data_QLE # _chem_comp.id QLE _chem_comp.name "[(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-bis(oxidanylidene)-1-oxacyclododec-9-en-4-yl] 3-(dimethylamino)propanoate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H37 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-17 _chem_comp.pdbx_modified_date 2014-09-05 _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 395.533 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QLE _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 4B7D _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 QLE O5 O5 O 0 1 N N N -22.921 -24.796 -44.103 -2.305 1.092 -2.988 O5 QLE 1 QLE C22 C22 C 0 1 N N N -22.518 -25.096 -45.229 -2.346 1.241 -1.785 C22 QLE 2 QLE C20 C20 C 0 1 N N R -23.585 -25.234 -46.265 -2.084 2.599 -1.186 C20 QLE 3 QLE C21 C21 C 0 1 N N N -23.720 -26.670 -46.726 -1.883 3.621 -2.307 C21 QLE 4 QLE C19 C19 C 0 1 N N N -23.285 -24.319 -47.481 -0.825 2.540 -0.318 C19 QLE 5 QLE C17 C17 C 0 1 N N S -23.352 -22.807 -47.202 -1.163 1.897 1.028 C17 QLE 6 QLE C18 C18 C 0 1 N N N -24.804 -22.348 -47.091 -1.638 2.976 2.003 C18 QLE 7 QLE C11 C11 C 0 1 N N S -22.638 -22.080 -48.337 0.083 1.212 1.593 C11 QLE 8 QLE O3 O3 O 0 1 N N N -23.371 -22.331 -49.520 0.836 0.607 0.509 O3 QLE 9 QLE C12 C12 C 0 1 N N N -23.996 -21.219 -50.199 2.167 0.521 0.665 C12 QLE 10 QLE O4 O4 O 0 1 N N N -23.927 -20.118 -49.697 2.685 0.937 1.675 O4 QLE 11 QLE C13 C13 C 0 1 N N N -24.697 -21.562 -51.498 3.014 -0.095 -0.418 C13 QLE 12 QLE C14 C14 C 0 1 N N N -25.209 -20.373 -52.329 4.484 -0.070 0.008 C14 QLE 13 QLE N N N 0 1 N N N -25.173 -20.842 -53.713 5.310 -0.670 -1.048 N QLE 14 QLE C16 C16 C 0 1 N N N -25.504 -19.681 -54.528 5.285 0.151 -2.266 C16 QLE 15 QLE C15 C15 C 0 1 N N N -26.119 -21.915 -53.992 6.688 -0.880 -0.582 C15 QLE 16 QLE C9 C9 C 0 1 N N R -21.233 -22.614 -48.572 -0.338 0.128 2.588 C9 QLE 17 QLE C10 C10 C 0 1 N N N -20.744 -22.076 -49.906 -1.567 0.601 3.367 C10 QLE 18 QLE C8 C8 C 0 1 N N N -20.312 -22.222 -47.448 -0.672 -1.137 1.842 C8 QLE 19 QLE O2 O2 O 0 1 N N N -20.493 -21.210 -46.798 0.086 -2.078 1.876 O2 QLE 20 QLE O1 O1 O 0 1 N N N -19.147 -23.036 -47.147 -1.812 -1.219 1.138 O1 QLE 21 QLE C5 C5 C 0 1 N N R -18.587 -22.934 -45.817 -2.070 -2.468 0.443 C5 QLE 22 QLE C6 C6 C 0 1 N N N -17.157 -22.448 -45.987 -0.807 -2.908 -0.301 C6 QLE 23 QLE C7 C7 C 0 1 N N N -17.051 -21.031 -46.560 -0.338 -1.779 -1.221 C7 QLE 24 QLE C3 C3 C 0 1 N N R -18.656 -24.330 -45.198 -3.209 -2.268 -0.559 C3 QLE 25 QLE C4 C4 C 0 1 N N N -17.916 -25.361 -46.070 -3.365 -3.529 -1.411 C4 QLE 26 QLE C2 C2 C 0 1 N N N -20.175 -24.482 -45.018 -2.894 -1.095 -1.450 C2 QLE 27 QLE C1 C1 C 0 1 N N N -21.091 -25.203 -45.637 -2.657 0.106 -0.917 C1 QLE 28 QLE H20 H20 H 0 1 N N N -24.544 -24.917 -45.829 -2.934 2.896 -0.572 H20 QLE 29 QLE H1 H1 H 0 1 N N N -20.805 -25.869 -46.438 -2.684 0.235 0.155 H1 QLE 30 QLE H211 H211 H 0 0 N N N -24.512 -26.739 -47.487 -2.780 3.663 -2.924 H211 QLE 31 QLE H212 H212 H 0 0 N N N -22.766 -27.007 -47.158 -1.693 4.602 -1.874 H212 QLE 32 QLE H213 H213 H 0 0 N N N -23.980 -27.307 -45.868 -1.033 3.324 -2.921 H213 QLE 33 QLE H191 H191 H 0 0 N N N -22.272 -24.553 -47.840 -0.063 1.946 -0.823 H191 QLE 34 QLE H192 H192 H 0 0 N N N -24.016 -24.551 -48.269 -0.449 3.549 -0.155 H192 QLE 35 QLE H17 H17 H 0 1 N N N -22.834 -22.595 -46.255 -1.953 1.158 0.890 H17 QLE 36 QLE H181 H181 H 0 0 N N N -24.833 -21.267 -46.892 -2.403 3.587 1.524 H181 QLE 37 QLE H182 H182 H 0 0 N N N -25.329 -22.561 -48.034 -2.055 2.503 2.893 H182 QLE 38 QLE H183 H183 H 0 0 N N N -25.296 -22.886 -46.267 -0.795 3.605 2.288 H183 QLE 39 QLE H11 H11 H 0 1 N N N -22.593 -21.003 -48.116 0.705 1.949 2.100 H11 QLE 40 QLE H9 H9 H 0 1 N N N -21.278 -23.712 -48.629 0.480 -0.065 3.282 H9 QLE 41 QLE H131 H131 H 0 0 N N N -23.989 -22.127 -52.122 2.701 -1.126 -0.582 H131 QLE 42 QLE H132 H132 H 0 0 N N N -25.561 -22.198 -51.255 2.894 0.473 -1.340 H132 QLE 43 QLE H141 H141 H 0 0 N N N -26.236 -20.109 -52.036 4.797 0.961 0.173 H141 QLE 44 QLE H142 H142 H 0 0 N N N -24.554 -19.499 -52.199 4.604 -0.638 0.931 H142 QLE 45 QLE H161 H161 H 0 0 N N N -25.495 -19.964 -55.591 5.672 1.145 -2.042 H161 QLE 46 QLE H162 H162 H 0 0 N N N -26.504 -19.314 -54.255 5.905 -0.316 -3.031 H162 QLE 47 QLE H163 H163 H 0 0 N N N -24.762 -18.887 -54.354 4.261 0.233 -2.628 H163 QLE 48 QLE H151 H151 H 0 0 N N N -26.034 -22.214 -55.047 6.682 -1.548 0.279 H151 QLE 49 QLE H152 H152 H 0 0 N N N -25.895 -22.778 -53.348 7.277 -1.326 -1.384 H152 QLE 50 QLE H153 H153 H 0 0 N N N -27.142 -21.563 -53.792 7.125 0.076 -0.298 H153 QLE 51 QLE H101 H101 H 0 0 N N N -19.727 -22.448 -50.101 -2.367 0.848 2.669 H101 QLE 52 QLE H102 H102 H 0 0 N N N -21.418 -22.414 -50.707 -1.901 -0.192 4.036 H102 QLE 53 QLE H103 H103 H 0 0 N N N -20.733 -20.976 -49.876 -1.309 1.484 3.951 H103 QLE 54 QLE H5 H5 H 0 1 N N N -19.156 -22.222 -45.201 -2.352 -3.234 1.165 H5 QLE 55 QLE H61C H61C H 0 0 N N N -16.666 -22.462 -45.003 -0.023 -3.138 0.420 H61C QLE 56 QLE H62C H62C H 0 0 N N N -16.635 -23.137 -46.667 -1.026 -3.794 -0.896 H62C QLE 57 QLE HA HA H 0 1 N N N -18.183 -24.303 -44.205 -4.137 -2.076 -0.020 HA QLE 58 QLE H71C H71C H 0 0 N N N -15.991 -20.751 -46.653 0.651 -2.016 -1.612 H71C QLE 59 QLE H72C H72C H 0 0 N N N -17.527 -21.000 -47.551 -1.040 -1.669 -2.048 H72C QLE 60 QLE H73C H73C H 0 0 N N N -17.559 -20.325 -45.887 -0.292 -0.847 -0.658 H73C QLE 61 QLE H41C H41C H 0 0 N N N -17.982 -26.354 -45.601 -3.593 -4.378 -0.767 H41C QLE 62 QLE H42C H42C H 0 0 N N N -18.377 -25.396 -47.068 -4.176 -3.386 -2.125 H42C QLE 63 QLE H43C H43C H 0 0 N N N -16.859 -25.070 -46.165 -2.437 -3.721 -1.950 H43C QLE 64 QLE H2 H2 H 0 1 N N N -20.575 -23.873 -44.221 -2.866 -1.224 -2.523 H2 QLE 65 # 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 QLE O5 C22 DOUB N N 1 QLE C22 C20 SING N N 2 QLE C22 C1 SING N N 3 QLE C20 C21 SING N N 4 QLE C20 C19 SING N N 5 QLE C19 C17 SING N N 6 QLE C17 C18 SING N N 7 QLE C17 C11 SING N N 8 QLE C11 O3 SING N N 9 QLE C11 C9 SING N N 10 QLE O3 C12 SING N N 11 QLE C12 O4 DOUB N N 12 QLE C12 C13 SING N N 13 QLE C13 C14 SING N N 14 QLE C14 N SING N N 15 QLE N C16 SING N N 16 QLE N C15 SING N N 17 QLE C9 C10 SING N N 18 QLE C9 C8 SING N N 19 QLE C8 O2 DOUB N N 20 QLE C8 O1 SING N N 21 QLE O1 C5 SING N N 22 QLE C5 C6 SING N N 23 QLE C5 C3 SING N N 24 QLE C6 C7 SING N N 25 QLE C3 C4 SING N N 26 QLE C3 C2 SING N N 27 QLE C2 C1 DOUB N E 28 QLE C20 H20 SING N N 29 QLE C1 H1 SING N N 30 QLE C21 H211 SING N N 31 QLE C21 H212 SING N N 32 QLE C21 H213 SING N N 33 QLE C19 H191 SING N N 34 QLE C19 H192 SING N N 35 QLE C17 H17 SING N N 36 QLE C18 H181 SING N N 37 QLE C18 H182 SING N N 38 QLE C18 H183 SING N N 39 QLE C11 H11 SING N N 40 QLE C9 H9 SING N N 41 QLE C13 H131 SING N N 42 QLE C13 H132 SING N N 43 QLE C14 H141 SING N N 44 QLE C14 H142 SING N N 45 QLE C16 H161 SING N N 46 QLE C16 H162 SING N N 47 QLE C16 H163 SING N N 48 QLE C15 H151 SING N N 49 QLE C15 H152 SING N N 50 QLE C15 H153 SING N N 51 QLE C10 H101 SING N N 52 QLE C10 H102 SING N N 53 QLE C10 H103 SING N N 54 QLE C5 H5 SING N N 55 QLE C6 H61C SING N N 56 QLE C6 H62C SING N N 57 QLE C3 HA SING N N 58 QLE C7 H71C SING N N 59 QLE C7 H72C SING N N 60 QLE C7 H73C SING N N 61 QLE C4 H41C SING N N 62 QLE C4 H42C SING N N 63 QLE C4 H43C SING N N 64 QLE C2 H2 SING N N 65 # 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 QLE SMILES ACDLabs 12.01 "O=C1OC(C(C=CC(=O)C(CC(C)C(OC(=O)CCN(C)C)C1C)C)C)CC" QLE InChI InChI 1.03 "InChI=1S/C22H37NO5/c1-8-19-14(2)9-10-18(24)15(3)13-16(4)21(17(5)22(26)27-19)28-20(25)11-12-23(6)7/h9-10,14-17,19,21H,8,11-13H2,1-7H3/b10-9+/t14-,15-,16+,17-,19-,21+/m1/s1" QLE InChIKey InChI 1.03 ARTBSYNHBBHIBV-HSYQSNAQSA-N QLE SMILES_CANONICAL CACTVS 3.385 "CC[C@H]1OC(=O)[C@H](C)[C@@H](OC(=O)CCN(C)C)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C" QLE SMILES CACTVS 3.385 "CC[CH]1OC(=O)[CH](C)[CH](OC(=O)CCN(C)C)[CH](C)C[CH](C)C(=O)C=C[CH]1C" QLE SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@@H]1[C@@H](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)O1)C)OC(=O)CCN(C)C)C)C)C" QLE SMILES "OpenEye OEToolkits" 1.9.2 "CCC1C(C=CC(=O)C(CC(C(C(C(=O)O1)C)OC(=O)CCN(C)C)C)C)C" # 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 QLE "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl N,N-dimethyl-beta-alaninate" QLE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-bis(oxidanylidene)-1-oxacyclododec-9-en-4-yl] 3-(dimethylamino)propanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QLE "Create component" 2012-08-17 EBI QLE "Initial release" 2013-08-28 RCSB QLE "Modify descriptor" 2014-09-05 RCSB #