data_BZ5 # _chem_comp.id BZ5 _chem_comp.name "(1R,2R,4S,5R)-2-(benzo[b]thiophen-5-yl)methyl-1,4,5-trihydroxy-3-oxocyclohexane-1-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-14 _chem_comp.pdbx_modified_date 2014-09-05 _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 336.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BZ5 _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 4B6Q _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 BZ5 CAK CAK C 0 1 Y N N 18.785 2.003 36.095 4.232 -1.261 1.291 CAK BZ5 1 BZ5 CAT CAT C 0 1 Y N N 17.502 1.735 36.329 3.260 -0.701 0.367 CAT BZ5 2 BZ5 CAI CAI C 0 1 Y N N 16.504 2.588 36.823 1.931 -1.104 0.112 CAI BZ5 3 BZ5 CAH CAH C 0 1 Y N N 15.228 2.124 36.984 1.173 -0.442 -0.804 CAH BZ5 4 BZ5 CAR CAR C 0 1 Y N N 14.930 0.805 36.590 1.693 0.641 -1.502 CAR BZ5 5 BZ5 CAJ CAJ C 0 1 Y N N 15.889 -0.061 36.080 2.984 1.055 -1.273 CAJ BZ5 6 BZ5 CAU CAU C 0 1 Y N N 17.175 0.405 35.946 3.780 0.389 -0.337 CAU BZ5 7 BZ5 SAO SAO S 0 1 Y N N 18.579 -0.381 35.342 5.441 0.680 0.166 SAO BZ5 8 BZ5 CAS CAS C 0 1 Y N N 19.513 1.009 35.630 5.403 -0.656 1.300 CAS BZ5 9 BZ5 OAN OAN O 0 1 N N N 14.637 4.032 40.050 -0.503 1.779 -0.910 OAN BZ5 10 BZ5 CAQ CAQ C 0 1 N N N 13.811 3.125 40.051 -1.238 1.199 -0.147 CAQ BZ5 11 BZ5 CAX CAX C 0 1 N N R 11.903 2.430 38.704 -2.576 -0.879 -0.159 CAX BZ5 12 BZ5 CAP CAP C 0 1 N N N 11.420 1.650 37.485 -2.551 -2.359 0.123 CAP BZ5 13 BZ5 CA0 CA0 C 0 1 N N R 13.434 2.411 38.762 -1.166 -0.304 0.008 CA0 BZ5 14 BZ5 OAC OAC O 0 1 N N N 11.472 0.409 37.548 -1.693 -2.825 0.834 OAC BZ5 15 BZ5 OAB OAB O 0 1 N N N 11.052 2.307 36.495 -3.483 -3.161 -0.417 OAB BZ5 16 BZ5 OAF OAF O 0 1 N N N 11.478 3.801 38.594 -3.027 -0.655 -1.496 OAF BZ5 17 BZ5 CAM CAM C 0 1 N N N 11.329 1.790 39.970 -3.526 -0.189 0.822 CAM BZ5 18 BZ5 CAV CAV C 0 1 N N R 11.687 2.579 41.228 -3.623 1.305 0.493 CAV BZ5 19 BZ5 OAD OAD O 0 1 N N N 11.151 1.924 42.426 -4.575 1.923 1.361 OAD BZ5 20 BZ5 CAW CAW C 0 1 N N S 13.193 2.646 41.362 -2.250 1.958 0.682 CAW BZ5 21 BZ5 OAE OAE O 0 1 N N N 13.554 3.552 42.458 -2.302 3.319 0.250 OAE BZ5 22 BZ5 CAA CAA C 0 1 N N N 14.112 3.022 37.536 -0.243 -0.887 -1.064 CAA BZ5 23 BZ5 HAK HAK H 0 1 N N N 19.205 2.981 36.276 4.010 -2.107 1.926 HAK BZ5 24 BZ5 HAS HAS H 0 1 N N N 20.577 1.070 35.453 6.233 -0.946 1.927 HAS BZ5 25 BZ5 HAI HAI H 0 1 N N N 16.743 3.610 37.076 1.514 -1.944 0.647 HAI BZ5 26 BZ5 HAR HAR H 0 1 N N N 13.914 0.452 36.688 1.082 1.158 -2.226 HAR BZ5 27 BZ5 HAA1 HAA1 H 0 0 N N N 14.545 3.993 37.818 -0.560 -0.536 -2.046 HAA1 BZ5 28 BZ5 HAA2 HAA2 H 0 0 N N N 13.356 3.171 36.751 -0.293 -1.975 -1.033 HAA2 BZ5 29 BZ5 HAJ HAJ H 0 1 N N N 15.632 -1.071 35.797 3.383 1.897 -1.819 HAJ BZ5 30 BZ5 HA0 HA0 H 0 1 N N N 13.758 1.363 38.844 -0.784 -0.551 0.998 HA0 BZ5 31 BZ5 HAW HAW H 0 1 N N N 13.574 1.638 41.582 -1.967 1.916 1.734 HAW BZ5 32 BZ5 HAF HAF H 0 1 N N N 11.778 4.288 39.353 -3.915 -0.994 -1.673 HAF BZ5 33 BZ5 HAM1 HAM1 H 0 0 N N N 10.234 1.746 39.879 -4.514 -0.643 0.750 HAM1 BZ5 34 BZ5 HAM2 HAM2 H 0 0 N N N 11.731 0.770 40.065 -3.146 -0.308 1.837 HAM2 BZ5 35 BZ5 HAB HAB H 0 1 N N N 10.816 1.714 35.791 -3.426 -4.103 -0.208 HAB BZ5 36 BZ5 HAV HAV H 0 1 N N N 11.282 3.598 41.143 -3.941 1.429 -0.543 HAV BZ5 37 BZ5 HAD HAD H 0 1 N N N 11.385 2.430 43.195 -4.688 2.872 1.209 HAD BZ5 38 BZ5 HAE HAE H 0 1 N N N 14.154 4.215 42.137 -1.461 3.789 0.329 HAE BZ5 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 BZ5 CAK CAT SING Y N 1 BZ5 CAK CAS DOUB Y N 2 BZ5 CAT CAI SING Y N 3 BZ5 CAT CAU DOUB Y N 4 BZ5 CAI CAH DOUB Y N 5 BZ5 CAH CAR SING Y N 6 BZ5 CAH CAA SING N N 7 BZ5 CAR CAJ DOUB Y N 8 BZ5 CAJ CAU SING Y N 9 BZ5 CAU SAO SING Y N 10 BZ5 SAO CAS SING Y N 11 BZ5 OAN CAQ DOUB N N 12 BZ5 CAQ CA0 SING N N 13 BZ5 CAQ CAW SING N N 14 BZ5 CAX CAP SING N N 15 BZ5 CAX CA0 SING N N 16 BZ5 CAX OAF SING N N 17 BZ5 CAX CAM SING N N 18 BZ5 CAP OAC DOUB N N 19 BZ5 CAP OAB SING N N 20 BZ5 CA0 CAA SING N N 21 BZ5 CAM CAV SING N N 22 BZ5 CAV OAD SING N N 23 BZ5 CAV CAW SING N N 24 BZ5 CAW OAE SING N N 25 BZ5 CAK HAK SING N N 26 BZ5 CAS HAS SING N N 27 BZ5 CAI HAI SING N N 28 BZ5 CAR HAR SING N N 29 BZ5 CAA HAA1 SING N N 30 BZ5 CAA HAA2 SING N N 31 BZ5 CAJ HAJ SING N N 32 BZ5 CA0 HA0 SING N N 33 BZ5 CAW HAW SING N N 34 BZ5 OAF HAF SING N N 35 BZ5 CAM HAM1 SING N N 36 BZ5 CAM HAM2 SING N N 37 BZ5 OAB HAB SING N N 38 BZ5 CAV HAV SING N N 39 BZ5 OAD HAD SING N N 40 BZ5 OAE HAE 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 BZ5 SMILES ACDLabs 12.01 "O=C(O)C1(O)CC(O)C(O)C(=O)C1Cc3cc2c(scc2)cc3" BZ5 InChI InChI 1.03 "InChI=1S/C16H16O6S/c17-11-7-16(22,15(20)21)10(13(18)14(11)19)6-8-1-2-12-9(5-8)3-4-23-12/h1-5,10-11,14,17,19,22H,6-7H2,(H,20,21)/t10-,11+,14-,16+/m0/s1" BZ5 InChIKey InChI 1.03 WFQJMZIPFQUOBR-FJXFWJLJSA-N BZ5 SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1C[C@@](O)([C@@H](Cc2ccc3sccc3c2)C(=O)[C@H]1O)C(O)=O" BZ5 SMILES CACTVS 3.385 "O[CH]1C[C](O)([CH](Cc2ccc3sccc3c2)C(=O)[CH]1O)C(O)=O" BZ5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(ccs2)cc1C[C@H]3C(=O)[C@H]([C@@H](C[C@@]3(C(=O)O)O)O)O" BZ5 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(ccs2)cc1CC3C(=O)C(C(CC3(C(=O)O)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 BZ5 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,4S,5R)-2-(1-benzothiophen-5-ylmethyl)-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid" BZ5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2R,4S,5R)-2-(1-benzothiophen-5-ylmethyl)-1,4,5-tris(oxidanyl)-3-oxidanylidene-cyclohexane-1-carboxylic 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 BZ5 "Create component" 2012-08-14 EBI BZ5 "Initial release" 2012-12-14 RCSB BZ5 "Modify name" 2013-07-17 EBI BZ5 "Modify descriptor" 2014-09-05 RCSB #