data_MRE # _chem_comp.id MRE _chem_comp.name "2-(4-DIMETHYLAMINOPHENYL)DIAZENYLBENZOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H15 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "METHYL RED" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-08-23 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 269.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MRE _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 2V9C _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 MRE C1 C1 C 0 1 Y N N 16.026 13.160 22.187 16.026 13.160 22.187 C1 MRE 1 MRE C2 C2 C 0 1 Y N N 16.466 13.841 23.453 16.466 13.841 23.453 C2 MRE 2 MRE C3 C3 C 0 1 Y N N 15.673 14.896 23.921 15.673 14.896 23.921 C3 MRE 3 MRE C4 C4 C 0 1 Y N N 14.520 15.300 23.213 14.520 15.300 23.213 C4 MRE 4 MRE C5 C5 C 0 1 Y N N 14.130 14.658 22.028 14.130 14.658 22.028 C5 MRE 5 MRE C6 C6 C 0 1 Y N N 14.889 13.605 21.503 14.889 13.605 21.503 C6 MRE 6 MRE "C1'" "C1'" C 0 1 Y N N 18.193 10.349 21.713 18.193 10.349 21.713 "C1'" MRE 7 MRE "C2'" "C2'" C 0 1 Y N N 17.934 9.906 20.398 17.934 9.906 20.398 "C2'" MRE 8 MRE "C3'" "C3'" C 0 1 Y N N 18.802 8.986 19.806 18.802 8.986 19.806 "C3'" MRE 9 MRE "C4'" "C4'" C 0 1 Y N N 19.918 8.547 20.510 19.918 8.547 20.510 "C4'" MRE 10 MRE "C5'" "C5'" C 0 1 Y N N 20.191 8.999 21.792 20.191 8.999 21.792 "C5'" MRE 11 MRE "C6'" "C6'" C 0 1 Y N N 19.314 9.911 22.416 19.314 9.911 22.416 "C6'" MRE 12 MRE C C C 0 1 N N N 17.732 13.442 24.193 17.732 13.442 24.193 C MRE 13 MRE CHX CHX C 0 1 N N N 20.700 7.122 18.646 20.700 7.122 18.646 CHX MRE 14 MRE CHZ CHZ C 0 1 N N N 22.051 7.208 20.442 22.051 7.208 20.442 CHZ MRE 15 MRE N1 N1 N 0 1 N N N 16.813 12.132 21.670 16.813 12.132 21.670 N1 MRE 16 MRE "N1'" "N1'" N 0 1 N N N 17.388 11.281 22.367 17.388 11.281 22.367 "N1'" MRE 17 MRE OXT OXT O 0 1 N N N 17.960 12.222 24.767 17.960 12.222 24.767 OXT MRE 18 MRE O O O 0 1 N N N 18.619 14.310 24.227 18.619 14.310 24.227 O MRE 19 MRE N10 N10 N 0 1 N N N 20.815 7.669 19.927 20.815 7.669 19.927 N10 MRE 20 MRE H6 H6 H 0 1 N N N 14.598 13.138 20.574 14.598 13.138 20.574 H6 MRE 21 MRE H3 H3 H 0 1 N N N 15.946 15.406 24.833 15.946 15.406 24.833 H3 MRE 22 MRE H4 H4 H 0 1 N N N 13.927 16.119 23.591 13.927 16.119 23.591 H4 MRE 23 MRE H5 H5 H 0 1 N N N 13.235 14.979 21.516 13.235 14.979 21.516 H5 MRE 24 MRE "H2'" "H2'" H 0 1 N N N 17.075 10.274 19.856 17.075 10.274 19.856 "H2'" MRE 25 MRE "H6'" "H6'" H 0 1 N N N 19.507 10.263 23.419 19.507 10.263 23.419 "H6'" MRE 26 MRE "H3'" "H3'" H 0 1 N N N 18.608 8.618 18.809 18.608 8.618 18.809 "H3'" MRE 27 MRE "H5'" "H5'" H 0 1 N N N 21.073 8.654 22.312 21.073 8.654 22.312 "H5'" MRE 28 MRE HXT HXT H 0 1 N N N 18.833 12.206 25.141 18.833 12.206 25.141 HXT MRE 29 MRE HHX1 1HHX H 0 0 N N N 20.670 7.932 17.902 20.670 7.932 17.902 HHX1 MRE 30 MRE HHX2 2HHX H 0 0 N N N 21.565 6.473 18.446 21.565 6.473 18.446 HHX2 MRE 31 MRE HHX3 3HHX H 0 0 N N N 19.775 6.531 18.582 19.775 6.531 18.582 HHX3 MRE 32 MRE HHZ1 1HHZ H 0 0 N N N 22.770 7.088 19.618 22.770 7.089 19.618 HHZ1 MRE 33 MRE HHZ2 2HHZ H 0 0 N N N 22.441 7.938 21.166 22.441 7.938 21.166 HHZ2 MRE 34 MRE HHZ3 3HHZ H 0 0 N N N 21.901 6.239 20.941 21.901 6.239 20.941 HHZ3 MRE 35 # # 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 MRE C1 C2 SING Y N 1 MRE C1 C6 DOUB Y N 2 MRE C1 N1 SING N N 3 MRE C2 C3 DOUB Y N 4 MRE C2 C SING N N 5 MRE C3 C4 SING Y N 6 MRE C4 C5 DOUB Y N 7 MRE C5 C6 SING Y N 8 MRE "C1'" "C2'" SING Y N 9 MRE "C1'" "C6'" DOUB Y N 10 MRE "C1'" "N1'" SING N N 11 MRE "C2'" "C3'" DOUB Y N 12 MRE "C3'" "C4'" SING Y N 13 MRE "C4'" "C5'" DOUB Y N 14 MRE "C4'" N10 SING N N 15 MRE "C5'" "C6'" SING Y N 16 MRE C OXT SING N N 17 MRE C O DOUB N N 18 MRE CHX N10 SING N N 19 MRE CHZ N10 SING N N 20 MRE N1 "N1'" DOUB N N 21 MRE C6 H6 SING N N 22 MRE C3 H3 SING N N 23 MRE C4 H4 SING N N 24 MRE C5 H5 SING N N 25 MRE "C2'" "H2'" SING N N 26 MRE "C6'" "H6'" SING N N 27 MRE "C3'" "H3'" SING N N 28 MRE "C5'" "H5'" SING N N 29 MRE OXT HXT SING N N 30 MRE CHX HHX1 SING N N 31 MRE CHX HHX2 SING N N 32 MRE CHX HHX3 SING N N 33 MRE CHZ HHZ1 SING N N 34 MRE CHZ HHZ2 SING N N 35 MRE CHZ HHZ3 SING N N 36 # # 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 MRE SMILES ACDLabs 10.04 "O=C(O)c2ccccc2/N=N/c1ccc(N(C)C)cc1" MRE SMILES_CANONICAL CACTVS 3.341 "CN(C)c1ccc(cc1)N=Nc2ccccc2C(O)=O" MRE SMILES CACTVS 3.341 "CN(C)c1ccc(cc1)N=Nc2ccccc2C(O)=O" MRE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc(cc1)/N=N/c2ccccc2C(=O)O" MRE SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc(cc1)N=Nc2ccccc2C(=O)O" MRE InChI InChI 1.03 "InChI=1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/b17-16+" MRE InChIKey InChI 1.03 CEQFOVLGLXCDCX-WUKNDPDISA-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 MRE "SYSTEMATIC NAME" ACDLabs 10.04 "2-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoic acid" MRE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(4-dimethylaminophenyl)diazenylbenzoic 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 MRE "Create component" 2007-08-23 EBI MRE "Modify aromatic_flag" 2011-06-04 RCSB MRE "Modify descriptor" 2011-06-04 RCSB MRE "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MRE _pdbx_chem_comp_synonyms.name "METHYL RED" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##