data_5GY # _chem_comp.id 5GY _chem_comp.name "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-[(1R)-2-fluoro-1-hydroxyethyl]-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 H22 F N4 O8 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-09-24 _chem_comp.pdbx_modified_date 2016-09-23 _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 487.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5DX6 _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 5GY N01 N1 N 0 1 N N N 73.883 -62.384 43.033 -3.351 2.730 -2.293 N01 5GY 1 5GY C02 C1 C 0 1 Y N N 73.407 -62.414 44.360 -3.734 2.613 -0.967 C02 5GY 2 5GY C03 C2 C 0 1 Y N N 72.018 -62.359 44.693 -4.089 1.371 -0.438 C03 5GY 3 5GY C04 C3 C 0 1 N N N 70.874 -62.237 43.618 -4.063 0.131 -1.294 C04 5GY 4 5GY N05 N2 N 1 1 Y N N 71.386 -61.118 42.793 -2.948 -0.725 -0.880 N05 5GY 5 5GY C06 C4 C 0 1 Y N N 71.913 -61.298 41.534 -3.117 -1.691 -0.042 C06 5GY 6 5GY C07 C5 C 0 1 N N R 71.988 -62.624 40.727 -4.429 -2.053 0.605 C07 5GY 7 5GY O08 O1 O 0 1 N N N 72.982 -62.526 39.772 -4.240 -2.206 2.013 O08 5GY 8 5GY C09 C6 C 0 1 N N N 70.633 -62.904 40.035 -4.944 -3.366 0.013 C09 5GY 9 5GY F10 F1 F 0 1 N N N 69.845 -63.795 40.729 -6.207 -3.652 0.542 F10 5GY 10 5GY S11 S1 S 0 1 Y N N 72.491 -59.783 41.055 -1.636 -2.501 0.230 S11 5GY 11 5GY C12 C7 C 0 1 Y N N 72.017 -58.913 42.470 -0.822 -1.407 -0.886 C12 5GY 12 5GY C13 C8 C 0 1 N N N 72.242 -57.423 42.813 0.640 -1.438 -1.251 C13 5GY 13 5GY C14 C9 C 0 1 N N N 71.439 -56.368 42.100 1.425 -0.551 -0.283 C14 5GY 14 5GY O15 O2 O 0 1 N N N 71.741 -55.272 42.931 2.812 -0.580 -0.628 O15 5GY 15 5GY P16 P1 P 0 1 N N N 72.869 -54.231 42.527 3.935 0.242 0.181 P16 5GY 16 5GY O17 O3 O 0 1 N N N 72.938 -54.208 40.948 5.391 -0.126 -0.399 O17 5GY 17 5GY P18 P2 P 0 1 N N N 71.853 -53.588 39.971 6.889 -0.001 0.178 P18 5GY 18 5GY O19 O4 O 0 1 N N N 72.586 -52.646 39.058 7.031 1.279 0.908 O19 5GY 19 5GY O20 O5 O 0 1 N N N 70.772 -52.823 40.724 7.181 -1.226 1.182 O20 5GY 20 5GY O21 O6 O 0 1 N N N 71.246 -54.675 39.128 7.939 -0.044 -1.041 O21 5GY 21 5GY O22 O7 O 0 1 N N N 72.396 -52.909 43.104 3.672 1.821 0.010 O22 5GY 22 5GY O23 O8 O 0 1 N N N 74.226 -54.606 43.087 3.870 -0.116 1.616 O23 5GY 23 5GY C24 C10 C 0 1 Y N N 71.445 -59.861 43.342 -1.731 -0.545 -1.352 C24 5GY 24 5GY C25 C11 C 0 1 N N N 70.884 -59.471 44.668 -1.393 0.540 -2.342 C25 5GY 25 5GY C26 C12 C 0 1 Y N N 71.757 -62.396 46.080 -4.464 1.306 0.890 C26 5GY 26 5GY N27 N3 N 0 1 Y N N 72.775 -62.488 46.966 -4.475 2.417 1.613 N27 5GY 27 5GY C28 C13 C 0 1 Y N N 74.049 -62.545 46.581 -4.135 3.575 1.084 C28 5GY 28 5GY C29 C14 C 0 1 N N N 75.165 -62.650 47.598 -4.163 4.811 1.946 C29 5GY 29 5GY N30 N4 N 0 1 Y N N 74.359 -62.506 45.312 -3.766 3.682 -0.176 N30 5GY 30 5GY H1 H1 H 0 1 N N N 74.882 -62.438 43.035 -3.416 1.965 -2.886 H1 5GY 31 5GY H2 H2 H 0 1 N N N 73.508 -63.161 42.527 -3.020 3.578 -2.630 H2 5GY 32 5GY H3 H3 H 0 1 N N N 69.908 -61.989 44.082 -5.001 -0.412 -1.176 H3 5GY 33 5GY H4 H4 H 0 1 N N N 70.772 -63.160 43.029 -3.935 0.413 -2.339 H4 5GY 34 5GY H5 H5 H 0 1 N N N 72.199 -63.446 41.427 -5.155 -1.261 0.420 H5 5GY 35 5GY H6 H6 H 0 1 N N N 73.814 -62.354 40.197 -3.605 -2.895 2.252 H6 5GY 36 5GY H7 H7 H 0 1 N N N 70.086 -61.954 39.939 -5.016 -3.273 -1.070 H7 5GY 37 5GY H8 H8 H 0 1 N N N 70.830 -63.317 39.034 -4.255 -4.173 0.263 H8 5GY 38 5GY H9 H9 H 0 1 N N N 73.302 -57.206 42.615 1.008 -2.461 -1.187 H9 5GY 39 5GY H10 H10 H 0 1 N N N 72.038 -57.308 43.888 0.768 -1.068 -2.268 H10 5GY 40 5GY H11 H11 H 0 1 N N N 71.785 -56.212 41.068 1.056 0.473 -0.347 H11 5GY 41 5GY H12 H12 H 0 1 N N N 70.364 -56.600 42.095 1.297 -0.921 0.735 H12 5GY 42 5GY H13 H13 H 0 1 N N N 70.787 -51.911 40.460 7.106 -2.098 0.770 H13 5GY 43 5GY H14 H14 H 0 1 N N N 71.460 -54.525 38.215 8.864 0.027 -0.766 H14 5GY 44 5GY H15 H15 H 0 1 N N N 73.049 -52.575 43.707 3.700 2.127 -0.907 H15 5GY 45 5GY H16 H16 H 0 1 N N N 69.830 -59.180 44.549 -1.188 1.468 -1.809 H16 5GY 46 5GY H17 H17 H 0 1 N N N 70.953 -60.323 45.360 -0.512 0.248 -2.914 H17 5GY 47 5GY H18 H18 H 0 1 N N N 71.455 -58.623 45.073 -2.234 0.688 -3.020 H18 5GY 48 5GY H19 H19 H 0 1 N N N 70.738 -62.351 46.436 -4.745 0.363 1.333 H19 5GY 49 5GY H20 H20 H 0 1 N N N 76.134 -62.680 47.078 -3.191 4.944 2.422 H20 5GY 50 5GY H21 H21 H 0 1 N N N 75.134 -61.777 48.267 -4.386 5.680 1.328 H21 5GY 51 5GY H22 H22 H 0 1 N N N 75.038 -63.569 48.188 -4.931 4.702 2.712 H22 5GY 52 # 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 5GY O19 P18 DOUB N N 1 5GY O21 P18 SING N N 2 5GY O08 C07 SING N N 3 5GY P18 O20 SING N N 4 5GY P18 O17 SING N N 5 5GY C09 C07 SING N N 6 5GY C09 F10 SING N N 7 5GY C07 C06 SING N N 8 5GY O17 P16 SING N N 9 5GY S11 C06 SING Y N 10 5GY S11 C12 SING Y N 11 5GY C06 N05 DOUB Y N 12 5GY C14 C13 SING N N 13 5GY C14 O15 SING N N 14 5GY C12 C13 SING N N 15 5GY C12 C24 DOUB Y N 16 5GY P16 O15 SING N N 17 5GY P16 O23 DOUB N N 18 5GY P16 O22 SING N N 19 5GY N05 C24 SING Y N 20 5GY N05 C04 SING N N 21 5GY N01 C02 SING N N 22 5GY C24 C25 SING N N 23 5GY C04 C03 SING N N 24 5GY C02 C03 DOUB Y N 25 5GY C02 N30 SING Y N 26 5GY C03 C26 SING Y N 27 5GY N30 C28 DOUB Y N 28 5GY C26 N27 DOUB Y N 29 5GY C28 N27 SING Y N 30 5GY C28 C29 SING N N 31 5GY N01 H1 SING N N 32 5GY N01 H2 SING N N 33 5GY C04 H3 SING N N 34 5GY C04 H4 SING N N 35 5GY C07 H5 SING N N 36 5GY O08 H6 SING N N 37 5GY C09 H7 SING N N 38 5GY C09 H8 SING N N 39 5GY C13 H9 SING N N 40 5GY C13 H10 SING N N 41 5GY C14 H11 SING N N 42 5GY C14 H12 SING N N 43 5GY O20 H13 SING N N 44 5GY O21 H14 SING N N 45 5GY O22 H15 SING N N 46 5GY C25 H16 SING N N 47 5GY C25 H17 SING N N 48 5GY C25 H18 SING N N 49 5GY C26 H19 SING N N 50 5GY C29 H20 SING N N 51 5GY C29 H21 SING N N 52 5GY C29 H22 SING N N 53 # 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 5GY SMILES ACDLabs 12.01 "Nc1c(cnc(C)n1)C[n+]2c(c(sc2C(O)CF)CCOP(=O)(O)OP(O)(=O)O)C" 5GY InChI InChI 1.03 "InChI=1S/C14H21FN4O8P2S/c1-8-12(3-4-26-29(24,25)27-28(21,22)23)30-14(11(20)5-15)19(8)7-10-6-17-9(2)18-13(10)16/h6,11,20H,3-5,7H2,1-2H3,(H4-,16,17,18,21,22,23,24,25)/p+1/t11-/m1/s1" 5GY InChIKey InChI 1.03 RCUDZGRKYWDHTO-LLVKDONJSA-O 5GY SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C@H](O)CF)c(N)n1" 5GY SMILES CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[CH](O)CF)c(N)n1" 5GY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)[C@@H](CF)O)CCOP(=O)(O)OP(=O)(O)O" 5GY SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(CF)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 5GY "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-[(1R)-2-fluoro-1-hydroxyethyl]-5-(2-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium" 5GY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-[(1~{R})-2-fluoranyl-1-oxidanyl-ethyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen 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 5GY "Create component" 2015-09-24 RCSB 5GY "Modify formula" 2016-02-07 RCSB 5GY "Initial release" 2016-09-28 RCSB #