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 2011-06-04 _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 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" APU InChI InChI 1.03 ;InChI=1S/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 ; APU InChIKey InChI 1.03 FZCSEXOMUJFOHQ-KPKSGTNCSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site APU "Create component" 1999-07-08 EBI APU "Modify descriptor" 2011-06-04 RCSB #