data_26M # _chem_comp.id 26M _chem_comp.name "N-[(biphenyl-4-yloxy)acetyl]-beta-D-glucopyranosylamine" _chem_comp.type SACCHARIDE _chem_comp.pdbx_type ATOMS _chem_comp.formula "C20 H23 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-03 _chem_comp.pdbx_modified_date 2014-07-18 _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 389.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 26M _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 4MHO _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 26M C17 C17 C 0 1 Y N N 37.658 27.815 37.203 -7.126 0.784 1.265 C17 26M 1 26M C16 C16 C 0 1 Y N N 38.572 28.289 38.147 -8.477 0.901 1.518 C16 26M 2 26M C15 C15 C 0 1 Y N N 39.911 27.892 38.096 -9.394 0.269 0.696 C15 26M 3 26M C14 C14 C 0 1 Y N N 40.338 27.014 37.097 -8.962 -0.482 -0.382 C14 26M 4 26M C13 C13 C 0 1 Y N N 39.417 26.550 36.134 -7.612 -0.605 -0.644 C13 26M 5 26M C12 C12 C 0 1 Y N N 38.072 26.948 36.187 -6.685 0.033 0.177 C12 26M 6 26M C9 C9 C 0 1 Y N N 37.152 26.492 35.216 -5.233 -0.095 -0.100 C9 26M 7 26M C8 C8 C 0 1 Y N N 37.553 26.404 33.870 -4.793 -0.850 -1.185 C8 26M 8 26M C7 C7 C 0 1 Y N N 36.653 25.961 32.887 -3.443 -0.963 -1.444 C7 26M 9 26M C10 C10 C 0 1 Y N N 35.850 26.126 35.570 -4.306 0.544 0.722 C10 26M 10 26M C11 C11 C 0 1 Y N N 34.939 25.680 34.591 -2.957 0.423 0.463 C11 26M 11 26M C6 C6 C 0 1 Y N N 35.344 25.578 33.248 -2.523 -0.325 -0.623 C6 26M 12 26M O5 O5 O 0 1 N N N 34.425 25.151 32.315 -1.193 -0.438 -0.880 O5 26M 13 26M C4 C4 C 0 1 N N N 34.956 24.752 31.046 -0.301 0.243 0.004 C4 26M 14 26M C2 C2 C 0 1 N N N 33.842 24.110 30.194 1.121 0.005 -0.434 C2 26M 15 26M O3 O3 O 0 1 N N N 32.670 24.105 30.569 1.348 -0.681 -1.408 O3 26M 16 26M N1 N1 N 0 1 N N N 34.255 23.617 29.019 2.140 0.554 0.256 N1 26M 17 26M "C1'" "C1'" C 0 1 N N R 33.331 22.986 28.064 3.522 0.323 -0.171 "C1'" 26M 18 26M "O5'" "O5'" O 0 1 N N N 33.314 21.559 28.325 4.069 -0.776 0.561 "O5'" 26M 19 26M "C5'" "C5'" C 0 1 N N R 32.238 20.954 27.583 5.412 -1.105 0.203 "C5'" 26M 20 26M "C6'" "C6'" C 0 1 N N N 32.164 19.485 28.010 5.880 -2.307 1.026 "C6'" 26M 21 26M "O6'" "O6'" O 0 1 N N N 33.284 18.780 27.470 5.104 -3.455 0.676 "O6'" 26M 22 26M "C4'" "C4'" C 0 1 N N S 32.456 21.112 26.034 6.322 0.093 0.486 "C4'" 26M 23 26M "O4'" "O4'" O 0 1 N N N 31.293 20.631 25.319 7.657 -0.214 0.076 "O4'" 26M 24 26M "C3'" "C3'" C 0 1 N N S 32.718 22.606 25.656 5.812 1.308 -0.294 "C3'" 26M 25 26M "O3'" "O3'" O 0 1 N N N 33.203 22.700 24.328 6.612 2.449 0.021 "O3'" 26M 26 26M "C2'" "C2'" C 0 1 N N R 33.775 23.242 26.609 4.356 1.578 0.098 "C2'" 26M 27 26M "O2'" "O2'" O 0 1 N N N 33.920 24.651 26.364 3.847 2.665 -0.678 "O2'" 26M 28 26M H1 H1 H 0 1 N N N 36.624 28.121 37.258 -6.411 1.277 1.908 H1 26M 29 26M H2 H2 H 0 1 N N N 38.242 28.966 38.921 -8.820 1.486 2.358 H2 26M 30 26M H3 H3 H 0 1 N N N 40.614 28.263 38.827 -10.451 0.363 0.898 H3 26M 31 26M H4 H4 H 0 1 N N N 41.368 26.692 37.062 -9.682 -0.973 -1.020 H4 26M 32 26M H5 H5 H 0 1 N N N 39.749 25.884 35.351 -7.276 -1.188 -1.488 H5 26M 33 26M H6 H6 H 0 1 N N N 38.559 26.679 33.591 -5.509 -1.347 -1.824 H6 26M 34 26M H7 H7 H 0 1 N N N 36.963 25.913 31.854 -3.102 -1.548 -2.285 H7 26M 35 26M H8 H8 H 0 1 N N N 35.539 26.185 36.603 -4.644 1.134 1.562 H8 26M 36 26M H9 H9 H 0 1 N N N 33.930 25.417 34.872 -2.239 0.918 1.099 H9 26M 37 26M H10 H10 H 0 1 N N N 35.764 24.022 31.201 -0.514 1.312 -0.018 H10 26M 38 26M H11 H11 H 0 1 N N N 35.354 25.634 30.523 -0.437 -0.133 1.018 H11 26M 39 26M H12 H12 H 0 1 N N N 35.225 23.680 28.783 1.958 1.103 1.035 H12 26M 40 26M H13 H13 H 0 1 N N N 32.322 23.402 28.200 3.540 0.095 -1.236 H13 26M 41 26M H14 H14 H 0 1 N N N 31.287 21.442 27.844 5.456 -1.352 -0.858 H14 26M 42 26M H15 H15 H 0 1 N N N 31.232 19.039 27.632 6.932 -2.503 0.818 H15 26M 43 26M H16 H16 H 0 1 N N N 32.183 19.420 29.108 5.753 -2.093 2.087 H16 26M 44 26M H17 H17 H 0 1 N N N 33.241 17.868 27.733 5.346 -4.256 1.160 H17 26M 45 26M H18 H18 H 0 1 N N N 33.340 20.523 25.749 6.311 0.314 1.553 H18 26M 46 26M H19 H19 H 0 1 N N N 31.133 19.723 25.548 8.289 0.502 0.227 H19 26M 47 26M H20 H20 H 0 1 N N N 31.775 23.162 25.760 5.870 1.105 -1.364 H20 26M 48 26M H21 H21 H 0 1 N N N 33.358 23.612 24.111 6.344 3.256 -0.439 H21 26M 49 26M H22 H22 H 0 1 N N N 34.737 22.734 26.444 4.305 1.830 1.157 H22 26M 50 26M H23 H23 H 0 1 N N N 34.569 25.011 26.957 2.927 2.891 -0.481 H23 26M 51 # 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 26M "O3'" "C3'" SING N N 1 26M "O4'" "C4'" SING N N 2 26M "C3'" "C4'" SING N N 3 26M "C3'" "C2'" SING N N 4 26M "C4'" "C5'" SING N N 5 26M "O2'" "C2'" SING N N 6 26M "C2'" "C1'" SING N N 7 26M "O6'" "C6'" SING N N 8 26M "C5'" "C6'" SING N N 9 26M "C5'" "O5'" SING N N 10 26M "C1'" "O5'" SING N N 11 26M "C1'" N1 SING N N 12 26M N1 C2 SING N N 13 26M C2 O3 DOUB N N 14 26M C2 C4 SING N N 15 26M C4 O5 SING N N 16 26M O5 C6 SING N N 17 26M C7 C6 DOUB Y N 18 26M C7 C8 SING Y N 19 26M C6 C11 SING Y N 20 26M C8 C9 DOUB Y N 21 26M C11 C10 DOUB Y N 22 26M C9 C10 SING Y N 23 26M C9 C12 SING N N 24 26M C13 C12 DOUB Y N 25 26M C13 C14 SING Y N 26 26M C12 C17 SING Y N 27 26M C14 C15 DOUB Y N 28 26M C17 C16 DOUB Y N 29 26M C15 C16 SING Y N 30 26M C17 H1 SING N N 31 26M C16 H2 SING N N 32 26M C15 H3 SING N N 33 26M C14 H4 SING N N 34 26M C13 H5 SING N N 35 26M C8 H6 SING N N 36 26M C7 H7 SING N N 37 26M C10 H8 SING N N 38 26M C11 H9 SING N N 39 26M C4 H10 SING N N 40 26M C4 H11 SING N N 41 26M N1 H12 SING N N 42 26M "C1'" H13 SING N N 43 26M "C5'" H14 SING N N 44 26M "C6'" H15 SING N N 45 26M "C6'" H16 SING N N 46 26M "O6'" H17 SING N N 47 26M "C4'" H18 SING N N 48 26M "O4'" H19 SING N N 49 26M "C3'" H20 SING N N 50 26M "O3'" H21 SING N N 51 26M "C2'" H22 SING N N 52 26M "O2'" H23 SING N N 53 # 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 26M SMILES ACDLabs 12.01 "O=C(NC1OC(C(O)C(O)C1O)CO)COc3ccc(c2ccccc2)cc3" 26M InChI InChI 1.03 "InChI=1S/C20H23NO7/c22-10-15-17(24)18(25)19(26)20(28-15)21-16(23)11-27-14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9,15,17-20,22,24-26H,10-11H2,(H,21,23)/t15-,17-,18+,19-,20-/m1/s1" 26M InChIKey InChI 1.03 NSADEBQKFSASLM-XIKSMUEASA-N 26M SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](NC(=O)COc2ccc(cc2)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]1O" 26M SMILES CACTVS 3.385 "OC[CH]1O[CH](NC(=O)COc2ccc(cc2)c3ccccc3)[CH](O)[CH](O)[CH]1O" 26M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccc(cc2)OCC(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 26M SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccc(cc2)OCC(=O)NC3C(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 26M "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(biphenyl-4-yloxy)acetyl]-beta-D-glucopyranosylamine" 26M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-2-(4-phenylphenoxy)ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 26M "Create component" 2013-09-03 RCSB 26M "Initial release" 2014-07-23 RCSB #