data_SZH
# 
_chem_comp.id                                    SZH 
_chem_comp.name                                  "(2S,6E)-8-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}-2,6-dimethyloct-6-en-1-yl (2S)-3,3,3-trifluoro-2-hydrazinopropanoate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H25 F3 N2 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-11-30 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        472.288 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SZH 
_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        3KSL 
_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 
SZH C1   C1   C 0 1 N N N 193.067 123.512 31.473 -2.640 2.461  0.585  C1   SZH 1  
SZH C2   C2   C 0 1 N N N 192.436 122.983 30.395 -1.646 3.018  -0.061 C2   SZH 2  
SZH C3   C3   C 0 1 N N S 183.719 121.189 31.876 7.311  -1.092 0.370  C3   SZH 3  
SZH C4   C4   C 0 1 N N N 185.091 120.710 32.327 6.366  -0.020 0.851  C4   SZH 4  
SZH C5   C5   C 0 1 N N N 193.054 122.670 29.083 -1.857 3.551  -1.455 C5   SZH 5  
SZH C6   C6   C 0 1 N N N 188.174 122.224 33.957 2.211  -0.434 0.936  C6   SZH 6  
SZH C7   C7   C 0 1 N N N 194.494 123.911 31.695 -3.960 2.242  -0.108 C7   SZH 7  
SZH C8   C8   C 0 1 N N N 190.945 122.696 30.430 -0.291 3.125  0.589  C8   SZH 8  
SZH C9   C9   C 0 1 N N N 190.474 121.326 30.931 0.576  1.939  0.162  C9   SZH 9  
SZH C10  C10  C 0 1 N N N 189.828 121.392 32.333 1.952  2.048  0.822  C10  SZH 10 
SZH C11  C11  C 0 1 N N N 187.371 121.276 31.722 4.232  1.035  0.954  C11  SZH 11 
SZH C12  C12  C 0 1 N N S 188.459 122.097 32.451 2.818  0.862  0.395  C12  SZH 12 
SZH C13  C13  C 0 1 N N N 182.539 120.325 31.553 7.398  -1.047 -1.156 C13  SZH 13 
SZH N14  N14  N 0 1 N N N 183.478 123.626 31.706 9.356  -2.117 1.123  N14  SZH 14 
SZH N15  N15  N 0 1 N N N 183.564 122.491 31.776 8.643  -0.863 0.945  N15  SZH 15 
SZH O16  O16  O 0 1 N N N 195.332 123.603 36.453 -7.215 -3.118 1.516  O16  SZH 16 
SZH O17  O17  O 0 1 N N N 197.517 124.431 35.512 -7.604 -2.823 -1.067 O17  SZH 17 
SZH O18  O18  O 0 1 N N N 197.035 125.426 32.664 -6.931 1.272  -0.033 O18  SZH 18 
SZH O19  O19  O 0 1 N N N 185.247 119.601 32.825 6.762  0.845  1.595  O19  SZH 19 
SZH O20  O20  O 0 1 N N N 196.251 122.638 34.202 -8.608 -1.221 0.604  O20  SZH 20 
SZH O21  O21  O 0 1 N N N 195.487 127.306 33.414 -5.734 0.229  -1.995 O21  SZH 21 
SZH O22  O22  O 0 1 N N N 186.037 121.675 32.113 5.084  -0.027 0.452  O22  SZH 22 
SZH O23  O23  O 0 1 N N N 194.461 125.204 32.312 -4.440 0.928  0.185  O23  SZH 23 
SZH O24  O24  O 0 1 N N N 195.322 124.966 34.500 -6.113 -1.099 0.243  O24  SZH 24 
SZH F25  F25  F 0 1 N N N 182.659 118.997 31.706 7.871  0.206  -1.560 F25  SZH 25 
SZH F26  F26  F 0 1 N N N 181.505 120.589 32.375 8.276  -2.042 -1.602 F26  SZH 26 
SZH F27  F27  F 0 1 N N N 182.108 120.536 30.282 6.129  -1.265 -1.703 F27  SZH 27 
SZH P28  P28  P 0 1 N N N 196.184 123.795 35.228 -7.411 -2.047 0.330  P28  SZH 28 
SZH P29  P29  P 0 1 N N N 195.666 125.821 33.182 -5.828 0.352  -0.392 P29  SZH 29 
SZH H1   H1   H 0 1 N N N 192.424 123.675 32.326 -2.512 2.154  1.613  H1   SZH 30 
SZH H3   H3   H 0 1 N N N 183.764 120.091 31.824 6.943  -2.068 0.685  H3   SZH 31 
SZH H5   H5   H 0 1 N N N 192.292 122.252 28.409 -2.687 4.258  -1.451 H5   SZH 32 
SZH H5A  H5A  H 0 1 N N N 193.467 123.590 28.643 -0.952 4.055  -1.792 H5A  SZH 33 
SZH H5B  H5B  H 0 1 N N N 193.861 121.936 29.224 -2.086 2.726  -2.129 H5B  SZH 34 
SZH H6   H6   H 0 1 N N N 187.205 122.722 34.107 2.168  -0.389 2.024  H6   SZH 35 
SZH H6A  H6A  H 0 1 N N N 188.145 121.222 34.410 1.204  -0.558 0.538  H6A  SZH 36 
SZH H6B  H6B  H 0 1 N N N 188.969 122.818 34.432 2.828  -1.279 0.632  H6B  SZH 37 
SZH H7   H7   H 0 1 N N N 195.000 123.185 32.348 -4.682 2.979  0.244  H7   SZH 38 
SZH H7A  H7A  H 0 1 N N N 195.035 123.954 30.738 -3.828 2.349  -1.184 H7A  SZH 39 
SZH H8   H8   H 0 1 N N N 190.497 123.445 31.099 0.188  4.055  0.281  H8   SZH 40 
SZH H8A  H8A  H 0 1 N N N 190.583 122.793 29.396 -0.406 3.119  1.673  H8A  SZH 41 
SZH H9   H9   H 0 1 N N N 189.728 120.935 30.223 0.097  1.010  0.471  H9   SZH 42 
SZH H9A  H9A  H 0 1 N N N 191.345 120.657 30.982 0.691  1.945  -0.922 H9A  SZH 43 
SZH H10  H10  H 0 1 N N N 189.684 120.354 32.668 2.430  2.977  0.513  H10  SZH 44 
SZH H10A H10A H 0 0 N N N 190.527 121.939 32.982 1.836  2.042  1.906  H10A SZH 45 
SZH H11  H11  H 0 1 N N N 187.507 120.213 31.971 4.630  2.000  0.641  H11  SZH 46 
SZH H11A H11A H 0 0 N N N 187.481 121.431 30.639 4.200  0.992  2.043  H11A SZH 47 
SZH H12  H12  H 0 1 N N N 188.462 123.090 31.978 2.861  0.816  -0.693 H12  SZH 48 
SZH HN14 HN14 H 0 0 N N N 182.566 123.872 31.378 10.272 -1.960 1.517  HN14 SZH 49 
SZH HN1A HN1A H 0 0 N N N 183.627 124.028 32.610 8.823  -2.758 1.691  HN1A SZH 50 
SZH HN15 HN15 H 0 0 N N N 183.380 122.405 30.797 9.176  -0.221 0.376  HN15 SZH 51 
SZH HO16 HO16 H 0 0 N N N 194.927 122.744 36.426 -7.961 -3.724 1.627  HO16 SZH 52 
SZH HO17 HO17 H 0 0 N N N 198.190 124.000 34.998 -6.856 -3.386 -1.311 HO17 SZH 53 
SZH HO21 HO21 H 0 0 N N N 196.290 127.761 33.189 -5.031 -0.360 -2.303 HO21 SZH 54 
# 
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 
SZH C2  C1   DOUB N N 1  
SZH C1  C7   SING N N 2  
SZH C1  H1   SING N E 3  
SZH C5  C2   SING N N 4  
SZH C2  C8   SING N N 5  
SZH C13 C3   SING N N 6  
SZH N15 C3   SING N N 7  
SZH C3  C4   SING N N 8  
SZH C3  H3   SING N N 9  
SZH O22 C4   SING N N 10 
SZH C4  O19  DOUB N N 11 
SZH C5  H5   SING N N 12 
SZH C5  H5A  SING N N 13 
SZH C5  H5B  SING N N 14 
SZH C12 C6   SING N N 15 
SZH C6  H6   SING N N 16 
SZH C6  H6A  SING N N 17 
SZH C6  H6B  SING N N 18 
SZH C7  O23  SING N N 19 
SZH C7  H7   SING N N 20 
SZH C7  H7A  SING N N 21 
SZH C8  C9   SING N N 22 
SZH C8  H8   SING N N 23 
SZH C8  H8A  SING N N 24 
SZH C9  C10  SING N N 25 
SZH C9  H9   SING N N 26 
SZH C9  H9A  SING N N 27 
SZH C10 C12  SING N N 28 
SZH C10 H10  SING N N 29 
SZH C10 H10A SING N N 30 
SZH C11 O22  SING N N 31 
SZH C11 C12  SING N N 32 
SZH C11 H11  SING N N 33 
SZH C11 H11A SING N N 34 
SZH C12 H12  SING N N 35 
SZH F27 C13  SING N N 36 
SZH C13 F25  SING N N 37 
SZH C13 F26  SING N N 38 
SZH N14 N15  SING N N 39 
SZH N14 HN14 SING N N 40 
SZH N14 HN1A SING N N 41 
SZH N15 HN15 SING N N 42 
SZH P28 O16  SING N N 43 
SZH O16 HO16 SING N N 44 
SZH P28 O17  SING N N 45 
SZH O17 HO17 SING N N 46 
SZH O18 P29  DOUB N N 47 
SZH O20 P28  DOUB N N 48 
SZH P29 O21  SING N N 49 
SZH O21 HO21 SING N N 50 
SZH O23 P29  SING N N 51 
SZH P29 O24  SING N N 52 
SZH O24 P28  SING N N 53 
# 
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 
SZH SMILES_CANONICAL CACTVS               3.352 "C[C@@H](CCCC(/C)=C/CO[P](O)(=O)O[P](O)(O)=O)COC(=O)[C@H](NN)C(F)(F)F"                                                                                                               
SZH SMILES           CACTVS               3.352 "C[CH](CCCC(C)=CCO[P](O)(=O)O[P](O)(O)=O)COC(=O)[CH](NN)C(F)(F)F"                                                                                                                    
SZH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H](CCC/C(=C/CO[P@@](=O)(O)OP(=O)(O)O)/C)COC(=O)C(C(F)(F)F)NN"                                                                                                                  
SZH SMILES           "OpenEye OEToolkits" 1.7.0 "CC(CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)COC(=O)C(C(F)(F)F)NN"                                                                                                                              
SZH InChI            InChI                1.03  "InChI=1S/C13H25F3N2O9P2/c1-9(6-7-26-29(23,24)27-28(20,21)22)4-3-5-10(2)8-25-12(19)11(18-17)13(14,15)16/h6,10-11,18H,3-5,7-8,17H2,1-2H3,(H,23,24)(H2,20,21,22)/b9-6+/t10-,11?/m0/s1" 
SZH InChIKey         InChI                1.03  KFWDKULCUAWZLX-NPZMFMJXSA-N                                                                                                                                                          
# 
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 
SZH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(E,2S)-8-[hydroxy(phosphonooxy)phosphoryl]oxy-2,6-dimethyl-oct-6-enyl] 3,3,3-trifluoro-2-hydrazinyl-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 
SZH "Create component"  2009-11-30 RCSB 
SZH "Modify descriptor" 2011-06-04 RCSB 
# 
