data_DGP # _chem_comp.id DGP _chem_comp.name "2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2019-03-01 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces DCG _chem_comp.formula_weight 347.221 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DGP _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 DGP P P P 0 1 N N N 47.712 3.277 6.013 -5.025 -0.790 0.346 P DGP 1 DGP OP1 O1P O 0 1 N N N 48.568 2.714 7.146 -6.036 0.152 -0.184 OP1 DGP 2 DGP OP2 O2P O 0 1 N N N 46.675 2.318 5.637 -5.526 -1.375 1.760 OP2 DGP 3 DGP OP3 O3P O 0 1 N Y N 47.145 4.706 6.410 -4.821 -2.001 -0.695 OP3 DGP 4 DGP "O5'" "O5'" O 0 1 N N N 48.694 3.629 4.865 -3.627 -0.017 0.550 "O5'" DGP 5 DGP "C5'" "C5'" C 0 1 N N N 50.013 4.115 4.980 -2.976 0.703 -0.498 "C5'" DGP 6 DGP "C4'" "C4'" C 0 1 N N R 50.720 3.618 3.739 -1.678 1.314 0.033 "C4'" DGP 7 DGP "O4'" "O4'" O 0 1 N N N 51.973 4.220 3.532 -0.730 0.278 0.372 "O4'" DGP 8 DGP "C3'" "C3'" C 0 1 N N S 50.750 2.213 3.301 -0.955 2.114 -1.081 "C3'" DGP 9 DGP "O3'" "O3'" O 0 1 N N N 50.023 1.972 2.080 -1.444 3.455 -1.145 "O3'" DGP 10 DGP "C2'" "C2'" C 0 1 N N N 52.232 1.935 3.101 0.516 2.084 -0.600 "C2'" DGP 11 DGP "C1'" "C1'" C 0 1 N N R 52.787 3.365 2.795 0.573 0.883 0.365 "C1'" DGP 12 DGP N9 N9 N 0 1 Y N N 54.239 3.510 2.987 1.569 -0.084 -0.103 N9 DGP 13 DGP C8 C8 C 0 1 Y N N 55.117 3.925 1.994 1.328 -1.176 -0.886 C8 DGP 14 DGP N7 N7 N 0 1 Y N N 56.359 3.867 2.330 2.440 -1.813 -1.109 N7 DGP 15 DGP C5 C5 C 0 1 Y N N 56.337 3.298 3.602 3.457 -1.171 -0.485 C5 DGP 16 DGP C6 C6 C 0 1 N N N 57.429 3.015 4.485 4.850 -1.400 -0.380 C6 DGP 17 DGP O6 O6 O 0 1 N N N 58.624 3.119 4.261 5.369 -2.356 -0.930 O6 DGP 18 DGP N1 N1 N 0 1 N N N 56.961 2.523 5.697 5.590 -0.532 0.345 N1 DGP 19 DGP C2 C2 C 0 1 N N N 55.631 2.328 6.020 4.999 0.534 0.955 C2 DGP 20 DGP N2 N2 N 0 1 N N N 55.416 1.806 7.211 5.776 1.399 1.684 N2 DGP 21 DGP N3 N3 N 0 1 N N N 54.611 2.605 5.221 3.707 0.758 0.865 N3 DGP 22 DGP C4 C4 C 0 1 Y N N 55.044 3.089 4.011 2.911 -0.056 0.161 C4 DGP 23 DGP HOP2 HOP2 H 0 0 N N N 46.750 1.541 6.178 -6.364 -1.854 1.712 HOP2 DGP 24 DGP HOP3 HOP3 H 0 0 N Y N 47.449 4.937 7.280 -4.171 -2.658 -0.411 HOP3 DGP 25 DGP "H5'" "H5'1" H 0 1 N N N 50.026 5.214 5.028 -2.749 0.024 -1.319 "H5'" DGP 26 DGP "H5''" "H5'2" H 0 0 N N N 50.497 3.731 5.890 -3.632 1.498 -0.855 "H5''" DGP 27 DGP "H4'" "H4'" H 0 1 N N N 49.925 3.971 3.066 -1.878 1.949 0.896 "H4'" DGP 28 DGP "H3'" "H3'" H 0 1 N N N 50.263 1.558 4.039 -1.059 1.618 -2.046 "H3'" DGP 29 DGP "HO3'" "HO3'" H 0 0 N Y N 50.081 1.051 1.853 -1.022 3.995 -1.827 "HO3'" DGP 30 DGP "H2'" "H2'1" H 0 1 N N N 52.695 1.494 3.996 1.190 1.929 -1.442 "H2'" DGP 31 DGP "H2''" "H2'2" H 0 0 N N N 52.414 1.234 2.273 0.765 3.007 -0.075 "H2''" DGP 32 DGP "H1'" "H1'" H 0 1 N N N 52.728 3.617 1.726 0.829 1.225 1.368 "H1'" DGP 33 DGP H8 H8 H 0 1 N N N 54.787 4.267 1.024 0.359 -1.467 -1.263 H8 DGP 34 DGP HN1 HN1 H 0 1 N N N 57.641 2.291 6.392 6.546 -0.668 0.431 HN1 DGP 35 DGP HN21 HN21 H 0 0 N N N 54.481 1.618 7.513 6.731 1.248 1.759 HN21 DGP 36 DGP HN22 HN22 H 0 0 N N N 56.187 1.598 7.812 5.370 2.162 2.124 HN22 DGP 37 # # 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 DGP P OP1 DOUB N N 1 DGP P OP2 SING N N 2 DGP P OP3 SING N N 3 DGP P "O5'" SING N N 4 DGP OP2 HOP2 SING N N 5 DGP OP3 HOP3 SING N N 6 DGP "O5'" "C5'" SING N N 7 DGP "C5'" "C4'" SING N N 8 DGP "C5'" "H5'" SING N N 9 DGP "C5'" "H5''" SING N N 10 DGP "C4'" "O4'" SING N N 11 DGP "C4'" "C3'" SING N N 12 DGP "C4'" "H4'" SING N N 13 DGP "O4'" "C1'" SING N N 14 DGP "C3'" "O3'" SING N N 15 DGP "C3'" "C2'" SING N N 16 DGP "C3'" "H3'" SING N N 17 DGP "O3'" "HO3'" SING N N 18 DGP "C2'" "C1'" SING N N 19 DGP "C2'" "H2'" SING N N 20 DGP "C2'" "H2''" SING N N 21 DGP "C1'" N9 SING N N 22 DGP "C1'" "H1'" SING N N 23 DGP N9 C8 SING Y N 24 DGP N9 C4 SING Y N 25 DGP C8 N7 DOUB Y N 26 DGP C8 H8 SING N N 27 DGP N7 C5 SING Y N 28 DGP C5 C6 SING N N 29 DGP C5 C4 DOUB Y N 30 DGP C6 O6 DOUB N N 31 DGP C6 N1 SING N N 32 DGP N1 C2 SING N N 33 DGP N1 HN1 SING N N 34 DGP C2 N2 SING N N 35 DGP C2 N3 DOUB N N 36 DGP N2 HN21 SING N N 37 DGP N2 HN22 SING N N 38 DGP N3 C4 SING N N 39 # # 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 DGP SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" DGP SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" DGP SMILES CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" DGP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C(NC2=O)N" DGP SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)N=C(NC2=O)N" DGP InChI InChI 1.03 "InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1" DGP InChIKey InChI 1.03 LTFMZDNNPPEQNG-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 DGP "SYSTEMATIC NAME" ACDLabs 12.01 "2'-deoxy-5'-guanylic acid" DGP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,5R)-5-(2-azanyl-6-oxo-1H-purin-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 DGP "Create component" 1999-07-08 RCSB DGP "Modify descriptor" 2011-06-04 RCSB DGP "Modify linking type" 2019-03-01 RCSB ##