data_ZMQ # _chem_comp.id ZMQ _chem_comp.name "S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] (9Z)-hexadec-9-enethioate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H51 N2 O8 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-19 _chem_comp.pdbx_modified_date 2017-02-28 _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 594.741 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZMQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3EJD _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 ZMQ O23 O23 O 0 1 N N N 96.556 49.225 164.600 11.029 4.397 1.132 O23 ZMQ 1 ZMQ P24 P24 P 0 1 N N N 96.084 48.750 163.067 10.644 3.237 0.084 P24 ZMQ 2 ZMQ O26 O26 O 0 1 N N N 97.266 48.298 161.974 11.751 3.059 -0.883 O26 ZMQ 3 ZMQ O27 O27 O 0 1 N N N 94.534 49.478 162.411 10.398 1.858 0.877 O27 ZMQ 4 ZMQ C28 C28 C 0 1 N N N 93.544 48.635 161.830 10.142 0.616 0.218 C28 ZMQ 5 ZMQ C29 C29 C 0 1 N N N 92.899 49.330 160.637 9.955 -0.487 1.261 C29 ZMQ 6 ZMQ C31 C31 C 0 1 N N N 93.791 50.456 160.125 11.225 -0.610 2.106 C31 ZMQ 7 ZMQ C30 C30 C 0 1 N N N 92.757 48.309 159.517 8.773 -0.137 2.167 C30 ZMQ 8 ZMQ C32 C32 C 0 1 N N S 91.553 49.927 161.057 9.681 -1.816 0.555 C32 ZMQ 9 ZMQ O33 O33 O 0 1 N N N 91.524 50.167 162.469 10.835 -2.205 -0.192 O33 ZMQ 10 ZMQ C34 C34 C 0 1 N N N 90.364 49.092 160.668 8.509 -1.657 -0.378 C34 ZMQ 11 ZMQ O35 O35 O 0 1 N N N 90.462 47.773 160.507 8.693 -1.567 -1.573 O35 ZMQ 12 ZMQ N36 N36 N 0 1 N N N 89.257 49.673 160.510 7.255 -1.614 0.116 N36 ZMQ 13 ZMQ C37 C37 C 0 1 N N N 87.974 49.109 160.118 6.110 -1.572 -0.797 C37 ZMQ 14 ZMQ C38 C38 C 0 1 N N N 87.970 49.167 158.593 4.813 -1.528 0.015 C38 ZMQ 15 ZMQ C39 C39 C 0 1 N N N 88.053 50.593 158.091 3.635 -1.485 -0.924 C39 ZMQ 16 ZMQ O40 O40 O 0 1 N N N 88.701 51.524 158.788 3.814 -1.488 -2.123 O40 ZMQ 17 ZMQ N41 N41 N 0 1 N N N 87.514 50.900 156.994 2.381 -1.442 -0.430 N41 ZMQ 18 ZMQ C42 C42 C 0 1 N N N 87.509 52.209 156.362 1.236 -1.400 -1.342 C42 ZMQ 19 ZMQ C43 C43 C 0 1 N N N 86.241 52.235 155.520 -0.061 -1.356 -0.531 C43 ZMQ 20 ZMQ S1 S1 S 0 1 N N N 85.973 53.874 154.934 -1.476 -1.304 -1.658 S1 ZMQ 21 ZMQ C1 C1 C 0 1 N N N 87.044 54.206 153.568 -2.758 -1.261 -0.524 C1 ZMQ 22 ZMQ O1 O1 O 0 1 N N N 88.323 53.856 153.658 -2.516 -1.272 0.665 O1 ZMQ 23 ZMQ C2 C2 C 0 1 N N N 86.650 55.271 152.549 -4.186 -1.210 -1.003 C2 ZMQ 24 ZMQ C3 C3 C 0 1 N N N 85.538 54.783 151.629 -5.127 -1.180 0.203 C3 ZMQ 25 ZMQ C4 C4 C 0 1 N N N 85.164 55.849 150.605 -6.577 -1.128 -0.282 C4 ZMQ 26 ZMQ C5 C5 C 0 1 N N N 84.859 55.205 149.258 -7.518 -1.098 0.923 C5 ZMQ 27 ZMQ C6 C6 C 0 1 N N N 84.500 56.248 148.206 -8.968 -1.046 0.438 C6 ZMQ 28 ZMQ C7 C7 C 0 1 N N N 85.612 56.382 147.172 -9.909 -1.015 1.643 C7 ZMQ 29 ZMQ C8 C8 C 0 1 N N N 85.373 55.483 145.962 -11.359 -0.963 1.158 C8 ZMQ 30 ZMQ C9 C9 C 0 1 N N N 84.428 54.331 146.291 -12.286 -0.933 2.345 C9 ZMQ 31 ZMQ C10 C10 C 0 1 N N N 84.878 53.127 146.646 -13.200 0.000 2.440 C10 ZMQ 32 ZMQ C11 C11 C 0 1 N N N 86.369 52.816 146.753 -13.431 0.947 1.290 C11 ZMQ 33 ZMQ C12 C12 C 0 1 N N N 86.590 51.439 147.370 -14.917 0.952 0.925 C12 ZMQ 34 ZMQ C13 C13 C 0 1 N N N 88.017 50.950 147.155 -15.152 1.913 -0.242 C13 ZMQ 35 ZMQ C14 C14 C 0 1 N N N 88.136 49.471 147.503 -16.638 1.918 -0.608 C14 ZMQ 36 ZMQ C15 C15 C 0 1 N N N 89.557 49.113 147.919 -16.873 2.879 -1.775 C15 ZMQ 37 ZMQ C16 C16 C 0 1 N N N 89.886 47.684 147.548 -18.358 2.884 -2.140 C16 ZMQ 38 ZMQ H28 H28 H 0 1 N N N 94.014 47.699 161.495 9.237 0.704 -0.384 H28 ZMQ 39 ZMQ H28A H28A H 0 0 N N N 92.772 48.409 162.581 10.984 0.367 -0.428 H28A ZMQ 40 ZMQ H31 H31 H 0 1 N N N 93.309 50.944 159.265 11.466 0.359 2.543 H31 ZMQ 41 ZMQ H31A H31A H 0 0 N N N 93.946 51.194 160.926 11.063 -1.337 2.901 H31A ZMQ 42 ZMQ H31B H31B H 0 0 N N N 94.762 50.042 159.814 12.050 -0.940 1.475 H31B ZMQ 43 ZMQ H30 H30 H 0 1 N N N 92.293 48.786 158.642 7.867 -0.053 1.566 H30 ZMQ 44 ZMQ H30A H30A H 0 0 N N N 93.751 47.926 159.242 8.642 -0.920 2.913 H30A ZMQ 45 ZMQ H30B H30B H 0 0 N N N 92.125 47.476 159.858 8.966 0.812 2.667 H30B ZMQ 46 ZMQ H32 H32 H 0 1 N N N 91.456 50.894 160.542 9.453 -2.581 1.297 H32 ZMQ 47 ZMQ HO33 HO33 H 0 0 N N N 90.683 50.537 162.711 11.096 -1.570 -0.872 HO33 ZMQ 48 ZMQ HN36 HN36 H 0 0 N N N 89.261 50.659 160.677 7.111 -1.611 1.075 HN36 ZMQ 49 ZMQ H37 H37 H 0 1 N N N 87.886 48.069 160.466 6.176 -0.682 -1.423 H37 ZMQ 50 ZMQ H37A H37A H 0 0 N N N 87.147 49.705 160.530 6.114 -2.461 -1.427 H37A ZMQ 51 ZMQ H38 H38 H 0 1 N N N 88.834 48.603 158.212 4.746 -2.418 0.641 H38 ZMQ 52 ZMQ H38A H38A H 0 0 N N N 87.041 48.711 158.221 4.808 -0.639 0.645 H38A ZMQ 53 ZMQ HN41 HN41 H 0 0 N N N 87.040 50.166 156.507 2.238 -1.439 0.529 HN41 ZMQ 54 ZMQ H42 H42 H 0 1 N N N 87.485 53.005 157.121 1.303 -0.510 -1.969 H42 ZMQ 55 ZMQ H42A H42A H 0 0 N N N 88.398 52.335 155.726 1.240 -2.289 -1.973 H42A ZMQ 56 ZMQ H43 H43 H 0 1 N N N 86.352 51.552 154.665 -0.128 -2.245 0.095 H43 ZMQ 57 ZMQ H43A H43A H 0 0 N N N 85.385 51.918 156.134 -0.065 -0.467 0.099 H43A ZMQ 58 ZMQ H2 H2 H 0 1 N N N 86.303 56.167 153.085 -4.336 -0.313 -1.603 H2 ZMQ 59 ZMQ H2A H2A H 0 1 N N N 87.530 55.526 151.941 -4.398 -2.092 -1.607 H2A ZMQ 60 ZMQ H3 H3 H 0 1 N N N 85.880 53.881 151.100 -4.977 -2.077 0.804 H3 ZMQ 61 ZMQ H3A H3A H 0 1 N N N 84.652 54.540 152.234 -4.915 -0.298 0.808 H3A ZMQ 62 ZMQ H4 H4 H 0 1 N N N 84.275 56.394 150.956 -6.727 -0.231 -0.883 H4 ZMQ 63 ZMQ H4A H4A H 0 1 N N N 86.003 56.551 150.490 -6.790 -2.010 -0.887 H4A ZMQ 64 ZMQ H5 H5 H 0 1 N N N 85.745 54.647 148.920 -7.368 -1.995 1.524 H5 ZMQ 65 ZMQ H5A H5A H 0 1 N N N 84.013 54.512 149.377 -7.306 -0.216 1.528 H5A ZMQ 66 ZMQ H6 H6 H 0 1 N N N 83.572 55.944 147.700 -9.118 -0.148 -0.163 H6 ZMQ 67 ZMQ H6A H6A H 0 1 N N N 84.348 57.219 148.699 -9.181 -1.927 -0.167 H6A ZMQ 68 ZMQ H7 H7 H 0 1 N N N 85.660 57.428 146.834 -9.759 -1.913 2.244 H7 ZMQ 69 ZMQ H7A H7A H 0 1 N N N 86.568 56.103 147.639 -9.697 -0.134 2.248 H7A ZMQ 70 ZMQ H8 H8 H 0 1 N N N 84.933 56.084 145.153 -11.509 -0.066 0.557 H8 ZMQ 71 ZMQ H8A H8A H 0 1 N N N 86.337 55.069 145.630 -11.571 -1.845 0.553 H8A ZMQ 72 ZMQ H9 H9 H 0 1 N N N 83.362 54.496 146.235 -12.197 -1.682 3.119 H9 ZMQ 73 ZMQ H10 H10 H 0 1 N N N 84.165 52.346 146.865 -13.788 0.092 3.342 H10 ZMQ 74 ZMQ H11 H11 H 0 1 N N N 86.815 52.837 145.748 -13.125 1.952 1.580 H11 ZMQ 75 ZMQ H11A H11A H 0 0 N N N 86.852 53.576 147.385 -12.846 0.623 0.430 H11A ZMQ 76 ZMQ H12 H12 H 0 1 N N N 86.391 51.496 148.450 -15.223 -0.053 0.635 H12 ZMQ 77 ZMQ H12A H12A H 0 0 N N N 85.894 50.724 146.906 -15.502 1.276 1.786 H12A ZMQ 78 ZMQ H13 H13 H 0 1 N N N 88.294 51.097 146.101 -14.846 2.918 0.048 H13 ZMQ 79 ZMQ H13A H13A H 0 0 N N N 88.698 51.528 147.797 -14.567 1.589 -1.103 H13A ZMQ 80 ZMQ H14 H14 H 0 1 N N N 87.451 49.242 148.333 -16.944 0.913 -0.898 H14 ZMQ 81 ZMQ H14A H14A H 0 0 N N N 87.859 48.872 146.623 -17.223 2.241 0.253 H14A ZMQ 82 ZMQ H15 H15 H 0 1 N N N 90.262 49.788 147.411 -16.566 3.884 -1.485 H15 ZMQ 83 ZMQ H15A H15A H 0 0 N N N 89.654 49.234 149.008 -16.288 2.555 -2.636 H15A ZMQ 84 ZMQ H16 H16 H 0 1 N N N 90.915 47.452 147.859 -18.664 1.878 -2.430 H16 ZMQ 85 ZMQ H16A H16A H 0 0 N N N 89.187 47.003 148.056 -18.943 3.207 -1.280 H16A ZMQ 86 ZMQ H16B H16B H 0 0 N N N 89.794 47.558 146.459 -18.526 3.568 -2.972 H16B ZMQ 87 ZMQ O28 O28 O 0 1 N Y N ? ? ? 9.303 3.650 -0.705 O28 ZMQ 88 ZMQ HO28 HO28 H 0 0 N Y N ? ? ? 8.535 3.783 -0.132 HO28 ZMQ 89 ZMQ HO23 HO23 H 0 0 N N N 97.502 49.177 164.669 11.192 5.258 0.724 HO23 ZMQ 90 # 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 ZMQ O23 P24 SING N N 1 ZMQ P24 O26 DOUB N N 2 ZMQ P24 O27 SING N N 3 ZMQ O27 C28 SING N N 4 ZMQ C28 C29 SING N N 5 ZMQ C29 C31 SING N N 6 ZMQ C29 C30 SING N N 7 ZMQ C29 C32 SING N N 8 ZMQ C32 O33 SING N N 9 ZMQ C32 C34 SING N N 10 ZMQ C34 O35 DOUB N N 11 ZMQ C34 N36 SING N N 12 ZMQ N36 C37 SING N N 13 ZMQ C37 C38 SING N N 14 ZMQ C38 C39 SING N N 15 ZMQ C39 O40 DOUB N N 16 ZMQ C39 N41 SING N N 17 ZMQ N41 C42 SING N N 18 ZMQ C42 C43 SING N N 19 ZMQ C43 S1 SING N N 20 ZMQ S1 C1 SING N N 21 ZMQ C1 O1 DOUB N N 22 ZMQ C1 C2 SING N N 23 ZMQ C2 C3 SING N N 24 ZMQ C3 C4 SING N N 25 ZMQ C4 C5 SING N N 26 ZMQ C5 C6 SING N N 27 ZMQ C6 C7 SING N N 28 ZMQ C7 C8 SING N N 29 ZMQ C8 C9 SING N N 30 ZMQ C9 C10 DOUB N Z 31 ZMQ C10 C11 SING N N 32 ZMQ C11 C12 SING N N 33 ZMQ C12 C13 SING N N 34 ZMQ C13 C14 SING N N 35 ZMQ C14 C15 SING N N 36 ZMQ C15 C16 SING N N 37 ZMQ C28 H28 SING N N 38 ZMQ C28 H28A SING N N 39 ZMQ C31 H31 SING N N 40 ZMQ C31 H31A SING N N 41 ZMQ C31 H31B SING N N 42 ZMQ C30 H30 SING N N 43 ZMQ C30 H30A SING N N 44 ZMQ C30 H30B SING N N 45 ZMQ C32 H32 SING N N 46 ZMQ O33 HO33 SING N N 47 ZMQ N36 HN36 SING N N 48 ZMQ C37 H37 SING N N 49 ZMQ C37 H37A SING N N 50 ZMQ C38 H38 SING N N 51 ZMQ C38 H38A SING N N 52 ZMQ N41 HN41 SING N N 53 ZMQ C42 H42 SING N N 54 ZMQ C42 H42A SING N N 55 ZMQ C43 H43 SING N N 56 ZMQ C43 H43A SING N N 57 ZMQ C2 H2 SING N N 58 ZMQ C2 H2A SING N N 59 ZMQ C3 H3 SING N N 60 ZMQ C3 H3A SING N N 61 ZMQ C4 H4 SING N N 62 ZMQ C4 H4A SING N N 63 ZMQ C5 H5 SING N N 64 ZMQ C5 H5A SING N N 65 ZMQ C6 H6 SING N N 66 ZMQ C6 H6A SING N N 67 ZMQ C7 H7 SING N N 68 ZMQ C7 H7A SING N N 69 ZMQ C8 H8 SING N N 70 ZMQ C8 H8A SING N N 71 ZMQ C9 H9 SING N N 72 ZMQ C10 H10 SING N N 73 ZMQ C11 H11 SING N N 74 ZMQ C11 H11A SING N N 75 ZMQ C12 H12 SING N N 76 ZMQ C12 H12A SING N N 77 ZMQ C13 H13 SING N N 78 ZMQ C13 H13A SING N N 79 ZMQ C14 H14 SING N N 80 ZMQ C14 H14A SING N N 81 ZMQ C15 H15 SING N N 82 ZMQ C15 H15A SING N N 83 ZMQ C16 H16 SING N N 84 ZMQ C16 H16A SING N N 85 ZMQ C16 H16B SING N N 86 ZMQ P24 O28 SING N N 87 ZMQ O28 HO28 SING N N 88 ZMQ O23 HO23 SING N N 89 # 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 ZMQ SMILES ACDLabs 12.01 "OP(=O)(OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC\C=C/CCCCCC)O" ZMQ InChI InChI 1.03 "InChI=1S/C27H51N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(31)39-21-20-28-23(30)18-19-29-26(33)25(32)27(2,3)22-37-38(34,35)36/h9-10,25,32H,4-8,11-22H2,1-3H3,(H,28,30)(H,29,33)(H2,34,35,36)/b10-9-/t25-/m1/s1" ZMQ InChIKey InChI 1.03 IKLUIZJWBLJHAQ-HAAQQRBASA-N ZMQ SMILES_CANONICAL CACTVS 3.385 "CCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O" ZMQ SMILES CACTVS 3.385 "CCCCCCC=CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O" ZMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCC/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O" ZMQ SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCCC=CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(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 ZMQ "SYSTEMATIC NAME" ACDLabs 12.01 "S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] (9Z)-hexadec-9-enethioate" ZMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "S-[2-[3-[[(2S)-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (Z)-hexadec-9-enethioate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZMQ "Create component" 2008-09-19 RCSB ZMQ "Modify descriptor" 2011-06-04 RCSB ZMQ "Other modification" 2017-02-28 RCSB #