data_HXH # _chem_comp.id HXH _chem_comp.name "(1S,2S,3R,6R)-6-[(4-phenoxybenzyl)amino]cyclohex-4-ene-1,2,3-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-06 _chem_comp.pdbx_modified_date 2011-06-04 _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 327.374 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HXH _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 3EMZ _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 HXH C1 C1 C 0 1 N N R 13.415 5.513 3.517 3.160 -0.122 -0.528 C1 HXH 1 HXH N1 N1 N 0 1 N N N 12.476 4.397 3.135 1.765 -0.222 -0.081 N1 HXH 2 HXH C2 C2 C 0 1 N N S 14.895 5.191 3.266 3.829 1.069 0.161 C2 HXH 3 HXH O2 O2 O 0 1 N N N 15.301 3.959 3.842 3.299 2.288 -0.365 O2 HXH 4 HXH C3 C3 C 0 1 N N S 15.797 6.335 3.664 5.337 1.003 -0.112 C3 HXH 5 HXH O3 O3 O 0 1 N N N 17.101 6.058 3.192 5.966 2.190 0.377 O3 HXH 6 HXH C4 C4 C 0 1 N N R 15.314 7.651 3.068 5.907 -0.218 0.612 C4 HXH 7 HXH O4 O4 O 0 1 N N N 16.100 8.731 3.572 7.252 -0.439 0.182 O4 HXH 8 HXH C5 C5 C 0 1 N N N 14.018 7.834 3.368 5.081 -1.433 0.307 C5 HXH 9 HXH C6 C6 C 0 1 N N N 13.079 6.905 2.952 3.885 -1.391 -0.185 C6 HXH 10 HXH C10 C10 C 0 1 N N N 10.955 4.693 3.380 0.939 -0.910 -1.083 C10 HXH 11 HXH C11 C11 C 0 1 Y N N 10.151 4.515 2.159 -0.483 -0.993 -0.590 C11 HXH 12 HXH C12 C12 C 0 1 Y N N 10.339 3.410 1.321 -1.377 0.020 -0.886 C12 HXH 13 HXH C13 C13 C 0 1 Y N N 9.548 3.234 0.138 -2.680 -0.054 -0.435 C13 HXH 14 HXH C14 C14 C 0 1 Y N N 8.568 4.186 -0.174 -3.093 -1.147 0.314 C14 HXH 15 HXH C15 C15 C 0 1 Y N N 8.365 5.292 0.643 -2.194 -2.162 0.609 C15 HXH 16 HXH C16 C16 C 0 1 Y N N 9.159 5.451 1.814 -0.893 -2.086 0.152 C16 HXH 17 HXH O20 O20 O 0 1 N N N 7.744 4.001 -1.382 -4.375 -1.222 0.759 O20 HXH 18 HXH C21 C21 C 0 1 Y N N 7.837 4.723 -2.656 -5.222 -0.210 0.437 C21 HXH 19 HXH C22 C22 C 0 1 Y N N 6.656 5.098 -3.315 -5.969 -0.274 -0.731 C22 HXH 20 HXH C23 C23 C 0 1 Y N N 6.695 5.788 -4.538 -6.830 0.756 -1.056 C23 HXH 21 HXH C24 C24 C 0 1 Y N N 7.953 6.097 -5.105 -6.947 1.851 -0.220 C24 HXH 22 HXH C25 C25 C 0 1 Y N N 9.131 5.741 -4.481 -6.203 1.918 0.943 C25 HXH 23 HXH C26 C26 C 0 1 Y N N 9.065 5.030 -3.219 -5.346 0.888 1.277 C26 HXH 24 HXH H1 H1 H 0 1 N N N 13.245 5.576 4.602 3.184 0.025 -1.608 H1 HXH 25 HXH HN1 HN1 H 0 1 N N N 12.597 4.221 2.158 1.704 -0.683 0.815 HN1 HXH 26 HXH H2 H2 H 0 1 N N N 15.000 5.061 2.179 3.646 1.023 1.234 H2 HXH 27 HXH HO2 HO2 H 0 1 N N N 15.392 3.304 3.159 3.680 3.085 0.029 HO2 HXH 28 HXH H3 H3 H 0 1 N N N 15.788 6.434 4.759 5.512 0.912 -1.184 H3 HXH 29 HXH HO3 HO3 H 0 1 N N N 17.089 5.996 2.244 6.923 2.214 0.237 HO3 HXH 30 HXH H4 H4 H 0 1 N N N 15.424 7.618 1.974 5.897 -0.037 1.687 H4 HXH 31 HXH HO4 HO4 H 0 1 N N N 16.275 8.592 4.495 7.679 -1.199 0.601 HO4 HXH 32 HXH H5 H5 H 0 1 N N N 13.709 8.702 3.931 5.512 -2.402 0.509 H5 HXH 33 HXH H6 H6 H 0 1 N N N 12.231 7.126 2.321 3.376 -2.327 -0.360 H6 HXH 34 HXH H10 H10 H 0 1 N N N 10.582 4.000 4.149 0.967 -0.354 -2.020 H10 HXH 35 HXH H10A H10A H 0 0 N N N 10.860 5.741 3.699 1.327 -1.915 -1.245 H10A HXH 36 HXH H12 H12 H 0 1 N N N 11.093 2.677 1.570 -1.055 0.869 -1.470 H12 HXH 37 HXH H13 H13 H 0 1 N N N 9.705 2.380 -0.504 -3.378 0.737 -0.666 H13 HXH 38 HXH H15 H15 H 0 1 N N N 7.612 6.024 0.392 -2.513 -3.013 1.193 H15 HXH 39 HXH H16 H16 H 0 1 N N N 8.996 6.308 2.451 -0.194 -2.878 0.378 H16 HXH 40 HXH H22 H22 H 0 1 N N N 5.701 4.852 -2.874 -5.878 -1.129 -1.384 H22 HXH 41 HXH H23 H23 H 0 1 N N N 5.781 6.077 -5.036 -7.412 0.706 -1.965 H23 HXH 42 HXH H24 H24 H 0 1 N N N 7.993 6.623 -6.047 -7.621 2.655 -0.477 H24 HXH 43 HXH H25 H25 H 0 1 N N N 10.085 5.987 -4.924 -6.296 2.775 1.594 H25 HXH 44 HXH H26 H26 H 0 1 N N N 9.976 4.739 -2.717 -4.769 0.938 2.188 H26 HXH 45 # 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 HXH C1 N1 SING N N 1 HXH C1 C2 SING N N 2 HXH C1 C6 SING N N 3 HXH N1 C10 SING N N 4 HXH C2 O2 SING N N 5 HXH C2 C3 SING N N 6 HXH C3 O3 SING N N 7 HXH C3 C4 SING N N 8 HXH C4 O4 SING N N 9 HXH C4 C5 SING N N 10 HXH C5 C6 DOUB N N 11 HXH C10 C11 SING N N 12 HXH C11 C12 DOUB Y N 13 HXH C11 C16 SING Y N 14 HXH C12 C13 SING Y N 15 HXH C13 C14 DOUB Y N 16 HXH C14 C15 SING Y N 17 HXH C14 O20 SING N N 18 HXH C15 C16 DOUB Y N 19 HXH O20 C21 SING N N 20 HXH C21 C22 DOUB Y N 21 HXH C21 C26 SING Y N 22 HXH C22 C23 SING Y N 23 HXH C23 C24 DOUB Y N 24 HXH C24 C25 SING Y N 25 HXH C25 C26 DOUB Y N 26 HXH C1 H1 SING N N 27 HXH N1 HN1 SING N N 28 HXH C2 H2 SING N N 29 HXH O2 HO2 SING N N 30 HXH C3 H3 SING N N 31 HXH O3 HO3 SING N N 32 HXH C4 H4 SING N N 33 HXH O4 HO4 SING N N 34 HXH C5 H5 SING N N 35 HXH C6 H6 SING N N 36 HXH C10 H10 SING N N 37 HXH C10 H10A SING N N 38 HXH C12 H12 SING N N 39 HXH C13 H13 SING N N 40 HXH C15 H15 SING N N 41 HXH C16 H16 SING N N 42 HXH C22 H22 SING N N 43 HXH C23 H23 SING N N 44 HXH C24 H24 SING N N 45 HXH C25 H25 SING N N 46 HXH C26 H26 SING N N 47 # 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 HXH SMILES ACDLabs 10.04 "OC3C(NCc2ccc(Oc1ccccc1)cc2)C=CC(O)C3O" HXH SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C=C[C@@H](NCc2ccc(Oc3ccccc3)cc2)[C@H](O)[C@H]1O" HXH SMILES CACTVS 3.341 "O[CH]1C=C[CH](NCc2ccc(Oc3ccccc3)cc2)[CH](O)[CH]1O" HXH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Oc2ccc(cc2)CN[C@@H]3C=C[C@H]([C@@H]([C@H]3O)O)O" HXH SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Oc2ccc(cc2)CNC3C=CC(C(C3O)O)O" HXH InChI InChI 1.03 "InChI=1S/C19H21NO4/c21-17-11-10-16(18(22)19(17)23)20-12-13-6-8-15(9-7-13)24-14-4-2-1-3-5-14/h1-11,16-23H,12H2/t16-,17-,18+,19+/m1/s1" HXH InChIKey InChI 1.03 YNNCSTZOAWTUPJ-YRXWBPOGSA-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 HXH "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2S,3R,6R)-6-[(4-phenoxybenzyl)amino]cyclohex-4-ene-1,2,3-triol" HXH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2S,3R,6R)-6-[(4-phenoxyphenyl)methylamino]cyclohex-4-ene-1,2,3-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 HXH "Create component" 2008-10-06 PDBJ HXH "Modify aromatic_flag" 2011-06-04 RCSB HXH "Modify descriptor" 2011-06-04 RCSB #