data_LRD # _chem_comp.id LRD _chem_comp.name "2-[(E)-(3-chloro-4-hydroxyphenyl)(3-chloro-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzenesulfonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H12 Cl2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Chlorophenol Red" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-23 _chem_comp.pdbx_modified_date 2021-03-01 _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 423.267 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LRD _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 4LK6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 LRD OBL OBL O 0 1 N N N -23.980 44.291 -44.032 1.783 -3.168 -2.383 OBL LRD 1 LRD SBA SBA S 0 1 N N N -23.366 44.141 -45.355 1.695 -1.986 -1.429 SBA LRD 2 LRD OBJ OBJ O 0 1 N N N -22.109 43.388 -45.232 3.032 -1.620 -1.119 OBJ LRD 3 LRD OBK OBK O 0 1 N N N -23.075 45.474 -45.885 0.753 -1.084 -1.994 OBK LRD 4 LRD CAW CAW C 0 1 Y N N -24.429 43.292 -46.475 0.980 -2.577 0.069 CAW LRD 5 LRD CAV CAV C 0 1 Y N N -24.449 43.743 -47.791 1.181 -3.882 0.463 CAV LRD 6 LRD CAU CAU C 0 1 Y N N -25.253 43.127 -48.749 0.625 -4.348 1.642 CAU LRD 7 LRD CAZ CAZ C 0 1 Y N N -26.051 42.052 -48.395 -0.137 -3.507 2.436 CAZ LRD 8 LRD CAY CAY C 0 1 Y N N -26.036 41.591 -47.079 -0.348 -2.199 2.058 CAY LRD 9 LRD CAX CAX C 0 1 Y N N -25.239 42.200 -46.119 0.211 -1.720 0.867 CAX LRD 10 LRD CAS CAS C 0 1 N N N -25.308 41.585 -44.700 -0.004 -0.323 0.457 CAS LRD 11 LRD CBE CBE C 0 1 N N N -26.058 42.380 -43.612 1.038 0.620 0.592 CBE LRD 12 LRD CBF CBF C 0 1 N N N -26.072 41.881 -42.308 0.833 1.959 0.200 CBF LRD 13 LRD CBG CBG C 0 1 N N N -26.757 42.570 -41.288 1.836 2.866 0.330 CBG LRD 14 LRD CLB CLB CL 0 0 N N N -26.750 41.940 -39.678 1.584 4.514 -0.152 CLB LRD 15 LRD CBB CBB C 0 1 N N N -27.436 43.750 -41.586 3.081 2.468 0.856 CBB LRD 16 LRD OBH OBH O 0 1 N N N -28.108 44.428 -40.590 3.985 3.286 0.974 OBH LRD 17 LRD CBC CBC C 0 1 N N N -27.432 44.248 -42.896 3.287 1.131 1.248 CBC LRD 18 LRD CBD CBD C 0 1 N N N -26.746 43.557 -43.916 2.283 0.225 1.123 CBD LRD 19 LRD CAM CAM C 0 1 Y N N -23.920 41.002 -44.289 -1.301 0.089 -0.090 CAM LRD 20 LRD CAN CAN C 0 1 Y N N -23.454 39.896 -44.997 -2.448 0.057 0.716 CAN LRD 21 LRD CAO CAO C 0 1 Y N N -22.210 39.312 -44.674 -3.653 0.442 0.201 CAO LRD 22 LRD CLA CLA CL 0 0 N N N -21.641 37.935 -45.564 -5.075 0.403 1.197 CLA LRD 23 LRD CAR CAR C 0 1 Y N N -23.149 41.547 -43.243 -1.398 0.523 -1.421 CAR LRD 24 LRD CAQ CAQ C 0 1 Y N N -21.901 40.967 -42.921 -2.607 0.906 -1.925 CAQ LRD 25 LRD CAP CAP C 0 1 Y N N -21.437 39.851 -43.637 -3.743 0.868 -1.123 CAP LRD 26 LRD O1 O1 O 0 1 N N N -20.195 39.255 -43.334 -4.942 1.250 -1.630 O1 LRD 27 LRD H1 H1 H 0 1 N N N -23.832 44.583 -48.075 1.774 -4.545 -0.151 H1 LRD 28 LRD H2 H2 H 0 1 N N N -25.253 43.488 -49.767 0.786 -5.372 1.944 H2 LRD 29 LRD H3 H3 H 0 1 N N N -26.680 41.575 -49.132 -0.567 -3.878 3.355 H3 LRD 30 LRD H4 H4 H 0 1 N N N -26.653 40.749 -46.803 -0.942 -1.545 2.678 H4 LRD 31 LRD H6 H6 H 0 1 N N N -25.554 40.961 -42.080 -0.121 2.263 -0.204 H6 LRD 32 LRD H8 H8 H 0 1 N N N -27.956 45.164 -43.125 4.241 0.828 1.651 H8 LRD 33 LRD H9 H9 H 0 1 N N N -26.753 43.936 -44.927 2.440 -0.799 1.428 H9 LRD 34 LRD H10 H10 H 0 1 N N N -24.049 39.483 -45.798 -2.379 -0.272 1.743 H10 LRD 35 LRD H11 H11 H 0 1 N N N -23.509 42.402 -42.691 -0.517 0.555 -2.045 H11 LRD 36 LRD H12 H12 H 0 1 N N N -21.303 41.382 -42.123 -2.682 1.241 -2.949 H12 LRD 37 LRD H13 H13 H 0 1 N N N -19.786 39.722 -42.615 -5.133 2.191 -1.520 H13 LRD 38 LRD H14 H14 H 0 1 N N N -24.050 45.214 -43.818 2.165 -2.951 -3.245 H14 LRD 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 LRD CAU CAZ DOUB Y N 1 LRD CAU CAV SING Y N 2 LRD CAZ CAY SING Y N 3 LRD CAV CAW DOUB Y N 4 LRD CAY CAX DOUB Y N 5 LRD CAW CAX SING Y N 6 LRD CAW SBA SING N N 7 LRD CAX CAS SING N N 8 LRD OBK SBA DOUB N N 9 LRD CLA CAO SING N N 10 LRD SBA OBJ DOUB N N 11 LRD SBA OBL SING N N 12 LRD CAN CAO DOUB Y N 13 LRD CAN CAM SING Y N 14 LRD CAS CAM SING N N 15 LRD CAS CBE DOUB N E 16 LRD CAO CAP SING Y N 17 LRD CAM CAR DOUB Y N 18 LRD CBD CBE SING N N 19 LRD CBD CBC DOUB N N 20 LRD CAP O1 SING N N 21 LRD CAP CAQ DOUB Y N 22 LRD CBE CBF SING N N 23 LRD CAR CAQ SING Y N 24 LRD CBC CBB SING N N 25 LRD CBF CBG DOUB N N 26 LRD CBB CBG SING N N 27 LRD CBB OBH DOUB N N 28 LRD CBG CLB SING N N 29 LRD CAV H1 SING N N 30 LRD CAU H2 SING N N 31 LRD CAZ H3 SING N N 32 LRD CAY H4 SING N N 33 LRD CBF H6 SING N N 34 LRD CBC H8 SING N N 35 LRD CBD H9 SING N N 36 LRD CAN H10 SING N N 37 LRD CAR H11 SING N N 38 LRD CAQ H12 SING N N 39 LRD O1 H13 SING N N 40 LRD OBL 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 LRD SMILES ACDLabs 12.01 "ClC3=CC(=C(/c1ccc(O)c(Cl)c1)c2ccccc2S(=O)(=O)O)\C=CC3=O" LRD InChI InChI 1.03 "InChI=1S/C19H12Cl2O5S/c20-14-9-11(5-7-16(14)22)19(12-6-8-17(23)15(21)10-12)13-3-1-2-4-18(13)27(24,25)26/h1-10,22H,(H,24,25,26)/b19-12+" LRD InChIKey InChI 1.03 QXTPRQZMDKBTAI-XDHOZWIPSA-N LRD SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1Cl)C(=C\2C=CC(=O)C(=C\2)Cl)/c3ccccc3[S](O)(=O)=O" LRD SMILES CACTVS 3.385 "Oc1ccc(cc1Cl)C(=C2C=CC(=O)C(=C2)Cl)c3ccccc3[S](O)(=O)=O" LRD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)/C(=C/2\C=CC(=O)C(=C2)Cl)/c3ccc(c(c3)Cl)O)S(=O)(=O)O" LRD SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C(=C2C=CC(=O)C(=C2)Cl)c3ccc(c(c3)Cl)O)S(=O)(=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 LRD "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(E)-(3-chloro-4-hydroxyphenyl)(3-chloro-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzenesulfonic acid" LRD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(E)-(3-chloranyl-4-oxidanylidene-cyclohexa-2,5-dien-1-ylidene)-(3-chloranyl-4-oxidanyl-phenyl)methyl]benzenesulfonic 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 LRD "Create component" 2013-10-23 PDBJ LRD "Initial release" 2013-10-30 RCSB LRD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LRD _pdbx_chem_comp_synonyms.name "Chlorophenol Red" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##