data_4DG # _chem_comp.id 4DG _chem_comp.name "2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]ethyl dihydrogen phosphate" _chem_comp.type "DNA OH 3 prime terminus" _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H12 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "acyclic guanosine monophosphate; acyclovir monophosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-09 _chem_comp.pdbx_modified_date 2020-12-12 _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 305.185 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4DG _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 3KD1 _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 4DG P P P 0 1 N N N -0.732 -4.655 3.342 4.961 -0.347 -0.280 P 4DG 1 4DG N1 N1 N 0 1 N N N 0.607 4.823 -1.786 -5.421 -0.272 -0.285 N1 4DG 2 4DG C2 C2 C 0 1 N N N -0.483 4.335 -1.124 -4.915 0.990 -0.386 C2 4DG 3 4DG N2 N2 N 0 1 N N N -1.661 5.082 -1.090 -5.767 2.029 -0.663 N2 4DG 4 4DG N3 N3 N 0 1 N N N -0.423 3.120 -0.509 -3.635 1.240 -0.225 N3 4DG 5 4DG C4 C4 C 0 1 Y N N 0.721 2.391 -0.570 -2.768 0.258 0.047 C4 4DG 6 4DG C5 C5 C 0 1 Y N N 1.833 2.857 -1.262 -3.226 -1.060 0.163 C5 4DG 7 4DG C6 C6 C 0 1 N N N 1.770 4.119 -1.876 -4.606 -1.314 -0.012 C6 4DG 8 4DG O6 O6 O 0 1 N N N 2.748 4.595 -2.493 -5.049 -2.447 0.080 O6 4DG 9 4DG N7 N7 N 0 1 Y N N 2.810 1.943 -1.193 -2.149 -1.837 0.438 N7 4DG 10 4DG C8 C8 C 0 1 Y N N 2.306 0.931 -0.459 -1.084 -1.092 0.496 C8 4DG 11 4DG N9 N9 N 0 1 Y N N 1.043 1.193 -0.050 -1.417 0.210 0.261 N9 4DG 12 4DG "C1'" "C1'" C 0 1 N N N 0.239 0.356 0.787 -0.496 1.349 0.241 "C1'" 4DG 13 4DG "C4'" "C4'" C 0 1 N N N -0.922 -1.799 0.772 1.814 1.932 0.512 "C4'" 4DG 14 4DG "O4'" "O4'" O 0 1 N N N -0.045 -0.875 0.092 0.832 0.893 0.508 "O4'" 4DG 15 4DG "C5'" "C5'" C 0 1 N N N -0.171 -2.737 1.743 3.190 1.332 0.807 "C5'" 4DG 16 4DG "O5'" "O5'" O 0 1 N N N -1.044 -3.581 2.311 3.567 0.459 -0.259 "O5'" 4DG 17 4DG OP1 OP1 O 0 1 N N N 0.250 -5.615 2.799 6.083 0.604 -0.123 OP1 4DG 18 4DG OP2 OP2 O 0 1 N N N -2.010 -5.382 3.689 4.985 -1.410 0.928 OP2 4DG 19 4DG HN1 HN1 H 0 1 N N N 0.550 5.723 -2.217 -6.372 -0.422 -0.405 HN1 4DG 20 4DG HN2 HN2 H 0 1 N N N -2.465 4.726 -0.613 -6.715 1.860 -0.784 HN2 4DG 21 4DG HN2A HN2A H 0 0 N N N -1.701 5.973 -1.542 -5.422 2.933 -0.737 HN2A 4DG 22 4DG H8 H8 H 0 1 N N N 2.844 0.024 -0.226 -0.086 -1.452 0.699 H8 4DG 23 4DG "H1'" "H1'" H 0 1 N N N 0.781 0.137 1.719 -0.526 1.824 -0.740 "H1'" 4DG 24 4DG "H1'A" "H1'A" H 0 0 N N N -0.704 0.870 1.026 -0.793 2.070 1.003 "H1'A" 4DG 25 4DG "H4'" "H4'" H 0 1 N N N -1.656 -1.218 1.350 1.831 2.419 -0.463 "H4'" 4DG 26 4DG "H4'A" "H4'A" H 0 0 N N N -1.428 -2.417 0.015 1.564 2.665 1.280 "H4'A" 4DG 27 4DG "H5'" "H5'" H 0 1 N N N 0.586 -3.310 1.188 3.923 2.133 0.898 "H5'" 4DG 28 4DG "H5'A" "H5'A" H 0 0 N N N 0.322 -2.139 2.523 3.148 0.770 1.740 "H5'A" 4DG 29 4DG O61 O61 O 0 1 N Y N -0.184 -4.008 4.591 5.109 -1.125 -1.682 O61 4DG 30 4DG H11 H11 H 0 1 N Y N -1.915 -6.305 3.485 4.275 -2.066 0.890 H11 4DG 31 4DG H12 H12 H 0 1 N Y N 0.683 -4.352 4.772 5.928 -1.633 -1.765 H12 4DG 32 # # 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 4DG P "O5'" SING N N 1 4DG P OP1 DOUB N N 2 4DG P OP2 SING N N 3 4DG N1 C2 SING N N 4 4DG N1 C6 SING N N 5 4DG N1 HN1 SING N N 6 4DG C2 N2 SING N N 7 4DG C2 N3 DOUB N N 8 4DG N2 HN2 SING N N 9 4DG N2 HN2A SING N N 10 4DG N3 C4 SING N N 11 4DG C4 C5 DOUB Y N 12 4DG C4 N9 SING Y N 13 4DG C5 C6 SING N N 14 4DG C5 N7 SING Y N 15 4DG C6 O6 DOUB N N 16 4DG N7 C8 DOUB Y N 17 4DG C8 N9 SING Y N 18 4DG C8 H8 SING N N 19 4DG N9 "C1'" SING N N 20 4DG "C1'" "O4'" SING N N 21 4DG "C1'" "H1'" SING N N 22 4DG "C1'" "H1'A" SING N N 23 4DG "C4'" "O4'" SING N N 24 4DG "C4'" "C5'" SING N N 25 4DG "C4'" "H4'" SING N N 26 4DG "C4'" "H4'A" SING N N 27 4DG "C5'" "O5'" SING N N 28 4DG "C5'" "H5'" SING N N 29 4DG "C5'" "H5'A" SING N N 30 4DG P O61 SING N N 31 4DG OP2 H11 SING N N 32 4DG O61 H12 SING N N 33 # # 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 4DG SMILES_CANONICAL CACTVS 3.352 "NC1=Nc2n(COCCO[P](O)(O)=O)cnc2C(=O)N1" 4DG SMILES CACTVS 3.352 "NC1=Nc2n(COCCO[P](O)(O)=O)cnc2C(=O)N1" 4DG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1COCCOP(=O)(O)O)N=C(NC2=O)N" 4DG SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1COCCOP(=O)(O)O)N=C(NC2=O)N" 4DG InChI InChI 1.03 "InChI=1S/C8H12N5O6P/c9-8-11-6-5(7(14)12-8)10-3-13(6)4-18-1-2-19-20(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)" 4DG InChIKey InChI 1.03 KUOAJOVOKFATQE-UHFFFAOYSA-N # _pdbx_chem_comp_identifier.comp_id 4DG _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "2-[(2-azanyl-6-oxo-1H-purin-9-yl)methoxy]ethyl 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 4DG "Create component" 2009-11-09 RCSB 4DG "Modify aromatic_flag" 2011-06-04 RCSB 4DG "Modify descriptor" 2011-06-04 RCSB 4DG "Modify synonyms" 2020-12-12 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 4DG "acyclovir monophosphate" PUBCHEM ? 2 4DG 135422933 PUBCHEM ? 3 4DG "acyclic guanosine monophosphate" PDB ? ##