data_F6H # _chem_comp.id F6H _chem_comp.name "3,7-anhydro-1,5,6-trideoxy-5-fluoro-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-O-phosphono-D-glycero-L-allo-heptitol" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H18 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-11 _chem_comp.pdbx_modified_date 2012-02-03 _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 368.252 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F6H _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 3V07 _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 F6H P P P 0 1 N N N 10.658 4.542 3.028 -3.501 -0.981 -0.614 P F6H 1 F6H N1 N1 N 0 1 N N N 5.935 6.737 5.248 2.408 0.604 0.067 N1 F6H 2 F6H C2 C2 C 0 1 N N N 5.009 6.931 6.191 3.017 0.407 -1.116 C2 F6H 3 F6H O2 O2 O 0 1 N N N 4.186 7.877 6.232 3.027 1.301 -1.941 O2 F6H 4 F6H N3 N3 N 0 1 N N N 4.936 6.010 7.219 3.616 -0.764 -1.400 N3 F6H 5 F6H C4 C4 C 0 1 N N N 5.831 5.000 7.317 3.614 -1.765 -0.497 C4 F6H 6 F6H O4 O4 O 0 1 N N N 5.696 4.217 8.343 4.156 -2.825 -0.752 O4 F6H 7 F6H C5 C5 C 0 1 N N N 6.784 4.769 6.338 2.976 -1.572 0.752 C5 F6H 8 F6H C6 C6 C 0 1 N N N 6.817 5.705 5.337 2.383 -0.387 1.011 C6 F6H 9 F6H C7 C7 C 0 1 N N N 7.809 3.691 6.462 2.958 -2.674 1.780 C7 F6H 10 F6H "C1'" "C1'" C 0 1 N N N 6.182 7.071 2.742 1.235 1.894 1.785 "C1'" F6H 11 F6H "C2'" "C2'" C 0 1 N N R 5.986 7.721 4.137 1.770 1.892 0.350 "C2'" F6H 12 F6H "C3'" "C3'" C 0 1 N N S 7.075 8.761 4.397 0.605 2.111 -0.621 "C3'" F6H 13 F6H "F3'" "F3'" F 0 1 N N N 6.840 9.818 3.549 0.038 3.369 -0.394 "F3'" F6H 14 F6H "C4'" "C4'" C 0 1 N N R 8.500 8.223 4.152 -0.448 1.022 -0.392 "C4'" F6H 15 F6H "O4'" "O4'" O 0 1 N N N 9.490 9.339 4.192 -1.572 1.259 -1.242 "O4'" F6H 16 F6H "C5'" "C5'" C 0 1 N N S 8.546 7.641 2.708 -0.897 1.058 1.072 "C5'" F6H 17 F6H "O5'" "O5'" O 0 1 N N N 7.511 6.654 2.587 0.238 0.879 1.921 "O5'" F6H 18 F6H "C6'" "C6'" C 0 1 N N R 9.863 6.956 2.338 -1.905 -0.065 1.323 "C6'" F6H 19 F6H "O6'" "O6'" O 0 1 N N N 10.033 5.946 3.355 -3.039 0.113 0.473 "O6'" F6H 20 F6H "C7'" "C7'" C 0 1 N N N 11.140 7.776 2.166 -2.354 -0.029 2.786 "C7'" F6H 21 F6H OP1 OP1 O 0 1 N N N 11.988 4.637 2.070 -4.727 -0.396 -1.478 OP1 F6H 22 F6H OP2 OP2 O 0 1 N N N 10.726 3.777 4.387 -2.368 -1.291 -1.514 OP2 F6H 23 F6H OP3 OP3 O 0 1 N Y N 9.687 3.812 1.982 -3.970 -2.323 0.142 OP3 F6H 24 F6H HN3 HN3 H 0 1 N N N 4.210 6.091 7.902 4.051 -0.889 -2.258 HN3 F6H 25 F6H H6 H6 H 0 1 N N N 7.583 5.619 4.580 1.892 -0.221 1.959 H6 F6H 26 F6H H7 H7 H 0 1 N N N 8.455 3.694 5.572 3.484 -3.545 1.387 H7 F6H 27 F6H H7A H7A H 0 1 N N N 8.420 3.868 7.359 3.451 -2.331 2.689 H7A F6H 28 F6H H7B H7B H 0 1 N N N 7.307 2.716 6.547 1.927 -2.945 2.005 H7B F6H 29 F6H "H1'" "H1'" H 0 1 N N N 5.938 7.806 1.961 2.053 1.696 2.478 "H1'" F6H 30 F6H "H1'A" "H1'A" H 0 0 N N N 5.515 6.201 2.649 0.797 2.867 2.008 "H1'A" F6H 31 F6H "H2'" "H2'" H 0 1 N N N 5.024 8.253 4.113 2.499 2.693 0.232 "H2'" F6H 32 F6H "H3'" "H3'" H 0 1 N N N 7.004 9.084 5.446 0.970 2.055 -1.646 "H3'" F6H 33 F6H "H4'" "H4'" H 0 1 N N N 8.749 7.443 4.886 -0.018 0.047 -0.618 "H4'" F6H 34 F6H "HO4'" "HO4'" H 0 0 N Y N 10.362 8.995 4.040 -1.359 1.255 -2.185 "HO4'" F6H 35 F6H "H5'" "H5'" H 0 1 N N N 8.365 8.462 1.999 -1.363 2.020 1.285 "H5'" F6H 36 F6H "H6'" "H6'" H 0 1 N N N 9.690 6.440 1.382 -1.438 -1.027 1.110 "H6'" F6H 37 F6H "H7'" "H7'" H 0 1 N N N 11.973 7.108 1.902 -1.488 -0.165 3.435 "H7'" F6H 38 F6H "H7'A" "H7'A" H 0 0 N N N 10.996 8.515 1.364 -2.820 0.933 2.999 "H7'A" F6H 39 F6H "H7'B" "H7'B" H 0 0 N N N 11.371 8.296 3.107 -3.072 -0.829 2.965 "H7'B" F6H 40 F6H HOP1 HOP1 H 0 0 N N N 12.710 4.178 2.483 -5.058 -1.003 -2.154 HOP1 F6H 41 F6H HOP3 HOP3 H 0 0 N Y N 9.320 3.032 2.381 -4.710 -2.194 0.749 HOP3 F6H 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 F6H OP3 P SING N N 1 F6H OP1 P SING N N 2 F6H P "O6'" SING N N 3 F6H P OP2 DOUB N N 4 F6H "C2'" N1 SING N N 5 F6H N1 C6 SING N N 6 F6H N1 C2 SING N N 7 F6H C2 O2 DOUB N N 8 F6H C2 N3 SING N N 9 F6H N3 C4 SING N N 10 F6H N3 HN3 SING N N 11 F6H C5 C4 SING N N 12 F6H C4 O4 DOUB N N 13 F6H C6 C5 DOUB N N 14 F6H C5 C7 SING N N 15 F6H C6 H6 SING N N 16 F6H C7 H7 SING N N 17 F6H C7 H7A SING N N 18 F6H C7 H7B SING N N 19 F6H "O5'" "C1'" SING N N 20 F6H "C1'" "C2'" SING N N 21 F6H "C1'" "H1'" SING N N 22 F6H "C1'" "H1'A" SING N N 23 F6H "C2'" "C3'" SING N N 24 F6H "C2'" "H2'" SING N N 25 F6H "F3'" "C3'" SING N N 26 F6H "C4'" "C3'" SING N N 27 F6H "C3'" "H3'" SING N N 28 F6H "C5'" "C4'" SING N N 29 F6H "C4'" "O4'" SING N N 30 F6H "C4'" "H4'" SING N N 31 F6H "O4'" "HO4'" SING N N 32 F6H "C6'" "C5'" SING N N 33 F6H "O5'" "C5'" SING N N 34 F6H "C5'" "H5'" SING N N 35 F6H "C7'" "C6'" SING N N 36 F6H "C6'" "O6'" SING N N 37 F6H "C6'" "H6'" SING N N 38 F6H "C7'" "H7'" SING N N 39 F6H "C7'" "H7'A" SING N N 40 F6H "C7'" "H7'B" SING N N 41 F6H OP1 HOP1 SING N N 42 F6H OP3 HOP3 SING N N 43 # 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 F6H SMILES ACDLabs 12.01 "O=P(O)(O)OC(C2OCC(N1C(=O)NC(=O)C(=C1)C)C(F)C2O)C" F6H InChI InChI 1.03 "InChI=1S/C12H18FN2O8P/c1-5-3-15(12(18)14-11(5)17)7-4-22-10(9(16)8(7)13)6(2)23-24(19,20)21/h3,6-10,16H,4H2,1-2H3,(H,14,17,18)(H2,19,20,21)/t6-,7-,8+,9+,10-/m1/s1" F6H InChIKey InChI 1.03 PKEVEDVMICJXCG-FHNUBNKASA-N F6H SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O[P](O)(O)=O)[C@H]1OC[C@H]([C@H](F)[C@@H]1O)N2C=C(C)C(=O)NC2=O" F6H SMILES CACTVS 3.370 "C[CH](O[P](O)(O)=O)[CH]1OC[CH]([CH](F)[CH]1O)N2C=C(C)C(=O)NC2=O" F6H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@@H]2CO[C@@H]([C@H]([C@H]2F)O)[C@@H](C)OP(=O)(O)O" F6H SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2COC(C(C2F)O)C(C)OP(=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 F6H "SYSTEMATIC NAME" ACDLabs 12.01 "3,7-anhydro-1,5,6-trideoxy-5-fluoro-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-O-phosphono-D-glycero-L-allo-heptitol" F6H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R)-1-[(2S,3R,4S,5R)-4-fluoranyl-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3-oxidanyl-oxan-2-yl]ethyl] 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 F6H "Create component" 2012-01-11 RCSB #