data_T6F
# 
_chem_comp.id                                    T6F 
_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}-6-O-phosphono-D-glucitol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H32 N4 O16 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "D-FRUCTOSE-6-PHOSPHATE THIAMIN DIPHOSPHATE ADDUCT" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2007-10-26 
_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                        685.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T6F 
_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        2R8P 
_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 
T6F O2A  O2A  O 0 1 N N N 16.952 -16.940 5.140  -5.027  -2.905 -1.453 O2A  T6F 1  
T6F PA   PA   P 0 1 N N R 15.850 -17.675 4.438  -5.661  -1.871 -0.394 PA   T6F 2  
T6F O1A  O1A  O 0 1 N N N 15.915 -17.976 2.981  -6.059  -0.630 -1.095 O1A  T6F 3  
T6F O3A  O3A  O 0 1 N N N 15.431 -18.952 5.324  -6.954  -2.536 0.297  O3A  T6F 4  
T6F PB   PB   P 0 1 N N N 15.716 -20.531 5.172  -8.462  -2.820 -0.191 PB   T6F 5  
T6F O3B  O3B  O 0 1 N N N 16.995 -20.682 5.969  -9.290  -1.439 -0.203 O3B  T6F 6  
T6F O2B  O2B  O 0 1 N N N 15.830 -20.917 3.718  -8.439  -3.394 -1.555 O2B  T6F 7  
T6F O1B  O1B  O 0 1 N N N 14.587 -21.229 5.873  -9.165  -3.859 0.817  O1B  T6F 8  
T6F O7   O7   O 0 1 N N N 14.483 -16.834 4.487  -4.568  -1.523 0.735  O7   T6F 9  
T6F C7   C7   C 0 1 N N N 13.562 -16.849 5.563  -3.351  -0.828 0.453  C7   T6F 10 
T6F C6   C6   C 0 1 N N N 13.314 -15.392 5.865  -2.547  -0.663 1.744  C6   T6F 11 
T6F C5   C5   C 0 1 Y N N 12.882 -15.229 7.298  -1.264  0.070  1.447  C5   T6F 12 
T6F S1   S1   S 0 1 Y N N 13.503 -16.080 8.758  0.268   -0.668 0.987  S1   T6F 13 
T6F C2   C2   C 0 1 Y N N 12.570 -15.049 9.947  0.994   0.877  0.892  C2   T6F 14 
T6F CF2  CF2  C 0 1 N N S 12.039 -15.477 11.310 2.431   1.134  0.521  CF2  T6F 15 
T6F OF2  OF2  O 0 1 N N N 11.812 -14.327 12.132 3.049   1.931  1.533  OF2  T6F 16 
T6F CF1  CF1  C 0 1 N N N 13.127 -16.293 12.022 2.489   1.874  -0.817 CF1  T6F 17 
T6F OF1  OF1  O 0 1 N N N 14.227 -15.483 12.506 1.821   1.103  -1.817 OF1  T6F 18 
T6F CF3  CF3  C 0 1 N N S 10.697 -16.230 11.132 3.172   -0.199 0.398  CF3  T6F 19 
T6F OF3  OF3  O 0 1 N N N 10.899 -17.569 10.644 2.632   -0.946 -0.694 OF3  T6F 20 
T6F CF4  CF4  C 0 1 N N R 9.765  -16.311 12.361 4.659   0.064  0.150  CF4  T6F 21 
T6F OF4  OF4  O 0 1 N N N 10.325 -17.175 13.364 4.824   0.701  -1.119 OF4  T6F 22 
T6F CF5  CF5  C 0 1 N N R 8.376  -16.861 12.000 5.420   -1.262 0.158  CF5  T6F 23 
T6F OF5  OF5  O 0 1 N N N 7.756  -16.119 10.936 5.255   -1.899 1.427  OF5  T6F 24 
T6F CF6  CF6  C 0 1 N N N 7.413  -16.880 13.188 6.907   -0.999 -0.090 CF6  T6F 25 
T6F OF6  OF6  O 0 1 N N N 6.159  -17.405 12.743 7.600   -2.244 -0.198 OF6  T6F 26 
T6F PF   PF   P 0 1 N N N 4.809  -17.264 13.621 9.185   -2.345 -0.461 PF   T6F 27 
T6F OF8  OF8  O 0 1 N N N 3.748  -16.832 12.627 9.533   -1.584 -1.682 OF8  T6F 28 
T6F OF7  OF7  O 0 1 N N N 5.165  -16.247 14.686 9.978   -1.731 0.798  OF7  T6F 29 
T6F OF9  OF9  O 0 1 N N N 4.574  -18.665 14.159 9.599   -3.889 -0.655 OF9  T6F 30 
T6F N3   N3   N 1 1 Y N N 12.251 -14.034 9.111  0.131   1.792  1.183  N3   T6F 31 
T6F C4   C4   C 0 1 Y N N 12.240 -14.095 7.764  -1.090  1.394  1.479  C4   T6F 32 
T6F CM4  CM4  C 0 1 N N N 11.473 -13.247 6.767  -2.197  2.354  1.830  CM4  T6F 33 
T6F C7,  C7,  C 0 1 N N N 11.808 -12.773 9.686  0.492   3.212  1.178  C7,  T6F 34 
T6F C5,  C5,  C 0 1 Y N N 12.875 -11.687 9.655  -0.378  3.948  0.193  C5,  T6F 35 
T6F C4,  C4,  C 0 1 Y N N 14.086 -11.737 10.369 -1.365  4.833  0.632  C4,  T6F 36 
T6F N4,  N4,  N 0 1 N N N 14.446 -12.782 11.172 -1.563  5.051  1.985  N4,  T6F 37 
T6F N3,  N3,  N 0 1 Y N N 14.959 -10.700 10.257 -2.112  5.463  -0.271 N3,  T6F 38 
T6F C2,  C2,  C 0 1 Y N N 14.657 -9.625  9.497  -1.926  5.258  -1.559 C2,  T6F 39 
T6F CM2  CM2  C 0 1 N N N 15.613 -8.471  9.406  -2.793  5.992  -2.549 CM2  T6F 40 
T6F N1,  N1,  N 0 1 Y N N 13.486 -9.561  8.819  -1.003  4.430  -2.005 N1,  T6F 41 
T6F C6,  C6,  C 0 1 Y N N 12.602 -10.569 8.871  -0.217  3.769  -1.167 C6,  T6F 42 
T6F HO2A HO2A H 0 0 N N N 17.666 -16.785 4.533  -4.743  -3.743 -1.063 HO2A T6F 43 
T6F HO3B HO3B H 0 0 N N N 17.736 -20.714 5.376  -9.346  -1.007 0.660  HO3B T6F 44 
T6F HO1B HO1B H 0 0 N N N 14.821 -21.376 6.782  -10.078 -4.077 0.584  HO1B T6F 45 
T6F H71  1H7  H 0 1 N N N 12.630 -17.361 5.282  -2.767  -1.398 -0.269 H71  T6F 46 
T6F H72  2H7  H 0 1 N N N 13.949 -17.396 6.436  -3.581  0.154  0.040  H72  T6F 47 
T6F H61  1H6  H 0 1 N N N 14.241 -14.823 5.698  -3.132  -0.093 2.466  H61  T6F 48 
T6F H62  2H6  H 0 1 N N N 12.520 -15.016 5.203  -2.317  -1.645 2.157  H62  T6F 49 
T6F HOF2 HOF2 H 0 0 N N N 11.762 -14.593 13.043 3.049   1.523  2.410  HOF2 T6F 50 
T6F HF11 1HF1 H 0 0 N N N 12.668 -16.800 12.884 1.999   2.843  -0.717 HF11 T6F 51 
T6F HF12 2HF1 H 0 0 N N N 13.539 -17.001 11.288 3.529   2.022  -1.106 HF12 T6F 52 
T6F HOF1 HOF1 H 0 0 N N N 14.828 -15.306 11.792 1.818   1.512  -2.693 HOF1 T6F 53 
T6F HF3  HF3  H 0 1 N N N 10.180 -15.593 10.399 3.053   -0.767 1.321  HF3  T6F 54 
T6F HOF3 HOF3 H 0 0 N N N 10.944 -17.557 9.695  2.823   -0.566 -1.562 HOF3 T6F 55 
T6F HF4  HF4  H 0 1 N N N 9.664  -15.283 12.738 5.049   0.712  0.935  HF4  T6F 56 
T6F HOF4 HOF4 H 0 0 N N N 10.449 -18.044 13.001 4.498   0.180  -1.865 HOF4 T6F 57 
T6F HF5  HF5  H 0 1 N N N 8.565  -17.895 11.674 5.030   -1.910 -0.627 HF5  T6F 58 
T6F HOF5 HOF5 H 0 0 N N N 7.619  -15.221 11.214 5.581   -1.378 2.174  HOF5 T6F 59 
T6F HF61 1HF6 H 0 0 N N N 7.820  -17.515 13.989 7.026   -0.435 -1.015 HF61 T6F 60 
T6F HF62 2HF6 H 0 0 N N N 7.278  -15.862 13.581 7.318   -0.425 0.741  HF62 T6F 61 
T6F HOF7 HOF7 H 0 0 N N N 5.240  -16.682 15.527 9.798   -2.182 1.635  HOF7 T6F 62 
T6F HOF9 HOF9 H 0 0 N N N 4.525  -19.279 13.435 10.543  -4.025 -0.818 HOF9 T6F 63 
T6F HM41 1HM4 H 0 0 N N N 11.287 -12.252 7.197  -2.111  2.640  2.879  HM41 T6F 64 
T6F HM42 2HM4 H 0 0 N N N 12.063 -13.143 5.844  -2.120  3.243  1.204  HM42 T6F 65 
T6F HM43 3HM4 H 0 0 N N N 10.513 -13.731 6.536  -3.161  1.874  1.663  HM43 T6F 66 
T6F H7,1 1H7, H 0 0 N N N 10.941 -12.419 9.110  0.345   3.628  2.174  H7,1 T6F 67 
T6F H7,2 2H7, H 0 0 N N N 11.565 -12.962 10.742 1.538   3.320  0.890  H7,2 T6F 68 
T6F H4,1 1H4, H 0 0 N N N 14.534 -13.612 10.621 -0.929  4.701  2.631  H4,1 T6F 69 
T6F H4,2 2H4, H 0 0 N N N 15.321 -12.579 11.611 -2.335  5.555  2.288  H4,2 T6F 70 
T6F HM21 1HM2 H 0 0 N N N 15.847 -8.107  10.417 -2.322  6.939  -2.813 HM21 T6F 71 
T6F HM22 2HM2 H 0 0 N N N 16.539 -8.800  8.912  -2.914  5.384  -3.446 HM22 T6F 72 
T6F HM23 3HM2 H 0 0 N N N 15.154 -7.660  8.822  -3.770  6.183  -2.106 HM23 T6F 73 
T6F H6,  H6,  H 0 1 N N N 11.683 -10.514 8.307  0.537   3.093  -1.544 H6,  T6F 74 
# 
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 
T6F O1A PA   DOUB N N 1  
T6F O2B PB   DOUB N N 2  
T6F PA  O7   SING N N 3  
T6F PA  O2A  SING N N 4  
T6F PA  O3A  SING N N 5  
T6F O7  C7   SING N N 6  
T6F PB  O3A  SING N N 7  
T6F PB  O1B  SING N N 8  
T6F PB  O3B  SING N N 9  
T6F C7  C6   SING N N 10 
T6F C6  C5   SING N N 11 
T6F CM4 C4   SING N N 12 
T6F C5  C4   DOUB N N 13 
T6F C5  S1   SING N N 14 
T6F C4  N3   SING N N 15 
T6F S1  C2   SING N N 16 
T6F N1, C6,  DOUB N N 17 
T6F N1, C2,  SING N N 18 
T6F C6, C5,  SING Y N 19 
T6F N3  C7,  SING Y N 20 
T6F N3  C2   DOUB Y N 21 
T6F CM2 C2,  SING N N 22 
T6F C2, N3,  DOUB N N 23 
T6F C5, C7,  SING N N 24 
T6F C5, C4,  DOUB N N 25 
T6F C2  CF2  SING N N 26 
T6F N3, C4,  SING N N 27 
T6F C4, N4,  SING N N 28 
T6F OF3 CF3  SING N N 29 
T6F OF5 CF5  SING N N 30 
T6F CF3 CF2  SING N N 31 
T6F CF3 CF4  SING N N 32 
T6F CF2 CF1  SING N N 33 
T6F CF2 OF2  SING N N 34 
T6F CF5 CF4  SING N N 35 
T6F CF5 CF6  SING N N 36 
T6F CF1 OF1  SING N N 37 
T6F CF4 OF4  SING N N 38 
T6F OF8 PF   DOUB N N 39 
T6F OF6 CF6  SING N N 40 
T6F OF6 PF   SING N N 41 
T6F PF  OF9  SING N N 42 
T6F PF  OF7  SING N N 43 
T6F O2A HO2A SING N N 44 
T6F O3B HO3B SING N N 45 
T6F O1B HO1B SING N N 46 
T6F C7  H71  SING N N 47 
T6F C7  H72  SING N N 48 
T6F C6  H61  SING N N 49 
T6F C6  H62  SING N N 50 
T6F OF2 HOF2 SING N N 51 
T6F CF1 HF11 SING N N 52 
T6F CF1 HF12 SING Y N 53 
T6F OF1 HOF1 SING Y N 54 
T6F CF3 HF3  SING N N 55 
T6F OF3 HOF3 SING N N 56 
T6F CF4 HF4  SING N N 57 
T6F OF4 HOF4 SING N N 58 
T6F CF5 HF5  SING N N 59 
T6F OF5 HOF5 SING N N 60 
T6F CF6 HF61 SING N N 61 
T6F CF6 HF62 SING Y N 62 
T6F OF7 HOF7 SING N N 63 
T6F OF9 HOF9 SING N N 64 
T6F CM4 HM41 SING N N 65 
T6F CM4 HM42 SING Y N 66 
T6F CM4 HM43 SING Y N 67 
T6F C7, H7,1 SING N N 68 
T6F C7, H7,2 SING N N 69 
T6F N4, H4,1 SING N N 70 
T6F N4, H4,2 SING N N 71 
T6F CM2 HM21 SING Y N 72 
T6F CM2 HM22 SING Y N 73 
T6F CM2 HM23 SING Y N 74 
T6F C6, H6,  SING N N 75 
# 
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 
T6F SMILES           ACDLabs              10.04 O=P(O)(O)OCC(O)C(O)C(O)C(O)(c1sc(c([n+]1Cc2cnc(nc2N)C)C)CCOP(=O)(O)OP(=O)(O)O)CO 
T6F InChI            InChI                1.02b 
;InChI=1/C18H31N4O16P3S/c1-9-13(3-4-36-41(34,35)38-40(31,32)33)42-17(22(9)6-11-5-20-10(2)21-16(11)19)18(27,8-23)15(26)14(25)12(24)7-37-39(28,29)30/h5,12,14-15,23-27H,3-4,6-8H2,1-2H3,(H6-,19,20,21,28,29,30,31,32,33,34,35)/p+1/t12-,14-,15+,18+/m1/s1/fC18H32N4O16P3S/h28-29,31-32,34H,19H2/q+1
;
T6F InChIKey         InChI                1.02b AJFWOWNNZFXSES-TVTGUIOIDI 
T6F 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)[C@H](O)CO[P](O)(O)=O)c(N)n1 
T6F 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)[CH](O)CO[P](O)(O)=O)c(N)n1 
T6F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)[C@](CO)([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)O)CCO[P@@](=O)(O)OP(=O)(O)O 
T6F SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(CO)(C(C(C(COP(=O)(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 
T6F "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}-6-O-phosphono-D-glucitol                        
T6F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-[(2S,3S,4R,5R)-1,2,3,4,5-pentahydroxy-6-phosphonooxy-hexan-2-yl]-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate" 
# 
