data_TD8
# 
_chem_comp.id                                    TD8 
_chem_comp.name                                  "(5R)-5-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-(2-{[(phosphonatooxy)phosphinato]oxy}ethyl)-1,3-thiazol-3-ium-2-yl}-5-hydroxypentanoate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H27 N4 O10 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2013-02-22 
_chem_comp.pdbx_modified_date                    2013-11-08 
_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                        541.430 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TD8 
_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        3ZHU 
_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 
TD8 S1     S1     S 0 1 Y N N 11.994 46.489 -70.419 -1.158  1.846  -0.289 S1     TD8 1  
TD8 C2     C2     C 0 1 Y N N 11.125 45.471 -71.526 -2.386  0.717  0.085  C2     TD8 2  
TD8 N3     N3     N 1 1 Y N N 10.360 44.546 -70.871 -1.954  -0.143 0.945  N3     TD8 3  
TD8 C4     C4     C 0 1 Y N N 10.455 44.618 -69.497 -0.710  -0.004 1.359  C4     TD8 4  
TD8 C5     C5     C 0 1 Y N N 11.337 45.728 -69.025 -0.058  1.029  0.818  C5     TD8 5  
TD8 C8     C8     C 0 1 N N R 10.926 46.153 -72.847 -3.773  0.724  -0.505 C8     TD8 6  
TD8 C9     C9     C 0 1 N N N 12.207 46.315 -73.628 -4.592  1.848  0.132  C9     TD8 7  
TD8 O9     O9     O 0 1 N N N 9.841  45.844 -73.567 -3.690  0.936  -1.916 O9     TD8 8  
TD8 PA     PA     P 0 1 N N N 15.445 46.161 -66.114 4.907   0.525  -0.441 PA     TD8 9  
TD8 PB     PB     P 0 1 N N N 15.733 48.976 -66.982 7.824   0.634  0.072  PB     TD8 10 
TD8 "N1'"  "N1'"  N 0 1 Y N N 10.643 39.916 -71.267 -1.538  -3.557 -1.168 "N1'"  TD8 11 
TD8 C10    C10    C 0 1 N N N 12.514 47.779 -73.848 -6.035  1.778  -0.373 C10    TD8 12 
TD8 O11    O11    O 0 1 N N N 13.702 47.214 -76.562 -9.180  3.727  0.194  O11    TD8 13 
TD8 C12    C12    C 0 1 N N N 12.033 48.297 -75.193 -6.854  2.902  0.264  C12    TD8 14 
TD8 O12    O12    O 0 1 N N N 11.615 47.329 -77.303 -8.599  1.972  -1.018 O12    TD8 15 
TD8 C14    C14    C 0 1 N N N 12.493 47.548 -76.430 -8.274  2.833  -0.234 C14    TD8 16 
TD8 O1A    O1A    O 0 1 N N N 15.566 46.705 -64.700 4.889   -0.955 -0.421 O1A    TD8 17 
TD8 O1B    O1B    O 0 1 N N N 15.550 49.264 -65.517 8.083   -0.746 0.861  O1B    TD8 18 
TD8 "C2'"  "C2'"  C 0 1 Y N N 11.741 39.830 -72.042 -2.279  -4.623 -0.947 "C2'"  TD8 19 
TD8 C2A    C2A    C 0 1 N N N 12.510 38.553 -72.155 -2.082  -5.843 -1.810 C2A    TD8 20 
TD8 O2A    O2A    O 0 1 N N N 16.201 44.872 -66.471 4.809   1.043  -1.962 O2A    TD8 21 
TD8 O2B    O2B    O 0 1 N N N 14.554 49.369 -67.825 8.153   0.453  -1.359 O2B    TD8 22 
TD8 "N3'"  "N3'"  N 0 1 Y N N 12.155 40.913 -72.728 -3.188  -4.653 0.007  "N3'"  TD8 23 
TD8 C35    C35    C 0 1 N N N 9.576  43.518 -71.611 -2.808  -1.225 1.439  C35    TD8 24 
TD8 O3A    O3A    O 0 1 N N N 15.800 47.343 -67.184 6.277   1.054  0.219  O3A    TD8 25 
TD8 O3B    O3B    O 0 1 N N N 17.096 49.475 -67.453 8.755   1.791  0.695  O3B    TD8 26 
TD8 "C4'"  "C4'"  C 0 1 Y N N 11.485 42.089 -72.649 -3.387  -3.595 0.787  "C4'"  TD8 27 
TD8 "N4'"  "N4'"  N 0 1 N N N 11.945 43.071 -73.434 -4.343  -3.630 1.789  "N4'"  TD8 28 
TD8 C4A    C4A    C 0 1 N N N 9.713  43.742 -68.513 -0.076  -0.935 2.361  C4A    TD8 29 
TD8 "C5'"  "C5'"  C 0 1 Y N N 10.371 42.221 -71.816 -2.618  -2.448 0.580  "C5'"  TD8 30 
TD8 C5A    C5A    C 0 1 N N N 11.792 46.244 -67.674 1.368   1.426  1.105  C5A    TD8 31 
TD8 C5B    C5B    C 0 1 N N N 13.314 46.063 -67.609 2.302   0.712  0.127  C5B    TD8 32 
TD8 O5G    O5G    O 0 1 N N N 13.860 45.861 -66.294 3.654   1.088  0.399  O5G    TD8 33 
TD8 "C6'"  "C6'"  C 0 1 Y N N 9.975  41.073 -71.130 -1.678  -2.463 -0.431 "C6'"  TD8 34 
TD8 H8     H8     H 0 1 N N N 10.728 47.189 -72.533 -4.256  -0.234 -0.309 H8     TD8 35 
TD8 H9     H9     H 0 1 N N N 13.033 45.853 -73.068 -4.581  1.736  1.217  H9     TD8 36 
TD8 H9A    H9A    H 0 1 N N N 12.101 45.817 -74.603 -4.159  2.811  -0.138 H9A    TD8 37 
TD8 HO9    HO9    H 0 1 N N N 9.842  46.346 -74.374 -3.270  1.771  -2.164 HO9    TD8 38 
TD8 H10    H10    H 0 1 N N N 12.025 48.362 -73.054 -6.045  1.890  -1.457 H10    TD8 39 
TD8 H10A   H10A   H 0 0 N N N 13.603 47.920 -73.788 -6.468  0.815  -0.103 H10A   TD8 40 
TD8 H12    H12    H 0 1 N N N 10.933 48.274 -75.182 -6.843  2.790  1.348  H12    TD8 41 
TD8 H12A   H12A   H 0 0 N N N 12.377 49.337 -75.289 -6.421  3.865  -0.006 H12A   TD8 42 
TD8 H2A    H2A    H 0 1 N N N 12.033 37.781 -71.533 -1.331  -6.490 -1.358 H2A    TD8 43 
TD8 H2AA   H2AA   H 0 0 N N N 12.520 38.223 -73.204 -3.025  -6.384 -1.894 H2AA   TD8 44 
TD8 H2AB   H2AB   H 0 0 N N N 13.542 38.715 -71.811 -1.749  -5.537 -2.802 H2AB   TD8 45 
TD8 H35    H35    H 0 1 N N N 8.664  43.288 -71.040 -2.538  -1.459 2.469  H35    TD8 46 
TD8 H35A   H35A   H 0 0 N N N 9.300  43.924 -72.595 -3.851  -0.911 1.399  H35A   TD8 47 
TD8 "HN4'" "HN4'" H 0 0 N N N 12.732 42.741 -73.956 -4.926  -4.400 1.877  "HN4'" TD8 48 
TD8 HN4A   HN4A   H 0 0 N N N 11.224 43.359 -74.064 -4.429  -2.885 2.404  HN4A   TD8 49 
TD8 H4A    H4A    H 0 1 N N N 10.328 42.863 -68.267 0.395   -1.766 1.836  H4A    TD8 50 
TD8 H4AA   H4AA   H 0 0 N N N 9.508  44.314 -67.596 0.676   -0.394 2.934  H4AA   TD8 51 
TD8 H4AB   H4AB   H 0 0 N N N 8.764  43.412 -68.960 -0.842  -1.318 3.036  H4AB   TD8 52 
TD8 H5A    H5A    H 0 1 N N N 11.534 47.308 -67.571 1.475   2.504  0.989  H5A    TD8 53 
TD8 H5AA   H5AA   H 0 0 N N N 11.309 45.670 -66.869 1.625   1.142  2.126  H5AA   TD8 54 
TD8 H5B    H5B    H 0 1 N N N 13.577 45.189 -68.223 2.195   -0.367 0.243  H5B    TD8 55 
TD8 H5BA   H5BA   H 0 0 N N N 13.780 46.964 -68.034 2.045   0.995  -0.894 H5BA   TD8 56 
TD8 "H6'"  "H6'"  H 0 1 N N N 9.116  41.115 -70.477 -1.065  -1.594 -0.621 "H6'"  TD8 57 
TD8 HO11   HO11   H 0 0 N N N 13.823 46.787 -77.402 -10.078 3.642  -0.154 HO11   TD8 58 
TD8 HO1B   HO1B   H 0 0 N N N 14.696 49.656 -65.375 7.888   -0.700 1.807  HO1B   TD8 59 
TD8 HO2A   HO2A   H 0 0 N N N 16.678 44.563 -65.710 4.816   2.006  -2.051 HO2A   TD8 60 
TD8 HO3B   HO3B   H 0 0 N N N 16.990 49.984 -68.248 9.703   1.605  0.641  HO3B   TD8 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 
TD8 S1    C2     SING Y N 1  
TD8 S1    C5     SING Y N 2  
TD8 C2    N3     DOUB Y N 3  
TD8 C2    C8     SING N N 4  
TD8 N3    C4     SING Y N 5  
TD8 N3    C35    SING N N 6  
TD8 C4    C5     DOUB Y N 7  
TD8 C4    C4A    SING N N 8  
TD8 C5    C5A    SING N N 9  
TD8 C8    C9     SING N N 10 
TD8 C8    O9     SING N N 11 
TD8 C9    C10    SING N N 12 
TD8 PA    O1A    DOUB N N 13 
TD8 PA    O2A    SING N N 14 
TD8 PA    O3A    SING N N 15 
TD8 PA    O5G    SING N N 16 
TD8 PB    O1B    SING N N 17 
TD8 PB    O2B    DOUB N N 18 
TD8 PB    O3A    SING N N 19 
TD8 PB    O3B    SING N N 20 
TD8 "N1'" "C2'"  DOUB Y N 21 
TD8 "N1'" "C6'"  SING Y N 22 
TD8 C10   C12    SING N N 23 
TD8 O11   C14    SING N N 24 
TD8 C12   C14    SING N N 25 
TD8 O12   C14    DOUB N N 26 
TD8 "C2'" C2A    SING N N 27 
TD8 "C2'" "N3'"  SING Y N 28 
TD8 "N3'" "C4'"  DOUB Y N 29 
TD8 C35   "C5'"  SING N N 30 
TD8 "C4'" "N4'"  SING N N 31 
TD8 "C4'" "C5'"  SING Y N 32 
TD8 "C5'" "C6'"  DOUB Y N 33 
TD8 C5A   C5B    SING N N 34 
TD8 C5B   O5G    SING N N 35 
TD8 C8    H8     SING N N 36 
TD8 C9    H9     SING N N 37 
TD8 C9    H9A    SING N N 38 
TD8 O9    HO9    SING N N 39 
TD8 C10   H10    SING N N 40 
TD8 C10   H10A   SING N N 41 
TD8 C12   H12    SING N N 42 
TD8 C12   H12A   SING N N 43 
TD8 C2A   H2A    SING N N 44 
TD8 C2A   H2AA   SING N N 45 
TD8 C2A   H2AB   SING N N 46 
TD8 C35   H35    SING N N 47 
TD8 C35   H35A   SING N N 48 
TD8 "N4'" "HN4'" SING N N 49 
TD8 "N4'" HN4A   SING N N 50 
TD8 C4A   H4A    SING N N 51 
TD8 C4A   H4AA   SING N N 52 
TD8 C4A   H4AB   SING N N 53 
TD8 C5A   H5A    SING N N 54 
TD8 C5A   H5AA   SING N N 55 
TD8 C5B   H5B    SING N N 56 
TD8 C5B   H5BA   SING N N 57 
TD8 "C6'" "H6'"  SING N N 58 
TD8 O11   HO11   SING N N 59 
TD8 O1B   HO1B   SING N N 60 
TD8 O2A   HO2A   SING N N 61 
TD8 O3B   HO3B   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 
TD8 SMILES           ACDLabs              12.01 "[O-]C(=O)CCCC(O)c1sc(c([n+]1Cc2cnc(nc2N)C)C)CCOP([O-])(=O)OP([O-])([O-])=O"                                                                                                                             
TD8 InChI            InChI                1.03  "InChI=1S/C17H26N4O10P2S/c1-10-14(6-7-30-33(28,29)31-32(25,26)27)34-17(13(22)4-3-5-15(23)24)21(10)9-12-8-19-11(2)20-16(12)18/h8,13,22H,3-7,9H2,1-2H3,(H5-,18,19,20,23,24,25,26,27,28,29)/p-3/t13-/m1/s1" 
TD8 InChIKey         InChI                1.03  WMOBQHPEAJZBCW-CYBMUJFWSA-K                                                                                                                                                                              
TD8 SMILES_CANONICAL CACTVS               3.370 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C@H](O)CCCC(O)=O)c(N)n1"                                                                                                                               
TD8 SMILES           CACTVS               3.370 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[CH](O)CCCC(O)=O)c(N)n1"                                                                                                                                
TD8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)[C@@H](CCCC(=O)O)O)CCOP(=O)(O)OP(=O)(O)O"                                                                                                                                    
TD8 SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(CCCC(=O)O)O)CCOP(=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 
TD8 "SYSTEMATIC NAME" ACDLabs              12.01 "(5R)-5-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-(2-{[(phosphonatooxy)phosphinato]oxy}ethyl)-1,3-thiazol-3-ium-2-yl}-5-hydroxypentanoate"            
TD8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5R)-5-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-5-[2-[oxidanyl(phosphonooxy)phosphoryl]oxyethyl]-1,3-thiazol-3-ium-2-yl]-5-oxidanyl-pentanoic 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 
TD8 "Create component"   2013-01-02 EBI  
TD8 "Other modification" 2013-02-22 EBI  
TD8 "Initial release"    2013-11-13 RCSB 
# 
