data_APW # _chem_comp.id APW _chem_comp.name "5'-O-[(S)-{[(S)-amino(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H16 N6 O9 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "MAGNESIUM-5'-ADENYLY-BETA-AMIDO-DIPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-19 _chem_comp.pdbx_modified_date 2026-05-19 _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 426.216 _chem_comp.one_letter_code ? _chem_comp.three_letter_code APW _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm ? # 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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 APW O2A O2A O 0 1 N N N N N N 28.749 31.125 19.304 4.485 1.914 0.352 O2A APW 1 APW PA PA P 0 1 N N N N N N 29.072 31.992 20.626 3.620 0.557 0.369 PA APW 2 APW O1A O1A O 0 1 N N N N N N 28.872 33.540 20.320 3.563 0.024 1.748 O1A APW 3 APW O3A O3A O 0 1 N N N N N N 30.541 31.675 21.324 4.308 -0.530 -0.599 O3A APW 4 APW PB PB P 0 1 N N N N N N 31.542 30.367 21.265 5.552 -1.539 -0.440 PB APW 5 APW O1B O1B O 0 1 N N N N N N 32.137 30.159 22.606 5.296 -2.467 0.684 O1B APW 6 APW O2B O2B O 0 1 N N N N N N 30.561 29.366 20.662 5.736 -2.382 -1.800 O2B APW 7 APW N3B N3B N 0 1 N N N N N N 32.772 30.789 20.108 6.953 -0.659 -0.132 N3B APW 8 APW "O5'" O5* O 0 1 N N N N N N 27.989 31.483 21.700 2.126 0.866 -0.148 "O5'" APW 9 APW "C5'" C5* C 0 1 N N N N N N 27.945 32.109 22.975 1.218 1.713 0.559 "C5'" APW 10 APW "C4'" C4* C 0 1 N N R N N N 26.496 32.415 23.266 -0.106 1.791 -0.205 "C4'" APW 11 APW "C3'" C3* C 0 1 N N S N N N 26.364 33.211 24.545 -1.060 2.799 0.474 "C3'" APW 12 APW "O3'" O3* O 0 1 N N N N N N 26.605 34.593 24.300 -1.016 4.060 -0.197 "O3'" APW 13 APW "C2'" C2* C 0 1 N N R N N N 24.934 32.914 24.931 -2.456 2.154 0.324 "C2'" APW 14 APW "O2'" O2* O 0 1 N N N N N N 24.034 33.738 24.188 -3.317 2.997 -0.444 "O2'" APW 15 APW "C1'" C1* C 0 1 N N R N N N 24.772 31.454 24.525 -2.180 0.833 -0.428 "C1'" APW 16 APW "O4'" O4* O 0 1 N N N N N N 25.717 31.226 23.468 -0.799 0.525 -0.140 "O4'" APW 17 APW N9 N9 N 0 1 Y N N N N N 25.131 30.642 25.709 -3.054 -0.231 0.072 N9 APW 18 APW C4 C4 C 0 1 Y N N N N N 24.567 30.740 26.918 -4.337 -0.489 -0.340 C4 APW 19 APW C5 C5 C 0 1 Y N N N N N 25.249 29.764 27.776 -4.772 -1.592 0.414 C5 APW 20 APW N7 N7 N 0 1 Y N N N N N 26.168 29.151 27.009 -3.751 -1.944 1.232 N7 APW 21 APW C8 C8 C 0 1 Y N N N N N 26.088 29.696 25.766 -2.740 -1.150 1.029 C8 APW 22 APW N3 N3 N 0 1 Y N N N N N 23.579 31.490 27.452 -5.164 0.053 -1.228 N3 APW 23 APW C2 C2 C 0 1 Y N N N N N 23.229 31.339 28.745 -6.374 -0.434 -1.403 C2 APW 24 APW N1 N1 N 0 1 Y N N N N N 23.806 30.467 29.590 -6.827 -1.469 -0.718 N1 APW 25 APW C6 C6 C 0 1 Y N N N N N 24.805 29.654 29.182 -6.073 -2.076 0.191 C6 APW 26 APW N6 N6 N 0 1 N N N N N N 25.400 28.773 30.025 -6.556 -3.160 0.903 N6 APW 27 APW H3B1 1H3B H 0 0 N N N N N N 33.421 30.033 20.020 7.150 -0.018 -0.886 H3B1 APW 28 APW H3B2 2H3B H 0 0 N N N N N N 32.347 30.968 19.221 6.887 -0.171 0.749 H3B2 APW 29 APW "H5'1" 1H5* H 0 0 N N N N N N 28.350 31.433 23.742 1.040 1.305 1.554 "H5'1" APW 30 APW "H5'2" 2H5* H 0 0 N N N N N N 28.532 33.039 22.960 1.646 2.712 0.647 "H5'2" APW 31 APW "H4'" H4* H 0 1 N N N N N N 26.079 33.002 22.434 0.071 2.075 -1.242 "H4'" APW 32 APW "H3'" H3* H 0 1 N N N N N N 27.050 32.815 25.308 -0.803 2.918 1.527 "H3'" APW 33 APW H2 H2 H 0 1 N N N N N N 26.518 35.079 25.112 -1.596 4.730 0.188 H2 APW 34 APW H1 H1 H 0 1 N N N N N N 24.794 33.029 26.016 -2.892 1.955 1.303 H1 APW 35 APW "H2'" H2* H 0 1 N N N N N N 23.140 33.540 24.441 -3.475 3.864 -0.047 "H2'" APW 36 APW "H1'" H1* H 0 1 N N N N N N 23.739 31.254 24.203 -2.323 0.969 -1.500 "H1'" APW 37 APW H8 H8 H 0 1 N N N N N N 26.711 29.408 24.932 -1.793 -1.209 1.545 H8 APW 38 APW H3 H3 H 0 1 N N N N N N 22.432 31.960 29.127 -7.021 0.029 -2.133 H3 APW 39 APW HN61 1HN6 H 0 0 N N N N N N 24.983 28.844 30.931 -5.995 -3.595 1.565 HN61 APW 40 APW HN62 2HN6 H 0 0 N N N N N N 25.280 27.844 29.675 -7.455 -3.485 0.741 HN62 APW 41 APW H4 H4 H 0 1 N N N N N N 28.501 31.707 18.596 4.564 2.320 -0.522 H4 APW 42 APW H5 H5 H 0 1 N N N N N N 30.425 28.649 21.270 6.470 -3.012 -1.776 H5 APW 43 # 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 APW O2A PA SING N N 1 APW PA O1A DOUB N N 2 APW PA O3A SING N N 3 APW PA "O5'" SING N N 4 APW O3A PB SING N N 5 APW PB O1B DOUB N N 6 APW PB O2B SING N N 7 APW PB N3B SING N N 8 APW N3B H3B1 SING N N 9 APW N3B H3B2 SING N N 10 APW "O5'" "C5'" SING N N 11 APW "C5'" "C4'" SING N N 12 APW "C5'" "H5'1" SING N N 13 APW "C5'" "H5'2" SING N N 14 APW "C4'" "C3'" SING N N 15 APW "C4'" "O4'" SING N N 16 APW "C4'" "H4'" SING N N 17 APW "C3'" "O3'" SING N N 18 APW "C3'" "C2'" SING N N 19 APW "C3'" "H3'" SING N N 20 APW "O3'" H2 SING N N 21 APW "C2'" "O2'" SING N N 22 APW "C2'" "C1'" SING N N 23 APW "C2'" H1 SING N N 24 APW "O2'" "H2'" SING N N 25 APW "C1'" "O4'" SING N N 26 APW "C1'" N9 SING N N 27 APW "C1'" "H1'" SING N N 28 APW N9 C4 SING Y N 29 APW N9 C8 SING Y N 30 APW C4 C5 SING Y N 31 APW C4 N3 DOUB Y N 32 APW C5 N7 SING Y N 33 APW C5 C6 DOUB Y N 34 APW N7 C8 DOUB Y N 35 APW C8 H8 SING N N 36 APW N3 C2 SING Y N 37 APW C2 N1 DOUB Y N 38 APW C2 H3 SING N N 39 APW N1 C6 SING Y N 40 APW C6 N6 SING N N 41 APW N6 HN61 SING N N 42 APW N6 HN62 SING N N 43 APW O2A H4 SING N N 44 APW O2B H5 SING N N 45 # 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 APW SMILES ACDLabs 14.52 "NP(=O)(O)OP(=O)(O)OCC1OC(n2cnc3c(N)ncnc32)C(O)C1O" APW InChI InChI 1.06 "InChI=1S/C10H16N6O9P2/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(24-10)1-23-27(21,22)25-26(12,19)20/h2-4,6-7,10,17-18H,1H2,(H,21,22)(H2,11,13,14)(H3,12,19,20)/t4-,6-,7-,10-/m1/s1" APW InChIKey InChI 1.06 FQMDCEJHLOLKLI-KQYNXXCUSA-N APW SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](N)(O)=O)[C@@H](O)[C@H]3O" APW SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](N)(O)=O)[CH](O)[CH]3O" APW SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@](=O)(N)O)O)O)N" APW SMILES "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(N)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 APW "SYSTEMATIC NAME" ACDLabs 14.52 "5'-O-[(S)-{[(S)-amino(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" APW "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxyphosphonamidic acid" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id APW _pdbx_chem_comp_synonyms.name "MAGNESIUM-5'-ADENYLY-BETA-AMIDO-DIPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site APW "Create component" 2006-02-19 RCSB APW "Modify descriptor" 2011-06-04 RCSB APW "Modify synonyms" 2020-06-05 PDBE APW "Other modification" 2026-05-19 RCSB #