data_8YW # _chem_comp.id 8YW _chem_comp.name "~{N}-[(2~{R})-2-(4-nitrophenyl)-2-oxidanyl-ethyl]-1,3-benzodioxole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-27 _chem_comp.pdbx_modified_date 2017-11-10 _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 330.292 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8YW _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 5NJ0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8YW O24 O1 O 0 1 N N N -5.047 -25.777 4.815 -7.644 -0.864 -1.019 O24 8YW 1 8YW O25 O2 O -1 1 N N N -5.074 -26.050 2.573 -7.614 -0.630 1.077 O25 8YW 2 8YW N23 N1 N 1 1 N N N -5.842 -26.051 3.732 -7.047 -0.570 0.001 N23 8YW 3 8YW C3 C1 C 0 1 Y N N -7.143 -26.471 3.776 -5.630 -0.146 -0.066 C3 8YW 4 8YW C4 C2 C 0 1 Y N N -7.905 -26.471 2.641 -4.988 -0.072 -1.288 C4 8YW 5 8YW C5 C3 C 0 1 Y N N -9.162 -26.983 2.630 -3.665 0.324 -1.350 C5 8YW 6 8YW C2 C4 C 0 1 Y N N -7.712 -26.951 4.917 -4.951 0.183 1.093 C2 8YW 7 8YW C1 C5 C 0 1 Y N N -8.985 -27.463 4.904 -3.629 0.579 1.030 C1 8YW 8 8YW C6 C6 C 0 1 Y N N -9.739 -27.450 3.775 -2.985 0.647 -0.191 C6 8YW 9 8YW C7 C7 C 0 1 N N R -10.998 -28.011 3.829 -1.542 1.078 -0.260 C7 8YW 10 8YW O22 O3 O 0 1 N N N -11.830 -27.598 4.916 -1.292 2.065 0.742 O22 8YW 11 8YW C9 C8 C 0 1 N N N -11.755 -27.698 2.612 -0.637 -0.132 -0.021 C9 8YW 12 8YW N10 N2 N 0 1 N N N -13.030 -28.453 2.674 0.766 0.287 -0.087 N10 8YW 13 8YW C11 C9 C 0 1 N N N -13.691 -28.396 1.561 1.749 -0.617 0.094 C11 8YW 14 8YW O12 O4 O 0 1 N N N -13.110 -27.860 0.606 1.472 -1.781 0.313 O12 8YW 15 8YW C13 C10 C 0 1 Y N N -14.977 -28.957 1.462 3.161 -0.195 0.027 C13 8YW 16 8YW C18 C11 C 0 1 Y N N -15.331 -29.435 0.191 4.182 -1.132 0.209 C18 8YW 17 8YW C17 C12 C 0 1 Y N N -16.463 -30.142 -0.045 5.503 -0.733 0.146 C17 8YW 18 8YW O19 O5 O 0 1 N N N -16.912 -30.564 -1.255 6.666 -1.434 0.285 O19 8YW 19 8YW C20 C13 C 0 1 N N N -18.200 -31.202 -0.943 7.689 -0.596 -0.283 C20 8YW 20 8YW O21 O6 O 0 1 N N N -18.394 -31.185 0.500 7.173 0.738 -0.114 O21 8YW 21 8YW C16 C14 C 0 1 Y N N -17.289 -30.470 0.942 5.816 0.604 -0.101 C16 8YW 22 8YW C15 C15 C 0 1 Y N N -16.954 -30.117 2.191 4.801 1.534 -0.281 C15 8YW 23 8YW C14 C16 C 0 1 Y N N -15.803 -29.374 2.504 3.482 1.141 -0.224 C14 8YW 24 8YW H1 H1 H 0 1 N N N -7.497 -26.054 1.732 -5.520 -0.324 -2.193 H1 8YW 25 8YW H2 H2 H 0 1 N N N -9.713 -27.021 1.702 -3.163 0.381 -2.305 H2 8YW 26 8YW H3 H3 H 0 1 N N N -7.155 -26.928 5.842 -5.455 0.129 2.047 H3 8YW 27 8YW H4 H4 H 0 1 N N N -9.395 -27.885 5.810 -3.098 0.836 1.935 H4 8YW 28 8YW H5 H5 H 0 1 N N N -10.893 -29.105 3.880 -1.335 1.498 -1.244 H5 8YW 29 8YW H6 H6 H 0 1 N N N -11.389 -27.777 5.738 -1.456 1.760 1.645 H6 8YW 30 8YW H7 H7 H 0 1 N N N -11.181 -28.002 1.724 -0.844 -0.553 0.963 H7 8YW 31 8YW H8 H8 H 0 1 N N N -11.960 -26.618 2.564 -0.827 -0.885 -0.785 H8 8YW 32 8YW H9 H9 H 0 1 N N N -13.344 -28.950 3.483 0.987 1.215 -0.262 H9 8YW 33 8YW H10 H10 H 0 1 N N N -14.670 -29.230 -0.638 3.938 -2.167 0.400 H10 8YW 34 8YW H11 H11 H 0 1 N N N -19.015 -30.648 -1.432 8.627 -0.715 0.261 H11 8YW 35 8YW H12 H12 H 0 1 N N N -17.603 -30.420 2.999 5.047 2.569 -0.471 H12 8YW 36 8YW H13 H13 H 0 1 N N N -15.564 -29.132 3.529 2.695 1.867 -0.369 H13 8YW 37 8YW H15 H15 H 0 1 N N N -18.195 -32.241 -1.303 7.827 -0.822 -1.340 H15 8YW 38 # 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 8YW O19 C20 SING N N 1 8YW O19 C17 SING N N 2 8YW C20 O21 SING N N 3 8YW C17 C18 DOUB Y N 4 8YW C17 C16 SING Y N 5 8YW C18 C13 SING Y N 6 8YW O21 C16 SING N N 7 8YW O12 C11 DOUB N N 8 8YW C16 C15 DOUB Y N 9 8YW C13 C11 SING N N 10 8YW C13 C14 DOUB Y N 11 8YW C11 N10 SING N N 12 8YW C15 C14 SING Y N 13 8YW O25 N23 SING N N 14 8YW C9 N10 SING N N 15 8YW C9 C7 SING N N 16 8YW C5 C4 DOUB Y N 17 8YW C5 C6 SING Y N 18 8YW C4 C3 SING Y N 19 8YW N23 C3 SING N N 20 8YW N23 O24 DOUB N N 21 8YW C6 C7 SING N N 22 8YW C6 C1 DOUB Y N 23 8YW C3 C2 DOUB Y N 24 8YW C7 O22 SING N N 25 8YW C1 C2 SING Y N 26 8YW C4 H1 SING N N 27 8YW C5 H2 SING N N 28 8YW C2 H3 SING N N 29 8YW C1 H4 SING N N 30 8YW C7 H5 SING N N 31 8YW O22 H6 SING N N 32 8YW C9 H7 SING N N 33 8YW C9 H8 SING N N 34 8YW N10 H9 SING N N 35 8YW C18 H10 SING N N 36 8YW C20 H11 SING N N 37 8YW C15 H12 SING N N 38 8YW C14 H13 SING N N 39 8YW C20 H15 SING N N 40 # 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 8YW InChI InChI 1.03 "InChI=1S/C16H14N2O6/c19-13(10-1-4-12(5-2-10)18(21)22)8-17-16(20)11-3-6-14-15(7-11)24-9-23-14/h1-7,13,19H,8-9H2,(H,17,20)/t13-/m0/s1" 8YW InChIKey InChI 1.03 GNQZCOZNCNCXMO-ZDUSSCGKSA-N 8YW SMILES_CANONICAL CACTVS 3.385 "O[C@@H](CNC(=O)c1ccc2OCOc2c1)c3ccc(cc3)[N+]([O-])=O" 8YW SMILES CACTVS 3.385 "O[CH](CNC(=O)c1ccc2OCOc2c1)c3ccc(cc3)[N+]([O-])=O" 8YW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[C@H](CNC(=O)c2ccc3c(c2)OCO3)O)[N+](=O)[O-]" 8YW SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C(CNC(=O)c2ccc3c(c2)OCO3)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 8YW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(2~{R})-2-(4-nitrophenyl)-2-oxidanyl-ethyl]-1,3-benzodioxole-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8YW "Create component" 2017-03-27 EBI 8YW "Initial release" 2017-11-15 RCSB #