data_43X # _chem_comp.id 43X _chem_comp.name "[(2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl]methyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H11 F N3 O6 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FTC-MP _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 327.227 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 43X _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 4S0E _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 43X O2 O2 O 0 1 N N N 50.412 17.998 60.399 3.266 -2.171 -0.728 O2 43X 1 43X C2 C2 C 0 1 N N N 50.992 17.230 61.225 3.190 -1.003 -0.383 C2 43X 2 43X N3 N3 N 0 1 N N N 52.323 17.321 61.476 4.196 -0.174 -0.652 N3 43X 3 43X C4 C4 C 0 1 N N N 52.899 16.470 62.358 4.141 1.101 -0.289 C4 43X 4 43X N4 N4 N 0 1 N N N 54.217 16.606 62.594 5.187 1.948 -0.574 N4 43X 5 43X C5 C5 C 0 1 N N N 52.159 15.496 63.033 3.001 1.584 0.390 C5 43X 6 43X F5 F5 F 0 1 N N N 52.711 14.647 63.928 2.925 2.879 0.768 F5 43X 7 43X C6 C6 C 0 1 N N N 50.812 15.404 62.780 1.985 0.728 0.657 C6 43X 8 43X N1 N1 N 0 1 N N N 50.246 16.238 61.892 2.087 -0.573 0.258 N1 43X 9 43X "C1'" "C1'" C 0 1 N N S 48.817 16.168 61.623 0.994 -1.508 0.534 "C1'" 43X 10 43X "O4'" "O4'" O 0 1 N N N 48.268 14.964 62.180 -0.080 -0.821 1.191 "O4'" 43X 11 43X "C2'" "C2'" C 0 1 N N N 48.191 17.408 62.294 0.439 -2.080 -0.802 "C2'" 43X 12 43X "S3'" "S3'" S 0 1 N N N 47.626 16.876 63.876 -1.210 -2.672 -0.241 "S3'" 43X 13 43X "C4'" "C4'" C 0 1 N N R 47.246 15.306 63.111 -1.278 -1.617 1.258 "C4'" 43X 14 43X "C5'" "C5'" C 0 1 N N N 47.048 14.156 64.098 -2.518 -0.721 1.225 "C5'" 43X 15 43X "O5'" "O5'" O 0 1 N N N 48.254 13.758 64.741 -2.529 0.033 0.011 "O5'" 43X 16 43X PA PA P 0 1 N N N 48.327 13.774 66.358 -3.693 1.082 -0.359 PA 43X 17 43X O3A O3A O 0 1 N N N 49.562 12.917 66.635 -3.452 1.646 -1.848 O3A 43X 18 43X O2A O2A O 0 1 N N N 46.962 13.316 66.923 -5.007 0.405 -0.294 O2A 43X 19 43X H1 H1 H 0 1 N N N 54.738 17.318 62.124 5.969 1.614 -1.041 H1 43X 20 43X H2 H2 H 0 1 N N N 54.675 15.995 63.239 5.144 2.880 -0.307 H2 43X 21 43X H3 H3 H 0 1 N N N 50.212 14.666 63.292 1.103 1.072 1.176 H3 43X 22 43X H4 H4 H 0 1 N N N 48.631 16.213 60.540 1.353 -2.321 1.165 H4 43X 23 43X H5 H5 H 0 1 N N N 48.944 18.203 62.405 0.343 -1.300 -1.557 H5 43X 24 43X H6 H6 H 0 1 N N N 47.348 17.782 61.694 1.053 -2.905 -1.164 H6 43X 25 43X H7 H7 H 0 1 N N N 46.299 15.464 62.575 -1.276 -2.233 2.158 H7 43X 26 43X H8 H8 H 0 1 N N N 46.330 14.475 64.868 -3.415 -1.339 1.277 H8 43X 27 43X H9 H9 H 0 1 N N N 46.641 13.292 63.552 -2.497 -0.040 2.076 H9 43X 28 43X H10 H10 H 0 1 N N N 49.314 12.161 67.155 -4.117 2.286 -2.138 H10 43X 29 43X OP3 OP3 O 0 1 N Y N ? ? ? -3.666 2.304 0.689 OP3 43X 30 43X H11 H11 H 0 1 N Y N ? ? ? -2.833 2.795 0.701 H11 43X 31 # # 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 43X O2 C2 DOUB N N 1 43X C2 N3 SING N N 2 43X C2 N1 SING N N 3 43X N3 C4 DOUB N N 4 43X "C1'" N1 SING N N 5 43X "C1'" "O4'" SING N N 6 43X "C1'" "C2'" SING N N 7 43X N1 C6 SING N N 8 43X "O4'" "C4'" SING N N 9 43X "C2'" "S3'" SING N N 10 43X C4 N4 SING N N 11 43X C4 C5 SING N N 12 43X C6 C5 DOUB N N 13 43X C5 F5 SING N N 14 43X "C4'" "S3'" SING N N 15 43X "C4'" "C5'" SING N N 16 43X "C5'" "O5'" SING N N 17 43X "O5'" PA SING N N 18 43X PA O3A SING N N 19 43X PA O2A DOUB N N 20 43X N4 H1 SING N N 21 43X N4 H2 SING N N 22 43X C6 H3 SING N N 23 43X "C1'" H4 SING N N 24 43X "C2'" H5 SING N N 25 43X "C2'" H6 SING N N 26 43X "C4'" H7 SING N N 27 43X "C5'" H8 SING N N 28 43X "C5'" H9 SING N N 29 43X O3A H10 SING N N 30 43X PA OP3 SING N N 31 43X OP3 H11 SING N N 32 # # 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 43X SMILES ACDLabs 12.01 "O=P(O)(O)OCC2OC(N1C(=O)N=C(N)C(F)=C1)CS2" 43X InChI InChI 1.03 "InChI=1S/C8H11FN3O6PS/c9-4-1-12(8(13)11-7(4)10)5-3-20-6(18-5)2-17-19(14,15)16/h1,5-6H,2-3H2,(H2,10,11,13)(H2,14,15,16)/t5-,6+/m0/s1" 43X InChIKey InChI 1.03 WQOMZMVXTRGMHZ-NTSWFWBYSA-N 43X SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(C=C1F)[C@@H]2CS[C@H](CO[P](O)(O)=O)O2" 43X SMILES CACTVS 3.385 "NC1=NC(=O)N(C=C1F)[CH]2CS[CH](CO[P](O)(O)=O)O2" 43X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1[C@H](O[C@H](S1)COP(=O)(O)O)N2C=C(C(=NC2=O)N)F" 43X SMILES "OpenEye OEToolkits" 1.7.6 "C1C(OC(S1)COP(=O)(O)O)N2C=C(C(=NC2=O)N)F" # # 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 43X "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl]methyl dihydrogen phosphate" 43X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,5S)-5-(4-azanyl-5-fluoranyl-2-oxidanylidene-pyrimidin-1-yl)-1,3-oxathiolan-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 43X "Create component" 2015-02-03 RCSB 43X "Initial release" 2017-01-11 RCSB 43X "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 43X _pdbx_chem_comp_synonyms.name FTC-MP _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##