data_53H
# 
_chem_comp.id                                    53H 
_chem_comp.name                                  "5'-O-[(3-methyl-D-valyl)sulfamoyl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H25 N7 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;5'-O-(3,3-Dimethyl-2-aminobutyrylsulfamoyl) adenosine
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-01 
_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                        459.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     53H 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3COY 
_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 
53H C1   C1   C 0 1 N N N 2.819  -10.943 32.390 -3.601 -1.262 0.491  C1   53H 1  
53H C2   C2   C 0 1 Y N N -1.460 -7.417  41.057 6.108  0.343  0.923  C2   53H 2  
53H C3   C3   C 0 1 N N R 3.492  -10.787 31.045 -3.646 -2.609 -0.183 C3   53H 3  
53H C4   C4   C 0 1 Y N N -0.739 -8.921  39.414 3.898  -0.003 0.391  C4   53H 4  
53H C5   C5   C 0 1 Y N N -0.588 -9.915  40.374 4.185  -1.353 0.127  C5   53H 5  
53H C6   C6   C 0 1 Y N N -0.908 -9.610  41.693 5.509  -1.794 0.291  C6   53H 6  
53H C7   C7   C 0 1 N N N 2.821  -9.834  30.041 -2.425 -2.766 -1.091 C7   53H 7  
53H N1   N1   N 0 1 Y N N -1.331 -8.363  42.013 6.425  -0.916 0.687  N1   53H 8  
53H N2   N2   N 0 1 N N N 1.857  -11.891 32.446 -3.999 -0.161 -0.176 N2   53H 9  
53H O1   O1   O 0 1 N N N 3.195  -10.259 33.344 -3.212 -1.170 1.637  O1   53H 10 
53H C8   C8   C 0 1 Y N N -0.005 -10.728 38.438 2.067  -1.059 -0.234 C8   53H 11 
53H O2   O2   O 0 1 N N N 1.870  -7.737  37.021 2.880  3.258  -0.845 O2   53H 12 
53H N3   N3   N 0 1 Y N N -1.185 -7.685  39.762 4.881  0.801  0.783  N3   53H 13 
53H C9   C9   C 0 1 N N N 2.628  -8.419  30.560 -1.149 -2.657 -0.254 C9   53H 14 
53H C10  C10  C 0 1 N N N 3.710  -9.754  28.814 -2.471 -4.133 -1.776 C10  53H 15 
53H C11  C11  C 0 1 N N N 1.469  -10.372 29.567 -2.434 -1.663 -2.152 C11  53H 16 
53H N4   N4   N 0 1 N N N 4.947  -10.443 31.257 -3.637 -3.667 0.836  N4   53H 17 
53H S1   S1   S 0 1 N N N 1.102  -12.294 33.706 -3.949 1.319  0.565  S1   53H 18 
53H O1A  O1A  O 0 1 N N N 2.079  -12.958 34.511 -4.392 2.265  -0.398 O1A  53H 19 
53H O2A  O2A  O 0 1 N N N -0.012 -13.161 33.403 -4.568 1.154  1.834  O2A  53H 20 
53H O5   O5   O 0 1 N N N 0.539  -11.020 34.536 -2.486 1.638  0.839  O5   53H 21 
53H C25  C25  C 0 1 N N N -0.552 -10.324 33.940 -1.749 2.026  -0.322 C25  53H 22 
53H C24  C24  C 0 1 N N R -0.642 -9.016  34.690 -0.299 2.320  0.069  C24  53H 23 
53H C23  C23  C 0 1 N N S 0.744  -8.400  34.907 0.486  2.862  -1.146 C23  53H 24 
53H O3   O3   O 0 1 N N N 0.651  -7.003  34.685 0.564  4.288  -1.097 O3   53H 25 
53H C22  C22  C 0 1 N N R 1.008  -8.670  36.379 1.891  2.237  -0.994 C22  53H 26 
53H C21  C21  C 0 1 N N R -0.387 -8.688  36.988 1.788  1.392  0.295  C21  53H 27 
53H O4   O4   O 0 1 N N N -1.184 -9.310  35.980 0.381  1.099  0.433  O4   53H 28 
53H N9   N9   N 0 1 Y N N -0.387 -9.445  38.244 2.556  0.152  0.155  N9   53H 29 
53H N7   N7   N 0 1 Y N N -0.136 -11.034 39.743 3.024  -1.941 -0.250 N7   53H 30 
53H N6   N6   N 0 1 N N N -0.780 -10.542 42.657 5.851  -3.113 0.046  N6   53H 31 
53H H2   H2   H 0 1 N N N -1.790 -6.427  41.334 6.882  1.022  1.247  H2   53H 32 
53H H3   H3   H 0 1 N N N 3.384  -11.763 30.550 -4.555 -2.687 -0.779 H3   53H 33 
53H HN2  HN2  H 0 1 N N N 1.623  -12.363 31.596 -4.314 -0.235 -1.090 HN2  53H 34 
53H H8   H8   H 0 1 N N N 0.348  -11.399 37.669 1.037  -1.259 -0.490 H8   53H 35 
53H HO2  HO2  H 0 1 N N N 2.062  -8.037  37.902 2.944  3.856  -1.603 HO2  53H 36 
53H H9   H9   H 0 1 N N N 2.581  -8.434  31.659 -1.142 -3.442 0.502  H9   53H 37 
53H H9A  H9A  H 0 1 N N N 3.472  -7.792  30.238 -0.279 -2.768 -0.901 H9A  53H 38 
53H H9B  H9B  H 0 1 N N N 1.690  -8.006  30.159 -1.116 -1.682 0.234  H9B  53H 39 
53H H10  H10  H 0 1 N N N 3.085  -9.735  27.909 -3.380 -4.211 -2.372 H10  53H 40 
53H H10A H10A H 0 0 N N N 4.317  -8.838  28.860 -1.601 -4.245 -2.423 H10A 53H 41 
53H H10B H10B H 0 0 N N N 4.372  -10.632 28.784 -2.464 -4.918 -1.020 H10B 53H 42 
53H H11  H11  H 0 1 N N N 0.802  -10.501 30.432 -2.402 -0.689 -1.665 H11  53H 43 
53H H11A H11A H 0 0 N N N 1.019  -9.660  28.860 -1.564 -1.775 -2.800 H11A 53H 44 
53H H11B H11B H 0 0 N N N 1.615  -11.342 29.069 -3.343 -1.741 -2.749 H11B 53H 45 
53H HN4  HN4  H 0 1 N N N 5.405  -10.367 30.371 -2.804 -3.617 1.403  HN4  53H 46 
53H HN4A HN4A H 0 0 N N N 5.016  -9.572  31.743 -4.467 -3.625 1.409  HN4A 53H 47 
53H H25  H25  H 0 1 N N N -0.370 -10.151 32.869 -1.771 1.218  -1.054 H25  53H 48 
53H H25A H25A H 0 0 N N N -1.488 -10.898 34.003 -2.197 2.920  -0.756 H25A 53H 49 
53H H24  H24  H 0 1 N N N -1.258 -8.311  34.113 -0.267 3.035  0.891  H24  53H 50 
53H H23  H23  H 0 1 N N N 1.528  -8.799  34.247 0.021  2.537  -2.077 H23  53H 51 
53H HO3  HO3  H 0 1 N N N 0.630  -6.550  35.520 1.047  4.681  -1.837 HO3  53H 52 
53H H22  H22  H 0 1 N N N 1.563  -9.610  36.514 2.123  1.604  -1.850 H22  53H 53 
53H H21  H21  H 0 1 N N N -0.767 -7.690  37.253 2.143  1.964  1.153  H21  53H 54 
53H HN6  HN6  H 0 1 N N N -0.748 -11.451 42.241 5.173  -3.744 -0.242 HN6  53H 55 
53H HN6A HN6A H 0 0 N N N 0.065  -10.380 43.167 6.768  -3.406 0.163  HN6A 53H 56 
# 
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 
53H C1  C3   SING N N 1  
53H C1  N2   SING N N 2  
53H C1  O1   DOUB N N 3  
53H C2  N1   DOUB Y N 4  
53H C2  N3   SING Y N 5  
53H C3  C7   SING N N 6  
53H C3  N4   SING N N 7  
53H C4  C5   SING N N 8  
53H C4  N3   DOUB N N 9  
53H C4  N9   SING Y N 10 
53H C5  C6   DOUB Y N 11 
53H C5  N7   SING Y N 12 
53H C6  N1   SING Y N 13 
53H C6  N6   SING Y N 14 
53H C7  C9   SING Y N 15 
53H C7  C10  SING N N 16 
53H C7  C11  SING N N 17 
53H N2  S1   SING N N 18 
53H C8  N9   SING N N 19 
53H C8  N7   DOUB N N 20 
53H O2  C22  SING N N 21 
53H S1  O1A  DOUB Y N 22 
53H S1  O2A  DOUB Y N 23 
53H S1  O5   SING N N 24 
53H O5  C25  SING N N 25 
53H C25 C24  SING N N 26 
53H C24 C23  SING N N 27 
53H C24 O4   SING N N 28 
53H C23 O3   SING N N 29 
53H C23 C22  SING N N 30 
53H C22 C21  SING N N 31 
53H C21 O4   SING N N 32 
53H C21 N9   SING N N 33 
53H C2  H2   SING N N 34 
53H C3  H3   SING N N 35 
53H N2  HN2  SING N N 36 
53H C8  H8   SING N N 37 
53H O2  HO2  SING N N 38 
53H C9  H9   SING N N 39 
53H C9  H9A  SING N N 40 
53H C9  H9B  SING N N 41 
53H C10 H10  SING N N 42 
53H C10 H10A SING N N 43 
53H C10 H10B SING N N 44 
53H C11 H11  SING N N 45 
53H C11 H11A SING N N 46 
53H C11 H11B SING N N 47 
53H N4  HN4  SING N N 48 
53H N4  HN4A SING N N 49 
53H C25 H25  SING N N 50 
53H C25 H25A SING N N 51 
53H C24 H24  SING N N 52 
53H C23 H23  SING N N 53 
53H O3  HO3  SING N N 54 
53H C22 H22  SING N N 55 
53H C21 H21  SING N N 56 
53H N6  HN6  SING N N 57 
53H N6  HN6A SING N N 58 
# 
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 
53H SMILES           ACDLabs              10.04 O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)C(C)(C)C                                                                                                                                                   
53H InChI            InChI                1.02b InChI=1/C16H25N7O7S/c1-16(2,3)11(17)14(26)22-31(27,28)29-4-7-9(24)10(25)15(30-7)23-6-21-8-12(18)19-5-20-13(8)23/h5-7,9-11,15,24-25H,4,17H2,1-3H3,(H,22,26)(H2,18,19,20)/t7-,9-,10-,11+,15-/m1/s1/f/h22H,18H2 
53H InChIKey         InChI                1.02b ZUUYOZYPJCVYHV-HHTCLXQVDB                                                                                                                                                                                    
53H SMILES_CANONICAL CACTVS               3.341 CC(C)(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                                                                                                                           
53H SMILES           CACTVS               3.341 CC(C)(C)[CH](N)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                                  
53H SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)[C@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N                                                                                                                             
53H SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)C(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 
53H "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(3-methyl-D-valyl)sulfamoyl]adenosine"                                                                           
53H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2R)-2-amino-3,3-dimethyl-butanoyl]sulfamate" 
# 
