data_3X8 # _chem_comp.id 3X8 _chem_comp.name "biphenyl-4-yl alpha-D-mannopyranoside" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-04 _chem_comp.pdbx_modified_date 2015-05-15 _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 332.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3X8 _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 4X50 _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 3X8 C4 C1 C 0 1 N N S -21.015 -6.834 -11.278 4.044 0.666 0.411 C4 3X8 1 3X8 C5 C2 C 0 1 N N R -21.465 -5.859 -12.356 2.611 1.176 0.242 C5 3X8 2 3X8 C6 C3 C 0 1 N N N -22.703 -5.094 -11.875 2.625 2.698 0.092 C6 3X8 3 3X8 C3 C4 C 0 1 N N S -19.781 -7.573 -11.760 4.028 -0.863 0.500 C3 3X8 4 3X8 CAH C5 C 0 1 Y N N -21.255 -3.507 -19.729 -5.163 -0.490 1.110 CAH 3X8 5 3X8 CAI C6 C 0 1 Y N N -21.763 -3.160 -20.979 -6.515 -0.215 1.055 CAI 3X8 6 3X8 CAJ C7 C 0 1 Y N N -22.503 -4.077 -21.717 -7.052 0.407 -0.058 CAJ 3X8 7 3X8 CAK C8 C 0 1 Y N N -22.736 -5.346 -21.205 -6.239 0.755 -1.121 CAK 3X8 8 3X8 CAL C9 C 0 1 Y N N -22.225 -5.693 -19.959 -4.886 0.486 -1.077 CAL 3X8 9 3X8 CAG C10 C 0 1 Y N N -21.484 -4.778 -19.215 -4.340 -0.141 0.042 CAG 3X8 10 3X8 CAD C11 C 0 1 Y N N -20.982 -5.152 -17.965 -2.885 -0.429 0.098 CAD 3X8 11 3X8 CAC C12 C 0 1 Y N N -20.857 -4.234 -16.921 -2.340 -1.056 1.217 CAC 3X8 12 3X8 CAB C13 C 0 1 Y N N -20.358 -4.633 -15.679 -0.988 -1.322 1.266 CAB 3X8 13 3X8 CAE C14 C 0 1 Y N N -20.602 -6.472 -17.758 -2.063 -0.079 -0.971 CAE 3X8 14 3X8 CAF C15 C 0 1 Y N N -20.104 -6.868 -16.526 -0.711 -0.347 -0.916 CAF 3X8 15 3X8 CAA C16 C 0 1 Y N N -19.979 -5.960 -15.482 -0.170 -0.967 0.202 CAA 3X8 16 3X8 O1 O1 O 0 1 N N N -19.483 -6.446 -14.305 1.162 -1.231 0.253 O1 3X8 17 3X8 C1 C17 C 0 1 N N R -19.228 -5.612 -13.160 1.945 -0.838 -0.876 C1 3X8 18 3X8 O5 O2 O 0 1 N N N -20.408 -4.929 -12.668 2.031 0.587 -0.924 O5 3X8 19 3X8 O6 O3 O 0 1 N N N -22.390 -4.359 -10.688 1.283 3.186 0.051 O6 3X8 20 3X8 O4 O4 O 0 1 N N N -22.068 -7.769 -11.033 4.606 1.208 1.608 O4 3X8 21 3X8 O3 O5 O 0 1 N N N -19.336 -8.503 -10.761 5.368 -1.352 0.583 O3 3X8 22 3X8 C2 C18 C 0 1 N N S -18.699 -6.540 -12.068 3.353 -1.430 -0.753 C2 3X8 23 3X8 O2 O6 O 0 1 N N N -18.378 -5.780 -10.893 4.120 -1.082 -1.908 O2 3X8 24 3X8 H41 H1 H 0 1 N N N -20.772 -6.276 -10.362 4.644 0.974 -0.445 H41 3X8 25 3X8 H5 H2 H 0 1 N N N -21.735 -6.430 -13.257 2.022 0.903 1.118 H5 3X8 26 3X8 H62 H3 H 0 1 N N N -23.029 -4.397 -12.661 3.148 3.142 0.939 H62 3X8 27 3X8 H61 H4 H 0 1 N N N -23.512 -5.808 -11.660 3.138 2.967 -0.832 H61 3X8 28 3X8 H31 H5 H 0 1 N N N -20.029 -8.110 -12.687 3.472 -1.171 1.386 H31 3X8 29 3X8 HAH H6 H 0 1 N N N -20.684 -2.789 -19.160 -4.744 -0.971 1.982 HAH 3X8 30 3X8 HAI H7 H 0 1 N N N -21.581 -2.173 -21.377 -7.154 -0.485 1.883 HAI 3X8 31 3X8 HAJ H8 H 0 1 N N N -22.895 -3.803 -22.685 -8.110 0.619 -0.097 HAJ 3X8 32 3X8 HAK H9 H 0 1 N N N -23.312 -6.062 -21.773 -6.664 1.240 -1.988 HAK 3X8 33 3X8 HAL H10 H 0 1 N N N -22.405 -6.682 -19.564 -4.252 0.758 -1.907 HAL 3X8 34 3X8 HAC H11 H 0 1 N N N -21.149 -3.206 -17.075 -2.976 -1.332 2.045 HAC 3X8 35 3X8 HAB H12 H 0 1 N N N -20.266 -3.917 -14.875 -0.565 -1.808 2.133 HAB 3X8 36 3X8 HAE H13 H 0 1 N N N -20.695 -7.191 -18.558 -2.483 0.403 -1.842 HAE 3X8 37 3X8 HAF H14 H 0 1 N N N -19.809 -7.896 -16.376 -0.073 -0.076 -1.745 HAF 3X8 38 3X8 H1 H15 H 0 1 N N N -18.448 -4.875 -13.402 1.475 -1.205 -1.789 H1 3X8 39 3X8 H63 H16 H 0 1 N N N -23.161 -3.887 -10.395 1.216 4.146 -0.043 H63 3X8 40 3X8 H42 H17 H 0 1 N N N -21.797 -8.383 -10.361 5.515 0.924 1.779 H42 3X8 41 3X8 H32 H18 H 0 1 N N N -20.024 -9.134 -10.586 5.433 -2.315 0.642 H32 3X8 42 3X8 H21 H19 H 0 1 N N N -17.804 -7.059 -12.442 3.287 -2.515 -0.672 H21 3X8 43 3X8 H22 H20 H 0 1 N N N -18.050 -6.363 -10.218 3.747 -1.405 -2.739 H22 3X8 44 # 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 3X8 CAJ CAK DOUB Y N 1 3X8 CAJ CAI SING Y N 2 3X8 CAK CAL SING Y N 3 3X8 CAI CAH DOUB Y N 4 3X8 CAL CAG DOUB Y N 5 3X8 CAH CAG SING Y N 6 3X8 CAG CAD SING N N 7 3X8 CAD CAE DOUB Y N 8 3X8 CAD CAC SING Y N 9 3X8 CAE CAF SING Y N 10 3X8 CAC CAB DOUB Y N 11 3X8 CAF CAA DOUB Y N 12 3X8 CAB CAA SING Y N 13 3X8 CAA O1 SING N N 14 3X8 O1 C1 SING N N 15 3X8 C1 O5 SING N N 16 3X8 C1 C2 SING N N 17 3X8 O5 C5 SING N N 18 3X8 C5 C6 SING N N 19 3X8 C5 C4 SING N N 20 3X8 C2 C3 SING N N 21 3X8 C2 O2 SING N N 22 3X8 C6 O6 SING N N 23 3X8 C3 C4 SING N N 24 3X8 C3 O3 SING N N 25 3X8 C4 O4 SING N N 26 3X8 C4 H41 SING N N 27 3X8 C5 H5 SING N N 28 3X8 C6 H62 SING N N 29 3X8 C6 H61 SING N N 30 3X8 C3 H31 SING N N 31 3X8 CAH HAH SING N N 32 3X8 CAI HAI SING N N 33 3X8 CAJ HAJ SING N N 34 3X8 CAK HAK SING N N 35 3X8 CAL HAL SING N N 36 3X8 CAC HAC SING N N 37 3X8 CAB HAB SING N N 38 3X8 CAE HAE SING N N 39 3X8 CAF HAF SING N N 40 3X8 C1 H1 SING N N 41 3X8 O6 H63 SING N N 42 3X8 O4 H42 SING N N 43 3X8 O3 H32 SING N N 44 3X8 C2 H21 SING N N 45 3X8 O2 H22 SING N N 46 # 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 3X8 SMILES ACDLabs 12.01 "O(c2ccc(c1ccccc1)cc2)C3OC(C(O)C(O)C3O)CO" 3X8 InChI InChI 1.03 "InChI=1S/C18H20O6/c19-10-14-15(20)16(21)17(22)18(24-14)23-13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-9,14-22H,10H2/t14-,15-,16+,17+,18+/m1/s1" 3X8 InChIKey InChI 1.03 SZBKRKVDBPBJHL-ZBRFXRBCSA-N 3X8 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](Oc2ccc(cc2)c3ccccc3)[C@@H](O)[C@@H](O)[C@@H]1O" 3X8 SMILES CACTVS 3.385 "OC[CH]1O[CH](Oc2ccc(cc2)c3ccccc3)[CH](O)[CH](O)[CH]1O" 3X8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 3X8 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)OC3C(C(C(C(O3)CO)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 3X8 "SYSTEMATIC NAME" ACDLabs 12.01 "biphenyl-4-yl alpha-D-mannopyranoside" 3X8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-phenylphenoxy)oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3X8 "Create component" 2014-12-04 EBI 3X8 "Initial release" 2015-05-20 RCSB #