data_EN0 # _chem_comp.id EN0 _chem_comp.name "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-[(Z)-2-fluoro-1-hydroxy-2-phosphonoethenyl]-5-(2-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 F N4 O11 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-08-13 _chem_comp.pdbx_modified_date 2016-07-15 _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 565.321 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EN0 _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 5D6R _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 EN0 C01 C1 C 0 1 N N N -30.566 -29.536 267.941 2.879 5.058 -2.815 C01 EN0 1 EN0 C02 C2 C 0 1 Y N N -31.623 -29.370 266.866 2.884 4.131 -1.627 C02 EN0 2 EN0 N03 N1 N 0 1 Y N N -32.862 -29.109 267.244 3.416 2.932 -1.753 N03 EN0 3 EN0 C04 C3 C 0 1 Y N N -33.843 -28.951 266.315 3.442 2.086 -0.732 C04 EN0 4 EN0 C05 C4 C 0 1 Y N N -33.571 -29.069 264.943 2.901 2.473 0.478 C05 EN0 5 EN0 C06 C5 C 0 1 N N N -34.702 -28.862 263.886 2.910 1.541 1.662 C06 EN0 6 EN0 N07 N2 N 1 1 Y N N -34.182 -27.889 262.968 1.995 0.425 1.412 N07 EN0 7 EN0 C08 C6 C 0 1 Y N N -33.837 -28.220 261.722 2.407 -0.685 0.865 C08 EN0 8 EN0 C09 C7 C 0 1 N N N -33.962 -29.572 261.050 3.787 -0.964 0.434 C09 EN0 9 EN0 O10 O1 O 0 1 N N N -32.967 -30.471 261.100 4.786 -0.094 0.743 O10 EN0 10 EN0 C11 C8 C 0 1 N N N -35.096 -29.837 260.400 4.059 -2.072 -0.262 C11 EN0 11 EN0 F12 F1 F 0 1 N N N -36.045 -28.950 260.366 3.052 -2.867 -0.687 F12 EN0 12 EN0 P13 P1 P 0 1 N N N -35.334 -31.401 259.567 5.779 -2.510 -0.635 P13 EN0 13 EN0 O14 O2 O 0 1 N N N -35.960 -32.404 260.500 6.073 -4.010 -0.127 O14 EN0 14 EN0 O15 O3 O 0 1 N N N -34.083 -31.923 259.009 6.022 -2.425 -2.224 O15 EN0 15 EN0 O16 O4 O 0 1 N N N -36.258 -30.956 258.441 6.689 -1.569 0.054 O16 EN0 16 EN0 S17 S1 S 0 1 Y N N -33.243 -26.832 261.002 1.048 -1.797 0.726 S17 EN0 17 EN0 C18 C9 C 0 1 Y N N -33.424 -25.769 262.322 -0.008 -0.591 1.461 C18 EN0 18 EN0 C19 C10 C 0 1 N N N -33.038 -24.306 262.349 -1.480 -0.755 1.734 C19 EN0 19 EN0 C20 C11 C 0 1 N N N -34.218 -23.293 262.542 -2.281 -0.279 0.520 C20 EN0 20 EN0 O21 O5 O 0 1 N N N -33.729 -22.258 263.365 -3.677 -0.435 0.779 O21 EN0 21 EN0 P22 P2 P 0 1 N N N -32.669 -21.185 262.797 -4.817 -0.032 -0.285 P22 EN0 22 EN0 O23 O6 O 0 1 N N N -33.009 -19.849 263.277 -4.788 1.559 -0.526 O23 EN0 23 EN0 O24 O7 O 0 1 N N N -32.702 -21.241 261.197 -6.260 -0.463 0.286 O24 EN0 24 EN0 P25 P3 P 0 1 N N N -33.658 -20.324 260.231 -7.697 -0.724 -0.390 P25 EN0 25 EN0 O26 O8 O 0 1 N N N -34.203 -21.252 259.171 -7.939 0.289 -1.442 O26 EN0 26 EN0 O27 O9 O 0 1 N N N -32.811 -19.225 259.579 -7.722 -2.195 -1.046 O27 EN0 27 EN0 O28 O10 O 0 1 N N N -34.770 -19.661 261.005 -8.846 -0.618 0.733 O28 EN0 28 EN0 O29 O11 O 0 1 N N N -31.316 -21.495 263.261 -4.565 -0.730 -1.565 O29 EN0 29 EN0 C30 C12 C 0 1 Y N N -33.967 -26.578 263.341 0.723 0.495 1.734 C30 EN0 30 EN0 C31 C13 C 0 1 N N N -34.297 -26.052 264.703 0.127 1.719 2.377 C31 EN0 31 EN0 C32 C14 C 0 1 Y N N -32.200 -29.344 264.604 2.345 3.750 0.577 C32 EN0 32 EN0 N33 N3 N 0 1 N N N -31.780 -29.481 263.267 1.790 4.186 1.769 N33 EN0 33 EN0 N34 N4 N 0 1 Y N N -31.294 -29.485 265.578 2.362 4.544 -0.490 N34 EN0 34 EN0 H1 H1 H 0 1 N N N -29.594 -29.746 267.471 1.965 4.907 -3.390 H1 EN0 35 EN0 H2 H2 H 0 1 N N N -30.496 -28.611 268.532 2.924 6.091 -2.471 H2 EN0 36 EN0 H3 H3 H 0 1 N N N -30.842 -30.372 268.600 3.743 4.846 -3.445 H3 EN0 37 EN0 H4 H4 H 0 1 N N N -34.849 -28.731 266.639 3.880 1.105 -0.846 H4 EN0 38 EN0 H5 H5 H 0 1 N N N -35.617 -28.488 264.368 3.919 1.157 1.814 H5 EN0 39 EN0 H6 H6 H 0 1 N N N -34.921 -29.806 263.365 2.589 2.082 2.553 H6 EN0 40 EN0 H7 H7 H 0 1 N N N -32.243 -30.115 261.601 5.176 -0.236 1.617 H7 EN0 41 EN0 H8 H8 H 0 1 N N N -36.847 -32.590 260.216 6.977 -4.311 -0.294 H8 EN0 42 EN0 H9 H9 H 0 1 N N N -34.114 -31.873 258.061 5.458 -3.017 -2.740 H9 EN0 43 EN0 H10 H10 H 0 1 N N N -32.328 -24.159 263.177 -1.700 -1.806 1.924 H10 EN0 44 EN0 H11 H11 H 0 1 N N N -32.543 -24.070 261.395 -1.756 -0.163 2.606 H11 EN0 45 EN0 H12 H12 H 0 1 N N N -34.533 -22.888 261.569 -2.062 0.772 0.330 H12 EN0 46 EN0 H13 H13 H 0 1 N N N -35.071 -23.792 263.025 -2.005 -0.871 -0.352 H13 EN0 47 EN0 H14 H14 H 0 1 N N N -32.280 -19.496 263.774 -4.946 2.081 0.273 H14 EN0 48 EN0 H15 H15 H 0 1 N N N -32.800 -19.350 258.637 -7.570 -2.910 -0.413 H15 EN0 49 EN0 H16 H16 H 0 1 N N N -35.609 -19.958 260.673 -9.740 -0.764 0.395 H16 EN0 50 EN0 H17 H17 H 0 1 N N N -35.332 -25.681 264.712 -0.100 2.459 1.610 H17 EN0 51 EN0 H18 H18 H 0 1 N N N -34.190 -26.859 265.443 -0.790 1.446 2.900 H18 EN0 52 EN0 H19 H19 H 0 1 N N N -33.611 -25.230 264.955 0.838 2.140 3.088 H19 EN0 53 EN0 H20 H20 H 0 1 N N N -30.800 -29.677 263.243 1.993 3.722 2.596 H20 EN0 54 EN0 H21 H21 H 0 1 N N N -32.280 -30.232 262.836 1.199 4.955 1.776 H21 EN0 55 # 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 EN0 O16 P13 DOUB N N 1 EN0 O15 P13 SING N N 2 EN0 O26 P25 DOUB N N 3 EN0 P13 C11 SING N N 4 EN0 P13 O14 SING N N 5 EN0 O27 P25 SING N N 6 EN0 P25 O28 SING N N 7 EN0 P25 O24 SING N N 8 EN0 F12 C11 SING N N 9 EN0 C11 C09 DOUB N Z 10 EN0 S17 C08 SING Y N 11 EN0 S17 C18 SING Y N 12 EN0 C09 O10 SING N N 13 EN0 C09 C08 SING N N 14 EN0 O24 P22 SING N N 15 EN0 C08 N07 DOUB Y N 16 EN0 C18 C19 SING N N 17 EN0 C18 C30 DOUB Y N 18 EN0 C19 C20 SING N N 19 EN0 C20 O21 SING N N 20 EN0 P22 O29 DOUB N N 21 EN0 P22 O23 SING N N 22 EN0 P22 O21 SING N N 23 EN0 N07 C30 SING Y N 24 EN0 N07 C06 SING N N 25 EN0 N33 C32 SING N N 26 EN0 C30 C31 SING N N 27 EN0 C06 C05 SING N N 28 EN0 C32 C05 DOUB Y N 29 EN0 C32 N34 SING Y N 30 EN0 C05 C04 SING Y N 31 EN0 N34 C02 DOUB Y N 32 EN0 C04 N03 DOUB Y N 33 EN0 C02 N03 SING Y N 34 EN0 C02 C01 SING N N 35 EN0 C01 H1 SING N N 36 EN0 C01 H2 SING N N 37 EN0 C01 H3 SING N N 38 EN0 C04 H4 SING N N 39 EN0 C06 H5 SING N N 40 EN0 C06 H6 SING N N 41 EN0 O10 H7 SING N N 42 EN0 O14 H8 SING N N 43 EN0 O15 H9 SING N N 44 EN0 C19 H10 SING N N 45 EN0 C19 H11 SING N N 46 EN0 C20 H12 SING N N 47 EN0 C20 H13 SING N N 48 EN0 O23 H14 SING N N 49 EN0 O27 H15 SING N N 50 EN0 O28 H16 SING N N 51 EN0 C31 H17 SING N N 52 EN0 C31 H18 SING N N 53 EN0 C31 H19 SING N N 54 EN0 N33 H20 SING N N 55 EN0 N33 H21 SING N N 56 # 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 EN0 SMILES ACDLabs 12.01 "Cc2ncc(C[n+]1c(c(sc1/C(O)=C(\F)P(O)(O)=O)CCOP(=O)(O)OP(O)(=O)O)C)c(n2)N" EN0 InChI InChI 1.03 "InChI=1S/C14H20FN4O11P3S/c1-7-10(3-4-29-33(27,28)30-32(24,25)26)34-14(11(20)12(15)31(21,22)23)19(7)6-9-5-17-8(2)18-13(9)16/h5H,3-4,6H2,1-2H3,(H7-,16,17,18,20,21,22,23,24,25,26,27,28)/p+1" EN0 InChIKey InChI 1.03 PVRNEYSMVSDDAI-UHFFFAOYSA-O EN0 SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2\C(O)=C(/F)[P](O)(O)=O)c(N)n1" EN0 SMILES CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2C(O)=C(F)[P](O)(O)=O)c(N)n1" EN0 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)/C(=C(\F)/P(=O)(O)O)/O)CCOP(=O)(O)OP(=O)(O)O" EN0 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=C(F)P(=O)(O)O)O)CCOP(=O)(O)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 EN0 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-[(Z)-2-fluoro-1-hydroxy-2-phosphonoethenyl]-5-(2-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium" EN0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(Z)-2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-5-[2-[oxidanyl(phosphonooxy)phosphoryl]oxyethyl]-1,3-thiazol-3-ium-2-yl]-1-fluoranyl-2-oxidanyl-ethenyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EN0 "Create component" 2015-08-13 RCSB EN0 "Initial release" 2016-07-20 RCSB #