data_APU
# 
_chem_comp.id                                    APU 
_chem_comp.name                                  "ADENYLYL-3'-5'-PHOSPHO-URIDINE-3'-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 N7 O15 P2" 
_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                        653.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     APU 
_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        1MDT 
_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 
APU PA     AP   P 0 1 N N R -55.607 15.619 64.082 -1.221 0.078  0.292  PA     APU 1  
APU O1A    AO1  O 0 1 N N N -56.070 16.608 65.115 -2.673 -0.194 0.212  O1A    APU 2  
APU O2A    AO2  O 0 1 N N N -56.579 14.575 63.654 -0.418 -1.313 0.394  O2A    APU 3  
APU O5B    AO5* O 0 1 N N N -53.409 10.860 62.737 -4.783 1.221  3.950  O5B    APU 4  
APU C5B    AC5* C 0 1 N N N -54.643 11.475 62.917 -3.821 0.532  3.149  C5B    APU 5  
APU C4B    AC4* C 0 1 N N R -54.543 12.501 64.041 -2.414 1.003  3.524  C4B    APU 6  
APU O4B    AO4* O 0 1 N N N -54.278 11.833 65.290 -2.135 0.702  4.908  O4B    APU 7  
APU C3B    AC3* C 0 1 N N S -53.558 13.670 63.950 -1.351 0.217  2.726  C3B    APU 8  
APU O3B    AO3* O 0 1 N N N -54.135 14.922 64.464 -0.913 0.972  1.595  O3B    APU 9  
APU C2B    AC2* C 0 1 N N R -52.513 13.167 64.965 -0.191 0.026  3.732  C2B    APU 10 
APU O2B    AO2* O 0 1 N N N -51.582 14.171 65.469 0.997  0.655  3.251  O2B    APU 11 
APU C1B    AC1* C 0 1 N N R -53.364 12.580 66.062 -0.695 0.717  5.018  C1B    APU 12 
APU N9A    AN9  N 0 1 Y N N -52.642 11.603 66.895 -0.266 -0.031 6.202  N9A    APU 13 
APU C8A    AC8  C 0 1 Y N N -52.421 11.690 68.263 -0.939 -1.058 6.794  C8A    APU 14 
APU N7A    AN7  N 0 1 Y N N -51.735 10.688 68.724 -0.271 -1.493 7.823  N7A    APU 15 
APU C5A    AC5  C 0 1 Y N N -51.488 9.858  67.620 0.872  -0.778 7.953  C5A    APU 16 
APU C6A    AC6  C 0 1 Y N N -50.730 8.675  67.444 1.948  -0.790 8.856  C6A    APU 17 
APU N6A    AN6  N 0 1 N N N -50.028 8.145  68.457 1.986  -1.699 9.899  N6A    APU 18 
APU N1A    AN1  N 0 1 Y N N -50.697 8.096  66.207 2.930  0.087  8.683  N1A    APU 19 
APU C2A    AC2  C 0 1 Y N N -51.339 8.658  65.221 2.902  0.958  7.691  C2A    APU 20 
APU N3A    AN3  N 0 1 Y N N -52.009 9.820  65.229 1.912  1.010  6.824  N3A    APU 21 
APU C4A    AC4  C 0 1 Y N N -52.051 10.396 66.487 0.886  0.171  6.918  C4A    APU 22 
APU N1U    UN1  N 0 1 N N N -51.998 16.171 59.883 2.691  0.550  -4.820 N1U    APU 23 
APU C2U    UC2  C 0 1 N N N -51.175 16.327 58.809 3.171  -0.539 -4.193 C2U    APU 24 
APU O2U    UO2  O 0 1 N N N -51.623 16.235 57.677 2.405  -1.280 -3.608 O2U    APU 25 
APU N3U    UN3  N 0 1 N N N -49.821 16.635 59.057 4.486  -0.825 -4.212 N3U    APU 26 
APU C4U    UC4  C 0 1 N N N -49.224 16.811 60.304 5.349  -0.013 -4.856 C4U    APU 27 
APU O4U    UO4  O 0 1 N N N -48.033 17.159 60.379 6.540  -0.268 -4.870 O4U    APU 28 
APU C5U    UC5  C 0 1 N N N -50.160 16.587 61.389 4.858  1.138  -5.516 C5U    APU 29 
APU C6U    UC6  C 0 1 N N N -51.461 16.280 61.170 3.533  1.399  -5.485 C6U    APU 30 
APU C1D    UC1* C 0 1 N N R -53.444 16.055 59.529 1.254  0.832  -4.786 C1D    APU 31 
APU C2D    UC2* C 0 1 N N R -54.161 14.889 60.055 0.444  -0.372 -5.327 C2D    APU 32 
APU O2D    UO2* O 0 1 N N N -54.089 13.776 59.206 0.324  -0.308 -6.750 O2D    APU 33 
APU C3D    UC3* C 0 1 N N S -55.593 15.313 60.147 -0.934 -0.170 -4.646 C3D    APU 34 
APU O3D    UO3* O 0 1 N N N -56.386 15.109 58.952 -1.843 0.475  -5.540 O3D    APU 35 
APU C4D    UC4* C 0 1 N N R -55.483 16.811 60.462 -0.624 0.732  -3.436 C4D    APU 36 
APU O4D    UO4* O 0 1 N N N -54.116 17.157 60.129 0.794  0.962  -3.423 O4D    APU 37 
APU O5D    UO5* O 0 1 N N N -55.074 16.437 62.807 -0.751 0.872  -1.027 O5D    APU 38 
APU C5D    UC5* C 0 1 N N N -55.884 17.192 61.929 -1.048 0.032  -2.143 C5D    APU 39 
APU PU     UP   P 0 1 N N N -58.012 14.882 58.944 -3.104 -0.510 -5.713 PU     APU 40 
APU O1X    UO1P O 0 1 N N N -58.534 15.738 60.144 -3.737 -0.738 -4.394 O1X    APU 41 
APU O2X    UO2P O 0 1 N N N -58.232 13.532 59.485 -4.175 0.157  -6.713 O2X    APU 42 
APU O3X    UO3P O 0 1 N N N -58.527 15.229 57.573 -2.607 -1.916 -6.320 O3X    APU 43 
APU HOA2   2HOA H 0 0 N N N -56.286 13.950 63.001 0.520  -1.091 0.444  HOA2   APU 44 
APU HO5A   AHO5 H 0 0 N N N -53.471 10.220 62.036 -5.654 0.895  3.682  HO5A   APU 45 
APU H51A   AH51 H 0 0 N N N -55.032 11.922 61.972 -4.006 0.743  2.096  H51A   APU 46 
APU H52A   AH52 H 0 0 N N N -55.459 10.736 63.092 -3.903 -0.540 3.324  H52A   APU 47 
APU H4B    AH4* H 0 1 N N N -55.541 12.989 63.948 -2.312 2.073  3.340  H4B    APU 48 
APU H3B    AH3* H 0 1 N N N -53.211 13.901 62.915 -1.747 -0.747 2.410  H3B    APU 49 
APU H2B    AH2* H 0 1 N N N -51.813 12.443 64.485 -0.014 -1.033 3.914  H2B    APU 50 
APU HO2A   AHO2 H 0 0 N N N -50.937 13.860 66.094 1.682  0.504  3.916  HO2A   APU 51 
APU H1B    AH1* H 0 1 N N N -53.759 13.361 66.752 -0.330 1.743  5.066  H1B    APU 52 
APU H8A    AH8  H 0 1 N N N -52.764 12.495 68.933 -1.887 -1.453 6.459  H8A    APU 53 
APU H61A   AH61 H 0 0 N N N -49.482 7.292  68.330 2.736  -1.701 10.514 H61A   APU 54 
APU H62A   AH62 H 0 0 N N N -50.664 7.999  69.240 1.261  -2.333 10.018 H62A   APU 55 
APU H2A    AH2  H 0 1 N N N -51.312 8.088  64.277 3.721  1.653  7.587  H2A    APU 56 
APU H3U    UH3  H 0 1 N N N -49.208 16.741 58.248 4.815  -1.616 -3.758 H3U    APU 57 
APU H5U    UH5  H 0 1 N N N -49.863 16.654 62.449 5.533  1.800  -6.037 H5U    APU 58 
APU H6U    UH6  H 0 1 N N N -52.095 16.115 62.057 3.140  2.273  -5.983 H6U    APU 59 
APU H1D    UH1* H 0 1 N N N -53.452 15.992 58.415 1.028  1.734  -5.355 H1D    APU 60 
APU H2D    UH2* H 0 1 N N N -53.711 14.582 61.028 0.897  -1.315 -5.020 H2D    APU 61 
APU "HO2'" *HO2 H 0 0 N N N -54.553 13.020 59.546 1.221  -0.346 -7.108 "HO2'" APU 62 
APU H3D    UH3* H 0 1 N N N -56.129 14.697 60.906 -1.340 -1.126 -4.315 H3D    APU 63 
APU H4D    UH4* H 0 1 N N N -56.217 17.400 59.865 -1.153 1.679  -3.535 H4D    APU 64 
APU H51U   UH51 H 0 0 N N N -55.827 18.288 62.122 -0.507 -0.908 -2.044 H51U   APU 65 
APU H52U   UH52 H 0 0 N N N -56.973 17.063 62.127 -2.120 -0.166 -2.173 H52U   APU 66 
APU HO2U   UHO2 H 0 0 N N N -59.172 13.400 59.480 -4.912 -0.463 -6.789 HO2U   APU 67 
APU HO3U   UHO3 H 0 0 N N N -59.467 15.097 57.568 -2.202 -1.722 -7.177 HO3U   APU 68 
# 
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 
APU PA  O1A    DOUB N N 1  
APU PA  O2A    SING N N 2  
APU PA  O3B    SING N N 3  
APU PA  O5D    SING N N 4  
APU O2A HOA2   SING N N 5  
APU O5B C5B    SING N N 6  
APU O5B HO5A   SING N N 7  
APU C5B C4B    SING N N 8  
APU C5B H51A   SING N N 9  
APU C5B H52A   SING N N 10 
APU C4B O4B    SING N N 11 
APU C4B C3B    SING N N 12 
APU C4B H4B    SING N N 13 
APU O4B C1B    SING N N 14 
APU C3B O3B    SING N N 15 
APU C3B C2B    SING N N 16 
APU C3B H3B    SING N N 17 
APU C2B O2B    SING N N 18 
APU C2B C1B    SING N N 19 
APU C2B H2B    SING N N 20 
APU O2B HO2A   SING N N 21 
APU C1B N9A    SING N N 22 
APU C1B H1B    SING N N 23 
APU N9A C8A    SING Y N 24 
APU N9A C4A    SING Y N 25 
APU C8A N7A    DOUB Y N 26 
APU C8A H8A    SING N N 27 
APU N7A C5A    SING Y N 28 
APU C5A C6A    SING Y N 29 
APU C5A C4A    DOUB Y N 30 
APU C6A N6A    SING N N 31 
APU C6A N1A    DOUB Y N 32 
APU N6A H61A   SING N N 33 
APU N6A H62A   SING N N 34 
APU N1A C2A    SING Y N 35 
APU C2A N3A    DOUB Y N 36 
APU C2A H2A    SING N N 37 
APU N3A C4A    SING Y N 38 
APU N1U C2U    SING N N 39 
APU N1U C6U    SING N N 40 
APU N1U C1D    SING N N 41 
APU C2U O2U    DOUB N N 42 
APU C2U N3U    SING N N 43 
APU N3U C4U    SING N N 44 
APU N3U H3U    SING N N 45 
APU C4U O4U    DOUB N N 46 
APU C4U C5U    SING N N 47 
APU C5U C6U    DOUB N N 48 
APU C5U H5U    SING N N 49 
APU C6U H6U    SING N N 50 
APU C1D C2D    SING N N 51 
APU C1D O4D    SING N N 52 
APU C1D H1D    SING N N 53 
APU C2D O2D    SING N N 54 
APU C2D C3D    SING N N 55 
APU C2D H2D    SING N N 56 
APU O2D "HO2'" SING N N 57 
APU C3D O3D    SING N N 58 
APU C3D C4D    SING N N 59 
APU C3D H3D    SING N N 60 
APU O3D PU     SING N N 61 
APU C4D O4D    SING N N 62 
APU C4D C5D    SING N N 63 
APU C4D H4D    SING N N 64 
APU O5D C5D    SING N N 65 
APU C5D H51U   SING N N 66 
APU C5D H52U   SING N N 67 
APU PU  O1X    DOUB N N 68 
APU PU  O2X    SING N N 69 
APU PU  O3X    SING N N 70 
APU O2X HO2U   SING N N 71 
APU O3X HO3U   SING N N 72 
# 
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 
APU SMILES           ACDLabs              10.04 O=C1C=CN(C(=O)N1)C2OC(C(OP(=O)(O)O)C2O)COP(=O)(O)OC5C(OC(n4cnc3c(ncnc34)N)C5O)CO 
APU InChI            InChI                1.02b 
;InChI=1/C19H25N7O15P2/c20-15-10-16(22-5-21-15)26(6-23-10)18-11(29)13(7(3-27)38-18)41-43(35,36)37-4-8-14(40-42(32,33)34)12(30)17(39-8)25-2-1-9(28)24-19(25)31/h1-2,5-8,11-14,17-18,27,29-30H,3-4H2,(H,35,36)(H2,20,21,22)(H,24,28,31)(H2,32,33,34)/t7-,8-,11-,12-,13-,14-,17-,18-/m1/s1/f/h24,32-33,35H,20H2
;
APU InChIKey         InChI                1.02b FZCSEXOMUJFOHQ-WAOANWPBDD 
APU SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O[P@@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O[P](O)(O)=O)N5C=CC(=O)NC5=O)[C@H]3O 
APU SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O[P](O)(O)=O)N5C=CC(=O)NC5=O)[CH]3O 
APU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=CC(=O)NC5=O)O)OP(=O)(O)O)O)N 
APU SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)OP(=O)(O)OCC4C(C(C(O4)N5C=CC(=O)NC5=O)O)OP(=O)(O)O)O)N 
# 
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 
APU "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3S,4R,5R)-2-({[(R)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy}(hydroxy)phosphoryl]oxy}methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxytetrahydrofuran-3-yl dihydrogen phosphate (non-preferred name)
;
APU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
