data_6FK # _chem_comp.id 6FK _chem_comp.name "[(2~{R},3~{S},5~{R})-5-[2-azanyl-8-[ethanoyl(phenyl)amino]-6-oxidanylidene-3~{H}-purin-9-yl]-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C18 H21 N6 O8 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-15 _chem_comp.pdbx_modified_date 2019-05-07 _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 480.369 _chem_comp.one_letter_code G _chem_comp.three_letter_code 6FK _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 5g32 _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 6FK P P1 P 0 1 N N N 24.153 59.978 -23.785 5.534 0.807 -0.605 P 6FK 1 6FK OP1 O1 O 0 1 N Y N 24.021 58.857 -22.778 5.920 0.795 -2.168 OP1 6FK 2 6FK "O5'" O2 O 0 1 N N N 23.063 59.862 -24.980 3.975 1.173 -0.440 "O5'" 6FK 3 6FK "C5'" C1 C 0 1 N N N 22.131 58.791 -25.012 3.302 1.163 0.821 "C5'" 6FK 4 6FK "C4'" C2 C 0 1 N N R 21.393 58.690 -26.344 1.838 1.557 0.621 "C4'" 6FK 5 6FK "C3'" C3 C 0 1 N N S 20.634 57.394 -26.370 1.112 1.636 1.982 "C3'" 6FK 6 6FK "O3'" O3 O 0 1 N N N 19.360 57.522 -25.773 1.038 2.990 2.432 "O3'" 6FK 7 6FK "C2'" C4 C 0 1 N N N 20.484 57.036 -27.823 -0.302 1.087 1.686 "C2'" 6FK 8 6FK "C1'" C5 C 0 1 N N R 21.660 57.705 -28.479 -0.262 0.741 0.181 "C1'" 6FK 9 6FK "O4'" O4 O 0 1 N N N 22.218 58.604 -27.508 1.137 0.531 -0.115 "O4'" 6FK 10 6FK N9 N1 N 0 1 Y N N 22.564 56.596 -28.888 -1.028 -0.480 -0.082 N9 6FK 11 6FK C4 C6 C 0 1 Y N N 23.182 55.689 -28.133 -0.634 -1.756 0.198 C4 6FK 12 6FK C5 C7 C 0 1 Y N N 23.948 54.810 -29.056 -1.665 -2.588 -0.217 C5 6FK 13 6FK N7 N2 N 0 1 Y N N 23.742 55.226 -30.314 -2.643 -1.801 -0.730 N7 6FK 14 6FK C8 C8 C 0 1 Y N N 22.911 56.266 -30.129 -2.272 -0.549 -0.647 C8 6FK 15 6FK N3 N3 N 0 1 N N N 23.247 55.454 -26.812 0.485 -2.316 0.759 N3 6FK 16 6FK C2 C9 C 0 1 N N N 23.999 54.434 -26.358 0.582 -3.663 0.906 C2 6FK 17 6FK N2 N4 N 0 1 N N N 24.038 54.231 -25.038 1.716 -4.184 1.472 N2 6FK 18 6FK N1 N5 N 0 1 N N N 24.712 53.598 -27.134 -0.372 -4.486 0.527 N1 6FK 19 6FK C6 C10 C 0 1 N N N 24.735 53.722 -28.457 -1.504 -4.033 -0.033 C6 6FK 20 6FK O6 O5 O 0 1 N N N 25.400 52.950 -29.169 -2.382 -4.808 -0.380 O6 6FK 21 6FK N4 N6 N 0 1 N N N 22.456 56.993 -31.170 -3.021 0.540 -1.076 N4 6FK 22 6FK C9 C11 C 0 1 N N N 21.645 58.018 -30.899 -2.962 0.934 -2.364 C9 6FK 23 6FK C10 C12 C 0 1 N N N 20.186 57.700 -30.966 -2.168 0.131 -3.362 C10 6FK 24 6FK O11 O6 O 0 1 N N N 22.058 59.129 -30.598 -3.549 1.934 -2.719 O11 6FK 25 6FK C12 C13 C 0 1 Y N N 22.879 56.633 -32.473 -3.836 1.230 -0.169 C12 6FK 26 6FK C13 C14 C 0 1 Y N N 22.116 56.968 -33.589 -4.471 2.402 -0.557 C13 6FK 27 6FK C14 C15 C 0 1 Y N N 22.539 56.603 -34.871 -5.274 3.080 0.339 C14 6FK 28 6FK C15 C16 C 0 1 Y N N 23.729 55.894 -35.059 -5.447 2.592 1.622 C15 6FK 29 6FK C16 C17 C 0 1 Y N N 24.490 55.557 -33.944 -4.816 1.424 2.011 C16 6FK 30 6FK C17 C18 C 0 1 Y N N 24.068 55.919 -32.659 -4.016 0.739 1.117 C17 6FK 31 6FK OP2 O7 O 0 1 N N N 24.119 61.355 -23.151 5.791 -0.529 -0.023 OP2 6FK 32 6FK OP3 O8 O 0 1 N Y N 25.555 59.815 -24.551 6.428 1.906 0.159 OP3 6FK 33 6FK H1 H1 H 0 1 N N N 23.938 59.223 -21.905 6.846 0.581 -2.343 H1 6FK 34 6FK H2 H2 H 0 1 N N N 21.392 58.944 -24.211 3.354 0.162 1.251 H2 6FK 35 6FK H3 H3 H 0 1 N N N 22.672 57.849 -24.837 3.782 1.873 1.494 H3 6FK 36 6FK H4 H4 H 0 1 N N N 20.688 59.530 -26.432 1.771 2.512 0.099 H4 6FK 37 6FK H5 H5 H 0 1 N N N 21.223 56.616 -25.862 1.618 1.016 2.721 H5 6FK 38 6FK H6 H6 H 0 1 N N N 19.461 57.748 -24.856 0.591 3.098 3.283 H6 6FK 39 6FK H7 H7 H 0 1 N N N 19.537 57.424 -28.227 -0.496 0.193 2.278 H7 6FK 40 6FK H8 H8 H 0 1 N N N 20.524 55.946 -27.964 -1.057 1.847 1.885 H8 6FK 41 6FK H9 H9 H 0 1 N N N 21.322 58.258 -29.368 -0.653 1.569 -0.410 H9 6FK 42 6FK H10 H10 H 0 1 N N N 22.741 56.032 -26.171 1.213 -1.747 1.053 H10 6FK 43 6FK H11 H11 H 0 1 N N N 24.583 53.481 -24.663 2.430 -3.594 1.758 H11 6FK 44 6FK H12 H12 H 0 1 N N N 23.523 54.829 -24.425 1.804 -5.143 1.585 H12 6FK 45 6FK H13 H13 H 0 1 N N N 19.603 58.597 -30.710 -1.790 -0.772 -2.883 H13 6FK 46 6FK H14 H14 H 0 1 N N N 19.928 57.374 -31.984 -2.809 -0.143 -4.200 H14 6FK 47 6FK H15 H15 H 0 1 N N N 19.953 56.895 -30.253 -1.331 0.727 -3.724 H15 6FK 48 6FK H16 H16 H 0 1 N N N 21.192 57.513 -33.464 -4.336 2.784 -1.558 H16 6FK 49 6FK H17 H17 H 0 1 N N N 21.938 56.872 -35.727 -5.768 3.992 0.039 H17 6FK 50 6FK H18 H18 H 0 1 N N N 24.052 55.613 -36.051 -6.075 3.123 2.321 H18 6FK 51 6FK H19 H19 H 0 1 N N N 25.414 55.012 -34.071 -4.952 1.045 3.013 H19 6FK 52 6FK H20 H20 H 0 1 N N N 24.666 55.644 -31.803 -3.524 -0.173 1.422 H20 6FK 53 6FK H21 H21 H 0 1 N N N 26.067 60.609 -24.448 6.310 2.808 -0.171 H21 6FK 54 # # 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 6FK C15 C14 DOUB Y N 1 6FK C15 C16 SING Y N 2 6FK C14 C13 SING Y N 3 6FK C16 C17 DOUB Y N 4 6FK C13 C12 DOUB Y N 5 6FK C17 C12 SING Y N 6 6FK C12 N4 SING N N 7 6FK N4 C9 SING N N 8 6FK N4 C8 SING N N 9 6FK C10 C9 SING N N 10 6FK C9 O11 DOUB N N 11 6FK N7 C8 DOUB Y N 12 6FK N7 C5 SING Y N 13 6FK C8 N9 SING Y N 14 6FK O6 C6 DOUB N N 15 6FK C5 C6 SING N N 16 6FK C5 C4 DOUB Y N 17 6FK N9 "C1'" SING N N 18 6FK N9 C4 SING Y N 19 6FK "C1'" "C2'" SING N N 20 6FK "C1'" "O4'" SING N N 21 6FK C6 N1 SING N N 22 6FK C4 N3 SING N N 23 6FK "C2'" "C3'" SING N N 24 6FK "O4'" "C4'" SING N N 25 6FK N1 C2 DOUB N N 26 6FK N3 C2 SING N N 27 6FK "C3'" "C4'" SING N N 28 6FK "C3'" "O3'" SING N N 29 6FK C2 N2 SING N N 30 6FK "C4'" "C5'" SING N N 31 6FK "C5'" "O5'" SING N N 32 6FK "O5'" P SING N N 33 6FK P OP2 DOUB N N 34 6FK P OP1 SING N N 35 6FK P OP3 SING N N 36 6FK OP1 H1 SING N N 37 6FK "C5'" H2 SING N N 38 6FK "C5'" H3 SING N N 39 6FK "C4'" H4 SING N N 40 6FK "C3'" H5 SING N N 41 6FK "O3'" H6 SING N N 42 6FK "C2'" H7 SING N N 43 6FK "C2'" H8 SING N N 44 6FK "C1'" H9 SING N N 45 6FK N3 H10 SING N N 46 6FK N2 H11 SING N N 47 6FK N2 H12 SING N N 48 6FK C10 H13 SING N N 49 6FK C10 H14 SING N N 50 6FK C10 H15 SING N N 51 6FK C13 H16 SING N N 52 6FK C14 H17 SING N N 53 6FK C15 H18 SING N N 54 6FK C16 H19 SING N N 55 6FK C17 H20 SING N N 56 6FK OP3 H21 SING N N 57 # # 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 6FK InChI InChI 1.03 "InChI=1S/C18H21N6O8P/c1-9(25)23(10-5-3-2-4-6-10)18-20-14-15(21-17(19)22-16(14)27)24(18)13-7-11(26)12(32-13)8-31-33(28,29)30/h2-6,11-13,26H,7-8H2,1H3,(H2,28,29,30)(H3,19,21,22,27)/t11-,12+,13+/m0/s1" 6FK InChIKey InChI 1.03 FWJWVOKTDMVYNP-YNEHKIRRSA-N 6FK SMILES_CANONICAL CACTVS 3.385 "CC(=O)N(c1ccccc1)c2nc3C(=O)N=C(N)Nc3n2[C@H]4C[C@H](O)[C@@H](CO[P](O)(O)=O)O4" 6FK SMILES CACTVS 3.385 "CC(=O)N(c1ccccc1)c2nc3C(=O)N=C(N)Nc3n2[CH]4C[CH](O)[CH](CO[P](O)(O)=O)O4" 6FK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(=O)N(c1ccccc1)c2nc3c(n2[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O)NC(=NC3=O)N" 6FK SMILES "OpenEye OEToolkits" 2.0.5 "CC(=O)N(c1ccccc1)c2nc3c(n2C4CC(C(O4)COP(=O)(O)O)O)NC(=NC3=O)N" # _pdbx_chem_comp_identifier.comp_id 6FK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},5~{R})-5-[2-azanyl-8-[ethanoyl(phenyl)amino]-6-oxidanylidene-3~{H}-purin-9-yl]-3-oxidanyl-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 6FK "Create component" 2016-04-15 EBI 6FK "Other modification" 2016-04-19 EBI 6FK "Other modification" 2016-04-22 EBI 6FK "Initial release" 2016-06-01 RCSB 6FK "Other modification" 2016-06-02 RCSB 6FK "Modify one letter code" 2019-05-06 EBI 6FK "Other modification" 2019-05-07 EBI ##