data_B1U # _chem_comp.id B1U _chem_comp.name "5'-O-[(2-nitrobenzene-1-carbonyl)sulfamoyl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 N7 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-01-08 _chem_comp.pdbx_modified_date 2019-04-12 _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 495.423 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1U _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 6IYK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 B1U O8 O1 O -1 1 N N N 21.110 1.403 18.323 1.651 2.068 1.628 O8 B1U 1 B1U N7 N1 N 1 1 N N N 20.252 1.804 17.524 2.592 2.770 1.301 N7 B1U 2 B1U O9 O2 O 0 1 N N N 19.783 1.069 16.571 3.100 3.523 2.113 O9 B1U 3 B1U C13 C1 C 0 1 Y N N 19.940 3.054 17.583 3.121 2.702 -0.079 C13 B1U 4 B1U C14 C2 C 0 1 Y N N 20.487 3.810 16.573 3.297 3.859 -0.809 C14 B1U 5 B1U C15 C3 C 0 1 Y N N 20.250 5.164 16.591 3.792 3.798 -2.100 C15 B1U 6 B1U C16 C4 C 0 1 Y N N 19.497 5.731 17.595 4.115 2.577 -2.667 C16 B1U 7 B1U C17 C5 C 0 1 Y N N 18.981 4.956 18.622 3.944 1.413 -1.947 C17 B1U 8 B1U C12 C6 C 0 1 Y N N 19.174 3.580 18.669 3.450 1.468 -0.643 C12 B1U 9 B1U C11 C7 C 0 1 N N N 18.602 2.906 19.780 3.269 0.225 0.136 C11 B1U 10 B1U O7 O3 O 0 1 N N N 18.003 3.560 20.638 2.955 0.282 1.309 O7 B1U 11 B1U N6 N2 N 0 1 N N N 18.680 1.554 19.794 3.453 -0.973 -0.454 N6 B1U 12 B1U SAT S1 S 0 1 N N N 18.111 0.585 21.029 3.250 -2.366 0.418 SAT B1U 13 B1U O5 O4 O 0 1 N N N 18.913 0.844 22.312 3.478 -3.441 -0.483 O5 B1U 14 B1U O6 O5 O 0 1 N N N 18.322 -0.849 20.594 3.983 -2.194 1.624 O6 B1U 15 B1U O4 O6 O 0 1 N N N 16.613 0.843 21.343 1.782 -2.441 0.814 O4 B1U 16 B1U C10 C8 C 0 1 N N N 15.681 1.164 20.323 0.910 -2.806 -0.257 C10 B1U 17 B1U C9 C9 C 0 1 N N R 14.440 1.792 20.968 -0.532 -2.849 0.252 C9 B1U 18 B1U O1 O7 O 0 1 N N N 14.848 3.103 21.431 -0.963 -1.527 0.614 O1 B1U 19 B1U C8 C10 C 0 1 N N S 13.379 2.112 19.914 -1.469 -3.346 -0.867 C8 B1U 20 B1U O2 O8 O 0 1 N N N 12.514 1.013 19.699 -2.136 -4.544 -0.466 O2 B1U 21 B1U C7 C11 C 0 1 N N R 12.652 3.201 20.609 -2.486 -2.193 -1.049 C7 B1U 22 B1U O3 O9 O 0 1 N N N 11.753 2.631 21.567 -3.808 -2.705 -1.235 O3 B1U 23 B1U C6 C12 C 0 1 N N R 13.747 3.986 21.301 -2.370 -1.441 0.301 C6 B1U 24 B1U N5 N3 N 0 1 Y N N 14.238 5.147 20.512 -2.780 -0.043 0.150 N5 B1U 25 B1U C5 C13 C 0 1 Y N N 15.370 5.253 19.838 -1.958 1.019 -0.084 C5 B1U 26 B1U N4 N4 N 0 1 Y N N 15.427 6.451 19.313 -2.656 2.114 -0.163 N4 B1U 27 B1U C3 C14 C 0 1 Y N N 14.308 7.113 19.646 -3.968 1.826 0.014 C3 B1U 28 B1U C2 C15 C 0 1 Y N N 13.588 6.293 20.412 -4.064 0.438 0.211 C2 B1U 29 B1U N2 N5 N 0 1 Y N N 12.418 6.698 20.954 -5.261 -0.105 0.410 N2 B1U 30 B1U C1 C16 C 0 1 Y N N 11.943 7.997 20.707 -6.343 0.644 0.424 C1 B1U 31 B1U N1 N6 N 0 1 Y N N 12.715 8.845 19.901 -6.303 1.951 0.243 N1 B1U 32 B1U C4 C17 C 0 1 Y N N 13.873 8.377 19.386 -5.152 2.582 0.033 C4 B1U 33 B1U N3 N7 N 0 1 N N N 14.668 9.170 18.615 -5.120 3.952 -0.161 N3 B1U 34 B1U H1 H1 H 0 1 N N N 21.081 3.356 15.794 3.048 4.815 -0.373 H1 B1U 35 B1U H2 H2 H 0 1 N N N 20.658 5.789 15.810 3.928 4.707 -2.668 H2 B1U 36 B1U H3 H3 H 0 1 N N N 19.306 6.794 17.582 4.500 2.536 -3.674 H3 B1U 37 B1U H4 H4 H 0 1 N N N 18.414 5.434 19.407 4.196 0.461 -2.390 H4 B1U 38 B1U H5 H5 H 0 1 N N N 19.108 1.105 19.010 3.703 -1.019 -1.390 H5 B1U 39 B1U H6 H6 H 0 1 N N N 15.394 0.250 19.783 0.990 -2.070 -1.058 H6 B1U 40 B1U H7 H7 H 0 1 N N N 16.134 1.878 19.620 1.191 -3.788 -0.637 H7 B1U 41 B1U H8 H8 H 0 1 N N N 14.036 1.159 21.772 -0.600 -3.511 1.116 H8 B1U 42 B1U H9 H9 H 0 1 N N N 13.847 2.469 18.985 -0.909 -3.510 -1.788 H9 B1U 43 B1U H10 H10 H 0 1 N N N 12.987 0.320 19.254 -2.781 -4.869 -1.109 H10 B1U 44 B1U H11 H11 H 0 1 N N N 12.122 3.839 19.887 -2.199 -1.548 -1.880 H11 B1U 45 B1U H12 H12 H 0 1 N N N 11.285 3.326 22.015 -3.908 -3.259 -2.022 H12 B1U 46 B1U H13 H13 H 0 1 N N N 13.393 4.323 22.286 -2.965 -1.936 1.069 H13 B1U 47 B1U H14 H14 H 0 1 N N N 16.120 4.483 19.737 -0.884 0.960 -0.188 H14 B1U 48 B1U H15 H15 H 0 1 N N N 11.007 8.334 21.127 -7.300 0.171 0.588 H15 B1U 49 B1U H16 H16 H 0 1 N N N 14.251 10.074 18.525 -4.274 4.401 -0.312 H16 B1U 50 B1U H17 H17 H 0 1 N N N 15.567 9.259 19.045 -5.944 4.463 -0.146 H17 B1U 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 B1U O9 N7 DOUB N N 1 B1U C14 C15 DOUB Y N 2 B1U C14 C13 SING Y N 3 B1U C15 C16 SING Y N 4 B1U N7 C13 SING N N 5 B1U N7 O8 SING N N 6 B1U C13 C12 DOUB Y N 7 B1U C16 C17 DOUB Y N 8 B1U N3 C4 SING N N 9 B1U C17 C12 SING Y N 10 B1U C12 C11 SING N N 11 B1U N4 C3 SING Y N 12 B1U N4 C5 DOUB Y N 13 B1U C4 C3 DOUB Y N 14 B1U C4 N1 SING Y N 15 B1U C3 C2 SING Y N 16 B1U O2 C8 SING N N 17 B1U C11 N6 SING N N 18 B1U C11 O7 DOUB N N 19 B1U N6 SAT SING N N 20 B1U C5 N5 SING Y N 21 B1U N1 C1 DOUB Y N 22 B1U C8 C7 SING N N 23 B1U C8 C9 SING N N 24 B1U C10 C9 SING N N 25 B1U C10 O4 SING N N 26 B1U C2 N5 SING Y N 27 B1U C2 N2 DOUB Y N 28 B1U N5 C6 SING N N 29 B1U O6 SAT DOUB N N 30 B1U C7 C6 SING N N 31 B1U C7 O3 SING N N 32 B1U C1 N2 SING Y N 33 B1U C9 O1 SING N N 34 B1U SAT O4 SING N N 35 B1U SAT O5 DOUB N N 36 B1U C6 O1 SING N N 37 B1U C14 H1 SING N N 38 B1U C15 H2 SING N N 39 B1U C16 H3 SING N N 40 B1U C17 H4 SING N N 41 B1U N6 H5 SING N N 42 B1U C10 H6 SING N N 43 B1U C10 H7 SING N N 44 B1U C9 H8 SING N N 45 B1U C8 H9 SING N N 46 B1U O2 H10 SING N N 47 B1U C7 H11 SING N N 48 B1U O3 H12 SING N N 49 B1U C6 H13 SING N N 50 B1U C5 H14 SING N N 51 B1U C1 H15 SING N N 52 B1U N3 H16 SING N N 53 B1U N3 H17 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 B1U SMILES ACDLabs 12.01 "[O-][N+](c1c(cccc1)C(NS(OCC2OC(C(C2O)O)n3cnc4c3ncnc4N)(=O)=O)=O)=O" B1U InChI InChI 1.03 "InChI=1S/C17H17N7O9S/c18-14-11-15(20-6-19-14)23(7-21-11)17-13(26)12(25)10(33-17)5-32-34(30,31)22-16(27)8-3-1-2-4-9(8)24(28)29/h1-4,6-7,10,12-13,17,25-26H,5H2,(H,22,27)(H2,18,19,20)/t10-,12-,13-,17-/m1/s1" B1U InChIKey InChI 1.03 OCXRXKRXIAIGOE-CNEMSGBDSA-N B1U SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4ccccc4[N+]([O-])=O)[C@@H](O)[C@H]3O" B1U SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4ccccc4[N+]([O-])=O)[CH](O)[CH]3O" B1U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)[N+](=O)[O-]" B1U SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)[N+](=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 B1U "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(2-nitrobenzene-1-carbonyl)sulfamoyl]adenosine" B1U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-(2-nitrophenyl)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 B1U "Create component" 2019-01-08 PDBJ B1U "Initial release" 2019-04-17 RCSB ##