data_P2G # _chem_comp.id P2G _chem_comp.name ;(2S,4R,6R,6AS)-4-(2-AMINO-6-OXO-1,6-DIHYDROPURIN-9-YL)-6-(HYDROXYMETHYL)-TETRAHYDROFURO[3,4-D][1,3]DIOXOL-2-YLPHOSPHONI C ACID ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H14 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "GUANOSINE-2',3'-O-METHYLIDENEPHOSPHONATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-08-04 _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 375.231 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P2G _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 2AI3 _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 P2G O6 O6 O 0 1 N N N 68.613 -51.411 96.255 -5.909 0.086 0.585 O6 P2G 1 P2G C6 C6 C 0 1 Y N N 68.008 -50.353 96.424 -4.794 0.434 0.237 C6 P2G 2 P2G N1 N1 N 0 1 Y N N 66.615 -50.331 96.208 -4.564 1.697 -0.186 N1 P2G 3 P2G C2 C2 C 0 1 Y N N 65.865 -49.157 96.418 -3.315 2.075 -0.579 C2 P2G 4 P2G N2 N2 N 0 1 N N N 64.576 -49.117 96.105 -3.112 3.362 -1.009 N2 P2G 5 P2G N3 N3 N 0 1 Y N N 66.539 -48.069 96.849 -2.297 1.243 -0.553 N3 P2G 6 P2G C4 C4 C 0 1 Y N N 67.874 -48.061 97.057 -2.448 -0.022 -0.141 C4 P2G 7 P2G C5 C5 C 0 1 Y N N 68.667 -49.195 96.845 -3.708 -0.471 0.270 C5 P2G 8 P2G N7 N7 N 0 1 Y N N 69.932 -48.854 97.069 -3.574 -1.771 0.630 N7 P2G 9 P2G C8 C8 C 0 1 Y N N 69.936 -47.567 97.409 -2.336 -2.137 0.468 C8 P2G 10 P2G N9 N9 N 0 1 Y N N 68.697 -47.077 97.428 -1.602 -1.089 -0.007 N9 P2G 11 P2G "C1'" "C1'" C 0 1 N N R 68.387 -45.810 98.139 -0.170 -1.104 -0.317 "C1'" P2G 12 P2G "O4'" "O4'" O 0 1 N N N 68.077 -46.205 99.487 0.279 -2.455 -0.554 "O4'" P2G 13 P2G "C2'" "C2'" C 0 1 N N R 67.232 -44.917 97.685 0.648 -0.618 0.899 "C2'" P2G 14 P2G "O2'" "O2'" O 0 1 N N N 67.608 -43.610 97.209 1.153 0.719 0.626 "O2'" P2G 15 P2G C1 C1 C 0 1 N N S 67.163 -42.618 98.160 2.400 0.513 -0.071 C1 P2G 16 P2G P P P 0 1 N N N 66.693 -41.043 97.339 3.461 1.989 0.068 P P2G 17 P2G O3 O3 O 0 1 N N N 65.904 -40.067 98.339 4.877 1.702 -0.642 O3 P2G 18 P2G O4 O4 O 0 1 N N N 65.680 -41.487 96.173 2.742 3.236 -0.653 O4 P2G 19 P2G O2 O2 O 0 1 N N N 67.901 -40.359 96.816 3.681 2.306 1.497 O2 P2G 20 P2G "O3'" "O3'" O 0 1 N N N 66.078 -43.289 98.829 3.011 -0.610 0.599 "O3'" P2G 21 P2G "C3'" "C3'" C 0 1 N N R 66.403 -44.690 98.936 1.920 -1.513 0.872 "C3'" P2G 22 P2G "C4'" "C4'" C 0 1 N N R 67.355 -45.103 100.055 1.709 -2.420 -0.359 "C4'" P2G 23 P2G "C5'" "C5'" C 0 1 N N N 66.650 -45.516 101.350 2.243 -3.828 -0.083 "C5'" P2G 24 P2G "O5'" "O5'" O 0 1 N N N 67.629 -46.042 102.250 2.079 -4.636 -1.250 "O5'" P2G 25 P2G HN1 HN1 H 0 1 N N N 66.141 -51.178 95.894 -5.293 2.336 -0.217 HN1 P2G 26 P2G HN21 1HN2 H 0 0 N N N 64.033 -48.267 96.257 -2.227 3.646 -1.288 HN21 P2G 27 P2G HN22 2HN2 H 0 0 N N N 64.106 -49.886 96.583 -3.853 3.986 -1.037 HN22 P2G 28 P2G H8 H8 H 0 1 N N N 70.843 -46.985 97.643 -1.947 -3.123 0.678 H8 P2G 29 P2G "H1'" "H1'" H 0 1 N N N 69.281 -45.172 97.949 0.035 -0.478 -1.186 "H1'" P2G 30 P2G "H2'" "H2'" H 0 1 N N N 66.725 -45.426 96.832 0.095 -0.675 1.837 "H2'" P2G 31 P2G H1 H1 H 0 1 N N N 67.948 -42.286 98.878 2.216 0.276 -1.119 H1 P2G 32 P2G HO3 HO3 H 0 1 N N N 65.661 -39.252 97.914 4.689 1.501 -1.569 HO3 P2G 33 P2G HO4 HO4 H 0 1 N N N 65.437 -40.672 95.748 3.334 3.995 -0.556 HO4 P2G 34 P2G "H3'" "H3'" H 0 1 N N N 65.450 -45.245 99.102 2.062 -2.078 1.793 "H3'" P2G 35 P2G "H4'" "H4'" H 0 1 N N N 68.000 -44.250 100.370 2.200 -1.994 -1.234 "H4'" P2G 36 P2G "H5'1" "1H5'" H 0 0 N N N 66.057 -44.684 101.799 3.300 -3.771 0.174 "H5'1" P2G 37 P2G "H5'2" "2H5'" H 0 0 N N N 65.807 -46.224 101.171 1.690 -4.270 0.746 "H5'2" P2G 38 P2G "H5'" "H5'" H 0 1 N N N 67.191 -46.298 103.053 2.427 -5.512 -1.034 "H5'" P2G 39 # # 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 P2G O6 C6 DOUB N N 1 P2G C6 N1 SING Y N 2 P2G C6 C5 SING Y N 3 P2G N1 C2 SING Y N 4 P2G N1 HN1 SING N N 5 P2G C2 N2 SING N N 6 P2G C2 N3 DOUB Y N 7 P2G N2 HN21 SING N N 8 P2G N2 HN22 SING N N 9 P2G N3 C4 SING Y N 10 P2G C4 C5 DOUB Y N 11 P2G C4 N9 SING Y N 12 P2G C5 N7 SING Y N 13 P2G N7 C8 DOUB Y N 14 P2G C8 N9 SING Y N 15 P2G C8 H8 SING N N 16 P2G N9 "C1'" SING N N 17 P2G "C1'" "O4'" SING N N 18 P2G "C1'" "C2'" SING N N 19 P2G "C1'" "H1'" SING N N 20 P2G "O4'" "C4'" SING N N 21 P2G "C2'" "O2'" SING N N 22 P2G "C2'" "C3'" SING N N 23 P2G "C2'" "H2'" SING N N 24 P2G "O2'" C1 SING N N 25 P2G C1 P SING N N 26 P2G C1 "O3'" SING N N 27 P2G C1 H1 SING N N 28 P2G P O3 SING N N 29 P2G P O4 SING N N 30 P2G P O2 DOUB N N 31 P2G O3 HO3 SING N N 32 P2G O4 HO4 SING N N 33 P2G "O3'" "C3'" SING N N 34 P2G "C3'" "C4'" SING N N 35 P2G "C3'" "H3'" SING N N 36 P2G "C4'" "C5'" SING N N 37 P2G "C4'" "H4'" SING N N 38 P2G "C5'" "O5'" SING N N 39 P2G "C5'" "H5'1" SING N N 40 P2G "C5'" "H5'2" SING N N 41 P2G "O5'" "H5'" SING N N 42 # # 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 P2G SMILES ACDLabs 10.04 "O=C4NC(=Nc1c4ncn1C3OC(C2OC(OC23)P(=O)(O)O)CO)N" P2G SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@H]4O[C@@H](O[C@@H]34)[P](O)(O)=O" P2G SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH]4O[CH](O[CH]34)[P](O)(O)=O" P2G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@H]4[C@@H]([C@H](O3)CO)O[C@@H](O4)P(=O)(O)O)N=C(NC2=O)N" P2G SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C4C(C(O3)CO)OC(O4)P(=O)(O)O)N=C(NC2=O)N" P2G InChI InChI 1.03 "InChI=1S/C11H14N5O8P/c12-10-14-7-4(8(18)15-10)13-2-16(7)9-6-5(3(1-17)22-9)23-11(24-6)25(19,20)21/h2-3,5-6,9,11,17H,1H2,(H2,19,20,21)(H3,12,14,15,18)/t3-,5-,6-,9-,11+/m1/s1" P2G InChIKey InChI 1.03 GKAPYWCOOQBBHV-KXSYMAMXSA-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 P2G "SYSTEMATIC NAME" ACDLabs 10.04 "2',3'-O-(phosphonomethylidene)guanosine" P2G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3aR,4R,6R,6aR)-6-(2-amino-6-oxo-1H-purin-9-yl)-4-(hydroxymethyl)-3a,4,6,6a-tetrahydrofuro[4,3-d][1,3]dioxol-2-yl]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 P2G "Create component" 2005-08-04 RCSB P2G "Modify descriptor" 2011-06-04 RCSB P2G "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id P2G _pdbx_chem_comp_synonyms.name "GUANOSINE-2',3'-O-METHYLIDENEPHOSPHONATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##