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 2021-03-13 _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 Y N 8 53H C4 N3 DOUB Y 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 N N 14 53H C7 C9 SING N 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 Y N 19 53H C8 N7 DOUB Y N 20 53H O2 C22 SING N N 21 53H S1 O1A DOUB N N 22 53H S1 O2A DOUB N 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 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" 53H InChI InChI 1.03 "InChI=1S/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" 53H InChIKey InChI 1.03 ZUUYOZYPJCVYHV-YEFHITBRSA-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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 53H "Create component" 2008-04-01 RCSB 53H "Modify aromatic_flag" 2011-06-04 RCSB 53H "Modify descriptor" 2011-06-04 RCSB 53H "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 53H _pdbx_chem_comp_synonyms.name "5'-O-(3,3-Dimethyl-2-aminobutyrylsulfamoyl) adenosine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##