data_YZ6 # _chem_comp.id YZ6 _chem_comp.name "(E,2R,3R,4S,5R)-N-[(3R)-3-(furan-2-yl)-3-phenyl-propyl]-2-methoxy-8,8-dimethyl-3,4,5-tris(oxidanyl)non-6-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H35 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-17 _chem_comp.pdbx_modified_date 2012-09-14 _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 445.549 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YZ6 _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 4FLL _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 YZ6 O4 O4 O 0 1 N N N 19.359 -4.483 13.985 0.467 -3.229 0.190 O4 YZ6 1 YZ6 C11 C11 C 0 1 N N N 19.523 -3.289 13.969 0.062 -2.144 0.549 C11 YZ6 2 YZ6 C07 C07 C 0 1 N N R 20.019 -2.673 12.670 -1.405 -1.942 0.830 C07 YZ6 3 YZ6 O6 O6 O 0 1 N N N 19.291 -3.094 11.487 -2.088 -3.192 0.716 O6 YZ6 4 YZ6 C25 C25 C 0 1 N N N 17.979 -2.539 11.407 -2.151 -3.933 1.937 C25 YZ6 5 YZ6 C06 C06 C 0 1 N N R 21.515 -2.929 12.491 -1.985 -0.950 -0.180 C06 YZ6 6 YZ6 O2 O2 O 0 1 N N N 22.172 -1.980 13.232 -1.390 0.334 0.017 O2 YZ6 7 YZ6 C05 C05 C 0 1 N N S 21.950 -2.752 11.043 -3.499 -0.846 0.020 C05 YZ6 8 YZ6 O3 O3 O 0 1 N N N 22.115 -1.349 10.774 -3.774 -0.392 1.346 O3 YZ6 9 YZ6 C04 C04 C 0 1 N N R 23.285 -3.478 10.866 -4.079 0.146 -0.990 C04 YZ6 10 YZ6 O1 O1 O 0 1 N N N 23.848 -2.974 9.606 -3.401 1.398 -0.871 O1 YZ6 11 YZ6 C03 C03 C 0 1 N N N 23.055 -4.962 10.662 -5.548 0.342 -0.714 C03 YZ6 12 YZ6 C02 C02 C 0 1 N N N 23.529 -5.757 11.653 -6.023 1.547 -0.518 C02 YZ6 13 YZ6 C01 C01 C 0 1 N N N 23.436 -7.261 11.769 -7.491 1.742 -0.242 C01 YZ6 14 YZ6 C10 C10 C 0 1 N N N 22.793 -7.472 13.117 -7.670 2.405 1.125 C10 YZ6 15 YZ6 C09 C09 C 0 1 N N N 22.682 -7.866 10.630 -8.099 2.636 -1.325 C09 YZ6 16 YZ6 C08 C08 C 0 1 N N N 24.886 -7.744 11.802 -8.196 0.384 -0.247 C08 YZ6 17 YZ6 N N N 0 1 N N N 19.177 -2.379 14.910 0.925 -1.120 0.702 N YZ6 18 YZ6 C12 C12 C 0 1 N N N 18.698 -3.032 16.146 2.352 -1.317 0.435 C12 YZ6 19 YZ6 C13 C13 C 0 1 N N N 19.475 -2.403 17.275 3.103 -0.008 0.684 C13 YZ6 20 YZ6 C14 C14 C 0 1 N N R 19.168 -2.869 18.749 4.593 -0.215 0.405 C14 YZ6 21 YZ6 C16 C16 C 0 1 Y N N 19.956 -2.087 19.853 4.793 -0.518 -1.058 C16 YZ6 22 YZ6 C19 C19 C 0 1 Y N N 19.953 -0.672 20.057 5.341 -1.639 -1.561 C19 YZ6 23 YZ6 C18 C18 C 0 1 Y N N 20.785 -0.345 21.192 5.332 -1.503 -2.968 C18 YZ6 24 YZ6 C17 C17 C 0 1 Y N N 21.256 -1.640 21.602 4.779 -0.308 -3.241 C17 YZ6 25 YZ6 O5 O5 O 0 1 Y N N 20.695 -2.664 20.747 4.450 0.282 -2.080 O5 YZ6 26 YZ6 C15 C15 C 0 1 Y N N 17.723 -3.201 19.131 5.350 1.038 0.766 C15 YZ6 27 YZ6 C24 C24 C 0 1 Y N N 17.522 -4.036 20.290 6.340 0.993 1.730 C24 YZ6 28 YZ6 C23 C23 C 0 1 Y N N 16.245 -4.412 20.780 7.034 2.141 2.061 C23 YZ6 29 YZ6 C22 C22 C 0 1 Y N N 15.092 -3.957 20.107 6.739 3.335 1.429 C22 YZ6 30 YZ6 C21 C21 C 0 1 Y N N 15.252 -3.134 18.962 5.748 3.379 0.465 C21 YZ6 31 YZ6 C20 C20 C 0 1 Y N N 16.539 -2.753 18.487 5.058 2.230 0.130 C20 YZ6 32 YZ6 H1 H1 H 0 1 N N N 19.894 -1.584 12.767 -1.531 -1.549 1.839 H1 YZ6 33 YZ6 H2 H2 H 0 1 N N N 17.484 -2.896 10.492 -2.609 -4.904 1.749 H2 YZ6 34 YZ6 H3 H3 H 0 1 N N N 17.395 -2.851 12.285 -1.144 -4.075 2.328 H3 YZ6 35 YZ6 H4 H4 H 0 1 N N N 18.046 -1.441 11.383 -2.749 -3.384 2.664 H4 YZ6 36 YZ6 H5 H5 H 0 1 N N N 21.756 -3.949 12.826 -1.775 -1.297 -1.192 H5 YZ6 37 YZ6 H6 H6 H 0 1 N N N 21.923 -2.062 14.145 -1.536 0.704 0.898 H6 YZ6 38 YZ6 H7 H7 H 0 1 N N N 21.198 -3.194 10.373 -3.953 -1.825 -0.131 H7 YZ6 39 YZ6 H8 H8 H 0 1 N N N 21.283 -0.905 10.886 -3.399 0.476 1.551 H8 YZ6 40 YZ6 H9 H9 H 0 1 N N N 23.953 -3.291 11.720 -3.948 -0.244 -1.999 H9 YZ6 41 YZ6 H10 H10 H 0 1 N N N 24.011 -2.041 9.682 -3.476 1.804 0.004 H10 YZ6 42 YZ6 H11 H11 H 0 1 N N N 22.551 -5.357 9.792 -6.209 -0.512 -0.679 H11 YZ6 43 YZ6 H12 H12 H 0 1 N N N 24.037 -5.252 12.461 -5.362 2.400 -0.553 H12 YZ6 44 YZ6 H13 H13 H 0 1 N N N 23.409 -6.998 13.896 -7.168 3.372 1.129 H13 YZ6 45 YZ6 H14 H14 H 0 1 N N N 21.789 -7.022 13.119 -8.732 2.546 1.325 H14 YZ6 46 YZ6 H15 H15 H 0 1 N N N 22.712 -8.550 13.320 -7.237 1.768 1.897 H15 YZ6 47 YZ6 H16 H16 H 0 1 N N N 22.640 -8.958 10.756 -7.972 2.164 -2.299 H16 YZ6 48 YZ6 H17 H17 H 0 1 N N N 21.660 -7.460 10.610 -9.161 2.777 -1.126 H17 YZ6 49 YZ6 H18 H18 H 0 1 N N N 23.191 -7.626 9.685 -7.597 3.603 -1.322 H18 YZ6 50 YZ6 H19 H19 H 0 1 N N N 25.409 -7.279 12.651 -7.764 -0.252 0.525 H19 YZ6 51 YZ6 H20 H20 H 0 1 N N N 24.905 -8.838 11.914 -9.259 0.526 -0.047 H20 YZ6 52 YZ6 H21 H21 H 0 1 N N N 25.388 -7.463 10.864 -8.069 -0.088 -1.221 H21 YZ6 53 YZ6 H22 H22 H 0 1 N N N 19.238 -1.389 14.784 0.601 -0.252 0.989 H22 YZ6 54 YZ6 H23 H23 H 0 1 N N N 17.620 -2.856 16.279 2.741 -2.091 1.097 H23 YZ6 55 YZ6 H24 H24 H 0 1 N N N 18.890 -4.114 16.106 2.488 -1.624 -0.602 H24 YZ6 56 YZ6 H25 H25 H 0 1 N N N 20.540 -2.602 17.087 2.713 0.766 0.022 H25 YZ6 57 YZ6 H26 H26 H 0 1 N N N 19.291 -1.319 17.232 2.967 0.298 1.721 H26 YZ6 58 YZ6 H27 H27 H 0 1 N N N 19.651 -3.857 18.780 4.963 -1.048 1.003 H27 YZ6 59 YZ6 H28 H28 H 0 1 N N N 19.412 0.043 19.455 5.717 -2.481 -0.998 H28 YZ6 60 YZ6 H29 H29 H 0 1 N N N 20.998 0.623 21.622 5.699 -2.222 -3.686 H29 YZ6 61 YZ6 H30 H30 H 0 1 N N N 21.929 -1.822 22.427 4.623 0.106 -4.226 H30 YZ6 62 YZ6 H31 H31 H 0 1 N N N 18.394 -4.396 20.815 6.571 0.061 2.224 H31 YZ6 63 YZ6 H32 H32 H 0 1 N N N 16.157 -5.038 21.656 7.808 2.106 2.814 H32 YZ6 64 YZ6 H33 H33 H 0 1 N N N 14.107 -4.229 20.456 7.281 4.232 1.688 H33 YZ6 65 YZ6 H34 H34 H 0 1 N N N 14.374 -2.787 18.437 5.517 4.311 -0.028 H34 YZ6 66 YZ6 H35 H35 H 0 1 N N N 16.616 -2.112 17.621 4.285 2.264 -0.623 H35 YZ6 67 # 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 YZ6 O1 C04 SING N N 1 YZ6 C09 C01 SING N N 2 YZ6 C03 C04 SING N N 3 YZ6 C03 C02 DOUB N E 4 YZ6 O3 C05 SING N N 5 YZ6 C04 C05 SING N N 6 YZ6 C05 C06 SING N N 7 YZ6 C25 O6 SING N N 8 YZ6 O6 C07 SING N N 9 YZ6 C02 C01 SING N N 10 YZ6 C01 C08 SING N N 11 YZ6 C01 C10 SING N N 12 YZ6 C06 C07 SING N N 13 YZ6 C06 O2 SING N N 14 YZ6 C07 C11 SING N N 15 YZ6 C11 O4 DOUB N N 16 YZ6 C11 N SING N N 17 YZ6 N C12 SING N N 18 YZ6 C12 C13 SING N N 19 YZ6 C13 C14 SING N N 20 YZ6 C20 C21 DOUB Y N 21 YZ6 C20 C15 SING Y N 22 YZ6 C14 C15 SING N N 23 YZ6 C14 C16 SING N N 24 YZ6 C21 C22 SING Y N 25 YZ6 C15 C24 DOUB Y N 26 YZ6 C16 C19 DOUB Y N 27 YZ6 C16 O5 SING Y N 28 YZ6 C19 C18 SING Y N 29 YZ6 C22 C23 DOUB Y N 30 YZ6 C24 C23 SING Y N 31 YZ6 O5 C17 SING Y N 32 YZ6 C18 C17 DOUB Y N 33 YZ6 C07 H1 SING N N 34 YZ6 C25 H2 SING N N 35 YZ6 C25 H3 SING N N 36 YZ6 C25 H4 SING N N 37 YZ6 C06 H5 SING N N 38 YZ6 O2 H6 SING N N 39 YZ6 C05 H7 SING N N 40 YZ6 O3 H8 SING N N 41 YZ6 C04 H9 SING N N 42 YZ6 O1 H10 SING N N 43 YZ6 C03 H11 SING N N 44 YZ6 C02 H12 SING N N 45 YZ6 C10 H13 SING N N 46 YZ6 C10 H14 SING N N 47 YZ6 C10 H15 SING N N 48 YZ6 C09 H16 SING N N 49 YZ6 C09 H17 SING N N 50 YZ6 C09 H18 SING N N 51 YZ6 C08 H19 SING N N 52 YZ6 C08 H20 SING N N 53 YZ6 C08 H21 SING N N 54 YZ6 N H22 SING N N 55 YZ6 C12 H23 SING N N 56 YZ6 C12 H24 SING N N 57 YZ6 C13 H25 SING N N 58 YZ6 C13 H26 SING N N 59 YZ6 C14 H27 SING N N 60 YZ6 C19 H28 SING N N 61 YZ6 C18 H29 SING N N 62 YZ6 C17 H30 SING N N 63 YZ6 C24 H31 SING N N 64 YZ6 C23 H32 SING N N 65 YZ6 C22 H33 SING N N 66 YZ6 C21 H34 SING N N 67 YZ6 C20 H35 SING N N 68 # 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 YZ6 SMILES ACDLabs 12.01 "O=C(NCCC(c1occc1)c2ccccc2)C(OC)C(O)C(O)C(O)/C=C/C(C)(C)C" YZ6 InChI InChI 1.03 "InChI=1S/C25H35NO6/c1-25(2,3)14-12-19(27)21(28)22(29)23(31-4)24(30)26-15-13-18(20-11-8-16-32-20)17-9-6-5-7-10-17/h5-12,14,16,18-19,21-23,27-29H,13,15H2,1-4H3,(H,26,30)/b14-12+/t18-,19-,21+,22-,23-/m1/s1" YZ6 InChIKey InChI 1.03 WQHBNFLTBJLEJU-VQDAETQCSA-N YZ6 SMILES_CANONICAL CACTVS 3.370 "CO[C@H]([C@H](O)[C@@H](O)[C@H](O)\C=C\C(C)(C)C)C(=O)NCC[C@@H](c1occc1)c2ccccc2" YZ6 SMILES CACTVS 3.370 "CO[CH]([CH](O)[CH](O)[CH](O)C=CC(C)(C)C)C(=O)NCC[CH](c1occc1)c2ccccc2" YZ6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)/C=C/[C@H]([C@@H]([C@H]([C@H](C(=O)NCC[C@H](c1ccccc1)c2ccco2)OC)O)O)O" YZ6 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C=CC(C(C(C(C(=O)NCCC(c1ccccc1)c2ccco2)OC)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 YZ6 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R,4S,5R,6E)-N-[(3R)-3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide (non-preferred name)" YZ6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E,2R,3R,4S,5R)-N-[(3R)-3-(furan-2-yl)-3-phenyl-propyl]-2-methoxy-8,8-dimethyl-3,4,5-tris(oxidanyl)non-6-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YZ6 "Create component" 2012-06-17 RCSB YZ6 "Initial release" 2012-09-14 RCSB #