data_4D0 # _chem_comp.id 4D0 _chem_comp.name "N-{[3-(biphenyl-4-yl)propanoyl]carbamoyl}-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-02 _chem_comp.pdbx_modified_date 2015-11-13 _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 430.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4D0 _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 4YI3 _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 4D0 C11 C1 C 0 1 Y N N 37.018 27.735 37.283 5.833 -1.260 -0.186 C11 4D0 1 4D0 C13 C2 C 0 1 Y N N 38.695 26.938 35.713 5.916 0.939 0.796 C13 4D0 2 4D0 C14 C3 C 0 1 Y N N 37.678 26.446 34.877 4.606 0.799 1.207 C14 4D0 3 4D0 C15 C4 C 0 1 Y N N 39.397 28.098 37.734 7.946 0.054 -0.350 C15 4D0 4 4D0 C16 C5 C 0 1 Y N N 39.125 29.230 38.522 8.568 -0.977 -1.051 C16 4D0 5 4D0 C17 C6 C 0 1 Y N N 40.125 29.811 39.319 9.876 -0.834 -1.467 C17 4D0 6 4D0 C20 C7 C 0 1 Y N N 40.696 27.560 37.715 8.649 1.225 -0.073 C20 4D0 7 4D0 C19 C8 C 0 1 Y N N 41.699 28.137 38.502 9.957 1.357 -0.494 C19 4D0 8 4D0 C18 C9 C 0 1 Y N N 41.411 29.260 39.287 10.570 0.330 -1.189 C18 4D0 9 4D0 C12 C10 C 0 1 Y N N 38.371 27.572 36.924 6.538 -0.092 0.095 C12 4D0 10 4D0 C10 C11 C 0 1 Y N N 36.004 27.254 36.445 4.522 -1.388 0.225 C10 4D0 11 4D0 C9 C12 C 0 1 Y N N 36.329 26.611 35.250 3.909 -0.361 0.920 C9 4D0 12 4D0 C8 C13 C 0 1 N N N 35.258 26.162 34.467 2.479 -0.509 1.372 C8 4D0 13 4D0 C7 C14 C 0 1 N N N 35.549 25.533 33.110 1.543 0.019 0.284 C7 4D0 14 4D0 C5 C15 C 0 1 N N N 34.304 25.137 32.298 0.113 -0.129 0.735 C5 4D0 15 4D0 O6 O1 O 0 1 N N N 33.168 25.383 32.734 -0.133 -0.610 1.821 O6 4D0 16 4D0 N4 N1 N 0 1 N N N 34.614 24.559 31.107 -0.893 0.274 -0.067 N4 4D0 17 4D0 C2 C16 C 0 1 N N N 33.678 24.102 30.238 -2.172 0.141 0.337 C2 4D0 18 4D0 O3 O2 O 0 1 N N N 32.463 24.136 30.470 -2.418 -0.341 1.425 O3 4D0 19 4D0 N1 N2 N 0 1 N N N 34.162 23.564 29.101 -3.177 0.543 -0.465 N1 4D0 20 4D0 "C1'" C17 C 0 1 N N R 33.273 22.991 28.086 -4.567 0.399 -0.026 "C1'" 4D0 21 4D0 "O5'" O3 O 0 1 N N N 33.267 21.554 28.356 -5.104 -0.822 -0.536 "O5'" 4D0 22 4D0 "C5'" C18 C 0 1 N N R 32.202 20.921 27.608 -6.455 -1.075 -0.144 "C5'" 4D0 23 4D0 "C6'" C19 C 0 1 N N N 32.159 19.441 28.007 -6.912 -2.416 -0.722 "C6'" 4D0 24 4D0 "O6'" O4 O 0 1 N N N 33.247 18.733 27.368 -6.145 -3.472 -0.140 "O6'" 4D0 25 4D0 "C4'" C20 C 0 1 N N S 32.446 21.105 26.056 -7.356 0.043 -0.673 "C4'" 4D0 26 4D0 "O4'" O5 O 0 1 N N N 31.297 20.614 25.316 -8.698 -0.178 -0.235 "O4'" 4D0 27 4D0 "C3'" C21 C 0 1 N N S 32.726 22.583 25.678 -6.856 1.388 -0.138 "C3'" 4D0 28 4D0 "O3'" O6 O 0 1 N N N 33.218 22.626 24.332 -7.647 2.445 -0.686 "O3'" 4D0 29 4D0 "C2'" C22 C 0 1 N N R 33.767 23.220 26.658 -5.393 1.577 -0.550 "C2'" 4D0 30 4D0 "O2'" O7 O 0 1 N N N 33.933 24.610 26.402 -4.894 2.795 0.005 "O2'" 4D0 31 4D0 H1 H1 H 0 1 N N N 36.762 28.232 38.207 6.310 -2.062 -0.729 H1 4D0 32 4D0 H2 H2 H 0 1 N N N 39.730 26.828 35.423 6.457 1.848 1.016 H2 4D0 33 4D0 H3 H3 H 0 1 N N N 37.929 25.944 33.954 4.123 1.597 1.751 H3 4D0 34 4D0 H4 H4 H 0 1 N N N 38.134 29.659 38.514 8.028 -1.887 -1.267 H4 4D0 35 4D0 H5 H5 H 0 1 N N N 39.906 30.665 39.943 10.360 -1.633 -2.010 H5 4D0 36 4D0 H6 H6 H 0 1 N N N 40.919 26.704 37.095 8.172 2.027 0.470 H6 4D0 37 4D0 H7 H7 H 0 1 N N N 42.694 27.717 38.504 10.503 2.264 -0.280 H7 4D0 38 4D0 H8 H8 H 0 1 N N N 42.195 29.709 39.878 11.593 0.438 -1.516 H8 4D0 39 4D0 H9 H9 H 0 1 N N N 34.969 27.381 36.724 3.973 -2.292 0.003 H9 4D0 40 4D0 H10 H10 H 0 1 N N N 34.604 27.028 34.287 2.263 -1.562 1.557 H10 4D0 41 4D0 H11 H11 H 0 1 N N N 34.717 25.411 35.061 2.327 0.059 2.290 H11 4D0 42 4D0 H12 H12 H 0 1 N N N 36.151 24.627 33.275 1.758 1.072 0.099 H12 4D0 43 4D0 H13 H13 H 0 1 N N N 36.129 26.255 32.516 1.694 -0.549 -0.634 H13 4D0 44 4D0 H14 H14 H 0 1 N N N 35.579 24.466 30.860 -0.696 0.658 -0.935 H14 4D0 45 4D0 H15 H15 H 0 1 N N N 35.150 23.556 28.946 -2.980 0.928 -1.333 H15 4D0 46 4D0 H16 H16 H 0 1 N N N 32.259 23.403 28.192 -4.604 0.386 1.064 H16 4D0 47 4D0 H17 H17 H 0 1 N N N 31.237 21.385 27.862 -6.517 -1.108 0.944 H17 4D0 48 4D0 H18 H18 H 0 1 N N N 31.201 19.004 27.689 -7.968 -2.568 -0.498 H18 4D0 49 4D0 H19 H19 H 0 1 N N N 32.257 19.354 29.099 -6.766 -2.414 -1.802 H19 4D0 50 4D0 H20 H20 H 0 1 N N N 33.218 17.817 27.617 -6.381 -4.353 -0.461 H20 4D0 51 4D0 H21 H21 H 0 1 N N N 33.332 20.512 25.786 -7.326 0.050 -1.763 H21 4D0 52 4D0 H22 H22 H 0 1 N N N 31.131 19.709 25.552 -9.326 0.495 -0.534 H22 4D0 53 4D0 H23 H23 H 0 1 N N N 31.786 23.148 25.756 -6.933 1.400 0.949 H23 4D0 54 4D0 H24 H24 H 0 1 N N N 33.394 23.527 24.087 -7.385 3.327 -0.389 H24 4D0 55 4D0 H25 H25 H 0 1 N N N 34.725 22.695 26.529 -5.323 1.615 -1.638 H25 4D0 56 4D0 H26 H26 H 0 1 N N N 34.568 24.971 27.009 -3.970 2.979 -0.216 H26 4D0 57 # 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 4D0 "O3'" "C3'" SING N N 1 4D0 "O4'" "C4'" SING N N 2 4D0 "C3'" "C4'" SING N N 3 4D0 "C3'" "C2'" SING N N 4 4D0 "C4'" "C5'" SING N N 5 4D0 "O2'" "C2'" SING N N 6 4D0 "C2'" "C1'" SING N N 7 4D0 "O6'" "C6'" SING N N 8 4D0 "C5'" "C6'" SING N N 9 4D0 "C5'" "O5'" SING N N 10 4D0 "C1'" "O5'" SING N N 11 4D0 "C1'" N1 SING N N 12 4D0 N1 C2 SING N N 13 4D0 C2 O3 DOUB N N 14 4D0 C2 N4 SING N N 15 4D0 N4 C5 SING N N 16 4D0 C5 O6 DOUB N N 17 4D0 C5 C7 SING N N 18 4D0 C7 C8 SING N N 19 4D0 C8 C9 SING N N 20 4D0 C14 C9 DOUB Y N 21 4D0 C14 C13 SING Y N 22 4D0 C9 C10 SING Y N 23 4D0 C13 C12 DOUB Y N 24 4D0 C10 C11 DOUB Y N 25 4D0 C12 C11 SING Y N 26 4D0 C12 C15 SING N N 27 4D0 C20 C15 DOUB Y N 28 4D0 C20 C19 SING Y N 29 4D0 C15 C16 SING Y N 30 4D0 C19 C18 DOUB Y N 31 4D0 C16 C17 DOUB Y N 32 4D0 C18 C17 SING Y N 33 4D0 C11 H1 SING N N 34 4D0 C13 H2 SING N N 35 4D0 C14 H3 SING N N 36 4D0 C16 H4 SING N N 37 4D0 C17 H5 SING N N 38 4D0 C20 H6 SING N N 39 4D0 C19 H7 SING N N 40 4D0 C18 H8 SING N N 41 4D0 C10 H9 SING N N 42 4D0 C8 H10 SING N N 43 4D0 C8 H11 SING N N 44 4D0 C7 H12 SING N N 45 4D0 C7 H13 SING N N 46 4D0 N4 H14 SING N N 47 4D0 N1 H15 SING N N 48 4D0 "C1'" H16 SING N N 49 4D0 "C5'" H17 SING N N 50 4D0 "C6'" H18 SING N N 51 4D0 "C6'" H19 SING N N 52 4D0 "O6'" H20 SING N N 53 4D0 "C4'" H21 SING N N 54 4D0 "O4'" H22 SING N N 55 4D0 "C3'" H23 SING N N 56 4D0 "O3'" H24 SING N N 57 4D0 "C2'" H25 SING N N 58 4D0 "O2'" H26 SING N N 59 # 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 4D0 SMILES ACDLabs 12.01 "c1c(ccc(c1)CCC(=O)NC(=O)NC2OC(CO)C(O)C(C2O)O)c3ccccc3" 4D0 InChI InChI 1.03 "InChI=1S/C22H26N2O7/c25-12-16-18(27)19(28)20(29)21(31-16)24-22(30)23-17(26)11-8-13-6-9-15(10-7-13)14-4-2-1-3-5-14/h1-7,9-10,16,18-21,25,27-29H,8,11-12H2,(H2,23,24,26,30)/t16-,18-,19+,20-,21-/m1/s1" 4D0 InChIKey InChI 1.03 DTCZORBBXRCGBE-QNDFHXLGSA-N 4D0 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](NC(=O)NC(=O)CCc2ccc(cc2)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]1O" 4D0 SMILES CACTVS 3.385 "OC[CH]1O[CH](NC(=O)NC(=O)CCc2ccc(cc2)c3ccccc3)[CH](O)[CH](O)[CH]1O" 4D0 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)CCC(=O)NC(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 4D0 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)CCC(=O)NC(=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 4D0 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[3-(biphenyl-4-yl)propanoyl]carbamoyl}-beta-D-glucopyranosylamine" 4D0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]carbamoyl]-3-(4-phenylphenyl)propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4D0 "Create component" 2015-03-02 EBI 4D0 "Initial release" 2015-11-18 RCSB #