data_2PR # _chem_comp.id 2PR _chem_comp.name "2-AMINO-9-[2-DEOXYRIBOFURANOSYL]-9H-PURINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms "2-AMINOPURINE-2'-DEOXYRIBO-5'-MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-07-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 331.222 _chem_comp.one_letter_code G _chem_comp.three_letter_code 2PR _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 # # 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 2PR OP3 O3P O 0 1 N Y N 32.100 5.181 63.737 5.162 -1.694 -1.541 OP3 2PR 1 2PR P P P 0 1 N N N 33.400 5.468 64.663 4.780 -0.763 -0.285 P 2PR 2 2PR OP1 O1P O 0 1 N N N 34.338 6.135 63.753 4.709 -1.590 0.940 OP1 2PR 3 2PR OP2 O2P O 0 1 N N N 33.849 4.249 65.351 5.904 0.375 -0.099 OP2 2PR 4 2PR "O5'" "O5'" O 0 1 N N N 32.795 6.479 65.730 3.351 -0.068 -0.547 "O5'" 2PR 5 2PR "C5'" "C5'" C 0 1 N N N 33.585 6.794 66.908 2.686 0.737 0.428 "C5'" 2PR 6 2PR "C4'" "C4'" C 0 1 N N R 33.646 8.313 67.070 1.359 1.238 -0.143 "C4'" 2PR 7 2PR "O4'" "O4'" O 0 1 N N N 34.424 8.677 68.227 0.448 0.138 -0.353 "O4'" 2PR 8 2PR "C3'" "C3'" C 0 1 N N S 34.323 9.074 65.922 0.621 2.127 0.890 "C3'" 2PR 9 2PR "O3'" "O3'" O 0 1 N N N 33.668 10.344 65.762 1.058 3.485 0.800 "O3'" 2PR 10 2PR "C2'" "C2'" C 0 1 N N N 35.784 9.163 66.399 -0.854 1.991 0.440 "C2'" 2PR 11 2PR "C1'" "C1'" C 0 1 N N R 35.619 9.393 67.894 -0.878 0.692 -0.388 "C1'" 2PR 12 2PR N9 N9 N 0 1 Y N N 36.573 8.717 68.761 -1.830 -0.255 0.198 N9 2PR 13 2PR C8 C8 C 0 1 Y N N 37.362 7.624 68.484 -1.537 -1.245 1.089 C8 2PR 14 2PR N7 N7 N 0 1 Y N N 38.060 7.214 69.541 -2.618 -1.898 1.402 N7 2PR 15 2PR C5 C5 C 0 1 Y N N 37.660 8.066 70.566 -3.674 -1.371 0.733 C5 2PR 16 2PR C6 C6 C 0 1 Y N N 38.009 8.154 71.938 -5.039 -1.655 0.676 C6 2PR 17 2PR N1 N1 N 0 1 Y N N 37.425 9.124 72.684 -5.809 -0.919 -0.106 N1 2PR 18 2PR C2 C2 C 0 1 Y N N 36.542 9.946 72.099 -5.307 0.075 -0.829 C2 2PR 19 2PR N2 N2 N 0 1 N N N 36.016 10.885 72.890 -6.159 0.816 -1.632 N2 2PR 20 2PR N3 N3 N 0 1 Y N N 36.130 9.957 70.825 -4.020 0.381 -0.807 N3 2PR 21 2PR C4 C4 C 0 1 Y N N 36.741 8.990 70.105 -3.180 -0.305 -0.044 C4 2PR 22 2PR HOP3 HOP3 H 0 0 N N N 31.326 5.125 64.285 6.013 -2.145 -1.451 HOP3 2PR 23 2PR HOP2 HOP2 H 0 0 N N N 33.946 3.546 64.720 6.005 0.956 -0.865 HOP2 2PR 24 2PR "H5'" "H5'1" H 0 1 N N N 33.119 6.345 67.798 2.496 0.143 1.322 "H5'" 2PR 25 2PR "H5''" "H5'2" H 0 0 N N N 34.602 6.390 66.794 3.316 1.589 0.686 "H5''" 2PR 26 2PR "H4'" "H4'" H 0 1 N N N 32.583 8.590 67.128 1.523 1.783 -1.073 "H4'" 2PR 27 2PR "H3'" "H3'" H 0 1 N N N 34.268 8.606 64.928 0.756 1.743 1.901 "H3'" 2PR 28 2PR "HO3'" H3T H 0 0 N Y N 33.524 10.736 66.615 0.625 4.080 1.427 "HO3'" 2PR 29 2PR "H2'" "H2'1" H 0 1 N N N 36.345 8.241 66.183 -1.511 1.904 1.305 "H2'" 2PR 30 2PR "H2''" "H2'2" H 0 0 N N N 36.363 9.950 65.895 -1.145 2.842 -0.177 "H2''" 2PR 31 2PR "H1'" "H1'" H 0 1 N N N 35.688 10.480 68.045 -1.160 0.914 -1.418 "H1'" 2PR 32 2PR H8 H8 H 0 1 N N N 37.410 7.150 67.515 -0.552 -1.456 1.479 H8 2PR 33 2PR H6 H6 H 0 1 N N N 38.719 7.468 72.376 -5.459 -2.462 1.259 H6 2PR 34 2PR HN21 HN21 H 0 0 N N N 35.885 10.512 73.809 -7.105 0.605 -1.659 HN21 2PR 35 2PR HN22 HN22 H 0 0 N N N 36.635 11.669 72.934 -5.808 1.546 -2.166 HN22 2PR 36 # # 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 2PR OP3 P SING N N 1 2PR OP3 HOP3 SING N N 2 2PR P OP1 DOUB N N 3 2PR P OP2 SING N N 4 2PR P "O5'" SING N N 5 2PR OP2 HOP2 SING N N 6 2PR "O5'" "C5'" SING N N 7 2PR "C5'" "C4'" SING N N 8 2PR "C5'" "H5'" SING N N 9 2PR "C5'" "H5''" SING N N 10 2PR "C4'" "O4'" SING N N 11 2PR "C4'" "C3'" SING N N 12 2PR "C4'" "H4'" SING N N 13 2PR "O4'" "C1'" SING N N 14 2PR "C3'" "O3'" SING N N 15 2PR "C3'" "C2'" SING N N 16 2PR "C3'" "H3'" SING N N 17 2PR "O3'" "HO3'" SING N N 18 2PR "C2'" "C1'" SING N N 19 2PR "C2'" "H2'" SING N N 20 2PR "C2'" "H2''" SING N N 21 2PR "C1'" N9 SING N N 22 2PR "C1'" "H1'" SING N N 23 2PR N9 C8 SING Y N 24 2PR N9 C4 SING Y N 25 2PR C8 N7 DOUB Y N 26 2PR C8 H8 SING N N 27 2PR N7 C5 SING Y N 28 2PR C5 C6 SING Y N 29 2PR C5 C4 DOUB Y N 30 2PR C6 N1 DOUB Y N 31 2PR C6 H6 SING N N 32 2PR N1 C2 SING Y N 33 2PR C2 N2 SING N N 34 2PR C2 N3 DOUB Y N 35 2PR N2 HN21 SING N N 36 2PR N2 HN22 SING N N 37 2PR N3 C4 SING Y N 38 # # 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 2PR SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1cnc(nc12)N)CC3O" 2PR SMILES_CANONICAL CACTVS 3.341 "Nc1ncc2ncn([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c2n1" 2PR SMILES CACTVS 3.341 "Nc1ncc2ncn([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c2n1" 2PR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" 2PR SMILES "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)C3CC(C(O3)COP(=O)(O)O)O" 2PR InChI InChI 1.03 "InChI=1S/C10H14N5O6P/c11-10-12-2-5-9(14-10)15(4-13-5)8-1-6(16)7(21-8)3-20-22(17,18)19/h2,4,6-8,16H,1,3H2,(H2,11,12,14)(H2,17,18,19)/t6-,7+,8+/m0/s1" 2PR InChIKey InChI 1.03 XLBUIHNMZIQVTK-XLPZGREQSA-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 2PR "SYSTEMATIC NAME" ACDLabs 10.04 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-9H-purin-2-amine" 2PR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-aminopurin-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 2PR "Create component" 2000-07-14 RCSB 2PR "Modify descriptor" 2011-06-04 RCSB 2PR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2PR _pdbx_chem_comp_synonyms.name "2-AMINOPURINE-2'-DEOXYRIBO-5'-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##