data_UP5
# 
_chem_comp.id                                    UP5 
_chem_comp.name                                  "P1-(ADENOSINE-5'-P5-(URIDINE-5')PENTAPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H28 N7 O24 P5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        893.327 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UP5 
_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        1UKE 
_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 
UP5 N9A    AN9    N 0 1 Y N N 35.001 60.668 -7.101  0.522  -0.676 10.722  N9A    UP5 1  
UP5 C8A    AC8    C 0 1 Y N N 36.340 60.685 -7.460  1.703  -0.191 10.244  C8A    UP5 2  
UP5 N7A    AN7    N 0 1 Y N N 36.833 59.534 -7.718  2.673  -0.513 11.050  N7A    UP5 3  
UP5 C5A    AC5    C 0 1 Y N N 35.750 58.688 -7.471  2.177  -1.218 12.095  C5A    UP5 4  
UP5 C6A    AC6    C 0 1 Y N N 35.624 57.297 -7.561  2.736  -1.818 13.235  C6A    UP5 5  
UP5 N6A    AN6    N 0 1 N N N 36.629 56.481 -7.833  4.095  -1.740 13.483  N6A    UP5 6  
UP5 N1A    AN1    N 0 1 Y N N 34.383 56.770 -7.383  1.928  -2.459 14.074  N1A    UP5 7  
UP5 C2A    AC2    C 0 1 Y N N 33.375 57.600 -7.089  0.630  -2.538 13.846  C2A    UP5 8  
UP5 N3A    AN3    N 0 1 Y N N 33.448 58.900 -6.830  0.063  -1.996 12.788  N3A    UP5 9  
UP5 C4A    AC4    C 0 1 Y N N 34.670 59.381 -7.081  0.792  -1.336 11.894  C4A    UP5 10 
UP5 O5F    AO5*   O 0 1 N N N 35.871 64.068 -8.497  -1.329 -0.045 5.903   O5F    UP5 11 
UP5 C5F    AC5*   C 0 1 N N N 34.528 64.370 -8.930  -1.689 0.936  6.877   C5F    UP5 12 
UP5 C4F    AC4*   C 0 1 N N R 33.581 63.723 -7.982  -1.886 0.259  8.235   C4F    UP5 13 
UP5 O4F    AO4*   O 0 1 N N N 33.827 62.329 -8.154  -0.657 -0.364 8.668   O4F    UP5 14 
UP5 C3F    AC3*   C 0 1 N N S 33.866 64.087 -6.541  -2.200 1.310  9.322   C3F    UP5 15 
UP5 O3F    AO3*   O 0 1 N N N 32.681 64.267 -5.830  -3.608 1.382  9.557   O3F    UP5 16 
UP5 C2F    AC2*   C 0 1 N N R 34.639 62.897 -6.055  -1.466 0.783  10.578  C2F    UP5 17 
UP5 O2F    AO2*   O 0 1 N N N 34.438 62.659 -4.705  -2.399 0.517  11.628  O2F    UP5 18 
UP5 C1F    AC1*   C 0 1 N N R 34.072 61.770 -6.907  -0.794 -0.521 10.098  C1F    UP5 19 
UP5 PA     PA     P 0 1 N N S 37.167 64.910 -8.789  -1.139 0.732  4.506   PA     UP5 20 
UP5 O1A    O1A    O 0 1 N N N 38.276 64.200 -8.202  -0.072 1.747  4.648   O1A    UP5 21 
UP5 O2A    O2A    O 0 1 N N N 36.988 66.257 -8.376  -2.519 1.457  4.104   O2A    UP5 22 
UP5 O3A    O3A    O 0 1 N N N 37.352 64.868 -10.385 -0.730 -0.318 3.358   O3A    UP5 23 
UP5 PB     PB     P 0 1 N N S 38.099 65.681 -11.536 -0.558 0.523  1.996   PB     UP5 24 
UP5 O1B    O1B    O 0 1 N N N 38.557 64.783 -12.568 0.500  1.541  2.177   O1B    UP5 25 
UP5 O2B    O2B    O 0 1 N N N 39.130 66.525 -10.938 -1.948 1.251  1.636   O2B    UP5 26 
UP5 O3B    O3B    O 0 1 N N N 36.986 66.614 -12.123 -0.147 -0.471 0.799   O3B    UP5 27 
UP5 PG     PG     P 0 1 N N N 36.576 68.145 -12.094 0.007  0.432  -0.524  PG     UP5 28 
UP5 O1G    O1G    O 0 1 N N N 35.332 68.285 -11.401 -1.278 1.103  -0.816  O1G    UP5 29 
UP5 O2G    O2G    O 0 1 N N N 37.687 68.950 -11.600 1.149  1.542  -0.285  O2G    UP5 30 
UP5 O3G    O3G    O 0 1 N N N 36.342 68.490 -13.620 0.420  -0.502 -1.767  O3G    UP5 31 
UP5 PD     PD     P 0 1 N N S 37.121 69.067 -14.824 0.557  0.461  -3.049  PD     UP5 32 
UP5 O1D    O1D    O 0 1 N N N 38.304 68.232 -15.106 -0.737 1.132  -3.303  O1D    UP5 33 
UP5 O2D    O2D    O 0 1 N N N 36.163 69.245 -15.893 1.689  1.571  -2.768  O2D    UP5 34 
UP5 O3D    O3D    O 0 1 N N N 37.568 70.531 -14.323 0.970  -0.412 -4.337  O3D    UP5 35 
UP5 PE     PE     P 0 1 N N S 38.852 71.428 -14.150 1.088  0.610  -5.575  PE     UP5 36 
UP5 O1E    O1E    O 0 1 N N N 38.801 72.079 -12.859 -0.214 1.278  -5.790  O1E    UP5 37 
UP5 O2E    O2E    O 0 1 N N N 40.031 70.645 -14.424 2.212  1.716  -5.251  O2E    UP5 38 
UP5 O5J    UO5*   O 0 1 N N N 38.693 72.563 -15.279 1.500  -0.201 -6.903  O5J    UP5 39 
UP5 C5J    UC5*   C 0 1 N N N 37.484 73.342 -15.459 1.589  0.755  -7.961  C5J    UP5 40 
UP5 C4J    UC4*   C 0 1 N N R 37.603 74.180 -16.697 1.980  0.046  -9.259  C4J    UP5 41 
UP5 O4J    UO4*   O 0 1 N N N 38.804 74.880 -16.549 0.970  -0.912 -9.615  O4J    UP5 42 
UP5 C3J    UC3*   C 0 1 N N S 37.750 73.399 -17.985 2.071  1.069  -10.408 C3J    UP5 43 
UP5 O3J    UO3*   O 0 1 N N N 36.537 72.892 -18.441 3.387  1.090  -10.964 O3J    UP5 44 
UP5 C2J    UC2*   C 0 1 N N R 38.298 74.481 -18.867 1.048  0.552  -11.453 C2J    UP5 45 
UP5 O2J    UO2*   O 0 1 N N N 37.308 75.346 -19.346 1.566  0.680  -12.779 O2J    UP5 46 
UP5 C1J    UC1*   C 0 1 N N R 39.247 75.199 -17.883 0.904  -0.939 -11.057 C1J    UP5 47 
UP5 N1U    UN1    N 0 1 N N N 40.607 74.782 -17.965 -0.384 -1.473 -11.505 N1U    UP5 48 
UP5 C2U    UC2    C 0 1 N N N 41.419 75.367 -18.858 -1.524 -0.869 -11.123 C2U    UP5 49 
UP5 O2X    "UO2'" O 0 1 N N N 40.865 76.278 -19.686 -1.472 0.116  -10.413 O2X    UP5 50 
UP5 N3U    UN3    N 0 1 N N N 42.704 75.093 -19.083 -2.722 -1.336 -11.523 N3U    UP5 51 
UP5 C4U    UC4    C 0 1 N N N 43.360 74.220 -18.286 -2.797 -2.428 -12.310 C4U    UP5 52 
UP5 O4U    UO4    O 0 1 N N N 44.652 73.943 -18.605 -3.880 -2.854 -12.669 O4U    UP5 53 
UP5 C5U    UC5    C 0 1 N N N 42.619 73.655 -17.299 -1.605 -3.076 -12.715 C5U    UP5 54 
UP5 C6U    UC6    C 0 1 N N N 41.301 73.861 -17.097 -0.417 -2.584 -12.303 C6U    UP5 55 
UP5 H8A    AH8    H 0 1 N N N 36.985 61.576 -7.537  1.817  0.375  9.333   H8A    UP5 56 
UP5 H61A   AH61   H 0 0 N N N 36.537 55.467 -7.898  4.468  -2.156 14.276  H61A   UP5 57 
UP5 H62A   AH62   H 0 0 N N N 37.363 56.672 -7.151  4.676  -1.274 12.861  H62A   UP5 58 
UP5 H2A    AH2    H 0 1 N N N 32.363 57.160 -7.056  0.009  -3.068 14.554  H2A    UP5 59 
UP5 H51A   AH51   H 0 0 N N N 34.346 65.464 -9.040  -2.617 1.423  6.576   H51A   UP5 60 
UP5 H52A   AH52   H 0 0 N N N 34.341 64.079 -9.990  -0.896 1.680  6.953   H52A   UP5 61 
UP5 H4F    AH4*   H 0 1 N N N 32.532 64.040 -8.186  -2.686 -0.478 8.178   H4F    UP5 62 
UP5 H3F    AH3*   H 0 1 N N N 34.420 65.046 -6.415  -1.811 2.286  9.033   H3F    UP5 63 
UP5 HO3A   AHO3   H 0 0 N N N 32.859 64.495 -4.925  -3.743 2.051  10.242  HO3A   UP5 64 
UP5 H2F    AH2*   H 0 1 N N N 35.742 63.023 -6.151  -0.714 1.499  10.909  H2F    UP5 65 
UP5 HO2A   AHO2   H 0 0 N N N 34.927 61.905 -4.397  -2.827 1.357  11.841  HO2A   UP5 66 
UP5 H1F    AH1*   H 0 1 N N N 33.171 61.354 -6.397  -1.425 -1.379 10.326  H1F    UP5 67 
UP5 HOA2   2HOA   H 0 0 N N N 37.770 66.765 -8.552  -3.186 0.762  4.022   HOA2   UP5 68 
UP5 HOB2   2HOB   H 0 0 N N N 39.574 67.009 -11.623 -2.608 0.554  1.527   HOB2   UP5 69 
UP5 HOG2   2HOG   H 0 0 N N N 37.441 69.867 -11.582 1.969  1.064  -0.098  HOG2   UP5 70 
UP5 HOD2   2HOD   H 0 0 N N N 36.641 69.599 -16.633 2.515  1.093  -2.608  HOD2   UP5 71 
UP5 HOE2   2HOE   H 0 0 N N N 40.805 71.185 -14.319 3.043  1.240  -5.119  HOE2   UP5 72 
UP5 H51U   UH51   H 0 0 N N N 36.570 72.703 -15.470 0.624  1.244  -8.090  H51U   UP5 73 
UP5 H52U   UH52   H 0 0 N N N 37.240 73.954 -14.559 2.344  1.501  -7.713  H52U   UP5 74 
UP5 H4J    UH4*   H 0 1 N N N 36.672 74.789 -16.782 2.939  -0.455 -9.133  H4J    UP5 75 
UP5 H3J    UH3*   H 0 1 N N N 38.382 72.483 -17.917 1.789  2.062  -10.057 H3J    UP5 76 
UP5 "HO3'" *HO3   H 0 0 N N N 36.629 72.401 -19.249 3.364  1.701  -11.713 "HO3'" UP5 77 
UP5 H2J    UH2*   H 0 1 N N N 38.780 74.100 -19.797 0.095  1.073  -11.358 H2J    UP5 78 
UP5 "HO2'" *HO2   H 0 0 N N N 37.655 76.031 -19.904 1.631  1.627  -12.964 "HO2'" UP5 79 
UP5 H1J    UH1*   H 0 1 N N N 39.210 76.283 -18.138 1.725  -1.526 -11.468 H1J    UP5 80 
UP5 H3U    UH3    H 0 1 N N N 43.182 75.548 -19.860 -3.534 -0.886 -11.242 H3U    UP5 81 
UP5 H5U    UH5    H 0 1 N N N 43.131 72.970 -16.602 -1.645 -3.952 -13.345 H5U    UP5 82 
UP5 H6U    UH6    H 0 1 N N N 40.819 73.309 -16.271 0.502  -3.064 -12.602 H6U    UP5 83 
# 
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 
UP5 N9A C8A    SING Y N 1  
UP5 N9A C4A    SING Y N 2  
UP5 N9A C1F    SING N N 3  
UP5 C8A N7A    DOUB Y N 4  
UP5 C8A H8A    SING N N 5  
UP5 N7A C5A    SING Y N 6  
UP5 C5A C6A    SING Y N 7  
UP5 C5A C4A    DOUB Y N 8  
UP5 C6A N6A    SING N N 9  
UP5 C6A N1A    DOUB Y N 10 
UP5 N6A H61A   SING N N 11 
UP5 N6A H62A   SING N N 12 
UP5 N1A C2A    SING Y N 13 
UP5 C2A N3A    DOUB Y N 14 
UP5 C2A H2A    SING N N 15 
UP5 N3A C4A    SING Y N 16 
UP5 O5F C5F    SING N N 17 
UP5 O5F PA     SING N N 18 
UP5 C5F C4F    SING N N 19 
UP5 C5F H51A   SING N N 20 
UP5 C5F H52A   SING N N 21 
UP5 C4F O4F    SING N N 22 
UP5 C4F C3F    SING N N 23 
UP5 C4F H4F    SING N N 24 
UP5 O4F C1F    SING N N 25 
UP5 C3F O3F    SING N N 26 
UP5 C3F C2F    SING N N 27 
UP5 C3F H3F    SING N N 28 
UP5 O3F HO3A   SING N N 29 
UP5 C2F O2F    SING N N 30 
UP5 C2F C1F    SING N N 31 
UP5 C2F H2F    SING N N 32 
UP5 O2F HO2A   SING N N 33 
UP5 C1F H1F    SING N N 34 
UP5 PA  O1A    DOUB N N 35 
UP5 PA  O2A    SING N N 36 
UP5 PA  O3A    SING N N 37 
UP5 O2A HOA2   SING N N 38 
UP5 O3A PB     SING N N 39 
UP5 PB  O1B    DOUB N N 40 
UP5 PB  O2B    SING N N 41 
UP5 PB  O3B    SING N N 42 
UP5 O2B HOB2   SING N N 43 
UP5 O3B PG     SING N N 44 
UP5 PG  O1G    DOUB N N 45 
UP5 PG  O2G    SING N N 46 
UP5 PG  O3G    SING N N 47 
UP5 O2G HOG2   SING N N 48 
UP5 O3G PD     SING N N 49 
UP5 PD  O1D    DOUB N N 50 
UP5 PD  O2D    SING N N 51 
UP5 PD  O3D    SING N N 52 
UP5 O2D HOD2   SING N N 53 
UP5 O3D PE     SING N N 54 
UP5 PE  O1E    DOUB N N 55 
UP5 PE  O2E    SING N N 56 
UP5 PE  O5J    SING N N 57 
UP5 O2E HOE2   SING N N 58 
UP5 O5J C5J    SING N N 59 
UP5 C5J C4J    SING N N 60 
UP5 C5J H51U   SING N N 61 
UP5 C5J H52U   SING N N 62 
UP5 C4J O4J    SING N N 63 
UP5 C4J C3J    SING N N 64 
UP5 C4J H4J    SING N N 65 
UP5 O4J C1J    SING N N 66 
UP5 C3J O3J    SING N N 67 
UP5 C3J C2J    SING N N 68 
UP5 C3J H3J    SING N N 69 
UP5 O3J "HO3'" SING N N 70 
UP5 C2J O2J    SING N N 71 
UP5 C2J C1J    SING N N 72 
UP5 C2J H2J    SING N N 73 
UP5 O2J "HO2'" SING N N 74 
UP5 C1J N1U    SING N N 75 
UP5 C1J H1J    SING N N 76 
UP5 N1U C2U    SING N N 77 
UP5 N1U C6U    SING N N 78 
UP5 C2U O2X    DOUB N N 79 
UP5 C2U N3U    SING N N 80 
UP5 N3U C4U    SING N N 81 
UP5 N3U H3U    SING N N 82 
UP5 C4U O4U    DOUB N N 83 
UP5 C4U C5U    SING N N 84 
UP5 C5U C6U    DOUB N N 85 
UP5 C5U H5U    SING N N 86 
UP5 C6U H6U    SING N N 87 
# 
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 
UP5 InChI            InChI                1.02b 
;InChI=1/C19H28N7O24P5/c20-15-10-16(22-5-21-15)26(6-23-10)18-14(31)12(29)8(46-18)4-44-52(35,36)48-54(39,40)50-55(41,42)49-53(37,38)47-51(33,34)43-3-7-11(28)13(30)17(45-7)25-2-1-9(27)24-19(25)32/h1-2,5-8,11-14,17-18,28-31H,3-4H2,(H,33,34)(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,20,21,22)(H,24,27,32)/t7-,8-,11-,12-,13-,14-,17-,18-/m1/s1/f/h24,33,35,37,39,41H,20H2
;
UP5 InChIKey         InChI                1.02b CPTLFMDLEWCNMJ-LTPRWFAJDQ 
UP5 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P@](O)(=O)O[P@](O)(=O)O[P@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N5C=CC(=O)NC5=O)[C@@H](O)[C@H]3O 
UP5 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)N5C=CC(=O)NC5=O)[CH](O)[CH]3O 
UP5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=CC(=O)NC5=O)O)O)O)O)N 
UP5 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=CC(=O)NC5=O)O)O)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           UP5 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] hydrogen phosphate
;
# 
