data_644 # _chem_comp.id 644 _chem_comp.name "2,6-bis[(2-carboxyphenyl)amino]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 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 2013-08-12 _chem_comp.pdbx_modified_date 2014-05-16 _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 392.362 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 644 _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 4M0R _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 644 O05 O05 O 0 1 N N N -19.806 34.120 -18.205 2.682 -1.913 -0.342 O05 644 1 644 C21 C21 C 0 1 N N N -19.740 35.325 -17.870 3.746 -1.739 0.219 C21 644 2 644 O06 O06 O 0 1 N N N -20.634 36.164 -18.142 4.452 -2.796 0.666 O06 644 3 644 C15 C15 C 0 1 Y N N -18.548 35.802 -17.099 4.265 -0.373 0.406 C15 644 4 644 C16 C16 C 0 1 Y N N -18.290 37.171 -17.093 5.457 -0.164 1.105 C16 644 5 644 C17 C17 C 0 1 Y N N -17.202 37.675 -16.386 5.938 1.116 1.277 C17 644 6 644 C18 C18 C 0 1 Y N N -16.384 36.801 -15.684 5.246 2.199 0.759 C18 644 7 644 C19 C19 C 0 1 Y N N -16.657 35.436 -15.702 4.067 2.010 0.067 C19 644 8 644 C14 C14 C 0 1 Y N N -17.748 34.903 -16.395 3.569 0.726 -0.122 C14 644 9 644 N02 N02 N 0 1 N N N -18.059 33.558 -16.423 2.386 0.532 -0.824 N02 644 10 644 C10 C10 C 0 1 Y N N -17.711 32.569 -15.528 1.193 0.345 -0.137 C10 644 11 644 C09 C09 C 0 1 Y N N -18.015 31.240 -15.819 0.021 0.013 -0.837 C09 644 12 644 C20 C20 C 0 1 N N N -18.711 30.924 -17.112 0.048 -0.138 -2.298 C20 644 13 644 O04 O04 O 0 1 N N N -19.768 31.516 -17.404 -0.188 0.927 -3.090 O04 644 14 644 O03 O03 O 0 1 N N N -18.183 30.086 -17.882 0.282 -1.224 -2.793 O03 644 15 644 C11 C11 C 0 1 Y N N -17.047 32.826 -14.323 1.156 0.478 1.243 C11 644 16 644 C12 C12 C 0 1 Y N N -16.680 31.813 -13.450 -0.029 0.293 1.930 C12 644 17 644 C13 C13 C 0 1 Y N N -16.985 30.500 -13.766 -1.191 -0.029 1.253 C13 644 18 644 C08 C08 C 0 1 Y N N -17.674 30.203 -14.943 -1.178 -0.173 -0.127 C08 644 19 644 N01 N01 N 0 1 N N N -17.990 28.907 -15.249 -2.346 -0.501 -0.805 N01 644 20 644 C03 C03 C 0 1 Y N N -18.742 28.077 -14.451 -3.515 -0.748 -0.096 C03 644 21 644 C04 C04 C 0 1 Y N N -19.092 28.398 -13.130 -3.913 -2.054 0.161 C04 644 22 644 C05 C05 C 0 1 Y N N -19.825 27.523 -12.345 -5.074 -2.297 0.866 C05 644 23 644 C06 C06 C 0 1 Y N N -20.243 26.305 -12.869 -5.852 -1.244 1.323 C06 644 24 644 C07 C07 C 0 1 Y N N -19.914 25.966 -14.177 -5.473 0.058 1.079 C07 644 25 644 C02 C02 C 0 1 Y N N -19.163 26.847 -14.956 -4.297 0.321 0.371 C02 644 26 644 C01 C01 C 0 1 N N N -18.821 26.454 -16.361 -3.883 1.711 0.111 C01 644 27 644 O02 O02 O 0 1 N N N -18.523 27.357 -17.173 -2.916 1.936 -0.589 O02 644 28 644 O01 O01 O 0 1 N N N -18.857 25.243 -16.679 -4.577 2.732 0.650 O01 644 29 644 H1 H1 H 0 1 N N N -21.333 35.738 -18.624 4.072 -3.673 0.517 H1 644 30 644 H2 H2 H 0 1 N N N -18.936 37.843 -17.638 6.001 -1.005 1.511 H2 644 31 644 H3 H3 H 0 1 N N N -16.997 38.735 -16.384 6.859 1.275 1.818 H3 644 32 644 H4 H4 H 0 1 N N N -15.539 37.178 -15.126 5.631 3.198 0.899 H4 644 33 644 H5 H5 H 0 1 N N N -16.004 34.766 -15.162 3.534 2.859 -0.333 H5 644 34 644 H6 H6 H 0 1 N N N -18.613 33.260 -17.200 2.393 0.528 -1.794 H6 644 35 644 H7 H7 H 0 1 N N N -20.068 31.227 -18.258 -0.160 0.779 -4.045 H7 644 36 644 H8 H8 H 0 1 N N N -16.812 33.848 -14.064 2.057 0.729 1.784 H8 644 37 644 H9 H9 H 0 1 N N N -16.161 32.046 -12.532 -0.048 0.399 3.004 H9 644 38 644 H10 H10 H 0 1 N N N -16.689 29.703 -13.100 -2.110 -0.172 1.800 H10 644 39 644 H11 H11 H 0 1 N N N -17.650 28.538 -16.114 -2.346 -0.557 -1.773 H11 644 40 644 H12 H12 H 0 1 N N N -18.783 29.347 -12.717 -3.314 -2.880 -0.192 H12 644 41 644 H13 H13 H 0 1 N N N -20.071 27.787 -11.327 -5.380 -3.314 1.062 H13 644 42 644 H14 H14 H 0 1 N N N -20.821 25.624 -12.262 -6.759 -1.446 1.873 H14 644 43 644 H15 H15 H 0 1 N N N -20.239 25.022 -14.589 -6.082 0.874 1.437 H15 644 44 644 H16 H16 H 0 1 N N N -18.629 25.149 -17.596 -4.268 3.627 0.452 H16 644 45 # 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 644 O05 C21 DOUB N N 1 644 O06 C21 SING N N 2 644 O03 C20 DOUB N N 3 644 C21 C15 SING N N 4 644 O04 C20 SING N N 5 644 O02 C01 DOUB N N 6 644 C20 C09 SING N N 7 644 C15 C16 DOUB Y N 8 644 C15 C14 SING Y N 9 644 C16 C17 SING Y N 10 644 O01 C01 SING N N 11 644 N02 C14 SING N N 12 644 N02 C10 SING N N 13 644 C14 C19 DOUB Y N 14 644 C17 C18 DOUB Y N 15 644 C01 C02 SING N N 16 644 C09 C10 DOUB Y N 17 644 C09 C08 SING Y N 18 644 C19 C18 SING Y N 19 644 C10 C11 SING Y N 20 644 N01 C08 SING N N 21 644 N01 C03 SING N N 22 644 C02 C03 DOUB Y N 23 644 C02 C07 SING Y N 24 644 C08 C13 DOUB Y N 25 644 C03 C04 SING Y N 26 644 C11 C12 DOUB Y N 27 644 C07 C06 DOUB Y N 28 644 C13 C12 SING Y N 29 644 C04 C05 DOUB Y N 30 644 C06 C05 SING Y N 31 644 O06 H1 SING N N 32 644 C16 H2 SING N N 33 644 C17 H3 SING N N 34 644 C18 H4 SING N N 35 644 C19 H5 SING N N 36 644 N02 H6 SING N N 37 644 O04 H7 SING N N 38 644 C11 H8 SING N N 39 644 C12 H9 SING N N 40 644 C13 H10 SING N N 41 644 N01 H11 SING N N 42 644 C04 H12 SING N N 43 644 C05 H13 SING N N 44 644 C06 H14 SING N N 45 644 C07 H15 SING N N 46 644 O01 H16 SING N N 47 # 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 644 SMILES ACDLabs 12.01 "O=C(O)c1ccccc1Nc3cccc(Nc2c(C(=O)O)cccc2)c3C(=O)O" 644 InChI InChI 1.03 "InChI=1S/C21H16N2O6/c24-19(25)12-6-1-3-8-14(12)22-16-10-5-11-17(18(16)21(28)29)23-15-9-4-2-7-13(15)20(26)27/h1-11,22-23H,(H,24,25)(H,26,27)(H,28,29)" 644 InChIKey InChI 1.03 KUKYCRSGSBMBMX-UHFFFAOYSA-N 644 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccccc1Nc2cccc(Nc3ccccc3C(O)=O)c2C(O)=O" 644 SMILES CACTVS 3.385 "OC(=O)c1ccccc1Nc2cccc(Nc3ccccc3C(O)=O)c2C(O)=O" 644 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C(=O)O)Nc2cccc(c2C(=O)O)Nc3ccccc3C(=O)O" 644 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C(=O)O)Nc2cccc(c2C(=O)O)Nc3ccccc3C(=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 644 "SYSTEMATIC NAME" ACDLabs 12.01 "2,6-bis[(2-carboxyphenyl)amino]benzoic acid" 644 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2,6-bis[(2-carboxyphenyl)amino]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 644 "Create component" 2013-08-12 RCSB 644 "Initial release" 2014-05-21 RCSB #