data_B54 # _chem_comp.id B54 _chem_comp.name "4-{3-[(2-amino-5-nitroso-6-oxo-1,6-dihydropyrimidin-4-yl)amino]propoxy}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H15 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-05 _chem_comp.pdbx_modified_date 2011-06-04 _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 333.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B54 _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 3H23 _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 B54 O22 O22 O 0 1 N N N -53.623 60.762 135.991 -7.808 -1.946 -0.143 O22 B54 1 B54 C21 C21 C 0 1 N N N -54.259 59.748 135.586 -7.583 -0.619 -0.064 C21 B54 2 B54 O23 O23 O 0 1 N N N -53.917 58.558 135.787 -8.520 0.154 -0.025 O23 B54 3 B54 C18 C18 C 0 1 Y N N -55.538 60.002 134.865 -6.201 -0.106 -0.024 C18 B54 4 B54 C19 C19 C 0 1 Y N N -56.373 58.963 134.432 -5.967 1.270 0.058 C19 B54 5 B54 C20 C20 C 0 1 Y N N -57.571 59.320 133.792 -4.675 1.744 0.095 C20 B54 6 B54 C17 C17 C 0 1 Y N N -55.861 61.348 134.683 -5.123 -0.994 -0.063 C17 B54 7 B54 C16 C16 C 0 1 Y N N -57.038 61.701 134.034 -3.834 -0.511 -0.026 C16 B54 8 B54 C15 C15 C 0 1 Y N N -57.904 60.686 133.596 -3.605 0.858 0.051 C15 B54 9 B54 O14 O14 O 0 1 N N N -59.062 61.088 132.959 -2.333 1.330 0.087 O14 B54 10 B54 C13 C13 C 0 1 N N N -60.321 60.949 133.579 -1.281 0.364 0.038 C13 B54 11 B54 C12 C12 C 0 1 N N N -60.336 61.768 134.858 0.071 1.079 0.089 C12 B54 12 B54 C11 C11 C 0 1 N N N -61.678 61.422 135.478 1.197 0.045 0.037 C11 B54 13 B54 N10 N10 N 0 1 N N N -61.649 59.990 135.790 2.491 0.730 0.086 N10 B54 14 B54 C4 C4 C 0 1 N N N -62.229 59.538 136.910 3.649 0.006 0.052 C4 B54 15 B54 C5 C5 C 0 1 N N N -62.099 58.127 137.280 4.958 0.680 -0.012 C5 B54 16 B54 N9 N9 N 0 1 N N N -61.478 57.128 136.538 5.055 1.995 -0.038 N9 B54 17 B54 O24 O24 O 0 1 N N N -60.863 57.362 135.508 6.143 2.522 -0.186 O24 B54 18 B54 C2 C2 C 0 1 N N N -62.768 57.727 138.495 6.158 -0.184 -0.045 C2 B54 19 B54 O8 O8 O 0 1 N N N -62.707 56.521 138.732 7.276 0.292 -0.097 O8 B54 20 B54 N2 N2 N 0 1 N N N -63.471 58.624 139.207 5.969 -1.521 -0.014 N2 B54 21 B54 C1 C1 C 0 1 N N N -63.519 59.905 138.896 4.720 -2.050 0.044 C1 B54 22 B54 N1 N1 N 0 1 N N N -62.924 60.340 137.755 3.621 -1.322 0.081 N1 B54 23 B54 N7 N7 N 0 1 N N N -64.182 60.783 139.717 4.595 -3.406 0.072 N7 B54 24 B54 HO22 HO22 H 0 0 N N N -52.851 60.482 136.468 -8.730 -2.234 -0.166 HO22 B54 25 B54 H19 H19 H 0 1 N N N -56.105 57.928 134.585 -6.797 1.959 0.092 H19 B54 26 B54 H20 H20 H 0 1 N N N -58.244 58.549 133.446 -4.492 2.807 0.158 H20 B54 27 B54 H17 H17 H 0 1 N N N -55.195 62.116 135.047 -5.300 -2.058 -0.122 H17 B54 28 B54 H16 H16 H 0 1 N N N -57.283 62.740 133.869 -3.000 -1.197 -0.056 H16 B54 29 B54 H13 H13 H 0 1 N N N -61.109 61.309 132.901 -1.367 -0.311 0.890 H13 B54 30 B54 H13A H13A H 0 0 N N N -60.504 59.890 133.814 -1.355 -0.207 -0.887 H13A B54 31 B54 H12 H12 H 0 1 N N N -59.502 61.497 135.522 0.157 1.754 -0.762 H12 B54 32 B54 H12A H12A H 0 0 N N N -60.213 62.846 134.677 0.145 1.651 1.015 H12A B54 33 B54 H11 H11 H 0 1 N N N -61.838 62.009 136.394 1.111 -0.629 0.888 H11 B54 34 B54 H11A H11A H 0 0 N N N -62.501 61.655 134.786 1.123 -0.526 -0.888 H11A B54 35 B54 HN10 HN10 H 0 0 N N N -62.113 59.531 135.032 2.526 1.698 0.142 HN10 B54 36 B54 HN7 HN7 H 0 1 N N N -64.128 61.710 139.346 5.386 -3.966 0.050 HN7 B54 37 B54 HN7A HN7A H 0 0 N N N -64.651 60.532 140.564 3.715 -3.811 0.114 HN7A B54 38 B54 H15 H15 H 0 1 N N N -63.980 58.307 140.007 6.738 -2.113 -0.035 H15 B54 39 # 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 B54 O22 HO22 SING N N 1 B54 C21 O22 SING N N 2 B54 C21 O23 DOUB N N 3 B54 C18 C21 SING N N 4 B54 C19 C18 DOUB Y N 5 B54 C19 H19 SING N N 6 B54 C20 C19 SING Y N 7 B54 C20 H20 SING N N 8 B54 C17 C18 SING Y N 9 B54 C17 H17 SING N N 10 B54 C16 C17 DOUB Y N 11 B54 C16 H16 SING N N 12 B54 C15 C20 DOUB Y N 13 B54 C15 C16 SING Y N 14 B54 O14 C15 SING N N 15 B54 O14 C13 SING N N 16 B54 C13 C12 SING N N 17 B54 C13 H13 SING N N 18 B54 C13 H13A SING N N 19 B54 C12 C11 SING N N 20 B54 C12 H12 SING N N 21 B54 C12 H12A SING N N 22 B54 C11 N10 SING N N 23 B54 C11 H11 SING N N 24 B54 C11 H11A SING N N 25 B54 N10 C4 SING N N 26 B54 N10 HN10 SING N N 27 B54 C4 C5 DOUB N N 28 B54 C4 N1 SING N N 29 B54 C5 C2 SING N N 30 B54 N9 C5 SING N N 31 B54 O24 N9 DOUB N N 32 B54 C2 O8 DOUB N N 33 B54 C2 N2 SING N N 34 B54 C1 N2 SING N N 35 B54 C1 N7 SING N N 36 B54 N1 C1 DOUB N N 37 B54 N7 HN7 SING N N 38 B54 N7 HN7A SING N N 39 B54 N2 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 B54 SMILES ACDLabs 10.04 "O=C1C(N=O)=C(N=C(N)N1)NCCCOc2ccc(C(=O)O)cc2" B54 SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=C(N=O)C(=O)N1)NCCCOc2ccc(cc2)C(O)=O" B54 SMILES CACTVS 3.341 "NC1=NC(=C(N=O)C(=O)N1)NCCCOc2ccc(cc2)C(O)=O" B54 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)O)OCCCNC2=C(C(=O)NC(=N2)N)N=O" B54 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)O)OCCCNC2=C(C(=O)NC(=N2)N)N=O" B54 InChI InChI 1.03 "InChI=1S/C14H15N5O5/c15-14-17-11(10(19-23)12(20)18-14)16-6-1-7-24-9-4-2-8(3-5-9)13(21)22/h2-5H,1,6-7H2,(H,21,22)(H4,15,16,17,18,20)" B54 InChIKey InChI 1.03 DEMFGJNJURCTNT-UHFFFAOYSA-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 B54 "SYSTEMATIC NAME" ACDLabs 10.04 "4-{3-[(2-amino-5-nitroso-6-oxo-1,6-dihydropyrimidin-4-yl)amino]propoxy}benzoic acid" B54 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[3-[(2-amino-5-nitroso-6-oxo-1H-pyrimidin-4-yl)amino]propoxy]benzoic 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 B54 "Create component" 2009-05-05 RCSB B54 "Modify descriptor" 2011-06-04 RCSB #