data_BUU # _chem_comp.id BUU _chem_comp.name "(2~{S})-2-azanyl-3-[3-[(2-nitrophenyl)methoxy]-4-oxidanyl-phenyl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-04 _chem_comp.pdbx_modified_date 2017-09-08 _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 332.308 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BUU _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 5L7P _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 BUU O1 O1 O 0 1 N N N -27.384 -18.523 49.430 -5.909 1.910 0.248 O1 BUU 1 BUU C C1 C 0 1 N N N -26.537 -18.540 50.389 -4.704 1.999 0.245 C BUU 2 BUU O O2 O 0 1 N N N -26.791 -18.923 51.565 -4.119 3.186 0.020 O BUU 3 BUU C1 C2 C 0 1 N N S -25.130 -18.048 50.180 -3.857 0.779 0.500 C1 BUU 4 BUU N N1 N 0 1 N N N -24.249 -18.603 51.205 -4.665 -0.244 1.178 N BUU 5 BUU C2 C3 C 0 1 N N N -24.624 -18.425 48.795 -3.346 0.225 -0.831 C2 BUU 6 BUU C3 C4 C 0 1 Y N N -23.341 -17.727 48.394 -2.402 -0.920 -0.570 C3 BUU 7 BUU C4 C5 C 0 1 Y N N -22.866 -16.505 48.907 -2.889 -2.211 -0.484 C4 BUU 8 BUU C5 C6 C 0 1 Y N N -21.677 -15.962 48.411 -2.027 -3.264 -0.245 C5 BUU 9 BUU C6 C7 C 0 1 Y N N -20.992 -16.628 47.389 -0.670 -3.028 -0.090 C6 BUU 10 BUU O2 O3 O 0 1 N N N -19.838 -16.088 46.935 0.179 -4.063 0.145 O2 BUU 11 BUU C8 C8 C 0 1 Y N N -22.645 -18.373 47.391 -1.049 -0.678 -0.422 C8 BUU 12 BUU C7 C9 C 0 1 Y N N -21.471 -17.853 46.892 -0.180 -1.729 -0.176 C7 BUU 13 BUU O3 O4 O 0 1 N N N -20.914 -18.577 45.867 1.151 -1.492 -0.025 O3 BUU 14 BUU C9 C10 C 0 1 N N N -19.695 -19.254 45.900 1.583 -0.133 -0.126 C9 BUU 15 BUU C10 C11 C 0 1 Y N N -19.823 -20.620 46.559 3.076 -0.066 0.067 C10 BUU 16 BUU C15 C12 C 0 1 Y N N -19.979 -21.795 45.826 3.726 1.154 0.017 C15 BUU 17 BUU N1 N2 N 1 1 N N N -20.114 -21.786 44.416 2.954 2.394 -0.225 N1 BUU 18 BUU O4 O5 O -1 1 N N N -21.244 -21.640 43.880 3.525 3.468 -0.268 O4 BUU 19 BUU O5 O6 O 0 1 N N N -19.122 -21.948 43.735 1.747 2.339 -0.381 O5 BUU 20 BUU C11 C13 C 0 1 Y N N -19.751 -20.661 47.943 3.796 -1.223 0.299 C11 BUU 21 BUU C12 C14 C 0 1 Y N N -19.829 -21.884 48.627 5.166 -1.161 0.476 C12 BUU 22 BUU C13 C15 C 0 1 Y N N -19.973 -23.051 47.900 5.816 0.058 0.421 C13 BUU 23 BUU C14 C16 C 0 1 Y N N -20.039 -23.011 46.509 5.095 1.216 0.194 C14 BUU 24 BUU H2 H1 H 0 1 N N N -27.700 -19.193 51.621 -4.704 3.941 -0.134 H2 BUU 25 BUU H1 H2 H 0 1 N N N -25.129 -16.951 50.261 -3.010 1.049 1.130 H1 BUU 26 BUU HN1 H3 H 0 1 N N N -24.590 -18.350 52.111 -5.457 -0.512 0.614 HN1 BUU 27 BUU HN2 H4 H 0 1 N N N -24.229 -19.599 51.123 -4.103 -1.048 1.418 HN2 BUU 28 BUU H22 H6 H 0 1 N N N -25.402 -18.167 48.061 -4.189 -0.128 -1.426 H22 BUU 29 BUU H21 H7 H 0 1 N N N -24.447 -19.511 48.775 -2.822 1.011 -1.375 H21 BUU 30 BUU H4 H8 H 0 1 N N N -23.417 -15.990 49.680 -3.947 -2.397 -0.604 H4 BUU 31 BUU H5 H9 H 0 1 N N N -21.291 -15.037 48.813 -2.411 -4.272 -0.178 H5 BUU 32 BUU HO2 H10 H 0 1 N N N -19.675 -15.266 47.382 0.542 -4.464 -0.657 HO2 BUU 33 BUU H8 H11 H 0 1 N N N -23.027 -19.301 46.992 -0.670 0.331 -0.493 H8 BUU 34 BUU H92 H12 H 0 1 N N N -19.335 -19.389 44.869 1.326 0.258 -1.110 H92 BUU 35 BUU H91 H13 H 0 1 N N N -18.969 -18.652 46.467 1.090 0.463 0.642 H91 BUU 36 BUU H11 H14 H 0 1 N N N -19.634 -19.743 48.500 3.289 -2.175 0.343 H11 BUU 37 BUU H12 H15 H 0 1 N N N -19.777 -21.913 49.705 5.728 -2.065 0.658 H12 BUU 38 BUU H13 H16 H 0 1 N N N -20.035 -23.999 48.413 6.886 0.106 0.559 H13 BUU 39 BUU H14 H17 H 0 1 N N N -20.138 -23.931 45.953 5.602 2.169 0.156 H14 BUU 40 # 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 BUU O5 N1 DOUB N N 1 BUU O4 N1 SING N N 2 BUU N1 C15 SING N N 3 BUU C15 C14 DOUB Y N 4 BUU C15 C10 SING Y N 5 BUU O3 C9 SING N N 6 BUU O3 C7 SING N N 7 BUU C9 C10 SING N N 8 BUU C14 C13 SING Y N 9 BUU C10 C11 DOUB Y N 10 BUU C7 C6 DOUB Y N 11 BUU C7 C8 SING Y N 12 BUU O2 C6 SING N N 13 BUU C6 C5 SING Y N 14 BUU C8 C3 DOUB Y N 15 BUU C13 C12 DOUB Y N 16 BUU C11 C12 SING Y N 17 BUU C3 C2 SING N N 18 BUU C3 C4 SING Y N 19 BUU C5 C4 DOUB Y N 20 BUU C2 C1 SING N N 21 BUU O1 C DOUB N N 22 BUU C1 C SING N N 23 BUU C1 N SING N N 24 BUU C O SING N N 25 BUU O H2 SING N N 26 BUU C1 H1 SING N N 27 BUU N HN1 SING N N 28 BUU N HN2 SING N N 29 BUU C2 H22 SING N N 30 BUU C2 H21 SING N N 31 BUU C4 H4 SING N N 32 BUU C5 H5 SING N N 33 BUU O2 HO2 SING N N 34 BUU C8 H8 SING N N 35 BUU C9 H92 SING N N 36 BUU C9 H91 SING N N 37 BUU C11 H11 SING N N 38 BUU C12 H12 SING N N 39 BUU C13 H13 SING N N 40 BUU C14 H14 SING N N 41 # 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 BUU InChI InChI 1.03 "InChI=1S/C16H16N2O6/c17-12(16(20)21)7-10-5-6-14(19)15(8-10)24-9-11-3-1-2-4-13(11)18(22)23/h1-6,8,12,19H,7,9,17H2,(H,20,21)/t12-/m0/s1" BUU InChIKey InChI 1.03 NKOMHGJPHGNQSO-LBPRGKRZSA-N BUU SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1ccc(O)c(OCc2ccccc2[N+]([O-])=O)c1)C(O)=O" BUU SMILES CACTVS 3.385 "N[CH](Cc1ccc(O)c(OCc2ccccc2[N+]([O-])=O)c1)C(O)=O" BUU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc(c(c1)COc2cc(ccc2O)C[C@@H](C(=O)O)N)[N+](=O)[O-]" BUU SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc(c(c1)COc2cc(ccc2O)CC(C(=O)O)N)[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 BUU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S})-2-azanyl-3-[3-[(2-nitrophenyl)methoxy]-4-oxidanyl-phenyl]propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BUU "Create component" 2016-06-04 EBI BUU "Initial release" 2017-09-13 RCSB #