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 
# 
