data_HP8 # _chem_comp.id HP8 _chem_comp.name "5'-O-{[(2,3-dihydroxyphenyl)carbonyl]sulfamoyl}adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 N6 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5'-O-[N-(2,3-dihydroxybenzoyl)sulfamoyl] adenosine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-03 _chem_comp.pdbx_modified_date 2020-06-17 _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 482.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HP8 _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 3O82 _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 HP8 S S S 0 1 N N N -10.197 -5.257 -6.568 -3.175 -2.508 -0.470 S HP8 1 HP8 N1 N1 N 0 1 Y N N -6.119 0.863 -0.065 6.225 2.143 -0.389 N1 HP8 2 HP8 C2 C2 C 0 1 Y N N -7.407 0.822 0.248 6.308 0.832 -0.523 C2 HP8 3 HP8 N3 N3 N 0 1 Y N N -8.303 0.170 -0.503 5.252 0.048 -0.469 N3 HP8 4 HP8 C4 C4 C 0 1 Y N N -7.911 -0.514 -1.610 4.039 0.557 -0.275 C4 HP8 5 HP8 C5 C5 C 0 1 Y N N -6.561 -0.497 -1.969 3.898 1.947 -0.127 C5 HP8 6 HP8 C6 C6 C 0 1 Y N N -5.687 0.213 -1.159 5.055 2.742 -0.191 C6 HP8 7 HP8 N6 N6 N 0 1 N N N -4.385 0.255 -1.454 4.978 4.117 -0.052 N6 HP8 8 HP8 N7 N7 N 0 1 Y N N -6.420 -1.246 -3.102 2.579 2.197 0.055 N7 HP8 9 HP8 C8 C8 C 0 1 Y N N -7.669 -1.699 -3.419 1.918 1.076 0.029 C8 HP8 10 HP8 N9 N9 N 0 1 Y N N -8.573 -1.259 -2.520 2.774 0.035 -0.172 N9 HP8 11 HP8 O9 O9 O 0 1 N N N -8.115 -4.670 -4.871 -2.948 0.090 -1.516 O9 HP8 12 HP8 "C1'" C1* C 0 1 N N R -10.010 -1.533 -2.521 2.411 -1.381 -0.263 C1* HP8 13 HP8 C1S C1S C 0 1 Y N N -6.495 -4.238 -6.466 -3.532 1.372 0.345 C1S HP8 14 HP8 "C2'" C2* C 0 1 N N R -10.756 -0.340 -3.080 2.516 -2.062 1.125 C2* HP8 15 HP8 "O2'" O2* O 0 1 N N N -12.058 -0.302 -2.458 3.848 -2.521 1.368 O2* HP8 16 HP8 C21 C21 C 0 1 N N N -7.858 -4.628 -6.063 -3.290 0.093 -0.349 C21 HP8 17 HP8 C2S C2S C 0 1 Y N N -6.110 -4.166 -7.814 -3.376 2.584 -0.338 C2S HP8 18 HP8 O2S O2S O 0 1 N N N -6.966 -4.454 -8.863 -3.001 2.588 -1.643 O2S HP8 19 HP8 "C3'" C3* C 0 1 N N S -10.940 -0.659 -4.553 1.540 -3.253 0.977 C3* HP8 20 HP8 "O3'" O3* O 0 1 N N N -12.094 -0.003 -5.058 2.253 -4.448 0.653 O3* HP8 21 HP8 C3S C3S C 0 1 Y N N -4.797 -3.859 -8.062 -3.608 3.784 0.327 C3S HP8 22 HP8 O3S O3S O 0 1 N N N -4.389 -3.780 -9.323 -3.458 4.966 -0.330 O3S HP8 23 HP8 "C4'" C4* C 0 1 N N R -11.172 -2.150 -4.467 0.617 -2.843 -0.187 C4* HP8 24 HP8 "O4'" O4* O 0 1 N N N -10.236 -2.574 -3.454 1.017 -1.527 -0.609 O4* HP8 25 HP8 C4S C4S C 0 1 Y N N -3.869 -3.586 -7.082 -3.990 3.775 1.658 C4S HP8 26 HP8 "C5'" C5* C 0 1 N N N -10.945 -2.901 -5.757 -0.838 -2.820 0.286 C5* HP8 27 HP8 "O5'" O5* O 0 1 N N N -10.613 -4.271 -5.454 -1.696 -2.553 -0.826 O5* HP8 28 HP8 C5S C5S C 0 1 Y N N -4.276 -3.650 -5.766 -4.145 2.576 2.333 C5S HP8 29 HP8 C6S C6S C 0 1 Y N N -5.597 -3.997 -5.451 -3.925 1.380 1.687 C6S HP8 30 HP8 NHS NHS N 0 1 N N N -8.741 -4.892 -7.019 -3.447 -1.072 0.310 NHS HP8 31 HP8 OS1 OS1 O 0 1 N N N -11.115 -5.038 -7.679 -3.882 -2.437 -1.700 OS1 HP8 32 HP8 OS2 OS2 O 0 1 N N N -10.074 -6.568 -6.063 -3.388 -3.533 0.491 OS2 HP8 33 HP8 H2 H2 H 0 1 N N N -7.744 1.332 1.138 7.278 0.386 -0.682 H2 HP8 34 HP8 HN6 HN6 H 0 1 N N N -3.905 0.801 -0.767 4.119 4.542 0.091 HN6 HP8 35 HP8 HN6A HN6A H 0 0 N N N -4.015 -0.674 -1.460 5.784 4.655 -0.099 HN6A HP8 36 HP8 H8 H8 H 0 1 N N N -7.900 -2.322 -4.270 0.849 0.985 0.149 H8 HP8 37 HP8 "H1'" H1* H 0 1 N N N -10.338 -1.772 -1.499 3.042 -1.892 -0.990 H1* HP8 38 HP8 "H2'" H2* H 0 1 N N N -10.235 0.614 -2.913 2.190 -1.386 1.916 H2* HP8 39 HP8 "HO2'" HO2* H 0 0 N N N -12.548 0.440 -2.793 3.964 -2.954 2.225 HO2* HP8 40 HP8 HO2S HO2S H 0 0 N N N -6.506 -4.343 -9.687 -3.741 2.562 -2.265 HO2S HP8 41 HP8 "H3'" H3* H 0 1 N N N -10.113 -0.351 -5.210 0.962 -3.389 1.892 H3* HP8 42 HP8 "HO3'" HO3* H 0 0 N N N -12.199 -0.210 -5.979 2.892 -4.720 1.326 HO3* HP8 43 HP8 HO3S HO3S H 0 0 N N N -3.465 -3.562 -9.344 -4.264 5.279 -0.764 HO3S HP8 44 HP8 "H4'" H4* H 0 1 N N N -12.225 -2.366 -4.236 0.729 -3.545 -1.014 H4* HP8 45 HP8 H4S H4S H 0 1 N N N -2.851 -3.329 -7.337 -4.169 4.708 2.171 H4S HP8 46 HP8 "H5'" H5* H 0 1 N N N -11.859 -2.870 -6.368 -1.095 -3.787 0.719 H5* HP8 47 HP8 "H5'A" H5*A H 0 0 N N N -10.118 -2.436 -6.314 -0.964 -2.041 1.037 H5*A HP8 48 HP8 H5S H5S H 0 1 N N N -3.574 -3.432 -4.975 -4.444 2.579 3.371 H5S HP8 49 HP8 H6S H6S H 0 1 N N N -5.908 -4.075 -4.420 -4.052 0.448 2.217 H6S HP8 50 HP8 HNHS HNHS H 0 0 N N N -8.488 -4.859 -7.986 -3.719 -1.070 1.241 HNHS HP8 51 # # 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 HP8 OS1 S DOUB N N 1 HP8 NHS S SING N N 2 HP8 S OS2 DOUB N N 3 HP8 S "O5'" SING N N 4 HP8 C6 N1 DOUB Y N 5 HP8 N1 C2 SING Y N 6 HP8 N3 C2 DOUB Y N 7 HP8 C2 H2 SING N N 8 HP8 C4 N3 SING Y N 9 HP8 N9 C4 SING Y N 10 HP8 C5 C4 DOUB Y N 11 HP8 N7 C5 SING Y N 12 HP8 C5 C6 SING Y N 13 HP8 N6 C6 SING N N 14 HP8 N6 HN6 SING N N 15 HP8 N6 HN6A SING N N 16 HP8 C8 N7 DOUB Y N 17 HP8 C8 N9 SING Y N 18 HP8 C8 H8 SING N N 19 HP8 "C1'" N9 SING N N 20 HP8 C21 O9 DOUB N N 21 HP8 "O4'" "C1'" SING N N 22 HP8 "C2'" "C1'" SING N N 23 HP8 "C1'" "H1'" SING N N 24 HP8 C2S C1S DOUB Y N 25 HP8 C1S C21 SING N N 26 HP8 C1S C6S SING Y N 27 HP8 "C3'" "C2'" SING N N 28 HP8 "C2'" "O2'" SING N N 29 HP8 "C2'" "H2'" SING N N 30 HP8 "O2'" "HO2'" SING N N 31 HP8 NHS C21 SING N N 32 HP8 O2S C2S SING N N 33 HP8 C3S C2S SING Y N 34 HP8 O2S HO2S SING N N 35 HP8 "O3'" "C3'" SING N N 36 HP8 "C3'" "C4'" SING N N 37 HP8 "C3'" "H3'" SING N N 38 HP8 "O3'" "HO3'" SING N N 39 HP8 O3S C3S SING N N 40 HP8 C3S C4S DOUB Y N 41 HP8 O3S HO3S SING N N 42 HP8 "C5'" "C4'" SING N N 43 HP8 "C4'" "O4'" SING N N 44 HP8 "C4'" "H4'" SING N N 45 HP8 C4S C5S SING Y N 46 HP8 C4S H4S SING N N 47 HP8 "C5'" "O5'" SING N N 48 HP8 "C5'" "H5'" SING N N 49 HP8 "C5'" "H5'A" SING N N 50 HP8 C5S C6S DOUB Y N 51 HP8 C5S H5S SING N N 52 HP8 C6S H6S SING N N 53 HP8 NHS HNHS SING N N 54 # # 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 HP8 SMILES ACDLabs 12.01 "O=C(c1cccc(O)c1O)NS(=O)(=O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" HP8 SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4cccc(O)c4O)[C@@H](O)[C@H]3O" HP8 SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4cccc(O)c4O)[CH](O)[CH]3O" HP8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" HP8 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O" HP8 InChI InChI 1.03 "InChI=1S/C17H18N6O9S/c18-14-10-15(20-5-19-14)23(6-21-10)17-13(27)12(26)9(32-17)4-31-33(29,30)22-16(28)7-2-1-3-8(24)11(7)25/h1-3,5-6,9,12-13,17,24-27H,4H2,(H,22,28)(H2,18,19,20)/t9-,12-,13-,17-/m1/s1" HP8 InChIKey InChI 1.03 DDOFAAYVEMVKLG-DMEFTLKTSA-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 HP8 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(2,3-dihydroxybenzoyl)sulfamoyl]adenosine" HP8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-(2,3-dihydroxyphenyl)carbonylsulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HP8 "Create component" 2010-08-03 RCSB HP8 "Modify aromatic_flag" 2011-06-04 RCSB HP8 "Modify descriptor" 2011-06-04 RCSB HP8 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HP8 _pdbx_chem_comp_synonyms.name "5'-O-[N-(2,3-dihydroxybenzoyl)sulfamoyl] adenosine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##