data_SHT
# 
_chem_comp.id                                    SHT 
_chem_comp.name                                  O-PHOSPHONO-N-{(2E)-7-[(2-SULFOETHYL)DITHIO]HEPT-2-ENOYL}-L-THREONINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H24 N O10 P S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-04-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        481.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SHT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1HBM 
_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 
SHT S1    S1    S 0 1 N N N 26.217 29.880 -11.721 0.651  1.690  5.506  S1    SHT 1  
SHT OS3   OS3   O 0 1 N N N 28.725 30.452 -8.032  -3.055 0.393  8.480  OS3   SHT 2  
SHT SG2   SG2   S 0 1 N N N 27.575 31.442 -8.000  -1.915 -0.443 8.346  SG2   SHT 3  
SHT OS1   OS1   O 0 1 N N N 28.001 32.911 -8.169  -2.002 -1.758 7.815  OS1   SHT 4  
SHT OS2   OS2   O 0 1 N N N 26.709 31.380 -6.718  -1.504 -0.688 9.790  OS2   SHT 5  
SHT CD    CD    C 0 1 N N N 26.405 31.113 -9.329  -0.499 0.461  7.662  CD    SHT 6  
SHT CC    CC    C 0 1 N N N 27.058 31.067 -10.685 -0.764 0.786  6.190  CC    SHT 7  
SHT SK    SK    S 0 1 N N N 24.503 30.819 -12.612 2.133  0.305  5.799  SK    SHT 8  
SHT CK6   CK6   C 0 1 N N N 25.358 31.490 -13.943 2.028  -0.604 4.233  CK6   SHT 9  
SHT CK5   CK5   C 0 1 N N N 25.487 33.005 -14.155 2.292  0.352  3.069  CK5   SHT 10 
SHT CK4   CK4   C 0 1 N N N 26.381 33.471 -15.365 2.203  -0.415 1.748  CK4   SHT 11 
SHT CK3   CK3   C 0 1 N N N 25.681 33.042 -16.692 2.467  0.541  0.584  CK3   SHT 12 
SHT CK2   CK2   C 0 1 N N N 24.465 33.915 -16.980 2.380  -0.214 -0.716 CK2   SHT 13 
SHT CK1   CK1   C 0 1 N N N 24.537 35.395 -17.056 1.484  0.140  -1.633 CK1   SHT 14 
SHT CK    CK    C 0 1 N N N 23.440 36.126 -17.764 1.399  -0.597 -2.902 CK    SHT 15 
SHT OK    OK    O 0 1 N N N 22.252 35.543 -17.821 2.147  -1.532 -3.114 OK    SHT 16 
SHT N     N     N 0 1 N N N 23.620 37.391 -18.138 0.490  -0.238 -3.831 N     SHT 17 
SHT CA    CA    C 0 1 N N S 22.670 38.124 -18.944 0.405  -0.973 -5.096 CA    SHT 18 
SHT C     C     C 0 1 N N N 23.419 38.696 -20.128 1.321  -0.336 -6.109 C     SHT 19 
SHT OXT   OXT   O 0 1 N N N 24.658 39.109 -19.994 1.827  -1.011 -6.974 OXT   SHT 20 
SHT O     O     O 0 1 N N N 22.732 38.948 -21.221 1.574  0.980  -6.051 O     SHT 21 
SHT CB    CB    C 0 1 N N R 21.890 39.211 -18.222 -1.033 -0.933 -5.613 CB    SHT 22 
SHT CG2   CG2   C 0 1 N N N 21.177 38.640 -16.960 -1.963 -1.579 -4.584 CG2   SHT 23 
SHT "O3'" "O3'" O 0 1 N N N 22.734 40.296 -17.865 -1.426 0.424  -5.823 "O3'" SHT 24 
SHT P     P     P 0 1 N N N 22.388 41.843 -17.937 -1.799 0.564  -7.383 P     SHT 25 
SHT O1P   O1P   O 0 1 N N N 21.715 42.094 -19.342 -2.907 -0.360 -7.711 O1P   SHT 26 
SHT O2P   O2P   O 0 1 N N N 21.311 42.056 -16.795 -2.253 2.077  -7.693 O2P   SHT 27 
SHT O8P   O8P   O 0 1 N N N 23.759 42.584 -17.676 -0.512 0.196  -8.278 O8P   SHT 28 
SHT HO2S  SHO2  H 0 0 N N N 25.989 31.999 -6.698  -2.229 -1.173 10.209 HO2S  SHT 29 
SHT HCD1  1HCD  H 0 0 N N N 25.560 31.840 -9.306  0.397  -0.153 7.742  HCD1  SHT 30 
SHT HCD2  2HCD  H 0 0 N N N 26.042 30.059 -9.306  -0.356 1.387  8.218  HCD2  SHT 31 
SHT HCC1  1HCC  H 0 0 N N N 27.111 32.075 -11.159 -1.661 1.400  6.110  HCC1  SHT 32 
SHT HCC2  2HCC  H 0 0 N N N 28.152 30.863 -10.617 -0.907 -0.139 5.633  HCC2  SHT 33 
SHT HK61  1HK6  H 0 0 N N N 24.929 31.053 -14.875 1.032  -1.036 4.130  HK61  SHT 34 
SHT HK62  2HK6  H 0 0 N N N 26.387 31.061 -13.935 2.772  -1.401 4.225  HK62  SHT 35 
SHT HK51  1HK5  H 0 0 N N N 25.847 33.486 -13.216 3.288  0.783  3.172  HK51  SHT 36 
SHT HK52  2HK5  H 0 0 N N N 24.472 33.460 -14.241 1.548  1.148  3.077  HK52  SHT 37 
SHT HK41  1HK4  H 0 0 N N N 27.428 33.095 -15.293 1.208  -0.847 1.645  HK41  SHT 38 
SHT HK42  2HK4  H 0 0 N N N 26.608 34.562 -15.334 2.947  -1.212 1.740  HK42  SHT 39 
SHT HK31  1HK3  H 0 0 N N N 25.416 31.959 -16.684 3.463  0.972  0.687  HK31  SHT 40 
SHT HK32  2HK3  H 0 0 N N N 26.394 33.037 -17.549 1.723  1.337  0.592  HK32  SHT 41 
SHT HC2K  KHC2  H 0 0 N N N 23.682 33.656 -16.229 3.045  -1.044 -0.904 HC2K  SHT 42 
SHT HC1K  KHC1  H 0 0 N N N 25.515 35.688 -17.503 0.819  0.969  -1.445 HC1K  SHT 43 
SHT HN    HN    H 0 1 N N N 24.472 37.867 -17.841 -0.106 0.507  -3.662 HN    SHT 44 
SHT HCA   AHC   H 0 1 N N N 21.931 37.389 -19.340 0.705  -2.008 -4.935 HCA   SHT 45 
SHT HO    HO    H 0 1 N N N 23.202 39.307 -21.964 2.162  1.388  -6.701 HO    SHT 46 
SHT HCB   BHC   H 0 1 N N N 21.108 39.595 -18.917 -1.096 -1.480 -6.554 HCB   SHT 47 
SHT HG21  1HG2  H 0 0 N N N 20.605 39.437 -16.431 -1.900 -1.033 -3.643 HG21  SHT 48 
SHT HG22  2HG2  H 0 0 N N N 21.895 38.127 -16.278 -2.988 -1.551 -4.952 HG22  SHT 49 
SHT HG23  3HG2  H 0 0 N N N 20.530 37.768 -17.212 -1.663 -2.615 -4.423 HG23  SHT 50 
SHT HOP2  2HOP  H 0 0 N N N 21.104 42.982 -16.838 -2.467 2.117  -8.635 HOP2  SHT 51 
SHT HOP8  8HOP  H 0 0 N N N 23.552 43.510 -17.719 0.185  0.820  -8.034 HOP8  SHT 52 
# 
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 
SHT S1    CC    SING N N 1  
SHT S1    SK    SING N N 2  
SHT OS3   SG2   DOUB N N 3  
SHT SG2   OS1   DOUB N N 4  
SHT SG2   OS2   SING N N 5  
SHT SG2   CD    SING N N 6  
SHT OS2   HO2S  SING N N 7  
SHT CD    CC    SING N N 8  
SHT CD    HCD1  SING N N 9  
SHT CD    HCD2  SING N N 10 
SHT CC    HCC1  SING N N 11 
SHT CC    HCC2  SING N N 12 
SHT SK    CK6   SING N N 13 
SHT CK6   CK5   SING N N 14 
SHT CK6   HK61  SING N N 15 
SHT CK6   HK62  SING N N 16 
SHT CK5   CK4   SING N N 17 
SHT CK5   HK51  SING N N 18 
SHT CK5   HK52  SING N N 19 
SHT CK4   CK3   SING N N 20 
SHT CK4   HK41  SING N N 21 
SHT CK4   HK42  SING N N 22 
SHT CK3   CK2   SING N N 23 
SHT CK3   HK31  SING N N 24 
SHT CK3   HK32  SING N N 25 
SHT CK2   CK1   DOUB N E 26 
SHT CK2   HC2K  SING N N 27 
SHT CK1   CK    SING N N 28 
SHT CK1   HC1K  SING N N 29 
SHT CK    OK    DOUB N N 30 
SHT CK    N     SING N N 31 
SHT N     CA    SING N N 32 
SHT N     HN    SING N N 33 
SHT CA    C     SING N N 34 
SHT CA    CB    SING N N 35 
SHT CA    HCA   SING N N 36 
SHT C     OXT   DOUB N N 37 
SHT C     O     SING N N 38 
SHT O     HO    SING N N 39 
SHT CB    CG2   SING N N 40 
SHT CB    "O3'" SING N N 41 
SHT CB    HCB   SING N N 42 
SHT CG2   HG21  SING N N 43 
SHT CG2   HG22  SING N N 44 
SHT CG2   HG23  SING N N 45 
SHT "O3'" P     SING N N 46 
SHT P     O1P   DOUB N N 47 
SHT P     O2P   SING N N 48 
SHT P     O8P   SING N N 49 
SHT O2P   HOP2  SING N N 50 
SHT O8P   HOP8  SING N N 51 
# 
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 
SHT SMILES           ACDLabs              10.04 O=S(=O)(O)CCSSCCCC\C=C\C(=O)NC(C(=O)O)C(OP(=O)(O)O)C 
SHT InChI            InChI                1.02b 
InChI=1/C13H24NO10PS3/c1-10(24-25(18,19)20)12(13(16)17)14-11(15)6-4-2-3-5-7-26-27-8-9-28(21,22)23/h4,6,10,12H,2-3,5,7-9H2,1H3,(H,14,15)(H,16,17)(H2,18,19,20)(H,21,22,23)/b6-4+/t10-,12+/m1/s1/f/h14,16,18-19,21H 
SHT InChIKey         InChI                1.02b CVQZOMWKHKTFCZ-JGDLTDOVDO 
SHT SMILES_CANONICAL CACTVS               3.341 C[C@@H](O[P](O)(O)=O)[C@H](NC(=O)/C=C/CCCCSSCC[S](O)(=O)=O)C(O)=O 
SHT SMILES           CACTVS               3.341 C[CH](O[P](O)(O)=O)[CH](NC(=O)C=CCCCCSSCC[S](O)(=O)=O)C(O)=O 
SHT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@@H](C(=O)O)NC(=O)C=CCCCCSSCCS(=O)(=O)O)OP(=O)(O)O 
SHT SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C(=O)O)NC(=O)C=CCCCCSSCCS(=O)(=O)O)OP(=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 
SHT "SYSTEMATIC NAME" ACDLabs              10.04 O-phosphono-N-{(2E)-7-[(2-sulfoethyl)disulfanyl]hept-2-enoyl}-L-threonine             
SHT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-phosphonooxy-2-[7-(2-sulfoethyldisulfanyl)hept-2-enoylamino]butanoic acid" 
# 
