data_1AP # _chem_comp.id 1AP _chem_comp.name "2,6-DIAMINOPURINE NUCLEOTIDE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H15 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-08 _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 346.236 _chem_comp.one_letter_code A _chem_comp.three_letter_code 1AP _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 1ZAY _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 1AP N1 N1 N 0 1 Y N N 14.868 -1.642 -2.205 -0.449 0.348 5.597 N1 1AP 1 1AP C2 C2 C 0 1 Y N N 16.153 -1.853 -2.676 0.600 0.924 5.025 C2 1AP 2 1AP C4 C4 C 0 1 Y N N 15.820 -0.436 -4.370 -0.000 0.170 2.932 C4 1AP 3 1AP C5 C5 C 0 1 Y N N 14.543 -0.148 -3.996 -1.126 -0.455 3.494 C5 1AP 4 1AP C6 C6 C 0 1 Y N N 14.043 -0.789 -2.851 -1.329 -0.342 4.880 C6 1AP 5 1AP C8 C8 C 0 1 Y N N 14.879 1.010 -5.739 -1.162 -0.853 1.362 C8 1AP 6 1AP N2 N2 N 0 1 N N N 16.892 -2.715 -1.962 1.487 1.634 5.817 N2 1AP 7 1AP N3 N3 N 0 1 Y N N 16.684 -1.274 -3.762 0.825 0.847 3.723 N3 1AP 8 1AP N9 N9 N 0 1 Y N N 16.044 0.314 -5.500 -0.049 -0.097 1.588 N9 1AP 9 1AP N7 N7 N 0 1 Y N N 13.950 0.760 -4.860 -1.792 -1.062 2.481 N7 1AP 10 1AP N6 N6 N 0 1 N N N 12.812 -0.597 -2.374 -2.421 -0.938 5.485 N6 1AP 11 1AP P P P 0 1 N N N 16.807 5.257 -7.608 -0.828 0.322 -4.920 P 1AP 12 1AP OP1 O1P O 0 1 N N N 17.720 6.193 -8.303 -1.604 1.553 -5.609 OP1 1AP 13 1AP OP2 O2P O 0 1 N N N 15.380 5.191 -8.025 -1.792 -0.754 -4.607 OP2 1AP 14 1AP "O5'" "O5'" O 0 1 N N N 17.397 3.773 -7.645 -0.124 0.824 -3.562 "O5'" 1AP 15 1AP "C5'" "C5'" C 0 1 N N N 18.665 3.457 -7.089 0.544 -0.306 -3.000 "C5'" 1AP 16 1AP "C4'" "C4'" C 0 1 N N R 18.840 1.950 -6.950 1.237 0.104 -1.700 "C4'" 1AP 17 1AP "O4'" "O4'" O 0 1 N N N 18.037 1.459 -5.851 0.266 0.474 -0.695 "O4'" 1AP 18 1AP "C1'" "C1'" C 0 1 N N R 17.272 0.356 -6.288 0.915 0.347 0.580 "C1'" 1AP 19 1AP "C2'" "C2'" C 0 1 N N N 17.067 0.593 -7.771 2.033 -0.702 0.425 "C2'" 1AP 20 1AP "C3'" "C3'" C 0 1 N N S 18.424 1.128 -8.176 1.972 -1.105 -1.067 "C3'" 1AP 21 1AP "O3'" "O3'" O 0 1 N N N 19.318 0.021 -8.315 3.285 -1.246 -1.612 "O3'" 1AP 22 1AP OP3 O3P O 0 1 N Y N 16.881 5.697 -6.054 0.293 -0.237 -5.930 OP3 1AP 23 1AP H81 1H8 H 0 1 N N N 14.703 1.713 -6.570 -1.474 -1.224 0.397 H81 1AP 24 1AP HN21 1HN2 H 0 0 N N N 17.838 -2.870 -2.308 1.335 1.704 6.772 HN21 1AP 25 1AP HN22 2HN2 H 0 0 N N N 16.401 -3.604 -1.871 2.263 2.057 5.417 HN22 1AP 26 1AP HN61 1HN6 H 0 0 N N N 12.189 0.047 -2.861 -2.551 -0.853 6.443 HN61 1AP 27 1AP HN62 2HN6 H 0 0 N N N 12.878 -0.313 -1.396 -3.056 -1.441 4.952 HN62 1AP 28 1AP H1P H1P H 0 1 N N N 18.631 6.235 -8.036 -2.010 1.211 -6.417 H1P 1AP 29 1AP H52 2H5 H 0 1 N N N 19.496 3.915 -7.673 -0.182 -1.091 -2.792 H52 1AP 30 1AP H51 1H5 H 0 1 N N N 18.831 3.981 -6.119 1.286 -0.677 -3.707 H51 1AP 31 1AP H4 H4 H 0 1 N N N 19.936 1.817 -6.797 1.932 0.924 -1.880 H4 1AP 32 1AP H11 1H1 H 0 1 N N N 17.749 -0.641 -6.146 1.344 1.304 0.874 H11 1AP 33 1AP H21 1H2 H 0 1 N N N 16.709 -0.290 -8.350 3.003 -0.265 0.663 H21 1AP 34 1AP H22 2H2 H 0 1 N N N 16.199 1.242 -8.035 1.836 -1.565 1.061 H22 1AP 35 1AP H31 1H3 H 0 1 N N N 18.423 1.708 -9.127 1.397 -2.022 -1.200 H31 1AP 36 1AP HO31 1HO3 H 0 0 N N N 19.060 -0.488 -9.074 3.720 -1.952 -1.114 HO31 1AP 37 1AP H3P H3P H 0 1 N N N 16.295 5.096 -5.608 0.899 0.494 -6.108 H3P 1AP 38 # 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 1AP N1 C2 SING Y N 1 1AP N1 C6 DOUB Y N 2 1AP C2 N2 SING N N 3 1AP C2 N3 DOUB Y N 4 1AP C4 C5 DOUB Y N 5 1AP C4 N3 SING Y N 6 1AP C4 N9 SING Y N 7 1AP C5 C6 SING Y N 8 1AP C5 N7 SING Y N 9 1AP C6 N6 SING N N 10 1AP C8 N9 SING Y N 11 1AP C8 N7 DOUB Y N 12 1AP C8 H81 SING N N 13 1AP N2 HN21 SING N N 14 1AP N2 HN22 SING N N 15 1AP N9 "C1'" SING N N 16 1AP N6 HN61 SING N N 17 1AP N6 HN62 SING N N 18 1AP P OP1 SING N N 19 1AP P OP2 DOUB N N 20 1AP P "O5'" SING N N 21 1AP P OP3 SING N N 22 1AP OP1 H1P SING N N 23 1AP "O5'" "C5'" SING N N 24 1AP "C5'" "C4'" SING N N 25 1AP "C5'" H52 SING N N 26 1AP "C5'" H51 SING N N 27 1AP "C4'" "O4'" SING N N 28 1AP "C4'" "C3'" SING N N 29 1AP "C4'" H4 SING N N 30 1AP "O4'" "C1'" SING N N 31 1AP "C1'" "C2'" SING N N 32 1AP "C1'" H11 SING N N 33 1AP "C2'" "C3'" SING N N 34 1AP "C2'" H21 SING N N 35 1AP "C2'" H22 SING N N 36 1AP "C3'" "O3'" SING N N 37 1AP "C3'" H31 SING N N 38 1AP "O3'" HO31 SING N N 39 1AP OP3 H3P SING N N 40 # 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 1AP SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(nc(nc12)N)N)CC3O" 1AP SMILES_CANONICAL CACTVS 3.341 "Nc1nc(N)c2ncn([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c2n1" 1AP SMILES CACTVS 3.341 "Nc1nc(N)c2ncn([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c2n1" 1AP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N)N" 1AP SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1C3CC(C(O3)COP(=O)(O)O)O)N)N" 1AP InChI InChI 1.03 "InChI=1S/C10H15N6O6P/c11-8-7-9(15-10(12)14-8)16(3-13-7)6-1-4(17)5(22-6)2-21-23(18,19)20/h3-6,17H,1-2H2,(H2,18,19,20)(H4,11,12,14,15)/t4-,5+,6+/m0/s1" 1AP InChIKey InChI 1.03 RZZBUMCFKOLHEH-KVQBGUIXSA-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 1AP "SYSTEMATIC NAME" ACDLabs 10.04 ;2-amino-2'-deoxyadenosine 5'-(dihydrogen phosphate) ; 1AP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2,6-diaminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen 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 1AP "Create component" 1999-10-08 RCSB 1AP "Modify descriptor" 2011-06-04 RCSB #