data_OBH # _chem_comp.id OBH _chem_comp.name "cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-05 _chem_comp.pdbx_modified_date 2020-06-01 _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 438.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OBH _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 4ZN9 _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 OBH CAN C1 C 0 1 Y N N -3.146 -3.997 22.740 -3.997 -1.142 -0.733 CAN OBH 1 OBH CAJ C2 C 0 1 Y N N -2.415 -3.462 23.774 -5.127 -1.674 -0.150 CAJ OBH 2 OBH CAW C3 C 0 1 Y N N -3.102 -2.914 24.817 -5.013 -2.543 0.927 CAW OBH 3 OBH OAC O1 O 0 1 N N N -2.474 -2.398 25.827 -6.130 -3.066 1.497 OAC OBH 4 OBH CAK C4 C 0 1 Y N N -4.477 -2.937 24.815 -3.760 -2.880 1.423 CAK OBH 5 OBH CAO C5 C 0 1 Y N N -5.173 -3.464 23.767 -2.624 -2.354 0.848 CAO OBH 6 OBH CAZ C6 C 0 1 Y N N -4.525 -4.006 22.692 -2.734 -1.479 -0.237 CAZ OBH 7 OBH CAU C7 C 0 1 N N N -5.189 -4.585 21.603 -1.523 -0.913 -0.856 CAU OBH 8 OBH CAV C8 C 0 1 N N N -6.356 -4.296 20.887 -1.151 0.391 -0.880 CAV OBH 9 OBH CBA C9 C 0 1 Y N N -7.258 -3.283 20.894 -1.875 1.531 -0.292 CBA OBH 10 OBH CAP C10 C 0 1 Y N N -8.587 -3.557 20.735 -2.041 1.618 1.093 CAP OBH 11 OBH CAL C11 C 0 1 Y N N -9.478 -2.534 20.692 -2.720 2.687 1.638 CAL OBH 12 OBH CAX C12 C 0 1 Y N N -9.024 -1.252 20.773 -3.239 3.676 0.813 CAX OBH 13 OBH OAD O2 O 0 1 N N N -9.854 -0.221 20.736 -3.908 4.727 1.354 OAD OBH 14 OBH CAM C13 C 0 1 Y N N -7.693 -0.995 20.907 -3.077 3.594 -0.564 CAM OBH 15 OBH CAQ C14 C 0 1 Y N N -6.806 -2.010 20.966 -2.395 2.533 -1.118 CAQ OBH 16 OBH CBC C15 C 0 1 N N S -6.459 -5.269 19.767 0.177 0.436 -1.642 CBC OBH 17 OBH OAS O3 O 0 1 N N N -5.896 -6.304 20.331 -0.015 -0.670 -2.588 OAS OBH 18 OBH CBB C16 C 0 1 N N S -4.742 -5.803 20.771 -0.424 -1.678 -1.598 CBB OBH 19 OBH CAR C17 C 0 1 N N N -4.199 -5.452 19.425 0.802 -1.668 -0.633 CAR OBH 20 OBH CBD C18 C 0 1 N N R -5.408 -4.775 18.787 1.227 -0.182 -0.667 CBD OBH 21 OBH SBE S1 S 0 1 N N N -5.670 -5.197 17.064 2.908 0.001 -1.325 SBE OBH 22 OBH OAA O4 O 0 1 N N N -4.737 -4.509 16.321 3.080 -0.804 -2.483 OAA OBH 23 OBH OAB O5 O 0 1 N N N -5.481 -6.538 16.854 3.301 1.366 -1.316 OAB OBH 24 OBH OAT O6 O 0 1 N N N -6.820 -4.730 16.633 3.798 -0.653 -0.277 OAT OBH 25 OBH CAY C19 C 0 1 N N N -7.739 -5.386 15.877 3.969 0.127 0.908 CAY OBH 26 OBH CAH C20 C 0 1 N N N -9.056 -5.302 16.258 4.009 -0.787 2.096 CAH OBH 27 OBH CAF C21 C 0 1 N N N -10.068 -5.899 15.552 5.115 -1.137 2.678 CAF OBH 28 OBH CAE C22 C 0 1 N N N -9.778 -6.623 14.415 6.461 -0.659 2.221 CAE OBH 29 OBH CAG C23 C 0 1 N N N -8.456 -6.719 14.010 6.340 0.575 1.378 CAG OBH 30 OBH CAI C24 C 0 1 N N N -7.458 -6.083 14.726 5.234 0.923 0.794 CAI OBH 31 OBH H1 H1 H 0 1 N N N -2.608 -4.438 21.914 -4.087 -0.470 -1.573 H1 OBH 32 OBH H2 H2 H 0 1 N N N -1.335 -3.475 23.761 -6.104 -1.415 -0.532 H2 OBH 33 OBH H3 H3 H 0 1 N N N -3.104 -2.065 26.456 -6.417 -3.902 1.106 H3 OBH 34 OBH H4 H4 H 0 1 N N N -5.015 -2.530 25.658 -3.676 -3.556 2.261 H4 OBH 35 OBH H5 H5 H 0 1 N N N -6.253 -3.453 23.787 -1.651 -2.616 1.234 H5 OBH 36 OBH H6 H6 H 0 1 N N N -8.926 -4.579 20.644 -1.638 0.849 1.735 H6 OBH 37 OBH H7 H7 H 0 1 N N N -10.535 -2.734 20.595 -2.848 2.755 2.708 H7 OBH 38 OBH H8 H8 H 0 1 N N N -9.359 0.587 20.805 -3.343 5.482 1.573 H8 OBH 39 OBH H9 H9 H 0 1 N N N -7.346 0.026 20.966 -3.483 4.366 -1.202 H9 OBH 40 OBH H10 H10 H 0 1 N N N -5.750 -1.809 21.069 -2.266 2.472 -2.189 H10 OBH 41 OBH H11 H11 H 0 1 N N N -7.466 -5.381 19.338 0.436 1.399 -2.081 H11 OBH 42 OBH H12 H12 H 0 1 N N N -4.095 -6.489 21.338 -0.713 -2.650 -1.999 H12 OBH 43 OBH H13 H13 H 0 1 N N N -3.345 -4.763 19.502 0.508 -1.968 0.373 H13 OBH 44 OBH H14 H14 H 0 1 N N N -3.897 -6.350 18.865 1.600 -2.308 -1.010 H14 OBH 45 OBH H15 H15 H 0 1 N N N -5.311 -3.681 18.845 1.147 0.264 0.324 H15 OBH 46 OBH H18 H18 H 0 1 N N N -9.304 -4.744 17.149 3.077 -1.172 2.483 H18 OBH 47 OBH H19 H19 H 0 1 N N N -11.091 -5.802 15.886 5.064 -1.799 3.530 H19 OBH 48 OBH H20 H20 H 0 1 N N N -10.142 -7.648 14.581 7.077 -0.437 3.093 H20 OBH 49 OBH H21 H21 H 0 1 N N N -10.339 -6.165 13.587 6.940 -1.445 1.638 H21 OBH 50 OBH H22 H22 H 0 1 N N N -8.204 -7.293 13.131 7.211 1.200 1.250 H22 OBH 51 OBH H23 H23 H 0 1 N N N -6.438 -6.135 14.374 5.225 1.826 0.202 H23 OBH 52 OBH H24 H24 H 0 1 N N N -7.607 -6.297 16.479 3.126 0.810 1.011 H24 OBH 53 # # 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 OBH CAN CAJ DOUB Y N 1 OBH CAN CAZ SING Y N 2 OBH CAJ CAW SING Y N 3 OBH CAW OAC SING N N 4 OBH CAW CAK DOUB Y N 5 OBH CAK CAO SING Y N 6 OBH CAO CAZ DOUB Y N 7 OBH CAZ CAU SING N N 8 OBH CAU CAV DOUB N N 9 OBH CAU CBB SING N N 10 OBH CAV CBA SING N N 11 OBH CAV CBC SING N N 12 OBH CBA CAP DOUB Y N 13 OBH CBA CAQ SING Y N 14 OBH CAP CAL SING Y N 15 OBH CAL CAX DOUB Y N 16 OBH CAX OAD SING N N 17 OBH CAX CAM SING Y N 18 OBH CAM CAQ DOUB Y N 19 OBH CBC OAS SING N N 20 OBH CBC CBD SING N N 21 OBH OAS CBB SING N N 22 OBH CBB CAR SING N N 23 OBH CAR CBD SING N N 24 OBH CBD SBE SING N N 25 OBH SBE OAA DOUB N N 26 OBH SBE OAB DOUB N N 27 OBH SBE OAT SING N N 28 OBH OAT CAY SING N N 29 OBH CAY CAH SING N N 30 OBH CAY CAI SING N N 31 OBH CAH CAF DOUB N N 32 OBH CAF CAE SING N N 33 OBH CAE CAG SING N N 34 OBH CAG CAI DOUB N N 35 OBH CAN H1 SING N N 36 OBH CAJ H2 SING N N 37 OBH OAC H3 SING N N 38 OBH CAK H4 SING N N 39 OBH CAO H5 SING N N 40 OBH CAP H6 SING N N 41 OBH CAL H7 SING N N 42 OBH OAD H8 SING N N 43 OBH CAM H9 SING N N 44 OBH CAQ H10 SING N N 45 OBH CBC H11 SING N N 46 OBH CBB H12 SING N N 47 OBH CAR H13 SING N N 48 OBH CAR H14 SING N N 49 OBH CBD H15 SING N N 50 OBH CAH H18 SING N N 51 OBH CAF H19 SING N N 52 OBH CAE H20 SING N N 53 OBH CAE H21 SING N N 54 OBH CAG H22 SING N N 55 OBH CAI H23 SING N N 56 OBH CAY H24 SING N N 57 # # 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 OBH SMILES ACDLabs 12.01 "c1cc(O)ccc1C3=C(c2ccc(O)cc2)C4OC3CC4S(=O)(=O)OC5C=CCC=C5" OBH InChI InChI 1.03 "InChI=1S/C24H22O6S/c25-17-10-6-15(7-11-17)22-20-14-21(31(27,28)30-19-4-2-1-3-5-19)24(29-20)23(22)16-8-12-18(26)13-9-16/h2-13,19-21,24-26H,1,14H2/t20-,21+,24+/m0/s1" OBH InChIKey InChI 1.03 BDNHEHZCMDJALX-YZUZCNPQSA-N OBH SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)OC4C=CCC=C4)c5ccc(O)cc5" OBH SMILES CACTVS 3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)OC4C=CCC=C4)c5ccc(O)cc5" OBH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C2=C([C@H]3[C@@H](C[C@@H]2O3)S(=O)(=O)OC4C=CCC=C4)c5ccc(cc5)O)O" OBH SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C2=C(C3C(CC2O3)S(=O)(=O)OC4C=CCC=C4)c5ccc(cc5)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 OBH "SYSTEMATIC NAME" ACDLabs 12.01 "cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" OBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "cyclohexa-2,5-dien-1-yl (1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OBH "Create component" 2015-05-05 RCSB OBH "Initial release" 2015-09-09 RCSB OBH "Other modification" 2020-06-01 RCSB ##