data_XTF # _chem_comp.id XTF _chem_comp.name "[(1R,4R,5S,6R)-5-fluoro-6-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H16 F N2 O7 P" _chem_comp.mon_nstd_parent_comp_id DT _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-16 _chem_comp.pdbx_modified_date 2012-05-25 _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 350.237 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XTF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4F2X _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 XTF F F F 0 1 N N N -10.032 -19.526 -14.950 -0.679 -3.384 -0.340 F XTF 1 XTF "C2'" "C2'" C 0 1 N N S -10.219 -20.200 -13.785 -1.216 -2.116 -0.583 "C2'" XTF 2 XTF "C1'" "C1'" C 0 1 N N R -9.959 -19.107 -12.763 -1.765 -1.531 0.720 "C1'" XTF 3 XTF N1 N1 N 0 1 N N N -8.541 -18.756 -12.601 -2.543 -0.326 0.422 N1 XTF 4 XTF C6 C6 C 0 1 N N N -7.609 -19.700 -12.492 -1.902 0.809 0.008 C6 XTF 5 XTF C5 C5 C 0 1 N N N -6.286 -19.394 -12.277 -2.619 1.920 -0.268 C5 XTF 6 XTF C5M C5M C 0 1 N N N -5.212 -20.438 -12.149 -1.930 3.180 -0.726 C5M XTF 7 XTF C2 C2 C 0 1 N N N -8.183 -17.436 -12.468 -3.882 -0.348 0.553 C2 XTF 8 XTF O2 O2 O 0 1 N N N -8.997 -16.503 -12.587 -4.432 -1.368 0.918 O2 XTF 9 XTF N3 N3 N 0 1 N N N -6.896 -17.124 -12.249 -4.621 0.745 0.285 N3 XTF 10 XTF C4 C4 C 0 1 N N N -5.947 -18.040 -12.152 -4.026 1.885 -0.121 C4 XTF 11 XTF O4 O4 O 0 1 N N N -4.765 -17.753 -11.935 -4.694 2.874 -0.363 O4 XTF 12 XTF "C7'" "C7'" C 0 1 N N N -10.478 -19.591 -11.418 -0.637 -1.179 1.645 "C7'" XTF 13 XTF "C6'" "C6'" C 0 1 N N N -11.366 -20.568 -11.245 0.594 -1.047 1.269 "C6'" XTF 14 XTF "C3'" "C3'" C 0 1 N N R -11.677 -20.633 -13.703 -0.118 -1.182 -1.108 "C3'" XTF 15 XTF "O3'" "O3'" O 0 1 N N N -12.495 -19.462 -13.800 0.299 -1.613 -2.405 "O3'" XTF 16 XTF "C4'" "C4'" C 0 1 N N R -12.053 -21.299 -12.377 1.068 -1.238 -0.142 "C4'" XTF 17 XTF "C5'" "C5'" C 0 1 N N N -11.753 -22.791 -12.278 2.064 -0.133 -0.497 "C5'" XTF 18 XTF "O5'" "O5'" O 0 1 N N N -10.420 -22.944 -12.757 3.225 -0.255 0.327 "O5'" XTF 19 XTF P P P 0 1 N N N -9.415 -23.831 -11.929 4.482 0.746 0.225 P XTF 20 XTF OP1 OP1 O 0 1 N N N -10.032 -25.140 -11.589 4.016 2.141 0.389 OP1 XTF 21 XTF OP2 OP2 O 0 1 N N N -8.054 -23.783 -12.608 5.543 0.395 1.383 OP2 XTF 22 XTF H1 H1 H 0 1 N N N -9.539 -21.053 -13.644 -2.016 -2.191 -1.320 H1 XTF 23 XTF H2 H2 H 0 1 N N N -10.524 -18.210 -13.056 -2.409 -2.266 1.203 H2 XTF 24 XTF H3 H3 H 0 1 N N N -7.901 -20.737 -12.575 -0.827 0.817 -0.098 H3 XTF 25 XTF H4 H4 H 0 1 N N N -4.242 -19.948 -11.982 -1.859 3.180 -1.813 H4 XTF 26 XTF H5 H5 H 0 1 N N N -5.441 -21.097 -11.299 -2.504 4.047 -0.399 H5 XTF 27 XTF H6 H6 H 0 1 N N N -5.168 -21.033 -13.073 -0.929 3.223 -0.296 H6 XTF 28 XTF H7 H7 H 0 1 N N N -6.645 -16.161 -12.155 -5.585 0.712 0.384 H7 XTF 29 XTF H8 H8 H 0 1 N N N -10.096 -19.104 -10.533 -0.867 -1.025 2.689 H8 XTF 30 XTF H9 H9 H 0 1 N N N -11.611 -20.856 -10.233 1.327 -0.784 2.018 H9 XTF 31 XTF H10 H10 H 0 1 N N N -11.896 -21.326 -14.529 -0.498 -0.162 -1.162 H10 XTF 32 XTF H11 H11 H 0 1 N N N -13.411 -19.710 -13.751 -0.409 -1.617 -3.064 H11 XTF 33 XTF H12 H12 H 0 1 N N N -13.137 -21.172 -12.243 1.558 -2.208 -0.228 H12 XTF 34 XTF H13 H13 H 0 1 N N N -12.454 -23.366 -12.901 2.351 -0.225 -1.545 H13 XTF 35 XTF H14 H14 H 0 1 N N N -11.828 -23.130 -11.234 1.601 0.840 -0.331 H14 XTF 36 XTF H16 H16 H 0 1 N N N -7.736 -24.668 -12.744 6.328 0.959 1.382 H16 XTF 37 XTF OP3 OP3 O 0 1 N Y N ? ? ? 5.184 0.581 -1.214 OP3 XTF 38 XTF H18 H18 H 0 1 N N N ? ? ? 5.514 -0.311 -1.391 H18 XTF 39 # 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 XTF F "C2'" SING N N 1 XTF "O3'" "C3'" SING N N 2 XTF "C2'" "C3'" SING N N 3 XTF "C2'" "C1'" SING N N 4 XTF "C3'" "C4'" SING N N 5 XTF "C1'" N1 SING N N 6 XTF "C1'" "C7'" SING N N 7 XTF "O5'" "C5'" SING N N 8 XTF "O5'" P SING N N 9 XTF OP2 P SING N N 10 XTF N1 C6 SING N N 11 XTF N1 C2 SING N N 12 XTF O2 C2 DOUB N N 13 XTF C6 C5 DOUB N N 14 XTF C2 N3 SING N N 15 XTF "C4'" "C5'" SING N N 16 XTF "C4'" "C6'" SING N N 17 XTF C5 C4 SING N N 18 XTF C5 C5M SING N N 19 XTF N3 C4 SING N N 20 XTF C4 O4 DOUB N N 21 XTF P OP1 DOUB N N 22 XTF "C7'" "C6'" DOUB N N 23 XTF "C2'" H1 SING N N 24 XTF "C1'" H2 SING N N 25 XTF C6 H3 SING N N 26 XTF C5M H4 SING N N 27 XTF C5M H5 SING N N 28 XTF C5M H6 SING N N 29 XTF N3 H7 SING N N 30 XTF "C7'" H8 SING N N 31 XTF "C6'" H9 SING N N 32 XTF "C3'" H10 SING N N 33 XTF "O3'" H11 SING N N 34 XTF "C4'" H12 SING N N 35 XTF "C5'" H13 SING N N 36 XTF "C5'" H14 SING N N 37 XTF OP2 H16 SING N N 38 XTF P OP3 SING N N 39 XTF OP3 H18 SING N N 40 # 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 XTF SMILES ACDLabs 12.01 "O=P(O)(O)OCC2C=CC(N1C=C(C(=O)NC1=O)C)C(F)C2O" XTF InChI InChI 1.03 "InChI=1S/C12H16FN2O7P/c1-6-4-15(12(18)14-11(6)17)8-3-2-7(10(16)9(8)13)5-22-23(19,20)21/h2-4,7-10,16H,5H2,1H3,(H,14,17,18)(H2,19,20,21)/t7-,8-,9+,10-/m1/s1" XTF InChIKey InChI 1.03 SCEMIIMDMHPBIC-DOLQZWNJSA-N XTF SMILES_CANONICAL CACTVS 3.370 "CC1=CN([C@@H]2C=C[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2F)C(=O)NC1=O" XTF SMILES CACTVS 3.370 "CC1=CN([CH]2C=C[CH](CO[P](O)(O)=O)[CH](O)[CH]2F)C(=O)NC1=O" XTF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@@H]2C=C[C@@H]([C@H]([C@H]2F)O)COP(=O)(O)O" XTF SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2C=CC(C(C2F)O)COP(=O)(O)O" # 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 XTF "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R,4R,5S,6R)-5-fluoro-6-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate" XTF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R,4R,5S,6R)-5-fluoranyl-4-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-6-oxidanyl-cyclohex-2-en-1-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 XTF "Create component" 2012-05-16 RCSB #