data_78O
# 
_chem_comp.id                                    78O 
_chem_comp.name                                  "(2R,3R,6E)-7-{3-[(1R)-1-{[(3S)-hexahydropyridazine-3-carbonyl]oxy}ethyl]phenyl}-3-methoxy-2-methylhept-6-enoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H32 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-09-12 
_chem_comp.pdbx_modified_date                    2017-01-20 
_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                        404.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     78O 
_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        5TA4 
_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 
78O N1  N1  N 0 1 N N N 3.697  17.016 1.979  7.951   2.773  -0.087 N1  78O 1  
78O N2  N2  N 0 1 N N N 4.097  15.699 1.627  6.904   2.068  0.634  N2  78O 2  
78O C5  C1  C 0 1 N N N 2.211  14.847 3.008  7.503   -0.033 -0.471 C5  78O 3  
78O C6  C2  C 0 1 N N N 1.801  16.289 3.305  8.622   0.705  -1.213 C6  78O 4  
78O C7  C3  C 0 1 N N N 2.248  17.172 2.146  9.091   1.888  -0.363 C7  78O 5  
78O C8  C4  C 0 1 N N S 3.710  14.753 2.694  6.373   0.952  -0.161 C8  78O 6  
78O C23 C13 C 0 1 N N N 10.441 19.223 0.206  -8.450  1.248  -0.205 C23 78O 7  
78O C24 C14 C 0 1 N N R 11.680 18.558 -0.417 -7.058  1.113  -0.765 C24 78O 8  
78O C25 C15 C 0 1 N N N 12.470 19.641 -1.164 -7.132  0.536  -2.180 C25 78O 9  
78O C26 C16 C 0 1 N N R 11.343 17.314 -1.290 -6.239  0.177  0.125  C26 78O 10 
78O C27 C17 C 0 1 N N N 10.768 16.054 -0.586 -4.825  0.040  -0.444 C27 78O 11 
78O C28 C18 C 0 1 N N N 9.393  16.216 0.095  -4.044  -0.992 0.373  C28 78O 12 
78O C29 C19 C 0 1 N N N 4.017  13.359 2.178  5.292   0.248  0.619  C29 78O 13 
78O C30 C20 C 0 1 N N R 5.243  11.377 2.775  3.385   -1.169 0.797  C30 78O 14 
78O C31 C21 C 0 1 Y N N 6.281  11.387 1.654  2.125   -1.343 -0.011 C31 78O 15 
78O C32 C22 C 0 1 Y N N 7.089  12.533 1.379  0.895   -1.131 0.577  C32 78O 16 
78O C33 C23 C 0 1 Y N N 8.057  12.541 0.348  -0.271  -1.293 -0.172 C33 78O 17 
78O C34 C24 C 0 1 Y N N 8.230  11.380 -0.421 -0.184  -1.668 -1.513 C34 78O 18 
78O C35 C25 C 0 1 Y N N 7.447  10.251 -0.163 1.051   -1.877 -2.090 C35 78O 19 
78O C36 C26 C 0 1 Y N N 6.499  10.255 0.861  2.204   -1.710 -1.342 C36 78O 20 
78O C37 C27 C 0 1 N N N 8.882  13.733 0.076  -1.592  -1.067 0.452  C37 78O 21 
78O C38 C28 C 0 1 N N N 8.551  14.999 0.373  -2.697  -1.222 -0.263 C38 78O 22 
78O C39 C29 C 0 1 N N N 10.786 16.958 -3.638 -6.279  -0.265 2.481  C39 78O 23 
78O C40 C30 C 0 1 N N N 5.734  10.825 4.106  3.894   -2.539 1.250  C40 78O 24 
78O O44 O3  O 0 1 N N N 10.375 19.502 1.395  -8.756  0.656  0.803  O44 78O 25 
78O O45 O4  O 0 1 N N N 3.627  12.901 1.119  5.232   0.377  1.819  O45 78O 26 
78O O46 O5  O 0 1 N N N 10.600 17.718 -2.453 -6.170  0.716  1.447  O46 78O 27 
78O O47 O6  O 0 1 N N N 4.805  12.724 3.079  4.397   -0.522 -0.018 O47 78O 28 
78O H1  H1  H 0 1 N N N 3.651  15.435 0.772  7.236   1.747  1.531  H1  78O 29 
78O H4  H4  H 0 1 N N N 1.639  14.482 2.142  7.122   -0.840 -1.097 H4  78O 30 
78O H5  H5  H 0 1 N N N 1.988  14.222 3.885  7.893   -0.446 0.459  H5  78O 31 
78O H6  H6  H 0 1 N N N 2.282  16.627 4.235  9.456   0.025  -1.384 H6  78O 32 
78O H7  H7  H 0 1 N N N 0.708  16.348 3.415  8.246   1.068  -2.170 H7  78O 33 
78O H8  H8  H 0 1 N N N 2.010  18.223 2.366  9.859   2.443  -0.903 H8  78O 34 
78O H9  H9  H 0 1 N N N 1.732  16.865 1.224  9.502   1.521  0.577  H9  78O 35 
78O H10 H10 H 0 1 N N N 4.291  14.948 3.608  5.957   1.335  -1.093 H10 78O 36 
78O H23 H23 H 0 1 N N N 12.312 18.207 0.412  -6.582  2.093  -0.797 H23 78O 37 
78O H24 H24 H 0 1 N N N 12.670 20.484 -0.486 -7.607  -0.444 -2.149 H24 78O 38 
78O H25 H25 H 0 1 N N N 13.423 19.221 -1.517 -7.716  1.203  -2.815 H25 78O 39 
78O H26 H26 H 0 1 N N N 11.883 19.994 -2.025 -6.125  0.438  -2.586 H26 78O 40 
78O H27 H27 H 0 1 N N N 12.320 16.984 -1.672 -6.714  -0.803 0.157  H27 78O 41 
78O H28 H28 H 0 1 N N N 10.675 15.261 -1.343 -4.881  -0.287 -1.482 H28 78O 42 
78O H29 H29 H 0 1 N N N 11.489 15.743 0.185  -4.318  1.003  -0.392 H29 78O 43 
78O H30 H30 H 0 1 N N N 9.572  16.708 1.062  -3.908  -0.623 1.390  H30 78O 44 
78O H31 H31 H 0 1 N N N 8.794  16.878 -0.548 -4.599  -1.930 0.399  H31 78O 45 
78O H32 H32 H 0 1 N N N 4.382  10.777 2.445  3.174   -0.553 1.671  H32 78O 46 
78O H33 H33 H 0 1 N N N 6.956  13.422 1.978  0.834   -0.841 1.616  H33 78O 47 
78O H34 H34 H 0 1 N N N 8.967  11.359 -1.211 -1.083  -1.799 -2.098 H34 78O 48 
78O H35 H35 H 0 1 N N N 7.578  9.364  -0.764 1.120   -2.168 -3.128 H35 78O 49 
78O H36 H36 H 0 1 N N N 5.919  9.363  1.046  3.169   -1.875 -1.798 H36 78O 50 
78O H37 H37 H 0 1 N N N 9.836  13.573 -0.404 -1.656  -0.777 1.490  H37 78O 51 
78O H38 H38 H 0 1 N N N 7.597  15.159 0.854  -2.633  -1.512 -1.301 H38 78O 52 
78O H39 H39 H 0 1 N N N 10.162 17.374 -4.443 -7.239  -0.774 2.399  H39 78O 53 
78O H40 H40 H 0 1 N N N 11.844 16.998 -3.937 -5.473  -0.991 2.379  H40 78O 54 
78O H41 H41 H 0 1 N N N 10.496 15.913 -3.453 -6.208  0.223  3.453  H41 78O 55 
78O H42 H42 H 0 1 N N N 4.917  10.861 4.842  4.805   -2.413 1.834  H42 78O 56 
78O H43 H43 H 0 1 N N N 6.062  9.783  3.972  3.134   -3.025 1.862  H43 78O 57 
78O H44 H44 H 0 1 N N N 6.578  11.432 4.465  4.105   -3.155 0.375  H44 78O 58 
78O OXT OXT O 0 1 N Y N 9.406  19.444 -0.681 -9.351  2.026  -0.826 OXT 78O 59 
78O HXT HXT H 0 1 N Y N 8.671  19.833 -0.221 -10.231 2.081  -0.429 HXT 78O 60 
78O H2  H2  H 0 1 N Y N 4.141  17.260 2.841  7.593   3.178  -0.939 H2  78O 61 
# 
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 
78O C39 O46 SING N N 1  
78O O46 C26 SING N N 2  
78O C26 C27 SING N N 3  
78O C26 C24 SING N N 4  
78O C25 C24 SING N N 5  
78O C27 C28 SING N N 6  
78O C34 C35 DOUB Y N 7  
78O C34 C33 SING Y N 8  
78O C24 C23 SING N N 9  
78O C35 C36 SING Y N 10 
78O C37 C33 SING N N 11 
78O C37 C38 DOUB N E 12 
78O C28 C38 SING N N 13 
78O C23 O44 DOUB N N 14 
78O C33 C32 DOUB Y N 15 
78O C36 C31 DOUB Y N 16 
78O O45 C29 DOUB N N 17 
78O C32 C31 SING Y N 18 
78O N2  N1  SING N N 19 
78O N2  C8  SING N N 20 
78O C31 C30 SING N N 21 
78O N1  C7  SING N N 22 
78O C7  C6  SING N N 23 
78O C29 C8  SING N N 24 
78O C29 O47 SING N N 25 
78O C8  C5  SING N N 26 
78O C30 O47 SING N N 27 
78O C30 C40 SING N N 28 
78O C5  C6  SING N N 29 
78O N2  H1  SING N N 30 
78O C5  H4  SING N N 31 
78O C5  H5  SING N N 32 
78O C6  H6  SING N N 33 
78O C6  H7  SING N N 34 
78O C7  H8  SING N N 35 
78O C7  H9  SING N N 36 
78O C8  H10 SING N N 37 
78O C24 H23 SING N N 38 
78O C25 H24 SING N N 39 
78O C25 H25 SING N N 40 
78O C25 H26 SING N N 41 
78O C26 H27 SING N N 42 
78O C27 H28 SING N N 43 
78O C27 H29 SING N N 44 
78O C28 H30 SING N N 45 
78O C28 H31 SING N N 46 
78O C30 H32 SING N N 47 
78O C32 H33 SING N N 48 
78O C34 H34 SING N N 49 
78O C35 H35 SING N N 50 
78O C36 H36 SING N N 51 
78O C37 H37 SING N N 52 
78O C38 H38 SING N N 53 
78O C39 H39 SING N N 54 
78O C39 H40 SING N N 55 
78O C39 H41 SING N N 56 
78O C40 H42 SING N N 57 
78O C40 H43 SING N N 58 
78O C40 H44 SING N N 59 
78O C23 OXT SING N N 60 
78O OXT HXT SING N N 61 
78O N1  H2  SING N N 62 
# 
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 
78O SMILES           ACDLabs              12.01 "N1CCCC(N1)C(OC(C)c2cc(ccc2)\C=C\CCC(C(C(=O)O)C)OC)=O"                                                                                                                                           
78O InChI            InChI                1.03  "InChI=1S/C22H32N2O5/c1-15(21(25)26)20(28-3)12-5-4-8-17-9-6-10-18(14-17)16(2)29-22(27)19-11-7-13-23-24-19/h4,6,8-10,14-16,19-20,23-24H,5,7,11-13H2,1-3H3,(H,25,26)/b8-4+/t15-,16-,19+,20-/m1/s1" 
78O InChIKey         InChI                1.03  HXGJJSORSUPZMH-QFQOLUFTSA-N                                                                                                                                                                      
78O SMILES_CANONICAL CACTVS               3.385 "CO[C@H](CC/C=C/c1cccc(c1)[C@@H](C)OC(=O)[C@@H]2CCCNN2)[C@@H](C)C(O)=O"                                                                                                                          
78O SMILES           CACTVS               3.385 "CO[CH](CCC=Cc1cccc(c1)[CH](C)OC(=O)[CH]2CCCNN2)[CH](C)C(O)=O"                                                                                                                                   
78O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1cccc(c1)/C=C/CC[C@H]([C@@H](C)C(=O)O)OC)OC(=O)[C@@H]2CCCNN2"                                                                                                                           
78O SMILES           "OpenEye OEToolkits" 2.0.6 "CC(c1cccc(c1)C=CCCC(C(C)C(=O)O)OC)OC(=O)C2CCCNN2"                                                                                                                                               
# 
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 
78O "SYSTEMATIC NAME" ACDLabs              12.01 "(2R,3R,6E)-7-{3-[(1R)-1-{[(3S)-hexahydropyridazine-3-carbonyl]oxy}ethyl]phenyl}-3-methoxy-2-methylhept-6-enoic acid"           
78O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E},2~{R},3~{R})-7-[3-[(1~{R})-1-[[(3~{S})-1,2-diazinan-3-yl]carbonyloxy]ethyl]phenyl]-3-methoxy-2-methyl-hept-6-enoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
78O "Create component" 2016-09-12 RCSB 
78O "Initial release"  2017-01-25 RCSB 
# 
