    N6     SING N N 42 
A5A C6    N1     SING Y N 43 
A5A N6    H61    SING N N 44 
A5A N6    H62    SING N N 45 
A5A N1    C2     DOUB Y N 46 
A5A C2    N3     SING Y N 47 
A5A C2    H2     SING N N 48 
A5A N3    C4     DOUB Y N 49 
# 
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 
A5A SMILES           ACDLabs              10.04 O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)C                                                                                                                                            
A5A InChI            InChI                1.02b InChI=1/C13H19N7O7S/c1-5(14)12(23)19-28(24,25)26-2-6-8(21)9(22)13(27-6)20-4-18-7-10(15)16-3-17-11(7)20/h3-6,8-9,13,21-22H,2,14H2,1H3,(H,19,23)(H2,15,16,17)/t5-,6+,8+,9+,13+/m0/s1/f/h19H,15H2 
A5A InChIKey         InChI                1.02b CWWYMWDIYBJVLP-JIYPHCENDW                                                                                                                                                                      
A5A SMILES_CANONICAL CACTVS               3.341 C[C@H](N)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                                     
A5A SMILES           CACTVS               3.341 C[CH](N)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                           
A5A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N                                                                                                                     
A5A SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)NS(=O)(=O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)N                                                                                                                                            
# 
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 
A5A "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-(L-alanylsulfamoyl)adenosine"                                                                        
A5A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-2-aminopropanoyl]sulfamate" 
# 
