data_XJO # _chem_comp.id XJO _chem_comp.name "(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl 2-[(dimethylamino)methyl]benzoate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H39 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-22 _chem_comp.pdbx_modified_date 2015-06-12 _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 457.602 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XJO _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 4UMZ _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 XJO O4 O4 O 0 1 N N N 18.923 14.455 17.359 0.052 -0.719 2.192 O4 XJO 1 XJO C26 C26 C 0 1 N N N 19.097 13.928 16.263 1.018 -1.355 1.801 C26 XJO 2 XJO C C C 0 1 N N N 20.050 14.525 15.275 2.253 -0.630 1.503 C XJO 3 XJO C24 C24 C 0 1 N N R 18.247 12.718 15.930 0.899 -2.839 1.652 C24 XJO 4 XJO C25 C25 C 0 1 N N N 18.914 11.438 16.457 2.190 -3.546 2.060 C25 XJO 5 XJO C23 C23 C 0 1 N N N 17.822 12.701 14.436 0.404 -3.295 0.297 C23 XJO 6 XJO C21 C21 C 0 1 N N S 18.536 11.819 13.399 0.933 -2.543 -0.912 C21 XJO 7 XJO C22 C22 C 0 1 N N N 19.962 11.313 13.727 2.452 -2.603 -1.003 C22 XJO 8 XJO C10 C10 C 0 1 N N S 18.452 12.473 12.004 0.400 -1.121 -0.978 C10 XJO 9 XJO C8 C8 C 0 1 N N R 19.593 13.364 11.487 1.015 -0.334 -2.136 C8 XJO 10 XJO C9 C9 C 0 1 N N N 19.781 13.257 9.960 -0.112 0.219 -3.017 C9 XJO 11 XJO C7 C7 C 0 1 N N N 19.484 14.810 11.877 1.797 0.828 -1.565 C7 XJO 12 XJO O1 O1 O 0 1 N N N 18.448 15.425 11.793 1.387 1.953 -1.724 O1 XJO 13 XJO O O O 0 1 N N N 20.736 15.409 12.331 2.929 0.603 -0.886 O XJO 14 XJO C4 C4 C 0 1 N N R 20.877 16.615 13.094 3.563 1.720 -0.215 C4 XJO 15 XJO C5 C5 C 0 1 N N N 21.668 17.584 12.202 5.027 1.821 -0.649 C5 XJO 16 XJO C6 C6 C 0 1 N N N 22.226 18.796 12.911 5.095 2.157 -2.140 C6 XJO 17 XJO C2 C2 C 0 1 N N R 21.620 16.291 14.409 3.495 1.511 1.301 C2 XJO 18 XJO C3 C3 C 0 1 N N N 22.865 15.415 14.184 4.761 0.809 1.786 C3 XJO 19 XJO C1 C1 C 0 1 N N N 20.679 15.697 15.461 2.277 0.697 1.649 C1 XJO 20 XJO O2 O2 O 0 1 N N N 18.655 11.394 11.151 -1.046 -1.160 -1.162 O2 XJO 21 XJO C11 C11 C 0 1 N N N 17.570 10.683 10.554 -1.765 -0.190 -0.564 C11 XJO 22 XJO O3 O3 O 0 1 N N N 16.580 11.287 10.136 -1.209 0.644 0.121 O3 XJO 23 XJO C12 C12 C 0 1 Y N N 17.876 9.204 10.493 -3.231 -0.141 -0.742 C12 XJO 24 XJO C17 C17 C 0 1 Y N N 16.945 8.220 9.886 -3.967 0.921 -0.213 C17 XJO 25 XJO C18 C18 C 0 1 N N N 15.604 8.648 9.299 -3.267 2.023 0.541 C18 XJO 26 XJO N N N 0 1 N N N 15.765 9.465 8.095 -2.909 1.546 1.884 N XJO 27 XJO C20 C20 C 0 1 N N N 16.106 8.576 6.990 -2.041 2.511 2.572 C20 XJO 28 XJO C19 C19 C 0 1 N N N 14.584 10.299 7.842 -4.111 1.259 2.679 C19 XJO 29 XJO C16 C16 C 0 1 Y N N 17.334 6.878 9.914 -5.335 0.961 -0.382 C16 XJO 30 XJO C15 C15 C 0 1 Y N N 18.554 6.468 10.480 -5.979 -0.049 -1.075 C15 XJO 31 XJO C14 C14 C 0 1 Y N N 19.438 7.380 11.039 -5.256 -1.105 -1.601 C14 XJO 32 XJO C13 C13 C 0 1 Y N N 19.101 8.733 11.040 -3.887 -1.155 -1.444 C13 XJO 33 XJO H H H 0 1 N N N 20.243 13.983 14.361 3.131 -1.158 1.174 H XJO 34 XJO H24 H24 H 0 1 N N N 17.316 12.831 16.504 0.130 -3.162 2.396 H24 XJO 35 XJO H1 H1 H 0 1 N N N 20.516 16.238 16.382 1.392 1.203 2.018 H1 XJO 36 XJO H251 H251 H 0 0 N N N 18.287 10.569 16.209 2.414 -3.320 3.103 H251 XJO 37 XJO H252 H252 H 0 0 N N N 19.904 11.322 15.991 2.069 -4.622 1.939 H252 XJO 38 XJO H253 H253 H 0 0 N N N 19.029 11.507 17.549 3.009 -3.199 1.430 H253 XJO 39 XJO H231 H231 H 0 0 N N N 16.764 12.401 14.420 0.647 -4.365 0.176 H231 XJO 40 XJO H232 H232 H 0 0 N N N 17.915 13.737 14.077 -0.698 -3.238 0.287 H232 XJO 41 XJO H21 H21 H 0 1 N N N 17.922 10.910 13.325 0.543 -3.072 -1.812 H21 XJO 42 XJO H221 H221 H 0 0 N N N 20.335 10.700 12.893 2.777 -3.643 -0.966 H221 XJO 43 XJO H222 H222 H 0 0 N N N 20.631 12.173 13.877 2.778 -2.154 -1.941 H222 XJO 44 XJO H223 H223 H 0 0 N N N 19.934 10.707 14.644 2.888 -2.057 -0.167 H223 XJO 45 XJO H10 H10 H 0 1 N N N 17.477 12.962 11.860 0.609 -0.582 -0.055 H10 XJO 46 XJO H8 H8 H 0 1 N N N 20.518 12.980 11.941 1.663 -0.952 -2.744 H8 XJO 47 XJO H91C H91C H 0 0 N N N 20.607 13.912 9.645 -0.688 0.953 -2.453 H91C XJO 48 XJO H92C H92C H 0 0 N N N 20.016 12.216 9.692 0.316 0.694 -3.900 H92C XJO 49 XJO H93C H93C H 0 0 N N N 18.854 13.566 9.454 -0.766 -0.597 -3.325 H93C XJO 50 XJO H4 H4 H 0 1 N N N 19.894 17.050 13.328 3.047 2.646 -0.470 H4 XJO 51 XJO H51C H51C H 0 0 N N N 22.509 17.030 11.760 5.523 2.605 -0.077 H51C XJO 52 XJO H52C H52C H 0 0 N N N 20.999 17.935 11.402 5.526 0.869 -0.468 H52C XJO 53 XJO HA HA H 0 1 N N N 21.979 17.250 14.811 3.420 2.488 1.787 HA XJO 54 XJO H61C H61C H 0 0 N N N 22.772 19.424 12.191 6.138 2.229 -2.449 H61C XJO 55 XJO H62C H62C H 0 0 N N N 21.401 19.376 13.351 4.600 1.373 -2.713 H62C XJO 56 XJO H63C H63C H 0 0 N N N 22.911 18.471 13.708 4.597 3.109 -2.321 H63C XJO 57 XJO H31C H31C H 0 0 N N N 23.353 15.216 15.149 5.630 1.421 1.546 H31C XJO 58 XJO H32C H32C H 0 0 N N N 22.565 14.463 13.722 4.705 0.663 2.865 H32C XJO 59 XJO H33C H33C H 0 0 N N N 23.567 15.940 13.519 4.851 -0.159 1.293 H33C XJO 60 XJO H13 H13 H 0 1 N N N 19.791 9.444 11.469 -3.323 -1.977 -1.859 H13 XJO 61 XJO H181 H181 H 0 0 N N N 15.026 7.748 9.042 -2.363 2.312 0.006 H181 XJO 62 XJO H182 H182 H 0 0 N N N 15.057 9.232 10.054 -3.931 2.883 0.627 H182 XJO 63 XJO H16 H16 H 0 1 N N N 16.678 6.133 9.488 -5.905 1.782 0.026 H16 XJO 64 XJO H201 H201 H 0 0 N N N 16.233 9.166 6.070 -2.561 3.464 2.666 H201 XJO 65 XJO H202 H202 H 0 0 N N N 17.044 8.049 7.220 -1.791 2.133 3.563 H202 XJO 66 XJO H203 H203 H 0 0 N N N 15.299 7.843 6.847 -1.127 2.652 1.995 H203 XJO 67 XJO H191 H191 H 0 0 N N N 14.744 10.896 6.932 -4.650 0.423 2.233 H191 XJO 68 XJO H192 H192 H 0 0 N N N 13.702 9.655 7.708 -3.820 1.003 3.697 H192 XJO 69 XJO H193 H193 H 0 0 N N N 14.420 10.971 8.697 -4.754 2.139 2.695 H193 XJO 70 XJO H15 H15 H 0 1 N N N 18.809 5.419 10.480 -7.050 -0.014 -1.205 H15 XJO 71 XJO H14 H14 H 0 1 N N N 20.372 7.047 11.467 -5.765 -1.891 -2.141 H14 XJO 72 # 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 XJO O4 C26 DOUB N N 1 XJO C26 C SING N N 2 XJO C26 C24 SING N N 3 XJO C C1 DOUB N E 4 XJO C24 C25 SING N N 5 XJO C24 C23 SING N N 6 XJO C23 C21 SING N N 7 XJO C21 C22 SING N N 8 XJO C21 C10 SING N N 9 XJO C10 C8 SING N N 10 XJO C10 O2 SING N N 11 XJO C8 C9 SING N N 12 XJO C8 C7 SING N N 13 XJO C7 O1 DOUB N N 14 XJO C7 O SING N N 15 XJO O C4 SING N N 16 XJO C4 C5 SING N N 17 XJO C4 C2 SING N N 18 XJO C5 C6 SING N N 19 XJO C2 C3 SING N N 20 XJO C2 C1 SING N N 21 XJO O2 C11 SING N N 22 XJO C11 O3 DOUB N N 23 XJO C11 C12 SING N N 24 XJO C12 C17 SING Y N 25 XJO C12 C13 DOUB Y N 26 XJO C17 C18 SING N N 27 XJO C17 C16 DOUB Y N 28 XJO C18 N SING N N 29 XJO N C20 SING N N 30 XJO N C19 SING N N 31 XJO C16 C15 SING Y N 32 XJO C15 C14 DOUB Y N 33 XJO C14 C13 SING Y N 34 XJO C H SING N N 35 XJO C24 H24 SING N N 36 XJO C1 H1 SING N N 37 XJO C25 H251 SING N N 38 XJO C25 H252 SING N N 39 XJO C25 H253 SING N N 40 XJO C23 H231 SING N N 41 XJO C23 H232 SING N N 42 XJO C21 H21 SING N N 43 XJO C22 H221 SING N N 44 XJO C22 H222 SING N N 45 XJO C22 H223 SING N N 46 XJO C10 H10 SING N N 47 XJO C8 H8 SING N N 48 XJO C9 H91C SING N N 49 XJO C9 H92C SING N N 50 XJO C9 H93C SING N N 51 XJO C4 H4 SING N N 52 XJO C5 H51C SING N N 53 XJO C5 H52C SING N N 54 XJO C2 HA SING N N 55 XJO C6 H61C SING N N 56 XJO C6 H62C SING N N 57 XJO C6 H63C SING N N 58 XJO C3 H31C SING N N 59 XJO C3 H32C SING N N 60 XJO C3 H33C SING N N 61 XJO C13 H13 SING N N 62 XJO C18 H181 SING N N 63 XJO C18 H182 SING N N 64 XJO C16 H16 SING N N 65 XJO C20 H201 SING N N 66 XJO C20 H202 SING N N 67 XJO C20 H203 SING N N 68 XJO C19 H191 SING N N 69 XJO C19 H192 SING N N 70 XJO C19 H193 SING N N 71 XJO C15 H15 SING N N 72 XJO C14 H14 SING N N 73 # 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 XJO SMILES ACDLabs 12.01 "O=C2OC(C(C=CC(=O)C(CC(C)C(OC(=O)c1ccccc1CN(C)C)C2C)C)C)CC" XJO InChI InChI 1.03 "InChI=1S/C27H39NO5/c1-8-24-17(2)13-14-23(29)18(3)15-19(4)25(20(5)26(30)32-24)33-27(31)22-12-10-9-11-21(22)16-28(6)7/h9-14,17-20,24-25H,8,15-16H2,1-7H3/b14-13+/t17-,18-,19+,20-,24-,25+/m1/s1" XJO InChIKey InChI 1.03 MOCRSXQIFXBPAF-JBTKYFGMSA-N XJO SMILES_CANONICAL CACTVS 3.385 "CC[C@H]1OC(=O)[C@H](C)[C@@H](OC(=O)c2ccccc2CN(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@H]1C" XJO SMILES CACTVS 3.385 "CC[CH]1OC(=O)[CH](C)[CH](OC(=O)c2ccccc2CN(C)C)[CH](C)C[CH](C)C(=O)C=C[CH]1C" XJO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "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)c2ccccc2CN(C)C)C)C)C" XJO SMILES "OpenEye OEToolkits" 1.7.6 "CCC1C(C=CC(=O)C(CC(C(C(C(=O)O1)C)OC(=O)c2ccccc2CN(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 XJO "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 2-[(dimethylamino)methyl]benzoate" XJO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-bis(oxidanylidene)-1-oxacyclododec-9-en-4-yl] 2-[(dimethylamino)methyl]benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XJO "Create component" 2014-05-22 EBI XJO "Initial release" 2015-06-17 RCSB #