data_GF2 # _chem_comp.id GF2 _chem_comp.name ;2'-deoxy-2'-fluoroguanosine 5'-(dihydrogen phosphate) ; _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H13 F 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 2010-04-20 _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 365.212 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GF2 _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 2KWG _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 GF2 F F F 0 1 N N N 7.796 6.027 31.627 -1.141 -2.891 -0.423 F GF2 1 GF2 P P P 0 1 N N N 1.839 9.212 31.145 5.130 0.916 0.312 P GF2 2 GF2 N1 N1 N 0 1 N N N 4.432 0.666 32.495 -5.558 0.676 0.446 N1 GF2 3 GF2 C2 C2 C 0 1 N N N 5.640 1.262 32.636 -4.923 -0.404 0.982 C2 GF2 4 GF2 N2 N2 N 0 1 N N N 6.684 0.481 32.716 -5.652 -1.317 1.702 N2 GF2 5 GF2 N3 N3 N 0 1 N N N 5.844 2.577 32.662 -3.632 -0.597 0.828 N3 GF2 6 GF2 C4 C4 C 0 1 Y N N 4.686 3.295 32.544 -2.881 0.266 0.134 C4 GF2 7 GF2 C5 C5 C 0 1 Y N N 3.409 2.793 32.413 -3.476 1.395 -0.441 C5 GF2 8 GF2 C6 C6 C 0 1 N N N 3.243 1.360 32.390 -4.867 1.588 -0.272 C6 GF2 9 GF2 O6 O6 O 0 1 N N N 2.212 0.695 32.284 -5.427 2.557 -0.756 O6 GF2 10 GF2 N7 N7 N 0 1 Y N N 2.485 3.843 32.312 -2.497 2.086 -1.076 N7 GF2 11 GF2 C8 C8 C 0 1 Y N N 3.229 4.917 32.370 -1.365 1.463 -0.928 C8 GF2 12 GF2 N9 N9 N 0 1 Y N N 4.572 4.667 32.522 -1.553 0.332 -0.187 N9 GF2 13 GF2 "C1'" "C1'" C 0 1 N N R 5.701 5.624 32.642 -0.520 -0.635 0.194 "C1'" GF2 14 GF2 OP2 OP2 O 0 1 N N N 2.201 10.350 30.259 6.264 -0.217 0.162 OP2 GF2 15 GF2 "C2'" "C2'" C 0 1 N N R 6.477 5.706 31.328 -0.429 -1.766 -0.854 "C2'" GF2 16 GF2 OP1 OP1 O 0 1 N N N 0.707 8.338 30.744 5.092 1.742 -0.915 OP1 GF2 17 GF2 "C3'" "C3'" C 0 1 N N R 5.744 6.833 30.589 1.081 -2.080 -0.937 "C3'" GF2 18 GF2 "O3'" "O3'" O 0 1 N N N 6.512 7.413 29.545 1.334 -3.433 -0.551 "O3'" GF2 19 GF2 "C4'" "C4'" C 0 1 N N R 5.516 7.774 31.781 1.724 -1.102 0.071 "C4'" GF2 20 GF2 "O4'" "O4'" O 0 1 N N N 5.222 6.940 32.903 0.783 -0.012 0.179 "O4'" GF2 21 GF2 "C5'" "C5'" C 0 1 N N N 4.428 8.835 31.553 3.066 -0.595 -0.461 "C5'" GF2 22 GF2 "O5'" "O5'" O 0 1 N N N 3.141 8.272 31.330 3.698 0.215 0.532 "O5'" GF2 23 GF2 OP3 OP3 O 0 1 N Y N 1.184 10.044 32.501 5.470 1.851 1.578 OP3 GF2 24 GF2 HN1 HN1 H 0 1 N N N 4.399 -0.333 32.465 -6.513 0.789 0.578 HN1 GF2 25 GF2 HN2 HN2 H 0 1 N N N 7.599 0.876 32.794 -6.605 -1.188 1.824 HN2 GF2 26 GF2 HN2A HN2A H 0 0 N N N 6.568 -0.512 32.699 -5.213 -2.091 2.089 HN2A GF2 27 GF2 H8 H8 H 0 1 N N N 2.823 5.915 32.304 -0.419 1.791 -1.332 H8 GF2 28 GF2 "H1'" "H1'" H 0 1 N N N 6.339 5.263 33.462 -0.733 -1.046 1.181 "H1'" GF2 29 GF2 HOP2 HOP2 H 0 0 N N N 1.620 10.364 29.507 6.345 -0.797 0.932 HOP2 GF2 30 GF2 "H2'" "H2'" H 0 1 N N N 6.514 4.784 30.729 -0.804 -1.424 -1.818 "H2'" GF2 31 GF2 "H3'" "H3'" H 0 1 N N N 4.836 6.534 30.044 1.456 -1.893 -1.943 "H3'" GF2 32 GF2 "HO3'" "HO3'" H 0 0 N N N 6.009 8.101 29.126 0.903 -4.090 -1.115 "HO3'" GF2 33 GF2 "H4'" "H4'" H 0 1 N N N 6.423 8.374 31.946 1.857 -1.586 1.038 "H4'" GF2 34 GF2 "H5'" "H5'" H 0 1 N N N 4.376 9.474 32.447 3.707 -1.444 -0.698 "H5'" GF2 35 GF2 "H5'A" "H5'A" H 0 0 N N N 4.704 9.428 30.669 2.900 -0.003 -1.361 "H5'A" GF2 36 GF2 HOP3 HOP3 H 0 0 N Y N 0.293 9.750 32.653 6.321 2.306 1.513 HO2P GF2 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 GF2 P "O5'" SING N N 1 GF2 N1 C2 SING N N 2 GF2 C2 N3 DOUB N N 3 GF2 C2 N2 SING N N 4 GF2 C4 N3 SING N N 5 GF2 C5 C4 DOUB Y N 6 GF2 C6 N1 SING N N 7 GF2 C6 C5 SING N N 8 GF2 O6 C6 DOUB N N 9 GF2 N7 C5 SING Y N 10 GF2 N7 C8 DOUB Y N 11 GF2 C8 N9 SING Y N 12 GF2 N9 C4 SING Y N 13 GF2 N9 "C1'" SING N N 14 GF2 "C1'" "O4'" SING N N 15 GF2 OP2 P SING N N 16 GF2 "C2'" F SING N N 17 GF2 "C2'" "C1'" SING N N 18 GF2 OP1 P DOUB N N 19 GF2 "C3'" "C2'" SING N N 20 GF2 "C3'" "C4'" SING N N 21 GF2 "O3'" "C3'" SING N N 22 GF2 "C4'" "O4'" SING N N 23 GF2 "C5'" "C4'" SING N N 24 GF2 "O5'" "C5'" SING N N 25 GF2 P OP3 SING N N 26 GF2 N1 HN1 SING N N 27 GF2 N2 HN2 SING N N 28 GF2 N2 HN2A SING N N 29 GF2 C8 H8 SING N N 30 GF2 "C1'" "H1'" SING N N 31 GF2 OP2 HOP2 SING N N 32 GF2 "C2'" "H2'" SING N N 33 GF2 "C3'" "H3'" SING N N 34 GF2 "O3'" "HO3'" SING N N 35 GF2 "C4'" "H4'" SING N N 36 GF2 "C5'" "H5'" SING N N 37 GF2 "C5'" "H5'A" SING N N 38 GF2 OP3 HOP3 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 GF2 SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(F)C3O" GF2 SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3F" GF2 SMILES CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3F" GF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)F)N=C(NC2=O)N" GF2 SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)F)N=C(NC2=O)N" GF2 InChI InChI 1.03 "InChI=1S/C10H13FN5O7P/c11-4-6(17)3(1-22-24(19,20)21)23-9(4)16-2-13-5-7(16)14-10(12)15-8(5)18/h2-4,6,9,17H,1H2,(H2,19,20,21)(H3,12,14,15,18)/t3-,4-,6-,9-/m1/s1" GF2 InChIKey InChI 1.03 ZTDPJNQLNRZPCT-DXTOWSMRSA-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 GF2 "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-deoxy-2'-fluoroguanosine 5'-(dihydrogen phosphate) ; GF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3R,4R,5R)-5-(2-azanyl-6-oxo-1H-purin-9-yl)-4-fluoro-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 GF2 "Create component" 2010-04-20 RCSB GF2 "Modify aromatic_flag" 2011-06-04 RCSB GF2 "Modify descriptor" 2011-06-04 RCSB #