data_F4Q # _chem_comp.id F4Q _chem_comp.name "[(1~{S},2~{R},4~{R},6~{S},8~{R})-8-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-6-oxidanyl-9-oxatricyclo[4.3.0.0^{2,4}]nonan-2-yl] dihydrogen phosphate" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H16 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 2018-05-30 _chem_comp.pdbx_modified_date 2019-05-06 _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 385.269 _chem_comp.one_letter_code G _chem_comp.three_letter_code F4Q _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 6GN4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 F4Q C8 C1 C 0 1 Y N N 5.384 2.778 -5.052 -1.336 -0.463 1.450 C8 F4Q 1 F4Q C2 C2 C 0 1 N N N 1.307 4.405 -5.354 -4.805 -0.030 -1.302 C2 F4Q 2 F4Q C4 C3 C 0 1 Y N N 3.508 3.858 -5.290 -2.795 -0.120 -0.166 C4 F4Q 3 F4Q C5 C4 C 0 1 Y N N 3.280 2.533 -4.969 -3.446 -0.606 0.973 C5 F4Q 4 F4Q C6 C5 C 0 1 N N N 1.931 2.058 -4.844 -4.846 -0.797 0.924 C6 F4Q 5 F4Q P P1 P 0 1 N N N 10.048 3.216 -5.676 3.653 -1.660 -0.391 P F4Q 6 F4Q O1P O1 O 0 1 N N N 9.822 4.181 -6.776 2.324 -1.883 -1.003 O1P F4Q 7 F4Q O2P O2 O 0 1 N N N 11.229 3.375 -4.794 4.682 -1.142 -1.515 O2P F4Q 8 F4Q "O5'" O3 O 0 1 N N N 8.726 3.189 -4.757 3.529 -0.554 0.773 "O5'" F4Q 9 F4Q "C5'" C6 C 0 1 N N R 8.347 4.292 -3.970 2.978 0.747 0.555 "C5'" F4Q 10 F4Q "C4'" C7 C 0 1 N N S 7.678 5.475 -4.647 1.880 0.877 -0.517 "C4'" F4Q 11 F4Q "O4'" O4 O 0 1 N N N 6.966 5.010 -5.803 0.864 -0.112 -0.271 "O4'" F4Q 12 F4Q "C1'" C8 C 0 1 N N R 5.571 5.278 -5.658 -0.389 0.430 -0.713 "C1'" F4Q 13 F4Q N9 N1 N 0 1 Y N N 4.866 4.012 -5.346 -1.469 -0.035 0.161 N9 F4Q 14 F4Q N7 N2 N 0 1 Y N N 4.485 1.859 -4.823 -2.500 -0.801 1.924 N7 F4Q 15 F4Q O6 O5 O 0 1 N N N 1.553 0.915 -4.598 -5.454 -1.219 1.893 O6 F4Q 16 F4Q N1 N3 N 0 1 N N N 0.990 3.086 -5.039 -5.494 -0.501 -0.224 N1 F4Q 17 F4Q N2 N4 N 0 1 N N N 0.284 5.257 -5.494 -5.489 0.264 -2.455 N2 F4Q 18 F4Q N3 N5 N 0 1 N N N 2.577 4.838 -5.514 -3.505 0.160 -1.266 N3 F4Q 19 F4Q "C3'" C9 C 0 1 N N S 6.676 6.083 -3.675 1.175 2.228 -0.188 "C3'" F4Q 20 F4Q "C2'" C10 C 0 1 N N N 5.413 6.262 -4.510 -0.279 1.964 -0.638 "C2'" F4Q 21 F4Q "C7'" C11 C 0 1 N N N 6.526 5.052 -2.524 1.233 2.287 1.355 "C7'" F4Q 22 F4Q "C6'" C12 C 0 1 N N S 7.641 4.032 -2.670 2.564 1.639 1.736 "C6'" F4Q 23 F4Q "C8'" C13 C 0 1 N N N 9.044 4.559 -2.668 3.810 1.979 0.918 "C8'" F4Q 24 F4Q "O3'" O6 O 0 1 N N N 7.165 7.329 -3.181 1.771 3.360 -0.824 "O3'" F4Q 25 F4Q H8 H1 H 0 1 N N N 6.445 2.582 -5.013 -0.405 -0.516 1.993 H8 F4Q 26 F4Q H3 H3 H 0 1 N N N 11.729 4.135 -5.068 5.575 -0.974 -1.184 H3 F4Q 27 F4Q "H4'" H4 H 0 1 N N N 8.434 6.225 -4.922 2.277 0.843 -1.531 "H4'" F4Q 28 F4Q "H1'" H5 H 0 1 N N N 5.161 5.720 -6.578 -0.585 0.121 -1.740 "H1'" F4Q 29 F4Q H1 H6 H 0 1 N N N 0.022 2.852 -4.944 -6.454 -0.629 -0.284 H1 F4Q 30 F4Q H22 H7 H 0 1 N N N 0.459 6.216 -5.717 -6.450 0.135 -2.494 H22 F4Q 31 F4Q H21 H8 H 0 1 N N N -0.655 4.935 -5.375 -5.012 0.600 -3.230 H21 F4Q 32 F4Q "H2'" H9 H 0 1 N N N 5.340 7.292 -4.889 -0.460 2.407 -1.617 "H2'" F4Q 33 F4Q "H2''" H10 H 0 0 N N N 4.518 6.026 -3.916 -0.982 2.360 0.095 "H2''" F4Q 34 F4Q "H7'" H11 H 0 1 N N N 6.608 5.561 -1.552 1.190 3.321 1.697 "H7'" F4Q 35 F4Q "H7''" H12 H 0 0 N N N 5.549 4.552 -2.594 0.416 1.710 1.788 "H7''" F4Q 36 F4Q "H6'" H13 H 0 1 N N N 7.456 2.994 -2.358 2.681 1.299 2.765 "H6'" F4Q 37 F4Q "H8'" H14 H 0 1 N N N 9.874 3.912 -2.346 4.780 1.810 1.386 "H8'" F4Q 38 F4Q "H8''" H15 H 0 0 N N N 9.242 5.594 -2.353 3.754 2.838 0.250 "H8''" F4Q 39 F4Q H4 H16 H 0 1 N N N 6.534 7.700 -2.576 1.336 4.200 -0.622 H4 F4Q 40 F4Q OP3 OP3 O 0 1 N Y N 10.098 1.710 -6.310 4.194 -3.040 0.237 OP3 F4Q 41 F4Q H6 H18 H 0 1 N N N 9.973 1.758 -7.251 4.293 -3.753 -0.409 H6 F4Q 42 # # 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 F4Q O1P P DOUB N N 1 F4Q "O4'" "C1'" SING N N 2 F4Q "O4'" "C4'" SING N N 3 F4Q P O2P SING N N 4 F4Q P "O5'" SING N N 5 F4Q "C1'" N9 SING N N 6 F4Q "C1'" "C2'" SING N N 7 F4Q N3 C2 DOUB N N 8 F4Q N3 C4 SING N N 9 F4Q N2 C2 SING N N 10 F4Q C2 N1 SING N N 11 F4Q N9 C4 SING Y N 12 F4Q N9 C8 SING Y N 13 F4Q C4 C5 DOUB Y N 14 F4Q C8 N7 DOUB Y N 15 F4Q N1 C6 SING N N 16 F4Q C5 C6 SING N N 17 F4Q C5 N7 SING Y N 18 F4Q C6 O6 DOUB N N 19 F4Q "O5'" "C5'" SING N N 20 F4Q "C4'" "C5'" SING N N 21 F4Q "C4'" "C3'" SING N N 22 F4Q "C2'" "C3'" SING N N 23 F4Q "C5'" "C6'" SING N N 24 F4Q "C5'" "C8'" SING N N 25 F4Q "C3'" "O3'" SING N N 26 F4Q "C3'" "C7'" SING N N 27 F4Q "C6'" "C8'" SING N N 28 F4Q "C6'" "C7'" SING N N 29 F4Q C8 H8 SING N N 30 F4Q O2P H3 SING N N 31 F4Q "C4'" "H4'" SING N N 32 F4Q "C1'" "H1'" SING N N 33 F4Q N1 H1 SING N N 34 F4Q N2 H22 SING N N 35 F4Q N2 H21 SING N N 36 F4Q "C2'" "H2'" SING N N 37 F4Q "C2'" "H2''" SING N N 38 F4Q "C7'" "H7'" SING N N 39 F4Q "C7'" "H7''" SING N N 40 F4Q "C6'" "H6'" SING N N 41 F4Q "C8'" "H8'" SING N N 42 F4Q "C8'" "H8''" SING N N 43 F4Q "O3'" H4 SING N N 44 F4Q P OP3 SING N N 45 F4Q OP3 H6 SING N N 46 # # 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 F4Q InChI InChI 1.03 "InChI=1S/C13H16N5O7P/c14-11-16-8-7(9(19)17-11)15-4-18(8)6-3-12(20)1-5-2-13(5,10(12)24-6)25-26(21,22)23/h4-6,10,20H,1-3H2,(H2,21,22,23)(H3,14,16,17,19)/t5-,6-,10+,12+,13-/m1/s1" F4Q InChIKey InChI 1.03 MBCAKWZNBKUSBI-CFFIBIDHSA-N F4Q SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@@]4(O)C[C@@H]5C[C@]5(O[P](O)(O)=O)[C@H]4O3" F4Q SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[C]4(O)C[CH]5C[C]5(O[P](O)(O)=O)[CH]4O3" F4Q SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1[C@H]3C[C@]4(C[C@@H]5C[C@@]5([C@H]4O3)OP(=O)(O)O)O)N=C(NC2=O)N" F4Q SMILES "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1C3CC4(CC5CC5(C4O3)OP(=O)(O)O)O)N=C(NC2=O)N" # _pdbx_chem_comp_identifier.comp_id F4Q _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[(1~{S},2~{R},4~{R},6~{S},8~{R})-8-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-6-oxidanyl-9-oxatricyclo[4.3.0.0^{2,4}]nonan-2-yl] 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 F4Q "Create component" 2018-05-30 EBI F4Q "Initial release" 2018-06-06 RCSB F4Q "Modify one letter code" 2019-05-06 EBI ##