data_TQP
# 
_chem_comp.id                                    TQP 
_chem_comp.name                                  
;(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H35 N4 O19 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-12 
_chem_comp.pdbx_modified_date                    2009-02-13 
_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                        776.471 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TQP 
_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        3FRK 
_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 
TQP O2P    O2P    O 0 1 N N N 34.866 -15.432 -14.739 3.236  -6.970 -0.742 O2P    TQP 1  
TQP P      P      P 0 1 N N N 34.372 -14.149 -15.569 2.833  -5.423 -0.553 P      TQP 2  
TQP O3P    O3P    O 0 1 N N N 34.535 -12.885 -14.612 1.958  -4.938 -1.815 O3P    TQP 3  
TQP O1P    O1P    O 0 1 N N N 32.969 -14.324 -15.989 2.040  -5.267 0.686  O1P    TQP 4  
TQP O4P    O4P    O 0 1 N N N 35.290 -13.909 -16.878 4.169  -4.529 -0.452 O4P    TQP 5  
TQP "C5'"  "C5'"  C 0 1 N N N 36.638 -14.350 -16.621 4.148  -3.127 -0.177 "C5'"  TQP 6  
TQP C5P    C5P    C 0 1 Y N N 37.515 -13.706 -17.665 5.560  -2.599 -0.151 C5P    TQP 7  
TQP C4P    C4P    C 0 1 Y N N 37.578 -12.307 -17.767 5.806  -1.244 0.100  C4P    TQP 8  
TQP "C4'"  "C4'"  C 0 1 N N N 36.854 -11.421 -16.853 4.696  -0.303 0.345  "C4'"  TQP 9  
TQP C3P    C3P    C 0 1 Y N N 38.391 -11.739 -18.763 7.141  -0.807 0.113  C3P    TQP 10 
TQP "O3'"  "O3'"  O 0 1 N N N 38.457 -10.390 -18.906 7.438  0.495  0.352  "O3'"  TQP 11 
TQP C2P    C2P    C 0 1 Y N N 39.113 -12.565 -19.608 8.150  -1.730 -0.122 C2P    TQP 12 
TQP "C2'"  "C2'"  C 0 1 N N N 39.973 -11.967 -20.698 9.588  -1.280 -0.112 "C2'"  TQP 13 
TQP N1P    N1P    N 0 1 Y N N 39.036 -13.869 -19.476 7.867  -2.996 -0.353 N1P    TQP 14 
TQP C6P    C6P    C 0 1 Y N N 38.271 -14.444 -18.555 6.627  -3.446 -0.368 C6P    TQP 15 
TQP O4     O4     O 0 1 N N N 27.438 -5.111  -10.345 -9.197 -1.845 3.459  O4     TQP 16 
TQP C4     C4     C 0 1 N N N 28.273 -4.288  -10.715 -8.372 -1.849 2.562  C4     TQP 17 
TQP N3     N3     N 0 1 N N N 27.920 -2.993  -10.838 -8.329 -0.837 1.673  N3     TQP 18 
TQP C2     C2     C 0 1 N N N 28.815 -2.085  -11.269 -7.418 -0.842 0.683  C2     TQP 19 
TQP O2     O2     O 0 1 N N N 28.496 -0.910  -11.385 -7.390 0.078  -0.112 O2     TQP 20 
TQP C5     C5     C 0 1 N N N 29.603 -4.676  -11.020 -7.447 -2.915 2.447  C5     TQP 21 
TQP C5M    C5M    C 0 1 N N N 30.017 -6.116  -10.873 -7.470 -4.056 3.431  C5M    TQP 22 
TQP C6     C6     C 0 1 N N N 30.478 -3.743  -11.458 -6.543 -2.895 1.444  C6     TQP 23 
TQP N1     N1     N 0 1 N N N 30.063 -2.447  -11.586 -6.536 -1.851 0.559  N1     TQP 24 
TQP "C1'"  "C1'"  C 0 1 N N R 30.993 -1.440  -12.098 -5.556 -1.830 -0.529 "C1'"  TQP 25 
TQP "O4'"  "O4'"  O 0 1 N N N 31.621 -1.985  -13.272 -4.840 -0.583 -0.517 "O4'"  TQP 26 
TQP C2H    C2H    C 0 1 N N N 32.069 -1.047  -11.098 -6.278 -1.931 -1.887 C2H    TQP 27 
TQP "C3'"  "C3'"  C 0 1 N N S 33.402 -1.325  -11.815 -5.850 -0.648 -2.641 "C3'"  TQP 28 
TQP O3H    O3H    O 0 1 N N N 34.179 -0.131  -11.777 -5.580 -0.931 -4.015 O3H    TQP 29 
TQP C4H    C4H    C 0 1 N N R 33.060 -1.690  -13.279 -4.552 -0.250 -1.892 C4H    TQP 30 
TQP C5H    C5H    C 0 1 N N N 33.979 -2.855  -13.706 -4.285 1.250  -2.039 C5H    TQP 31 
TQP "O5'"  "O5'"  O 0 1 N N N 33.695 -3.723  -12.564 -3.079 1.588  -1.351 "O5'"  TQP 32 
TQP PA     PA     P 0 1 N N R 34.955 -4.633  -11.977 -2.492 3.086  -1.296 PA     TQP 33 
TQP O1A    O1A    O 0 1 N N N 34.153 -5.519  -11.064 -3.510 4.032  -0.484 O1A    TQP 34 
TQP O2A    O2A    O 0 1 N N N 36.001 -3.687  -11.166 -2.329 3.603  -2.673 O2A    TQP 35 
TQP O3A    O3A    O 0 1 N N N 35.882 -5.739  -12.713 -1.063 3.075  -0.554 O3A    TQP 36 
TQP PB     PB     P 0 1 N N S 36.937 -5.232  -13.800 0.148  4.131  -0.443 PB     TQP 37 
TQP O1B    O1B    O 0 1 N N N 38.293 -5.168  -13.145 -0.211 5.245  0.662  O1B    TQP 38 
TQP O2B    O2B    O 0 1 N N N 36.637 -3.752  -14.336 0.354  4.785  -1.755 O2B    TQP 39 
TQP O3B    O3B    O 0 1 N N N 37.058 -6.381  -14.878 1.494  3.360  -0.011 O3B    TQP 40 
TQP O4Q    O4Q    O 0 1 N N N 35.268 -10.416 -14.824 3.903  1.486  3.204  O4Q    TQP 41 
TQP C4Q    C4Q    C 0 1 N N S 36.541 -9.822  -14.529 4.000  2.506  2.207  C4Q    TQP 42 
TQP C5Q    C5Q    C 0 1 N N R 36.409 -8.748  -13.444 2.890  3.538  2.421  C5Q    TQP 43 
TQP O5Q    O5Q    O 0 1 N N N 37.660 -8.067  -13.187 2.954  4.524  1.389  O5Q    TQP 44 
TQP C6Q    C6Q    C 0 1 N N N 35.951 -9.494  -12.175 3.074  4.211  3.782  C6Q    TQP 45 
TQP C3Q    C3Q    C 0 1 N N S 37.129 -9.237  -15.812 3.844  1.879  0.818  C3Q    TQP 46 
TQP N3Q    N3Q    N 0 1 N N N 37.483 -10.336 -16.724 4.946  0.945  0.575  N3Q    TQP 47 
TQP C2Q    C2Q    C 0 1 N N R 38.388 -8.427  -15.489 3.872  2.990  -0.237 C2Q    TQP 48 
TQP O2Q    O2Q    O 0 1 N N N 38.745 -7.705  -16.673 3.655  2.425  -1.531 O2Q    TQP 49 
TQP C1Q    C1Q    C 0 1 N N R 38.023 -7.414  -14.406 2.767  4.004  0.071  C1Q    TQP 50 
TQP HO2P   HO2P   H 0 0 N N N 34.964 -16.172 -15.327 2.479  -7.568 -0.811 HO2P   TQP 51 
TQP HO3P   HO3P   H 0 0 N N N 34.567 -13.174 -13.708 2.416  -5.012 -2.663 HO3P   TQP 52 
TQP "H5'"  "H5'"  H 0 1 N N N 36.955 -14.044 -15.613 3.582  -2.613 -0.954 "H5'"  TQP 53 
TQP "H5'A" "H5'A" H 0 0 N N N 36.709 -15.447 -16.670 3.677  -2.953 0.791  "H5'A" TQP 54 
TQP "H4'"  "H4'"  H 0 1 N N N 35.922 -11.661 -16.363 3.676  -0.656 0.332  "H4'"  TQP 55 
TQP "HO3'" "HO3'" H 0 0 N N N 38.472 -9.981  -18.049 7.572  0.704  1.286  "HO3'" TQP 56 
TQP "H2'"  "H2'"  H 0 1 N N N 39.368 -11.822 -21.605 9.990  -1.367 0.897  "H2'"  TQP 57 
TQP "H2'A" "H2'A" H 0 0 N N N 40.369 -10.997 -20.362 10.169 -1.905 -0.790 "H2'A" TQP 58 
TQP "H2'B" "H2'B" H 0 0 N N N 40.809 -12.647 -20.920 9.645  -0.241 -0.437 "H2'B" TQP 59 
TQP H6P    H6P    H 0 1 N N N 38.239 -15.522 -18.500 6.444  -4.492 -0.562 H6P    TQP 60 
TQP HN3    HN3    H 0 1 N N N 26.990 -2.706  -10.608 -8.957 -0.101 1.747  HN3    TQP 61 
TQP H5M    H5M    H 0 1 N N N 30.118 -6.573  -11.869 -8.265 -3.891 4.160  H5M    TQP 62 
TQP H5MA   H5MA   H 0 0 N N N 30.981 -6.168  -10.346 -7.653 -4.990 2.900  H5MA   TQP 63 
TQP H5MB   H5MB   H 0 0 N N N 29.254 -6.660  -10.296 -6.511 -4.111 3.946  H5MB   TQP 64 
TQP H6     H6     H 0 1 N N N 31.493 -4.019  -11.704 -5.830 -3.699 1.341  H6     TQP 65 
TQP "H1'"  "H1'"  H 0 1 N N N 30.419 -0.527  -12.314 -4.859 -2.661 -0.417 "H1'"  TQP 66 
TQP H2H    H2H    H 0 1 N N N 31.983 0.015   -10.824 -5.950 -2.819 -2.428 H2H    TQP 67 
TQP H2AA   H2AA   H 0 0 N N N 31.982 -1.612  -10.158 -7.358 -1.949 -1.744 H2AA   TQP 68 
TQP "H3'"  "H3'"  H 0 1 N N N 33.967 -2.141  -11.342 -6.608 0.129  -2.547 "H3'"  TQP 69 
TQP HO3A   HO3A   H 0 0 N N N 34.352 0.106   -10.873 -6.342 -1.270 -4.504 HO3A   TQP 70 
TQP "H4'A" "H4'A" H 0 0 N N N 33.240 -0.898  -14.021 -3.705 -0.829 -2.259 "H4'A" TQP 71 
TQP H5H    H5H    H 0 1 N N N 33.718 -3.297  -14.679 -4.184 1.500  -3.095 H5H    TQP 72 
TQP H5AA   H5AA   H 0 0 N N N 35.036 -2.607  -13.884 -5.116 1.810  -1.611 H5AA   TQP 73 
TQP HO1A   HO1A   H 0 0 N N N 33.984 -6.348  -11.495 -3.665 3.752  0.429  HO1A   TQP 74 
TQP HO1B   HO1B   H 0 0 N N N 38.968 -5.155  -13.814 -0.359 4.887  1.548  HO1B   TQP 75 
TQP HO4Q   HO4Q   H 0 0 N N N 34.785 -10.547 -14.017 3.988  1.813  4.110  HO4Q   TQP 76 
TQP H4Q    H4Q    H 0 1 N N N 37.220 -10.595 -14.140 4.971  2.995  2.280  H4Q    TQP 77 
TQP H5Q    H5Q    H 0 1 N N N 35.698 -7.971  -13.762 1.920  3.041  2.389  H5Q    TQP 78 
TQP H6Q    H6Q    H 0 1 N N N 35.842 -10.566 -12.398 4.043  4.708  3.814  H6Q    TQP 79 
TQP H6QA   H6QA   H 0 0 N N N 36.700 -9.360  -11.380 2.283  4.946  3.934  H6QA   TQP 80 
TQP H6QB   H6QB   H 0 0 N N N 34.984 -9.089  -11.841 3.026  3.458  4.569  H6QB   TQP 81 
TQP H3Q    H3Q    H 0 1 N N N 36.386 -8.578  -16.284 2.894  1.348  0.762  H3Q    TQP 82 
TQP H2Q    H2Q    H 0 1 N N N 39.212 -9.075  -15.156 4.841  3.489  -0.214 H2Q    TQP 83 
TQP HO2Q   HO2Q   H 0 0 N N N 38.824 -6.781  -16.469 3.660  3.073  -2.249 HO2Q   TQP 84 
TQP H1Q    H1Q    H 0 1 N N N 38.926 -6.832  -14.170 2.810  4.819  -0.651 H1Q    TQP 85 
# 
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 
TQP P     O2P    SING N N 1  
TQP O2P   HO2P   SING N N 2  
TQP O4P   P      SING N N 3  
TQP O1P   P      DOUB N N 4  
TQP P     O3P    SING N N 5  
TQP O3P   HO3P   SING N N 6  
TQP O4P   "C5'"  SING N N 7  
TQP C5P   "C5'"  SING N N 8  
TQP "C5'" "H5'"  SING N N 9  
TQP "C5'" "H5'A" SING N N 10 
TQP C6P   C5P    DOUB Y N 11 
TQP C4P   C5P    SING N N 12 
TQP C3P   C4P    DOUB N N 13 
TQP C4P   "C4'"  SING N N 14 
TQP "C4'" N3Q    DOUB Y N 15 
TQP "C4'" "H4'"  SING N N 16 
TQP C2P   C3P    SING N N 17 
TQP "O3'" C3P    SING Y N 18 
TQP "O3'" "HO3'" SING Y N 19 
TQP "C2'" C2P    SING N N 20 
TQP C2P   N1P    DOUB N N 21 
TQP "C2'" "H2'"  SING N N 22 
TQP "C2'" "H2'A" SING N N 23 
TQP "C2'" "H2'B" SING Y N 24 
TQP N1P   C6P    SING Y N 25 
TQP C6P   H6P    SING N N 26 
TQP C4    O4     DOUB N N 27 
TQP C5    C4     SING N N 28 
TQP N3    C4     SING N N 29 
TQP C2    N3     SING N N 30 
TQP N3    HN3    SING N N 31 
TQP N1    C2     SING N N 32 
TQP O2    C2     DOUB N N 33 
TQP C6    C5     DOUB N N 34 
TQP C5    C5M    SING N N 35 
TQP C5M   H5M    SING N N 36 
TQP C5M   H5MA   SING N N 37 
TQP C5M   H5MB   SING N N 38 
TQP N1    C6     SING N N 39 
TQP C6    H6     SING N N 40 
TQP "C1'" N1     SING N N 41 
TQP "O4'" "C1'"  SING N N 42 
TQP "C1'" C2H    SING N N 43 
TQP "C1'" "H1'"  SING N N 44 
TQP C4H   "O4'"  SING N N 45 
TQP "C3'" C2H    SING N N 46 
TQP C2H   H2H    SING N N 47 
TQP C2H   H2AA   SING N N 48 
TQP C4H   "C3'"  SING N N 49 
TQP "C3'" O3H    SING N N 50 
TQP "C3'" "H3'"  SING N N 51 
TQP O3H   HO3A   SING N N 52 
TQP C5H   C4H    SING N N 53 
TQP C4H   "H4'A" SING N N 54 
TQP C5H   "O5'"  SING N N 55 
TQP C5H   H5H    SING N N 56 
TQP C5H   H5AA   SING N N 57 
TQP "O5'" PA     SING N N 58 
TQP O3A   PA     SING N N 59 
TQP PA    O2A    DOUB N N 60 
TQP PA    O1A    SING N N 61 
TQP O1A   HO1A   SING N N 62 
TQP PB    O3A    SING N N 63 
TQP O3B   PB     SING N N 64 
TQP O2B   PB     DOUB N N 65 
TQP PB    O1B    SING N N 66 
TQP O1B   HO1B   SING N N 67 
TQP O3B   C1Q    SING N N 68 
TQP O4Q   C4Q    SING N N 69 
TQP O4Q   HO4Q   SING N N 70 
TQP C3Q   C4Q    SING N N 71 
TQP C4Q   C5Q    SING N N 72 
TQP C4Q   H4Q    SING N N 73 
TQP C5Q   O5Q    SING N N 74 
TQP C5Q   C6Q    SING N N 75 
TQP C5Q   H5Q    SING N N 76 
TQP C1Q   O5Q    SING N N 77 
TQP C6Q   H6Q    SING N N 78 
TQP C6Q   H6QA   SING N N 79 
TQP C6Q   H6QB   SING N N 80 
TQP N3Q   C3Q    SING N N 81 
TQP C3Q   C2Q    SING N N 82 
TQP C3Q   H3Q    SING N N 83 
TQP O2Q   C2Q    SING N N 84 
TQP C2Q   C1Q    SING N N 85 
TQP C2Q   H2Q    SING N N 86 
TQP O2Q   HO2Q   SING N N 87 
TQP C1Q   H1Q    SING N N 88 
# 
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 
TQP SMILES           ACDLabs              10.04 O=P(OC2OC(C(O)C(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)C2O)C)(O)OP(=O)(O)OCC4OC(N3C=C(C(=O)NC3=O)C)CC4O 
TQP InChI            InChI                1.02b 
;InChI=1/C24H35N4O19P3/c1-10-7-28(24(34)27-22(10)33)17-4-15(29)16(45-17)9-43-49(38,39)47-50(40,41)46-23-21(32)18(20(31)12(3)44-23)26-6-14-13(8-42-48(35,36)37)5-25-11(2)19(14)30/h5-7,12,15-18,20-21,23,29-32H,4,8-9H2,1-3H3,(H,38,39)(H,40,41)(H,27,33,34)(H2,35,36,37)/b26-6+/t12-,15+,16-,17-,18+,20-,21-,23-/m1/s1/f/h27,35-36,38,40H
;
TQP InChIKey         InChI                1.02b UJDWKFAFGYHSFM-VGEBLBQSDW 
TQP SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N3C=C(C)C(=O)NC3=O)[C@H](O)[C@@H](N=Cc4c(O)c(C)ncc4CO[P](O)(O)=O)[C@@H]1O 
TQP SMILES           CACTVS               3.341 C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH](C[CH]2O)N3C=C(C)C(=O)NC3=O)[CH](O)[CH](N=Cc4c(O)c(C)ncc4CO[P](O)(O)=O)[CH]1O 
TQP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=N\[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O)O[P@](=O)(O)O[P@](=O)(O)OC[C@@H]3[C@H](C[C@@H](O3)N4C=C(C(=O)NC4=O)C)O)C)O)O 
TQP SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC2C(C(OC(C2O)OP(=O)(O)OP(=O)(O)OCC3C(CC(O3)N4C=C(C(=O)NC4=O)C)O)C)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 
TQP "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
;
TQP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-6-methyl-oxan-2-yl]oxy-hydroxy-phosphoryl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate" 
# 
