data_APX # _chem_comp.id APX _chem_comp.name "2'-MONOPHOSPHOADENOSINE-5'-DIPHOSPHORIBOSE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H29 N5 O17 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-09-29 _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 644.335 _chem_comp.one_letter_code ? _chem_comp.three_letter_code APX _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 1QMG _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 APX PM PM P 0 1 N N R 11.240 3.297 72.727 -4.228 -0.903 0.040 PM APX 1 APX O6M O6M O 0 1 N N N 10.293 2.153 72.608 -3.774 -0.493 1.388 O6M APX 2 APX O7M O7M O 0 1 N N N 11.880 3.508 74.049 -4.890 -2.369 0.120 O7M APX 3 APX O3N O3N O 0 1 N N N 10.538 4.662 72.366 -2.970 -0.936 -0.963 O3N APX 4 APX O5M O5M O 0 1 N N N 12.393 3.160 71.603 -5.320 0.149 -0.502 O5M APX 5 APX C5M C5M C 0 1 N N N 13.574 3.990 71.575 -6.351 0.220 0.485 C5M APX 6 APX C4M C4M C 0 1 N N R 14.554 3.399 70.576 -7.426 1.208 0.029 C4M APX 7 APX O4M O4M O 0 1 N N N 14.886 2.065 71.038 -8.100 0.696 -1.132 O4M APX 8 APX C3M C3M C 0 1 N N S 13.962 3.247 69.179 -8.482 1.381 1.137 C3M APX 9 APX O3M O3M O 0 1 N N N 15.018 3.526 68.252 -8.548 2.743 1.566 O3M APX 10 APX C2M C2M C 0 1 N N R 13.468 1.791 69.175 -9.812 0.961 0.458 C2M APX 11 APX O2M O2M O 0 1 N N N 13.334 1.224 67.852 -10.877 1.834 0.841 O2M APX 12 APX C1M C1M C 0 1 N N R 14.533 1.128 70.017 -9.476 1.127 -1.046 C1M APX 13 APX O1N O1N O 0 1 N N N 14.102 -0.051 70.629 -10.315 0.294 -1.848 O1N APX 14 APX PA PA P 0 1 N N S 9.051 4.966 71.974 -1.772 -1.677 -0.183 PA APX 15 APX O6B O6B O 0 1 N N N 8.866 4.440 70.606 -1.760 -1.240 1.231 O6B APX 16 APX O7B O7B O 0 1 N N N 8.168 4.399 73.018 -1.992 -3.270 -0.251 O7B APX 17 APX O5B O5B O 0 1 N N N 9.041 6.543 71.932 -0.367 -1.299 -0.874 O5B APX 18 APX C5B C5B C 0 1 N N N 8.527 7.340 73.002 0.659 -1.886 -0.071 C5B APX 19 APX C4B C4B C 0 1 N N R 9.625 8.313 73.427 2.027 -1.563 -0.676 C4B APX 20 APX O4B O4B O 0 1 N N N 9.888 9.167 72.297 2.293 -0.146 -0.589 O4B APX 21 APX C3B C3B C 0 1 N N R 9.119 9.213 74.554 3.152 -2.227 0.149 C3B APX 22 APX O3B O3B O 0 1 N N N 10.118 9.448 75.537 3.568 -3.448 -0.466 O3B APX 23 APX C2B C2B C 0 1 N N R 8.724 10.493 73.856 4.298 -1.189 0.125 C2B APX 24 APX O2B O2B O 0 1 N N N 8.761 11.668 74.707 5.459 -1.739 -0.502 O2B APX 25 APX C1B C1B C 0 1 N N R 9.776 10.525 72.755 3.727 -0.020 -0.708 C1B APX 26 APX N9A N9A N 0 1 Y N N 9.387 11.386 71.632 4.173 1.263 -0.159 N9A APX 27 APX C4A C4A C 0 1 Y N N 10.019 12.514 71.319 5.332 1.909 -0.456 C4A APX 28 APX N3A N3A N 1 1 N N N 11.095 13.155 71.833 6.363 1.534 -1.320 N3A APX 29 APX C2A C2A C 0 1 N N N 11.496 14.315 71.285 7.562 2.318 -0.984 C2A APX 30 APX N1A N1A N 0 1 N N N 10.846 14.897 70.260 7.259 3.754 -1.011 N1A APX 31 APX C6A C6A C 0 1 N N R 9.751 14.312 69.722 6.469 4.054 0.197 C6A APX 32 APX C5A C5A C 0 1 Y N N 9.295 13.075 70.262 5.341 3.054 0.266 C5A APX 33 APX N7A N7A N 0 1 Y N N 8.286 12.254 69.984 4.220 3.100 0.984 N7A APX 34 APX C8A C8A C 0 1 Y N N 8.345 11.220 70.822 3.510 2.029 0.737 C8A APX 35 APX N6A N6A N 0 1 N N N 9.110 14.884 68.700 5.923 5.415 0.111 N6A APX 36 APX P2 P2 P 0 1 N N N 7.813 11.850 75.868 6.650 -1.665 0.578 P2 APX 37 APX OP1 OP1 O 0 1 N N N 6.474 11.446 75.549 6.800 -0.272 1.054 OP1 APX 38 APX OP2 OP2 O 0 1 N N N 7.804 13.242 76.139 6.305 -2.624 1.825 OP2 APX 39 APX OP3 OP3 O 0 1 N N N 8.363 11.088 76.966 8.025 -2.149 -0.106 OP3 APX 40 APX HC2A HC2A H 0 0 N N N 12.561 14.192 70.980 7.907 2.042 0.012 HC2A APX 41 APX HOM7 7HOM H 0 0 N N N 12.483 4.237 74.124 -5.171 -2.598 -0.777 HOM7 APX 42 APX H5M2 2H5M H 0 0 N N N 13.340 5.059 71.364 -5.926 0.556 1.431 H5M2 APX 43 APX H5M1 1H5M H 0 0 N N N 14.024 4.128 72.585 -6.796 -0.766 0.617 H5M1 APX 44 APX H4M H4M H 0 1 N N N 15.430 4.085 70.510 -6.970 2.171 -0.202 H4M APX 45 APX H3M H3M H 0 1 N N N 13.123 3.927 68.901 -8.261 0.727 1.980 H3M APX 46 APX H3O1 1H3O H 0 0 N N N 14.649 3.431 67.381 -9.265 2.798 2.213 H3O1 APX 47 APX H2M H2M H 0 1 N N N 12.432 1.662 69.569 -10.059 -0.075 0.690 H2M APX 48 APX H2O1 1H2O H 0 0 N N N 13.028 0.324 67.849 -11.649 1.579 0.317 H2O1 APX 49 APX H1M H1M H 0 1 N N N 15.386 0.850 69.355 -9.570 2.170 -1.348 H1M APX 50 APX H1N H1N H 0 1 N N N 13.867 -0.673 69.950 -10.012 0.388 -2.761 H1N APX 51 APX HOB7 7HOB H 0 0 N N N 7.266 4.583 72.780 -1.993 -3.513 -1.187 HOB7 APX 52 APX H5B2 2H5B H 0 0 N N N 7.572 7.852 72.740 0.604 -1.483 0.940 H5B2 APX 53 APX H5B1 1H5B H 0 0 N N N 8.138 6.728 73.849 0.521 -2.967 -0.040 H5B1 APX 54 APX H4B H4B H 0 1 N N N 10.525 7.747 73.764 2.070 -1.894 -1.713 H4B APX 55 APX H3B H3B H 0 1 N N N 8.272 8.748 75.110 2.820 -2.409 1.171 H3B APX 56 APX H3O2 2H3O H 0 0 N N N 9.803 10.007 76.237 2.798 -4.032 -0.478 H3O2 APX 57 APX H2B H2B H 0 1 N N N 7.666 10.511 73.503 4.533 -0.857 1.136 H2B APX 58 APX H1B H1B H 0 1 N N N 10.733 10.938 73.148 4.031 -0.113 -1.750 H1B APX 59 APX H3A H3A H 0 1 N N N 10.941 13.302 72.831 6.091 1.721 -2.273 H3A APX 60 APX HN3A HN3A H 0 0 N N N 11.885 12.509 71.844 6.560 0.550 -1.211 HN3A APX 61 APX H2A H2A H 0 1 N N N 11.570 15.066 72.106 8.348 2.102 -1.707 H2A APX 62 APX H1A H1A H 0 1 N N N 11.517 15.068 69.511 8.138 4.238 -0.910 H1A APX 63 APX HC6A HC6A H 0 0 N N N 9.126 14.825 68.955 7.099 3.964 1.082 HC6A APX 64 APX H8A H8A H 0 1 N N N 7.646 10.366 70.841 2.551 1.796 1.177 H8A APX 65 APX H6A2 2H6A H 0 0 N N N 8.284 14.443 68.294 5.438 5.478 -0.771 H6A2 APX 66 APX H6A1 1H6A H 0 0 N N N 9.783 15.049 67.952 6.713 6.041 0.052 H6A1 APX 67 APX HOP2 2HOP H 0 0 N N N 7.207 13.356 76.869 6.216 -3.520 1.472 HOP2 APX 68 APX HOP3 3HOP H 0 0 N N N 7.766 11.202 77.696 8.711 -2.090 0.573 HOP3 APX 69 # 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 APX PM O6M DOUB N N 1 APX PM O7M SING N N 2 APX PM O3N SING N N 3 APX PM O5M SING N N 4 APX O7M HOM7 SING N N 5 APX O3N PA SING N N 6 APX O5M C5M SING N N 7 APX C5M C4M SING N N 8 APX C5M H5M2 SING N N 9 APX C5M H5M1 SING N N 10 APX C4M O4M SING N N 11 APX C4M C3M SING N N 12 APX C4M H4M SING N N 13 APX O4M C1M SING N N 14 APX C3M O3M SING N N 15 APX C3M C2M SING N N 16 APX C3M H3M SING N N 17 APX O3M H3O1 SING N N 18 APX C2M O2M SING N N 19 APX C2M C1M SING N N 20 APX C2M H2M SING N N 21 APX O2M H2O1 SING N N 22 APX C1M O1N SING N N 23 APX C1M H1M SING N N 24 APX O1N H1N SING N N 25 APX PA O6B DOUB N N 26 APX PA O7B SING N N 27 APX PA O5B SING N N 28 APX O7B HOB7 SING N N 29 APX O5B C5B SING N N 30 APX C5B C4B SING N N 31 APX C5B H5B2 SING N N 32 APX C5B H5B1 SING N N 33 APX C4B O4B SING N N 34 APX C4B C3B SING N N 35 APX C4B H4B SING N N 36 APX O4B C1B SING N N 37 APX C3B O3B SING N N 38 APX C3B C2B SING N N 39 APX C3B H3B SING N N 40 APX O3B H3O2 SING N N 41 APX C2B O2B SING N N 42 APX C2B C1B SING N N 43 APX C2B H2B SING N N 44 APX O2B P2 SING N N 45 APX C1B N9A SING N N 46 APX C1B H1B SING N N 47 APX N9A C4A SING Y N 48 APX N9A C8A SING Y N 49 APX C4A N3A SING N N 50 APX C4A C5A DOUB Y N 51 APX N3A C2A SING N N 52 APX N3A H3A SING N N 53 APX N3A HN3A SING N N 54 APX C2A N1A SING N N 55 APX C2A HC2A SING N N 56 APX C2A H2A SING N N 57 APX N1A C6A SING N N 58 APX N1A H1A SING N N 59 APX C6A C5A SING N N 60 APX C6A N6A SING N N 61 APX C6A HC6A SING N N 62 APX C5A N7A SING Y N 63 APX N7A C8A DOUB Y N 64 APX C8A H8A SING N N 65 APX N6A H6A2 SING N N 66 APX N6A H6A1 SING N N 67 APX P2 OP1 DOUB N N 68 APX P2 OP2 SING N N 69 APX P2 OP3 SING N N 70 APX OP2 HOP2 SING N N 71 APX OP3 HOP3 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 APX SMILES ACDLabs 10.04 "O=P(O)(O)OC3C(O)C(OC3n1c2c(nc1)C(N)NC[NH2+]2)COP(=O)(O)OP(=O)(O)OCC4OC(O)C(O)C4O" APX SMILES_CANONICAL CACTVS 3.341 "N[C@@H]1NC[NH2+]c2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]4O[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O[P](O)(O)=O" APX SMILES CACTVS 3.341 "N[CH]1NC[NH2+]c2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O[P](O)(O)=O" APX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)O)O)O)O)OP(=O)(O)O)[NH2+]CNC2N" APX SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)OP(=O)(O)O)[NH2+]CNC2N" APX InChI InChI 1.03 ;InChI=1S/C15H28N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(36-38(25,26)27)9(22)6(34-14)2-33-40(30,31)37-39(28,29)32-1-5-8(21)10(23)15(24)35-5/h4-6,8-12,14-15,17-18,21-24H,1-3,16H2,(H,28,29)(H,30,31)(H2,25,26,27)/p+1/t5-,6-,8-,9-,10-,11-,12-,14-,15-/m1/s1 ; APX InChIKey InChI 1.03 QHNQLFGTVLWISK-MQSGHBOVSA-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 APX "SYSTEMATIC NAME" ACDLabs 10.04 ;(6R)-6-amino-9-[(2R,3R,4R,5R)-4-hydroxy-5-({[(S)-hydroxy{[(R)-hydroxy{[(2R,3S,4R,5R)-3,4,5-trihydroxytetrahydrofuran-2-yl]methoxy}phosphoryl]oxy}phosphoryl]oxy}methyl)-3-(phosphonooxy)tetrahydrofuran-2-yl]-2,3,6,9-tetrahydro-1H-purin-3-ium (non-preferred name) ; APX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3R,4R,5R)-5-(6-amino-2,6-dihydro-1H-purin-3-ium-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-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 APX "Create component" 1999-09-29 EBI APX "Modify descriptor" 2011-06-04 RCSB #