data_B1X # _chem_comp.id B1X _chem_comp.name "5'-O-[(3-cyanobenzene-1-carbonyl)sulfamoyl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 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 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 475.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1X _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 6IYL _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 B1X C1 C4 C 0 1 Y N N 13.358 6.267 20.319 3.980 -0.615 0.274 C1 B1X 1 B1X C2 C5 C 0 1 Y N N 14.071 7.100 19.571 3.798 -2.003 0.156 C2 B1X 2 B1X C3 C6 C 0 1 Y N N 13.629 8.327 19.328 4.937 -2.826 0.183 C3 B1X 3 B1X C4 C8 C 0 1 Y N N 15.165 5.294 19.729 1.835 -1.086 0.077 C4 B1X 4 B1X N1 N1 N 0 1 Y N N 12.465 8.763 19.834 6.129 -2.253 0.319 N1 B1X 5 B1X N2 N3 N 0 1 Y N N 12.193 6.618 20.859 5.212 -0.133 0.402 N2 B1X 6 B1X N3 NAA N 0 1 N N N 21.557 0.441 15.283 -3.481 -5.889 0.967 N3 B1X 7 B1X C5 CAH C 0 1 N N N 20.913 1.604 16.071 -3.592 -4.900 0.420 C5 B1X 8 B1X C6 CAW C 0 1 Y N N 20.296 2.818 16.795 -3.732 -3.653 -0.270 C6 B1X 9 B1X C7 CAN C 0 1 Y N N 19.637 2.436 17.907 -3.467 -2.455 0.392 C7 B1X 10 B1X C8 CAK C 0 1 Y N N 20.315 4.197 16.426 -4.129 -3.634 -1.609 C8 B1X 11 B1X C9 CAI C 0 1 Y N N 19.680 5.172 17.235 -4.265 -2.431 -2.275 C9 B1X 12 B1X C10 CAL C 0 1 Y N N 19.017 4.744 18.392 -4.009 -1.241 -1.624 C10 B1X 13 B1X C11 CAY C 0 1 Y N N 18.983 3.373 18.728 -3.605 -1.246 -0.286 C11 B1X 14 B1X C12 CAV C 0 1 N N N 18.372 2.841 19.887 -3.327 0.029 0.408 C12 B1X 15 B1X O1 OAC O 0 1 N N N 18.014 3.568 20.809 -2.976 0.024 1.572 O1 B1X 16 B1X N4 NAS N 0 1 N N N 18.299 1.465 19.868 -3.461 1.198 -0.250 N4 B1X 17 B1X S1 SBG S 0 1 N N N 17.831 0.521 21.034 -3.149 2.626 0.528 S1 B1X 18 B1X O2 OAD O 0 1 N N N 18.653 0.886 22.261 -3.346 3.657 -0.431 O2 B1X 19 B1X O3 OAE O 0 1 N N N 18.133 -0.878 20.560 -3.848 2.571 1.764 O3 B1X 20 B1X O4 O5* O 0 1 N N N 16.306 0.654 21.351 -1.667 2.637 0.873 O4 B1X 21 B1X C13 C5* C 0 1 N N N 15.459 1.210 20.357 -0.812 2.885 -0.246 C13 B1X 22 B1X C14 C4* C 0 1 N N R 14.217 1.821 21.007 0.647 2.873 0.215 C14 B1X 23 B1X O5 O4* O 0 1 N N N 14.633 3.139 21.349 1.013 1.551 0.645 O5 B1X 24 B1X C15 C3* C 0 1 N N S 13.156 2.054 19.937 1.571 3.245 -0.961 C15 B1X 25 B1X O6 O3* O 0 1 N N N 12.319 0.885 19.792 2.319 4.423 -0.656 O6 B1X 26 B1X C16 C2* C 0 1 N N R 12.427 3.143 20.566 2.513 2.025 -1.103 C16 B1X 27 B1X O7 O2* O 0 1 N N N 11.577 2.598 21.593 3.855 2.445 -1.362 O7 B1X 28 B1X C17 C1* C 0 1 N N R 13.517 3.976 21.198 2.401 1.363 0.294 C17 B1X 29 B1X N5 N9 N 0 1 Y N N 14.017 5.136 20.399 2.725 -0.063 0.217 N5 B1X 30 B1X N6 N7 N 0 1 Y N N 15.194 6.490 19.211 2.467 -2.223 0.035 N6 B1X 31 B1X C18 C2 C 0 1 Y N N 11.723 7.902 20.617 6.249 -0.943 0.427 C18 B1X 32 B1X N7 N6 N 0 1 N N N 14.414 9.096 18.573 4.821 -4.200 0.071 N7 B1X 33 B1X H1 H1 H 0 1 N N N 15.942 4.550 19.633 0.763 -0.970 0.003 H1 B1X 34 B1X H7 H7 H 0 1 N N N 19.610 1.390 18.173 -3.155 -2.464 1.426 H7 B1X 35 B1X H8 H8 H 0 1 N N N 20.819 4.501 15.520 -4.331 -4.561 -2.125 H8 B1X 36 B1X H9 H9 H 0 1 N N N 19.707 6.218 16.966 -4.571 -2.422 -3.311 H9 B1X 37 B1X H10 H10 H 0 1 N N N 18.529 5.466 19.030 -4.117 -0.305 -2.151 H10 B1X 38 B1X H11 H11 H 0 1 N N N 18.575 1.017 19.017 -3.741 1.202 -1.178 H11 B1X 39 B1X H12 H12 H 0 1 N N N 15.152 0.419 19.657 -0.962 2.109 -0.996 H12 B1X 40 B1X H13 H13 H 0 1 N N N 16.005 1.992 19.809 -1.050 3.858 -0.676 H13 B1X 41 B1X H14 H14 H 0 1 N N N 13.844 1.226 21.854 0.782 3.580 1.034 H14 B1X 42 B1X H15 H15 H 0 1 N N N 13.615 2.358 18.985 0.990 3.386 -1.872 H15 B1X 43 B1X H16 H16 H 0 1 N N N 12.816 0.188 19.380 2.959 4.670 -1.337 H16 B1X 44 B1X H17 H17 H 0 1 N N N 11.859 3.732 19.831 2.161 1.350 -1.882 H17 B1X 45 B1X H18 H18 H 0 1 N N N 11.095 3.301 22.012 3.959 2.943 -2.183 H18 B1X 46 B1X H19 H19 H 0 1 N N N 13.170 4.335 22.178 3.049 1.867 1.011 H19 B1X 47 B1X H20 H20 H 0 1 N N N 10.783 8.225 21.039 7.237 -0.519 0.536 H20 B1X 48 B1X H21 H21 H 0 1 N N N 13.995 9.997 18.466 3.945 -4.606 -0.027 H21 B1X 49 B1X H22 H22 H 0 1 N N N 15.307 9.194 19.013 5.614 -4.758 0.091 H22 B1X 50 # # 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 B1X N3 C5 TRIP N N 1 B1X C5 C6 SING N N 2 B1X C8 C6 DOUB Y N 3 B1X C8 C9 SING Y N 4 B1X C6 C7 SING Y N 5 B1X C9 C10 DOUB Y N 6 B1X C7 C11 DOUB Y N 7 B1X C10 C11 SING Y N 8 B1X N7 C3 SING N N 9 B1X C11 C12 SING N N 10 B1X N6 C2 SING Y N 11 B1X N6 C4 DOUB Y N 12 B1X C3 C2 SING Y N 13 B1X C3 N1 DOUB Y N 14 B1X C2 C1 DOUB Y N 15 B1X C4 N5 SING Y N 16 B1X O6 C15 SING N N 17 B1X N1 C18 SING Y N 18 B1X N4 C12 SING N N 19 B1X N4 S1 SING N N 20 B1X C12 O1 DOUB N N 21 B1X C15 C16 SING N N 22 B1X C15 C14 SING N N 23 B1X C1 N5 SING Y N 24 B1X C1 N2 SING Y N 25 B1X C13 C14 SING N N 26 B1X C13 O4 SING N N 27 B1X N5 C17 SING N N 28 B1X O3 S1 DOUB N N 29 B1X C16 C17 SING N N 30 B1X C16 O7 SING N N 31 B1X C18 N2 DOUB Y N 32 B1X C14 O5 SING N N 33 B1X S1 O4 SING N N 34 B1X S1 O2 DOUB N N 35 B1X C17 O5 SING N N 36 B1X C4 H1 SING N N 37 B1X C7 H7 SING N N 38 B1X C8 H8 SING N N 39 B1X C9 H9 SING N N 40 B1X C10 H10 SING N N 41 B1X N4 H11 SING N N 42 B1X C13 H12 SING N N 43 B1X C13 H13 SING N N 44 B1X C14 H14 SING N N 45 B1X C15 H15 SING N N 46 B1X O6 H16 SING N N 47 B1X C16 H17 SING N N 48 B1X O7 H18 SING N N 49 B1X C17 H19 SING N N 50 B1X C18 H20 SING N N 51 B1X N7 H21 SING N N 52 B1X N7 H22 SING N N 53 # # 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 B1X SMILES ACDLabs 12.01 "c21n(cnc1c(ncn2)N)C4OC(COS(NC(c3cc(C#N)ccc3)=O)(=O)=O)C(C4O)O" B1X InChI InChI 1.03 "InChI=1S/C18H17N7O7S/c19-5-9-2-1-3-10(4-9)17(28)24-33(29,30)31-6-11-13(26)14(27)18(32-11)25-8-23-12-15(20)21-7-22-16(12)25/h1-4,7-8,11,13-14,18,26-27H,6H2,(H,24,28)(H2,20,21,22)/t11-,13-,14-,18-/m1/s1" B1X InChIKey InChI 1.03 MLNMSDSFICXLTI-XWXWGSFUSA-N B1X SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4cccc(c4)C#N)[C@@H](O)[C@H]3O" B1X SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4cccc(c4)C#N)[CH](O)[CH]3O" B1X SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)C#N" B1X SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)C#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 B1X "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(3-cyanobenzene-1-carbonyl)sulfamoyl]adenosine" B1X "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}-(3-cyanophenyl)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 B1X "Create component" 2019-01-08 PDBJ B1X "Initial release" 2019-04-17 RCSB ##