data_T5X
# 
_chem_comp.id                                    T5X 
_chem_comp.name                                  2-C-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium-2-yl}-5-O-phosphono-D-xylitol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H30 N4 O15 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "D-XYLULOSE-5-PHOSPHATE THIAMIN DIPHOSPHATE ADDUCT" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2007-10-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        655.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T5X 
_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        2R8O 
_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 
T5X O2A  O2A  O 0 1 N N N 16.925 -16.658 4.867  -4.744 -2.721 -1.455 O2A  T5X 1  
T5X PA   PA   P 0 1 N N R 15.869 -17.597 4.337  -5.304 -1.671 -0.370 PA   T5X 2  
T5X O1A  O1A  O 0 1 N N N 15.887 -17.939 2.882  -5.644 -0.399 -1.044 O1A  T5X 3  
T5X O3A  O3A  O 0 1 N N N 15.898 -18.912 5.264  -6.622 -2.276 0.331  O3A  T5X 4  
T5X PB   PB   P 0 1 N N N 15.473 -20.449 4.988  -8.150 -2.468 -0.138 PB   T5X 5  
T5X O3B  O3B  O 0 1 N N N 16.262 -21.143 6.053  -8.901 -1.045 -0.116 O3B  T5X 6  
T5X O2B  O2B  O 0 1 N N N 15.845 -20.882 3.600  -8.179 -3.020 -1.511 O2B  T5X 7  
T5X O1B  O1B  O 0 1 N N N 13.962 -20.427 5.132  -8.895 -3.484 0.864  O1B  T5X 8  
T5X O7   O7   O 0 1 N N N 14.435 -16.973 4.634  -4.177 -1.402 0.748  O7   T5X 9  
T5X C7   C7   C 0 1 N N N 14.337 -16.341 5.904  -2.929 -0.770 0.458  C7   T5X 10 
T5X C6   C6   C 0 1 N N N 12.918 -15.869 6.082  -2.098 -0.671 1.739  C6   T5X 11 
T5X C5   C5   C 0 1 Y N N 12.830 -15.272 7.458  -0.781 -0.005 1.433  C5   T5X 12 
T5X S1   S1   S 0 1 Y N N 13.236 -16.227 8.922  0.702  -0.818 0.938  S1   T5X 13 
T5X C2   C2   C 0 1 Y N N 12.430 -15.025 9.987  1.509  0.687  0.856  C2   T5X 14 
T5X CX2  CX2  C 0 1 N N S 11.983 -15.466 11.364 2.954  0.870  0.467  CX2  T5X 15 
T5X CX3  CX3  C 0 1 N N S 10.610 -16.163 11.229 3.618  -0.499 0.312  CX3  T5X 16 
T5X CX4  CX4  C 0 1 N N R 9.774  -16.228 12.516 5.113  -0.313 0.045  CX4  T5X 17 
T5X CX5  CX5  C 0 1 N N N 8.334  -16.628 12.217 5.800  -1.680 0.021  CX5  T5X 18 
T5X OX5  OX5  O 0 1 N N N 7.519  -16.371 13.367 7.212  -1.501 -0.113 OX5  T5X 19 
T5X PX   PX   P 0 1 N N N 6.080  -17.072 13.543 8.250  -2.730 -0.173 PX   T5X 20 
T5X OX7  OX7  O 0 1 N N N 5.330  -16.827 12.257 8.064  -3.591 1.016  OX7  T5X 21 
T5X OX6  OX6  O 0 1 N N N 5.493  -16.375 14.747 7.985  -3.592 -1.507 OX6  T5X 22 
T5X OX8  OX8  O 0 1 N N N 6.383  -18.543 13.768 9.756  -2.160 -0.192 OX8  T5X 23 
T5X OX4  OX4  O 0 1 N N N 10.305 -17.186 13.438 5.295  0.334  -1.216 OX4  T5X 24 
T5X OX3  OX3  O 0 1 N N N 10.747 -17.489 10.684 3.022  -1.197 -0.783 OX3  T5X 25 
T5X CX1  CX1  C 0 1 N N N 13.048 -16.351 12.022 3.032  1.628  -0.859 CX1  T5X 26 
T5X OX1  OX1  O 0 1 N N N 14.227 -15.606 12.385 2.308  0.912  -1.861 OX1  T5X 27 
T5X OX2  OX2  O 0 1 N N N 11.838 -14.296 12.174 3.629  1.615  1.482  OX2  T5X 28 
T5X N3   N3   N 1 1 Y N N 12.088 -14.016 9.152  0.703  1.642  1.175  N3   T5X 29 
T5X C4   C4   C 0 1 Y N N 12.171 -14.113 7.814  -0.534 1.307  1.484  C4   T5X 30 
T5X CM4  CM4  C 0 1 N N N 11.528 -13.250 6.755  -1.581 2.320  1.867  CM4  T5X 31 
T5X C7,  C7,  C 0 1 N N N 11.704 -12.713 9.690  1.142  3.040  1.187  C7,  T5X 32 
T5X C5,  C5,  C 0 1 Y N N 12.785 -11.645 9.645  0.298  3.839  0.227  C5,  T5X 33 
T5X C4,  C4,  C 0 1 Y N N 13.990 -11.700 10.368 -0.632 4.769  0.695  C4,  T5X 34 
T5X N4,  N4,  N 0 1 N N N 14.319 -12.734 11.179 -0.798 4.976  2.055  N4,  T5X 35 
T5X N3,  N3,  N 0 1 Y N N 14.891 -10.689 10.275 -1.356 5.455  -0.185 N3,  T5X 36 
T5X C2,  C2,  C 0 1 Y N N 14.621 -9.624  9.503  -1.201 5.261  -1.479 C2,  T5X 37 
T5X CM2  CM2  C 0 1 N N N 15.608 -8.496  9.424  -2.040 6.057  -2.445 CM2  T5X 38 
T5X N1,  N1,  N 0 1 Y N N 13.466 -9.548  8.807  -0.331 4.391  -1.952 N1,  T5X 39 
T5X C6,  C6,  C 0 1 Y N N 12.547 -10.526 8.854  0.430  3.674  -1.138 C6,  T5X 40 
T5X HO2A HO2A H 0 0 N N N 17.549 -16.461 4.178  -4.501 -3.579 -1.082 HO2A T5X 41 
T5X HO3B HO3B H 0 0 N N N 17.149 -21.290 5.746  -8.921 -0.624 0.754  HO3B T5X 42 
T5X HO1B HO1B H 0 0 N N N 13.731 -20.422 6.054  -9.822 -3.647 0.641  HO1B T5X 43 
T5X H71  1H7  H 0 1 N N N 14.598 -17.055 6.699  -2.387 -1.359 -0.282 H71  T5X 44 
T5X H72  2H7  H 0 1 N N N 15.032 -15.490 5.961  -3.111 0.230  0.064  H72  T5X 45 
T5X H61  1H6  H 0 1 N N N 12.666 -15.116 5.321  -2.640 -0.082 2.479  H61  T5X 46 
T5X H62  2H6  H 0 1 N N N 12.208 -16.702 5.968  -1.916 -1.671 2.133  H62  T5X 47 
T5X HX3  HX3  H 0 1 N N N 10.054 -15.514 10.536 3.481  -1.075 1.227  HX3  T5X 48 
T5X HX4  HX4  H 0 1 N N N 9.808  -15.221 12.958 5.550  0.299  0.834  HX4  T5X 49 
T5X HX51 1HX5 H 0 0 N N N 7.960  -16.042 11.364 5.588  -2.210 0.949  HX51 T5X 50 
T5X HX52 2HX5 H 0 0 N N N 8.294  -17.699 11.971 5.427  -2.260 -0.823 HX52 T5X 51 
T5X HOX6 HOX6 H 0 0 N N N 5.370  -17.004 15.449 8.089  -3.090 -2.326 HOX6 T5X 52 
T5X HOX8 HOX8 H 0 0 N N N 6.446  -18.986 12.930 10.436 -2.847 -0.228 HOX8 T5X 53 
T5X HOX4 HOX4 H 0 0 N N N 10.423 -18.019 12.997 4.930  -0.156 -1.966 HOX4 T5X 54 
T5X HOX3 HOX3 H 0 0 N N N 10.777 -17.441 9.736  3.220  -0.813 -1.648 HOX3 T5X 55 
T5X HX11 1HX1 H 0 0 N N N 12.620 -16.795 12.933 2.598  2.621  -0.737 HX11 T5X 56 
T5X HX12 2HX1 H 0 0 N N N 13.344 -17.122 11.295 4.075  1.723  -1.163 HX12 T5X 57 
T5X HOX1 HOX1 H 0 0 N N N 14.750 -15.442 11.609 2.315  1.335  -2.730 HOX1 T5X 58 
T5X HOX2 HOX2 H 0 0 N N N 11.806 -14.546 13.090 3.619  1.193  2.352  HOX2 T5X 59 
T5X HM41 1HM4 H 0 0 N N N 11.372 -12.236 7.152  -1.464 2.584  2.918  HM41 T5X 60 
T5X HM42 2HM4 H 0 0 N N N 12.185 -13.201 5.874  -1.464 3.214  1.254  HM42 T5X 61 
T5X HM43 3HM4 H 0 0 N N N 10.559 -13.684 6.467  -2.572 1.896  1.707  HM43 T5X 62 
T5X H7,1 1H7, H 0 0 N N N 10.852 -12.348 9.098  1.032  3.447  2.192  H7,1 T5X 63 
T5X H7,2 2H7, H 0 0 N N N 11.477 -12.875 10.754 2.187  3.095  0.884  H7,2 T5X 64 
T5X H4,1 1H4, H 0 0 N N N 14.400 -13.571 10.637 -0.175 4.581  2.685  H4,1 T5X 65 
T5X H4,2 2H4, H 0 0 N N N 15.192 -12.541 11.627 -1.536 5.515  2.377  H4,2 T5X 66 
T5X HM21 1HM2 H 0 0 N N N 15.849 -8.148  10.439 -1.522 6.981  -2.701 HM21 T5X 67 
T5X HM22 2HM2 H 0 0 N N N 16.526 -8.846  8.929  -2.207 5.472  -3.349 HM22 T5X 68 
T5X HM23 3HM2 H 0 0 N N N 15.172 -7.668  8.846  -2.999 6.294  -1.983 HM23 T5X 69 
T5X H6,  H6,  H 0 1 N N N 11.633 -10.445 8.284  1.140  2.964  -1.537 H6,  T5X 70 
# 
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 
T5X O1A PA   DOUB N N 1  
T5X O2B PB   DOUB N N 2  
T5X PA  O7   SING N N 3  
T5X PA  O2A  SING N N 4  
T5X PA  O3A  SING N N 5  
T5X O7  C7   SING N N 6  
T5X PB  O1B  SING N N 7  
T5X PB  O3A  SING N N 8  
T5X PB  O3B  SING N N 9  
T5X C7  C6   SING N N 10 
T5X C6  C5   SING N N 11 
T5X CM4 C4   SING N N 12 
T5X C5  C4   DOUB N N 13 
T5X C5  S1   SING N N 14 
T5X C4  N3   SING N N 15 
T5X N1, C6,  DOUB N N 16 
T5X N1, C2,  SING N N 17 
T5X C6, C5,  SING N N 18 
T5X S1  C2   SING Y N 19 
T5X N3  C7,  SING Y N 20 
T5X N3  C2   DOUB Y N 21 
T5X CM2 C2,  SING N N 22 
T5X C2, N3,  DOUB N N 23 
T5X C5, C7,  SING N N 24 
T5X C5, C4,  DOUB N N 25 
T5X C2  CX2  SING N N 26 
T5X N3, C4,  SING N N 27 
T5X C4, N4,  SING N N 28 
T5X OX3 CX3  SING N N 29 
T5X CX3 CX2  SING N N 30 
T5X CX3 CX4  SING N N 31 
T5X CX2 CX1  SING N N 32 
T5X CX2 OX2  SING N N 33 
T5X CX1 OX1  SING N N 34 
T5X CX5 CX4  SING N N 35 
T5X CX5 OX5  SING N N 36 
T5X OX7 PX   DOUB N N 37 
T5X CX4 OX4  SING N N 38 
T5X OX5 PX   SING N N 39 
T5X PX  OX8  SING N N 40 
T5X PX  OX6  SING N N 41 
T5X O2A HO2A SING N N 42 
T5X O3B HO3B SING N N 43 
T5X O1B HO1B SING N N 44 
T5X C7  H71  SING N N 45 
T5X C7  H72  SING N N 46 
T5X C6  H61  SING N N 47 
T5X C6  H62  SING N N 48 
T5X CX3 HX3  SING Y N 49 
T5X CX4 HX4  SING Y N 50 
T5X CX5 HX51 SING N N 51 
T5X CX5 HX52 SING N N 52 
T5X OX6 HOX6 SING N N 53 
T5X OX8 HOX8 SING N N 54 
T5X OX4 HOX4 SING N N 55 
T5X OX3 HOX3 SING N N 56 
T5X CX1 HX11 SING N N 57 
T5X CX1 HX12 SING Y N 58 
T5X OX1 HOX1 SING N N 59 
T5X OX2 HOX2 SING N N 60 
T5X CM4 HM41 SING N N 61 
T5X CM4 HM42 SING Y N 62 
T5X CM4 HM43 SING Y N 63 
T5X C7, H7,1 SING N N 64 
T5X C7, H7,2 SING N N 65 
T5X N4, H4,1 SING N N 66 
T5X N4, H4,2 SING N N 67 
T5X CM2 HM21 SING Y N 68 
T5X CM2 HM22 SING Y N 69 
T5X CM2 HM23 SING Y N 70 
T5X C6, H6,  SING N N 71 
# 
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 
T5X SMILES           ACDLabs              10.04 O=P(O)(O)OCC(O)C(O)C(O)(c1sc(c([n+]1Cc2cnc(nc2N)C)C)CCOP(=O)(O)OP(=O)(O)O)CO 
T5X InChI            InChI                1.02b 
;InChI=1/C17H29N4O15P3S/c1-9-13(3-4-34-39(32,33)36-38(29,30)31)40-16(21(9)6-11-5-19-10(2)20-15(11)18)17(25,8-22)14(24)12(23)7-35-37(26,27)28/h5,12,14,22-25H,3-4,6-8H2,1-2H3,(H6-,18,19,20,26,27,28,29,30,31,32,33)/p+1/t12-,14+,17+/m1/s1/fC17H30N4O15P3S/h26-27,29-30,32H,18H2/q+1
;
T5X InChIKey         InChI                1.02b CRLXIEJPMQNLRP-VLZMUDSSDB 
T5X SMILES_CANONICAL CACTVS               3.341 Cc1ncc(C[n+]2c(C)c(CCO[P@](O)(=O)O[P](O)(O)=O)sc2[C@](O)(CO)[C@@H](O)[C@H](O)CO[P](O)(O)=O)c(N)n1 
T5X SMILES           CACTVS               3.341 Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C](O)(CO)[CH](O)[CH](O)CO[P](O)(O)=O)c(N)n1 
T5X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)[C@](CO)([C@H]([C@@H](COP(=O)(O)O)O)O)O)CCO[P@@](=O)(O)OP(=O)(O)O 
T5X SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(CO)(C(C(COP(=O)(O)O)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 
T5X "SYSTEMATIC NAME" ACDLabs              10.04 2-C-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium-2-yl}-5-O-phosphono-D-xylitol                     
T5X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-[(2S,3S,4R)-1,2,3,4-tetrahydroxy-5-phosphonooxy-pentan-2-yl]-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate" 
# 
