data_F3H # _chem_comp.id F3H _chem_comp.name "1,5-anhydro-2,3-dideoxy-3-fluoro-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-6-O-phosphono-D-altritol" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id DT _chem_comp.pdbx_synonyms "1,5-anhydro-2,3-dideoxy-3-fluoro-2-(thymin-1-yl)-D-altritol-5-dihydrogenphosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-04 _chem_comp.pdbx_modified_date 2020-06-17 _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 354.226 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F3H _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 3Q61 _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 F3H P P P 0 1 N N N 10.585 4.743 3.051 4.327 -0.743 0.111 P F3H 1 F3H N1 N1 N 0 1 N N N 5.685 6.682 5.290 -2.475 0.210 -0.536 N1 F3H 2 F3H C2 C2 C 0 1 N N N 4.803 6.882 6.346 -3.572 0.304 0.238 C2 F3H 3 F3H O2 O2 O 0 1 N N N 3.947 7.880 6.379 -4.043 1.398 0.480 O2 F3H 4 F3H N3 N3 N 0 1 N N N 4.827 6.036 7.391 -4.154 -0.797 0.749 N3 F3H 5 F3H C4 C4 C 0 1 N N N 5.716 5.006 7.427 -3.644 -2.018 0.490 C4 F3H 6 F3H O4 O4 O 0 1 N N N 5.688 4.239 8.481 -4.171 -3.014 0.951 O4 F3H 7 F3H C5 C5 C 0 1 N N N 6.655 4.805 6.394 -2.490 -2.131 -0.322 C5 F3H 8 F3H C6 C6 C 0 1 N N N 6.587 5.664 5.310 -1.926 -1.010 -0.822 C6 F3H 9 F3H "C1'" "C1'" C 0 1 N N R 5.647 7.674 4.212 -1.867 1.426 -1.082 "C1'" F3H 10 F3H "C2'" "C2'" C 0 1 N N S 6.726 8.726 4.400 -1.350 2.300 0.065 "C2'" F3H 11 F3H "F2'" "F2'" F 0 1 N N N 6.417 9.736 3.538 -0.828 3.490 -0.453 "F2'" F3H 12 F3H "C3'" "C3'" C 0 1 N N R 8.107 8.183 4.019 -0.252 1.541 0.816 "C3'" F3H 13 F3H "O3'" "O3'" O 0 1 N N N 9.041 9.277 4.031 0.288 2.375 1.843 "O3'" F3H 14 F3H "C4'" "C4'" C 0 1 N N R 8.056 7.568 2.608 0.857 1.157 -0.168 "C4'" F3H 15 F3H "O4'" "O4'" O 0 1 N N N 7.009 6.588 2.610 0.303 0.371 -1.225 "O4'" F3H 16 F3H "C5'" "C5'" C 0 1 N N N 9.364 6.865 2.312 1.929 0.346 0.563 "C5'" F3H 17 F3H "O5'" "O5'" O 0 1 N N N 9.588 5.921 3.328 3.019 0.088 -0.324 "O5'" F3H 18 F3H C5M C5M C 0 1 N N N 7.674 3.701 6.487 -1.900 -3.483 -0.626 C5M F3H 19 F3H "C6'" "C6'" C 0 1 N N N 5.714 7.103 2.812 -0.696 1.047 -1.992 "C6'" F3H 20 F3H OP1 OP1 O 0 1 N N N 11.899 5.361 2.354 5.281 -0.951 -1.168 OP1 F3H 21 F3H OP2 OP2 O 0 1 N N N 10.841 3.961 4.415 5.124 0.070 1.250 OP2 F3H 22 F3H OP3 OP3 O 0 1 N N N 9.933 3.795 1.989 3.918 -2.063 0.642 OP3 F3H 23 F3H HN3 HN3 H 0 1 N N N 4.186 6.165 8.148 -4.944 -0.711 1.305 HN3 F3H 24 F3H H6 H6 H 0 1 N N N 7.256 5.525 4.473 -1.046 -1.077 -1.444 H6 F3H 25 F3H "H1'" "H1'" H 0 1 N N N 4.652 8.135 4.296 -2.611 1.979 -1.656 "H1'" F3H 26 F3H "H2'" "H2'" H 0 1 N N N 6.763 9.047 5.452 -2.169 2.527 0.747 "H2'" F3H 27 F3H "H3'" "H3'" H 0 1 N N N 8.416 7.407 4.734 -0.673 0.639 1.262 "H3'" F3H 28 F3H "HO3'" "HO3'" H 0 0 N N N 9.905 8.959 3.797 -0.362 2.660 2.500 "HO3'" F3H 29 F3H "H4'" "H4'" H 0 1 N N N 7.882 8.350 1.854 1.304 2.061 -0.582 "H4'" F3H 30 F3H "H5'" "H5'" H 0 1 N N N 9.307 6.361 1.336 2.287 0.911 1.424 "H5'" F3H 31 F3H "H5'A" "H5'A" H 0 0 N N N 10.186 7.595 2.289 1.503 -0.599 0.900 "H5'A" F3H 32 F3H H5M H5M H 0 1 N N N 8.309 3.711 5.589 -2.492 -4.257 -0.137 H5M F3H 33 F3H H5MA H5MA H 0 0 N N N 8.299 3.853 7.379 -1.905 -3.649 -1.704 H5MA F3H 34 F3H H5MB H5MB H 0 0 N N N 7.159 2.732 6.561 -0.875 -3.523 -0.258 H5MB F3H 35 F3H "H6'" "H6'" H 0 1 N N N 4.970 6.301 2.698 -1.050 0.389 -2.786 "H6'" F3H 36 F3H "H6'A" "H6'A" H 0 0 N N N 5.506 7.892 2.075 -0.269 1.949 -2.431 "H6'A" F3H 37 F3H HOP1 HOP1 H 0 0 N N N 11.981 5.018 1.472 6.091 -1.445 -0.979 HOP1 F3H 38 F3H HOP2 HOP2 H 0 0 N N N 10.548 3.062 4.325 5.423 0.946 0.971 HOP2 F3H 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 F3H OP3 P DOUB N N 1 F3H OP1 P SING N N 2 F3H P "O5'" SING N N 3 F3H P OP2 SING N N 4 F3H "C1'" N1 SING N N 5 F3H N1 C6 SING N N 6 F3H N1 C2 SING N N 7 F3H C2 O2 DOUB N N 8 F3H C2 N3 SING N N 9 F3H N3 C4 SING N N 10 F3H N3 HN3 SING N N 11 F3H C5 C4 SING N N 12 F3H C4 O4 DOUB N N 13 F3H C6 C5 DOUB N N 14 F3H C5 C5M SING N N 15 F3H C6 H6 SING N N 16 F3H "C6'" "C1'" SING N N 17 F3H "C1'" "C2'" SING N N 18 F3H "C1'" "H1'" SING N N 19 F3H "F2'" "C2'" SING N N 20 F3H "C3'" "C2'" SING N N 21 F3H "C2'" "H2'" SING N N 22 F3H "C4'" "C3'" SING N N 23 F3H "C3'" "O3'" SING N N 24 F3H "C3'" "H3'" SING N N 25 F3H "O3'" "HO3'" SING N N 26 F3H "C5'" "C4'" SING N N 27 F3H "C4'" "O4'" SING N N 28 F3H "C4'" "H4'" SING N N 29 F3H "O4'" "C6'" SING N N 30 F3H "C5'" "O5'" SING N N 31 F3H "C5'" "H5'" SING N N 32 F3H "C5'" "H5'A" SING N N 33 F3H C5M H5M SING N N 34 F3H C5M H5MA SING N N 35 F3H C5M H5MB SING N N 36 F3H "C6'" "H6'" SING N N 37 F3H "C6'" "H6'A" SING N N 38 F3H OP1 HOP1 SING N N 39 F3H OP2 HOP2 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 F3H SMILES ACDLabs 12.01 "O=P(O)(O)OCC2OCC(N1C(=O)NC(=O)C(=C1)C)C(F)C2O" F3H SMILES_CANONICAL CACTVS 3.370 "CC1=CN([C@@H]2CO[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2F)C(=O)NC1=O" F3H SMILES CACTVS 3.370 "CC1=CN([CH]2CO[CH](CO[P](O)(O)=O)[CH](O)[CH]2F)C(=O)NC1=O" F3H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1=CN(C(=O)NC1=O)[C@@H]2CO[C@@H]([C@H]([C@H]2F)O)COP(=O)(O)O" F3H SMILES "OpenEye OEToolkits" 1.7.0 "CC1=CN(C(=O)NC1=O)C2COC(C(C2F)O)COP(=O)(O)O" F3H InChI InChI 1.03 "InChI=1S/C11H16FN2O8P/c1-5-2-14(11(17)13-10(5)16)6-3-21-7(9(15)8(6)12)4-22-23(18,19)20/h2,6-9,15H,3-4H2,1H3,(H,13,16,17)(H2,18,19,20)/t6-,7-,8+,9-/m1/s1" F3H InChIKey InChI 1.03 RHZOVKWYBYFNDA-LURQLKTLSA-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 F3H "SYSTEMATIC NAME" ACDLabs 12.01 "1,5-anhydro-2,3-dideoxy-3-fluoro-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-6-O-phosphono-D-altritol" F3H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3R,4S,5R)-4-fluoro-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxan-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 F3H "Create component" 2011-01-04 RCSB F3H "Modify descriptor" 2011-06-04 RCSB F3H "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id F3H _pdbx_chem_comp_synonyms.name "1,5-anhydro-2,3-dideoxy-3-fluoro-2-(thymin-1-yl)-D-altritol-5-dihydrogenphosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##