data_A0P # _chem_comp.id A0P _chem_comp.name "9-{5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-alpha-L-arabinofuranosyl}-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H17 N6 O12 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-03 _chem_comp.pdbx_modified_date 2013-07-05 _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 506.196 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A0P _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 3LLT _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 A0P N1 N1 N 0 1 Y N N 61.943 -32.639 13.482 -7.378 2.631 0.248 N1 A0P 1 A0P C2 C2 C 0 1 Y N N 62.416 -33.580 12.634 -7.354 1.639 1.120 C2 A0P 2 A0P N3 N3 N 0 1 Y N N 61.784 -33.935 11.495 -6.321 0.833 1.245 N3 A0P 3 A0P C4 C4 C 0 1 Y N N 60.614 -33.359 11.136 -5.243 0.991 0.484 C4 A0P 4 A0P C5 C5 C 0 1 Y N N 60.045 -32.326 12.015 -5.219 2.032 -0.459 C5 A0P 5 A0P C6 C6 C 0 1 Y N N 60.786 -31.980 13.246 -6.346 2.866 -0.555 C6 A0P 6 A0P N6 N6 N 0 1 N N N 60.311 -31.038 14.093 -6.380 3.908 -1.466 N6 A0P 7 A0P N7 N7 N 0 1 Y N N 58.909 -31.914 11.446 -4.022 1.971 -1.092 N7 A0P 8 A0P C8 C8 C 0 1 Y N N 58.755 -32.615 10.303 -3.327 0.982 -0.609 C8 A0P 9 A0P N9 N9 N 0 1 Y N N 59.767 -33.502 10.117 -4.037 0.347 0.366 N9 A0P 10 A0P PA PA P 0 1 N N N 55.267 -32.164 7.393 1.978 -1.729 -0.423 PA A0P 11 A0P PB PB P 0 1 N N N 54.055 -31.154 4.986 4.419 -0.102 0.004 PB A0P 12 A0P PG PG P 0 1 N N N 52.525 -33.739 4.591 6.312 1.903 0.302 PG A0P 13 A0P "C1'" "C1'" C 0 1 N N R 59.952 -34.424 8.953 -3.593 -0.812 1.146 "C1'" A0P 14 A0P O1A O1A O 0 1 N N N 54.500 -33.450 7.570 2.308 -2.642 0.694 O1A A0P 15 A0P O1B O1B O 0 1 N N N 53.772 -29.739 5.427 4.799 -0.694 1.452 O1B A0P 16 A0P O1G O1G O 0 1 N N N 51.224 -34.277 5.132 7.238 1.213 -0.820 O1G A0P 17 A0P "C2'" "C2'" C 0 1 N N R 59.260 -35.802 8.999 -4.211 -2.109 0.580 "C2'" A0P 18 A0P "O2'" "O2'" O 0 1 N N N 60.181 -36.875 8.798 -4.469 -3.042 1.632 "O2'" A0P 19 A0P O2A O2A O 0 1 N N N 55.051 -30.995 8.327 2.295 -2.458 -1.823 O2A A0P 20 A0P O2B O2B O 0 1 N N N 54.525 -31.400 3.577 5.254 -0.753 -1.030 O2B A0P 21 A0P O2G O2G O 0 1 N N N 53.755 -34.452 5.103 6.536 3.497 0.275 O2G A0P 22 A0P "C3'" "C3'" C 0 1 N N R 58.251 -35.792 7.857 -3.128 -2.655 -0.377 "C3'" A0P 23 A0P "O3'" "O3'" O 0 1 N N N 57.032 -36.493 8.129 -3.628 -2.719 -1.714 "O3'" A0P 24 A0P O3A O3A O 0 1 N N N 55.282 -31.691 5.855 2.865 -0.390 -0.302 O3A A0P 25 A0P N3B N3B N 0 1 N N N 52.632 -32.129 5.272 4.696 1.558 -0.014 N3B A0P 26 A0P O3G O3G O 0 1 N N N 52.522 -33.554 3.093 6.678 1.376 1.636 O3G A0P 27 A0P "C4'" "C4'" C 0 1 N N S 58.028 -34.308 7.799 -1.984 -1.622 -0.276 "C4'" A0P 28 A0P "O4'" "O4'" O 0 1 N N N 59.341 -33.760 7.855 -2.167 -0.992 1.011 "O4'" A0P 29 A0P "C5'" "C5'" C 0 1 N N N 57.286 -33.674 6.658 -0.626 -2.324 -0.337 "C5'" A0P 30 A0P "O5'" "O5'" O 0 1 N N N 56.823 -32.506 7.329 0.416 -1.345 -0.360 "O5'" A0P 31 A0P H2 H2 H 0 1 N N N 63.345 -34.072 12.880 -8.214 1.484 1.754 H2 A0P 32 A0P HN6 HN6 H 0 1 N N N 60.938 -30.937 14.865 -5.621 4.069 -2.047 HN6 A0P 33 A0P HN6A HN6A H 0 0 N N N 60.233 -30.165 13.611 -7.164 4.476 -1.523 HN6A A0P 34 A0P H8 H8 H 0 1 N N N 57.928 -32.487 9.620 -2.335 0.706 -0.933 H8 A0P 35 A0P "H1'" "H1'" H 0 1 N N N 61.032 -34.629 8.915 -3.864 -0.688 2.195 "H1'" A0P 36 A0P HO1B HO1B H 0 0 N N N 53.939 -29.143 4.706 4.290 -0.311 2.180 HO1B A0P 37 A0P HO1G HO1G H 0 0 N N N 50.613 -34.409 4.416 7.053 1.512 -1.721 HO1G A0P 38 A0P "H2'" "H2'" H 0 1 N N N 58.798 -35.961 9.984 -5.128 -1.889 0.034 "H2'" A0P 39 A0P "HO2'" "HO2'" H 0 0 N N N 59.716 -37.703 8.834 -4.858 -3.875 1.333 "HO2'" A0P 40 A0P HO2A HO2A H 0 0 N N N 54.398 -31.225 8.977 2.103 -1.916 -2.601 HO2A A0P 41 A0P HO2G HO2G H 0 0 N N N 54.325 -34.664 4.373 7.447 3.770 0.450 HO2G A0P 42 A0P "H3'" "H3'" H 0 1 N N N 58.595 -36.293 6.940 -2.788 -3.637 -0.049 "H3'" A0P 43 A0P "HO3'" "HO3'" H 0 0 N N N 56.460 -36.440 7.372 -4.387 -3.308 -1.822 "HO3'" A0P 44 A0P HN3B HN3B H 0 0 N N N 52.567 -32.242 6.263 4.404 1.963 -0.891 HN3B A0P 45 A0P "H4'" "H4'" H 0 1 N N N 57.332 -34.089 8.622 -2.067 -0.884 -1.074 "H4'" A0P 46 A0P "H5'" "H5'" H 0 1 N N N 57.927 -33.453 5.792 -0.506 -2.961 0.539 "H5'" A0P 47 A0P "H5'A" "H5'A" H 0 0 N N N 56.472 -34.302 6.266 -0.572 -2.933 -1.239 "H5'A" A0P 48 # 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 A0P C2 N1 DOUB Y N 1 A0P C6 N1 SING Y N 2 A0P N3 C2 SING Y N 3 A0P C2 H2 SING N N 4 A0P C4 N3 DOUB Y N 5 A0P N9 C4 SING Y N 6 A0P C4 C5 SING Y N 7 A0P N7 C5 SING Y N 8 A0P C5 C6 DOUB Y N 9 A0P C6 N6 SING N N 10 A0P N6 HN6 SING N N 11 A0P N6 HN6A SING N N 12 A0P C8 N7 DOUB Y N 13 A0P N9 C8 SING Y N 14 A0P C8 H8 SING N N 15 A0P "C1'" N9 SING N N 16 A0P O3A PA SING N N 17 A0P "O5'" PA SING N N 18 A0P PA O1A DOUB N N 19 A0P PA O2A SING N N 20 A0P O2B PB DOUB N N 21 A0P PB N3B SING N N 22 A0P PB O1B SING N N 23 A0P PB O3A SING N N 24 A0P O3G PG DOUB N N 25 A0P PG O2G SING N N 26 A0P PG O1G SING N N 27 A0P PG N3B SING N N 28 A0P "O4'" "C1'" SING N N 29 A0P "C1'" "C2'" SING N N 30 A0P "C1'" "H1'" SING N N 31 A0P O1B HO1B SING N N 32 A0P O1G HO1G SING N N 33 A0P "C3'" "C2'" SING N N 34 A0P "O2'" "C2'" SING N N 35 A0P "C2'" "H2'" SING N N 36 A0P "O2'" "HO2'" SING N N 37 A0P O2A HO2A SING N N 38 A0P O2G HO2G SING N N 39 A0P "C4'" "C3'" SING N N 40 A0P "C3'" "O3'" SING N N 41 A0P "C3'" "H3'" SING N N 42 A0P "O3'" "HO3'" SING N N 43 A0P N3B HN3B SING N N 44 A0P "C5'" "C4'" SING N N 45 A0P "C4'" "O4'" SING N N 46 A0P "C4'" "H4'" SING N N 47 A0P "C5'" "O5'" SING N N 48 A0P "C5'" "H5'" SING N N 49 A0P "C5'" "H5'A" SING N N 50 # 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 A0P SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[C@H](O)[C@H]3O" A0P SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[CH](O)[CH]3O" A0P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]([C@@H](O3)CO[P@@](=O)(O)O[P@@](=O)(NP(=O)(O)O)O)O)O)N" A0P SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N" A0P InChI InChI 1.03 "InChI=1S/C10H17N6O12P3/c11-8-5-9(13-2-12-8)16(3-14-5)10-7(18)6(17)4(27-10)1-26-31(24,25)28-30(22,23)15-29(19,20)21/h2-4,6-7,10,17-18H,1H2,(H,24,25)(H2,11,12,13)(H4,15,19,20,21,22,23)/t4-,6-,7+,10+/m0/s1" A0P InChIKey InChI 1.03 PVKSNHVPLWYQGJ-FCIPNVEPSA-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 A0P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[[[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A0P "Create component" 2010-02-03 RCSB A0P "Modify aromatic_flag" 2011-06-04 RCSB A0P "Modify descriptor" 2011-06-04 RCSB A0P "Initial release" 2013-07-10 RCSB #