data_NA4 # _chem_comp.id NA4 _chem_comp.name "4-[5-(2-CARBOXY-1-FORMYL-ETHYLCARBAMOYL)-PYRIDIN-3-YL]-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 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 2003-11-19 _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 342.303 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NA4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 NA4 C7 C7 C 0 1 Y N N -44.312 38.487 89.851 -0.280 -0.098 0.135 C7 NA4 1 NA4 C8 C8 C 0 1 Y N N -44.258 39.414 90.877 -1.303 0.662 0.703 C8 NA4 2 NA4 C9 C9 C 0 1 Y N N -45.392 39.669 91.609 -0.974 1.677 1.601 C9 NA4 3 NA4 N2 N2 N 0 1 Y N N -46.561 39.061 91.385 0.281 1.918 1.920 N2 NA4 4 NA4 C10 C10 C 0 1 Y N N -46.619 38.156 90.385 1.277 1.221 1.412 C10 NA4 5 NA4 C6 C6 C 0 1 Y N N -45.519 37.830 89.593 1.038 0.187 0.505 C6 NA4 6 NA4 C5 C5 C 0 1 N N N -45.596 36.769 88.602 2.161 -0.589 -0.061 C5 NA4 7 NA4 O4 O4 O 0 1 N N N -44.614 36.337 87.965 1.942 -1.488 -0.851 O4 NA4 8 NA4 N1 N1 N 0 1 N N N -46.834 36.316 88.425 3.428 -0.302 0.298 N1 NA4 9 NA4 C3 C3 C 0 1 N N S -47.157 35.209 87.534 4.541 -1.072 -0.263 C3 NA4 10 NA4 C2 C2 C 0 1 N N N -48.219 34.304 88.145 5.815 -0.225 -0.228 C2 NA4 11 NA4 C4 C4 C 0 1 N N N -47.271 35.274 86.007 4.747 -2.323 0.552 C4 NA4 12 NA4 O3 O3 O 0 1 N N N -46.400 34.790 85.300 4.038 -2.548 1.503 O3 NA4 13 NA4 C1 C1 C 0 1 N N N -47.836 33.809 89.500 5.653 0.964 -1.140 C1 NA4 14 NA4 O2 O2 O 0 1 N N N -48.738 33.340 90.205 4.624 1.118 -1.755 O2 NA4 15 NA4 O1 O1 O 0 1 N N N -46.644 33.878 89.848 6.652 1.851 -1.270 O1 NA4 16 NA4 C15 C15 C 0 1 Y N N -42.143 42.450 91.680 -4.485 -1.160 -0.116 C15 NA4 17 NA4 C16 C16 C 0 1 Y N N -43.243 41.631 91.400 -3.169 -0.914 0.205 C16 NA4 18 NA4 C11 C11 C 0 1 Y N N -43.056 40.291 91.083 -2.720 0.399 0.351 C11 NA4 19 NA4 C12 C12 C 0 1 Y N N -41.774 39.766 91.039 -3.600 1.464 0.160 C12 NA4 20 NA4 C13 C13 C 0 1 Y N N -40.671 40.581 91.319 -4.915 1.221 -0.167 C13 NA4 21 NA4 C14 C14 C 0 1 Y N N -40.859 41.926 91.633 -5.368 -0.093 -0.308 C14 NA4 22 NA4 C17 C17 C 0 1 N N N -39.747 42.771 91.893 -6.777 -0.355 -0.658 C17 NA4 23 NA4 O5 O5 O 0 1 N N N -38.605 42.268 91.799 -7.213 -1.623 -0.794 O5 NA4 24 NA4 O6 O6 O 0 1 N N N -39.974 43.969 92.193 -7.545 0.572 -0.824 O6 NA4 25 NA4 H7 H7 H 0 1 N N N -43.411 38.276 89.251 -0.500 -0.891 -0.565 H7 NA4 26 NA4 H9 H9 H 0 1 N N N -45.362 40.408 92.427 -1.760 2.273 2.042 H9 NA4 27 NA4 H10 H10 H 0 1 N N N -47.593 37.669 90.210 2.292 1.453 1.701 H10 NA4 28 NA4 HN1 HN1 H 0 1 N N N -47.535 36.817 88.972 3.602 0.415 0.928 HN1 NA4 29 NA4 H3 H3 H 0 1 N N N -46.114 34.815 87.503 4.313 -1.343 -1.293 H3 NA4 30 NA4 H21 1H2 H 0 1 N N N -48.465 33.457 87.463 6.660 -0.827 -0.562 H21 NA4 31 NA4 H22 2H2 H 0 1 N N N -49.212 34.810 88.168 5.995 0.120 0.790 H22 NA4 32 NA4 H4 H4 H 0 1 N N N -48.050 35.708 85.358 5.530 -3.018 0.285 H4 NA4 33 NA4 HO1 HO1 H 0 1 N N N -46.400 33.563 90.710 6.548 2.614 -1.855 HO1 NA4 34 NA4 H15 H15 H 0 1 N N N -42.288 43.512 91.939 -4.833 -2.176 -0.225 H15 NA4 35 NA4 H16 H16 H 0 1 N N N -44.265 42.045 91.429 -2.486 -1.737 0.353 H16 NA4 36 NA4 H12 H12 H 0 1 N N N -41.632 38.703 90.782 -3.250 2.480 0.270 H12 NA4 37 NA4 H13 H13 H 0 1 N N N -39.651 40.162 91.292 -5.596 2.046 -0.314 H13 NA4 38 NA4 HO5 HO5 H 0 1 N N N -37.861 42.833 91.973 -8.137 -1.795 -1.023 HO5 NA4 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 NA4 C7 C8 DOUB Y N 1 NA4 C7 C6 SING Y N 2 NA4 C7 H7 SING N N 3 NA4 C8 C9 SING Y N 4 NA4 C8 C11 SING Y N 5 NA4 C9 N2 DOUB Y N 6 NA4 C9 H9 SING N N 7 NA4 N2 C10 SING Y N 8 NA4 C10 C6 DOUB Y N 9 NA4 C10 H10 SING N N 10 NA4 C6 C5 SING N N 11 NA4 C5 O4 DOUB N N 12 NA4 C5 N1 SING N N 13 NA4 N1 C3 SING N N 14 NA4 N1 HN1 SING N N 15 NA4 C3 C2 SING N N 16 NA4 C3 C4 SING N N 17 NA4 C3 H3 SING N N 18 NA4 C2 C1 SING N N 19 NA4 C2 H21 SING N N 20 NA4 C2 H22 SING N N 21 NA4 C4 O3 DOUB N N 22 NA4 C4 H4 SING N N 23 NA4 C1 O2 DOUB N N 24 NA4 C1 O1 SING N N 25 NA4 O1 HO1 SING N N 26 NA4 C15 C16 DOUB Y N 27 NA4 C15 C14 SING Y N 28 NA4 C15 H15 SING N N 29 NA4 C16 C11 SING Y N 30 NA4 C16 H16 SING N N 31 NA4 C11 C12 DOUB Y N 32 NA4 C12 C13 SING Y N 33 NA4 C12 H12 SING N N 34 NA4 C13 C14 DOUB Y N 35 NA4 C13 H13 SING N N 36 NA4 C14 C17 SING N N 37 NA4 C17 O5 SING N N 38 NA4 C17 O6 DOUB N N 39 NA4 O5 HO5 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 NA4 SMILES ACDLabs 10.04 "O=C(O)CC(C=O)NC(=O)c2cncc(c1ccc(C(=O)O)cc1)c2" NA4 SMILES_CANONICAL CACTVS 3.341 "OC(=O)C[C@H](NC(=O)c1cncc(c1)c2ccc(cc2)C(O)=O)C=O" NA4 SMILES CACTVS 3.341 "OC(=O)C[CH](NC(=O)c1cncc(c1)c2ccc(cc2)C(O)=O)C=O" NA4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc(cnc2)C(=O)N[C@@H](CC(=O)O)C=O)C(=O)O" NA4 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc(cnc2)C(=O)NC(CC(=O)O)C=O)C(=O)O" NA4 InChI InChI 1.03 "InChI=1S/C17H14N2O6/c20-9-14(6-15(21)22)19-16(23)13-5-12(7-18-8-13)10-1-3-11(4-2-10)17(24)25/h1-5,7-9,14H,6H2,(H,19,23)(H,21,22)(H,24,25)/t14-/m0/s1" NA4 InChIKey InChI 1.03 JNRAPROKLOUIRA-AWEZNQCLSA-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 NA4 "SYSTEMATIC NAME" ACDLabs 10.04 "4-(5-{[(1S)-2-carboxy-1-formylethyl]carbamoyl}pyridin-3-yl)benzoic acid" NA4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[5-[[(2S)-4-hydroxy-1,4-dioxo-butan-2-yl]carbamoyl]pyridin-3-yl]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 NA4 "Create component" 2003-11-19 RCSB NA4 "Modify aromatic_flag" 2011-06-04 RCSB NA4 "Modify descriptor" 2011-06-04 RCSB #