data_F5H # _chem_comp.id F5H _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-altro-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 F5H _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 3V06 _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 F5H P P P 0 1 N N N -10.585 4.339 -5.964 2.649 -1.372 0.590 P F5H 1 F5H N1 N1 N 0 1 N N N -5.513 6.522 -7.806 -2.135 0.467 -0.242 N1 F5H 2 F5H C2 C2 C 0 1 N N N -4.576 6.709 -8.767 -2.850 0.073 0.827 C2 F5H 3 F5H O2 O2 O 0 1 N N N -3.813 7.661 -8.761 -3.204 0.897 1.648 O2 F5H 4 F5H N3 N3 N 0 1 N N N -4.460 5.829 -9.758 -3.181 -1.220 1.000 N3 F5H 5 F5H C4 C4 C 0 1 N N N -5.295 4.757 -9.835 -2.797 -2.146 0.098 C4 F5H 6 F5H O4 O4 O 0 1 N N N -5.105 3.932 -10.884 -3.096 -3.316 0.254 O4 F5H 7 F5H C5 C5 C 0 1 N N N -6.321 4.517 -8.881 -2.043 -1.745 -1.031 C5 F5H 8 F5H C6 C6 C 0 1 N N N -6.371 5.444 -7.872 -1.730 -0.441 -1.183 C6 F5H 9 F5H C7 C7 C 0 1 N N N -7.236 3.334 -8.947 -1.602 -2.760 -2.054 C7 F5H 10 F5H "C1'" "C1'" C 0 1 N N N -5.804 6.976 -5.298 -1.056 2.081 -1.732 "C1'" F5H 11 F5H O1P O1P O 0 1 N N N -11.884 4.915 -5.450 1.970 -2.832 0.576 O1P F5H 12 F5H "C2'" "C2'" C 0 1 N N R -5.619 7.543 -6.745 -1.790 1.882 -0.403 "C2'" F5H 13 F5H O2P O2P O 0 1 N N N -10.511 3.656 -7.277 2.381 -0.716 1.888 O2P F5H 14 F5H "C3'" "C3'" C 0 1 N N S -6.787 8.502 -7.116 -0.877 2.320 0.746 "C3'" F5H 15 F5H "F3'" "F3'" F 0 1 N N N -6.630 9.597 -6.330 -0.600 3.687 0.628 "F3'" F5H 16 F5H O3P O3P O 0 1 N Y N -10.142 3.294 -4.831 4.239 -1.518 0.380 O3P F5H 17 F5H "C4'" "C4'" C 0 1 N N R -8.184 7.862 -6.886 0.429 1.524 0.679 "C4'" F5H 18 F5H "O4'" "O4'" O 0 1 N N N -9.213 8.878 -6.936 1.317 1.976 1.703 "O4'" F5H 19 F5H "C5'" "C5'" C 0 1 N N S -8.239 7.373 -5.447 1.078 1.737 -0.691 "C5'" F5H 20 F5H "O5'" "O5'" O 0 1 N N N -7.118 6.479 -5.201 0.165 1.338 -1.716 "O5'" F5H 21 F5H "C6'" "C6'" C 0 1 N N S -9.519 6.600 -5.113 2.353 0.897 -0.789 "C6'" F5H 22 F5H "O6'" "O6'" O 0 1 N N N -9.507 5.459 -5.999 2.030 -0.482 -0.600 "O6'" F5H 23 F5H "C7'" "C7'" C 0 1 N N N -9.654 6.295 -3.614 2.986 1.090 -2.168 "C7'" F5H 24 F5H HN3 HN3 H 0 1 N N N -3.752 5.956 -10.453 -3.697 -1.487 1.777 HN3 F5H 25 F5H H6 H6 H 0 1 N N N -7.113 5.325 -7.096 -1.157 -0.116 -2.038 H6 F5H 26 F5H H7 H7 H 0 1 N N N -7.941 3.368 -8.103 -1.953 -3.749 -1.759 H7 F5H 27 F5H H7A H7A H 0 1 N N N -7.796 3.356 -9.894 -2.020 -2.501 -3.026 H7A F5H 28 F5H H7B H7B H 0 1 N N N -6.643 2.409 -8.893 -0.514 -2.764 -2.115 H7B F5H 29 F5H "H1'" "H1'" H 0 1 N N N -5.082 6.166 -5.117 -1.684 1.730 -2.550 "H1'" F5H 30 F5H "H1'A" "H1'A" H 0 0 N N N -5.650 7.776 -4.559 -0.836 3.139 -1.870 "H1'A" F5H 31 F5H HO1P HO1P H 0 0 N N N -12.573 4.760 -6.086 2.296 -3.424 1.268 HO1P F5H 32 F5H "H2'" "H2'" H 0 1 N N N -4.694 8.138 -6.745 -2.700 2.481 -0.396 "H2'" F5H 33 F5H "H3'" "H3'" H 0 1 N N N -6.696 8.762 -8.181 -1.373 2.129 1.698 "H3'" F5H 34 F5H HO3P HO3P H 0 0 N Y N -9.926 2.461 -5.234 4.489 -1.941 -0.452 HO3P F5H 35 F5H "H4'" "H4'" H 0 1 N N N -8.364 7.042 -7.597 0.218 0.464 0.821 "H4'" F5H 36 F5H "HO4'" "HO4'" H 0 0 N Y N -10.062 8.476 -6.794 0.968 1.875 2.599 "HO4'" F5H 37 F5H "H5'" "H5'" H 0 1 N N N -8.171 8.242 -4.777 1.326 2.791 -0.816 "H5'" F5H 38 F5H "H6'" "H6'" H 0 1 N N N -10.368 7.242 -5.390 3.056 1.214 -0.019 "H6'" F5H 39 F5H "H7'" "H7'" H 0 1 N N N -10.587 5.741 -3.435 3.232 2.142 -2.312 "H7'" F5H 40 F5H "H7'A" "H7'A" H 0 0 N N N -8.798 5.687 -3.285 3.895 0.491 -2.237 "H7'A" F5H 41 F5H "H7'B" "H7'B" H 0 0 N N N -9.673 7.238 -3.048 2.283 0.773 -2.938 "H7'B" F5H 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 F5H O2P P DOUB N N 1 F5H "O6'" P SING N N 2 F5H P O1P SING N N 3 F5H P O3P SING N N 4 F5H C2 N1 SING N N 5 F5H C6 N1 SING N N 6 F5H N1 "C2'" SING N N 7 F5H N3 C2 SING N N 8 F5H C2 O2 DOUB N N 9 F5H C4 N3 SING N N 10 F5H N3 HN3 SING N N 11 F5H O4 C4 DOUB N N 12 F5H C4 C5 SING N N 13 F5H C7 C5 SING N N 14 F5H C5 C6 DOUB N N 15 F5H C6 H6 SING N N 16 F5H C7 H7 SING N N 17 F5H C7 H7A SING N N 18 F5H C7 H7B SING N N 19 F5H "C2'" "C1'" SING N N 20 F5H "C1'" "O5'" SING N N 21 F5H "C1'" "H1'" SING N N 22 F5H "C1'" "H1'A" SING N N 23 F5H O1P HO1P SING N N 24 F5H "C3'" "C2'" SING N N 25 F5H "C2'" "H2'" SING N N 26 F5H "C3'" "C4'" SING N N 27 F5H "C3'" "F3'" SING N N 28 F5H "C3'" "H3'" SING N N 29 F5H O3P HO3P SING N N 30 F5H "O4'" "C4'" SING N N 31 F5H "C4'" "C5'" SING N N 32 F5H "C4'" "H4'" SING N N 33 F5H "O4'" "HO4'" SING N N 34 F5H "C5'" "O5'" SING N N 35 F5H "C5'" "C6'" SING N N 36 F5H "C5'" "H5'" SING N N 37 F5H "O6'" "C6'" SING N N 38 F5H "C6'" "C7'" SING N N 39 F5H "C6'" "H6'" SING N N 40 F5H "C7'" "H7'" SING N N 41 F5H "C7'" "H7'A" SING N N 42 F5H "C7'" "H7'B" 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 F5H SMILES ACDLabs 12.01 "O=P(O)(O)OC(C2OCC(N1C(=O)NC(=O)C(=C1)C)C(F)C2O)C" F5H 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+/m0/s1" F5H InChIKey InChI 1.03 PKEVEDVMICJXCG-CVPUBMOQSA-N F5H 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" F5H 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" F5H 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" F5H 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 F5H "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-altro-heptitol" F5H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1S)-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 F5H "Create component" 2012-01-11 RCSB #