data_F5G # _chem_comp.id F5G _chem_comp.name "(2R,3R,4S,5R,6S)-3-(acetylamino)-5-(formylamino)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 N4 O16 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-28 _chem_comp.pdbx_modified_date 2018-10-12 _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 618.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F5G _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 6CI5 _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 F5G C15 C1 C 0 1 N N N 32.357 27.679 -1.359 3.281 2.256 -0.414 C15 F5G 1 F5G C17 C2 C 0 1 N N S 34.609 27.952 -1.821 5.646 2.302 0.436 C17 F5G 2 F5G C21 C3 C 0 1 N N N 36.347 31.515 0.078 6.671 -2.308 0.988 C21 F5G 3 F5G C24 C4 C 0 1 N N N 34.546 30.643 2.314 6.201 -2.771 -1.653 C24 F5G 4 F5G C01 C5 C 0 1 N N R 30.734 22.831 6.713 -6.867 -1.116 0.308 C01 F5G 5 F5G C03 C6 C 0 1 N N N 31.784 20.742 7.794 -8.699 -2.717 0.175 C03 F5G 6 F5G C05 C7 C 0 1 N N S 32.088 23.083 6.050 -5.954 -1.469 -0.869 C05 F5G 7 F5G C06 C8 C 0 1 N N N 33.044 23.670 7.031 -6.002 -2.978 -1.118 C06 F5G 8 F5G C08 C9 C 0 1 N N R 30.959 23.521 3.915 -4.451 0.323 -0.339 C08 F5G 9 F5G C16 C10 C 0 1 N N R 33.437 28.441 -2.100 4.244 1.696 0.635 C16 F5G 10 F5G C18 C11 C 0 1 N N R 35.538 29.128 -2.028 6.561 1.075 0.204 C18 F5G 11 F5G C19 C12 C 0 1 N N R 34.700 30.351 -1.551 5.725 -0.075 0.821 C19 F5G 12 F5G C23 C13 C 0 1 N N N 35.747 31.405 2.604 6.804 -3.759 -0.838 C23 F5G 13 F5G C25 C14 C 0 1 N N N 34.215 30.304 0.942 5.857 -1.586 -1.104 C25 F5G 14 F5G C34 C15 C 0 1 N N R 29.599 23.227 4.564 -5.304 0.748 0.861 C34 F5G 15 F5G C36 C16 C 0 1 N N N 27.613 24.669 5.331 -3.814 0.549 2.779 C36 F5G 16 F5G C37 C17 C 0 1 N N N 26.654 23.485 5.232 -3.337 -0.169 4.015 C37 F5G 17 F5G C39 C18 C 0 1 N N S 29.751 22.306 5.724 -6.768 0.386 0.591 C39 F5G 18 F5G N02 N1 N 0 1 N N N 30.874 21.876 7.856 -8.251 -1.462 -0.025 N02 F5G 19 F5G N20 N2 N 0 1 N N N 35.074 30.716 -0.155 6.097 -1.360 0.225 N20 F5G 20 F5G N22 N3 N 0 1 N N N 36.629 31.835 1.537 7.023 -3.497 0.466 N22 F5G 21 F5G N35 N4 N 0 1 N N N 29.023 24.527 5.005 -4.840 0.049 2.062 N35 F5G 22 F5G O04 O1 O 0 1 N N N 31.874 20.006 8.718 -7.957 -3.561 0.630 O04 F5G 23 F5G O07 O2 O 0 1 N N N 31.941 24.015 4.895 -4.614 -1.078 -0.565 O07 F5G 24 F5G O09 O3 O 0 1 N N N 30.815 24.476 2.948 -3.077 0.607 -0.071 O09 F5G 25 F5G O11 O4 O 0 1 N N N 32.171 23.280 1.111 -2.516 2.117 -2.014 O11 F5G 26 F5G O12 O5 O 0 1 N N N 31.668 25.782 0.747 -0.603 1.355 -0.555 O12 F5G 27 F5G O14 O6 O 0 1 N N N 32.202 28.267 -0.097 1.960 1.779 -0.152 O14 F5G 28 F5G O26 O7 O 0 1 N N N 36.008 31.681 3.726 7.123 -4.835 -1.311 O26 F5G 29 F5G O27 O8 O 0 1 N N N 37.058 31.858 -0.802 6.879 -2.084 2.165 O27 F5G 30 F5G O28 O9 O 0 1 N N N 33.475 29.986 -1.600 4.367 0.273 0.474 O28 F5G 31 F5G O29 O10 O 0 1 N N N 35.860 29.257 -3.345 7.804 1.228 0.892 O29 F5G 32 F5G O30 O11 O 0 1 N N N 34.962 26.832 -2.766 6.052 3.017 1.605 O30 F5G 33 F5G O31 O12 O 0 1 N N N 32.262 27.664 2.426 0.409 3.751 -0.938 O31 F5G 34 F5G O32 O13 O 0 1 N N N 30.086 27.749 1.278 0.969 1.827 -2.473 O32 F5G 35 F5G O33 O14 O 0 1 N N N 33.324 24.919 2.528 -1.820 -0.302 -2.194 O33 F5G 36 F5G O38 O15 O 0 1 N N N 27.202 25.723 5.679 -3.275 1.578 2.430 O38 F5G 37 F5G O40 O16 O 0 1 N N N 30.219 21.012 5.236 -7.240 1.118 -0.542 O40 F5G 38 F5G P10 P1 P 0 1 N N N 32.021 24.598 1.833 -2.015 0.970 -1.226 P10 F5G 39 F5G P13 P2 P 0 1 N N N 31.544 27.380 1.129 0.690 2.170 -1.060 P13 F5G 40 F5G H152 H1 H 0 0 N N N 31.410 27.736 -1.916 3.290 3.345 -0.370 H152 F5G 41 F5G H151 H2 H 0 0 N N N 32.653 26.626 -1.246 3.595 1.931 -1.406 H151 F5G 42 F5G H171 H3 H 0 0 N N N 34.689 27.598 -0.783 5.659 2.958 -0.434 H171 F5G 43 F5G H241 H4 H 0 0 N N N 33.899 30.328 3.119 6.018 -2.962 -2.700 H241 F5G 44 F5G H011 H5 H 0 0 N N N 30.361 23.790 7.103 -6.555 -1.675 1.191 H011 F5G 45 F5G H031 H6 H 0 0 N N N 32.376 20.572 6.907 -9.720 -2.971 -0.071 H031 F5G 46 F5G H051 H7 H 0 0 N N N 32.486 22.123 5.689 -6.293 -0.942 -1.762 H051 F5G 47 F5G H062 H8 H 0 0 N N N 33.158 22.988 7.886 -7.025 -3.276 -1.349 H062 F5G 48 F5G H063 H9 H 0 0 N N N 34.021 23.818 6.547 -5.352 -3.228 -1.957 H063 F5G 49 F5G H061 H10 H 0 0 N N N 32.659 24.638 7.383 -5.663 -3.504 -0.226 H061 F5G 50 F5G H081 H11 H 0 0 N N N 31.336 22.586 3.476 -4.770 0.874 -1.224 H081 F5G 51 F5G H161 H12 H 0 0 N N N 33.217 28.435 -3.178 3.879 1.925 1.636 H161 F5G 52 F5G H181 H13 H 0 0 N N N 36.427 29.022 -1.389 6.725 0.909 -0.861 H181 F5G 53 F5G H191 H14 H 0 0 N N N 34.915 31.200 -2.217 5.852 -0.104 1.903 H191 F5G 54 F5G H251 H15 H 0 0 N N N 33.319 29.738 0.734 5.396 -0.820 -1.710 H251 F5G 55 F5G H341 H16 H 0 0 N N N 28.938 22.768 3.814 -5.215 1.824 1.009 H341 F5G 56 F5G H372 H17 H 0 0 N N N 25.642 23.807 5.520 -2.507 0.381 4.457 H372 F5G 57 F5G H373 H18 H 0 0 N N N 26.639 23.111 4.198 -4.153 -0.236 4.734 H373 F5G 58 F5G H371 H19 H 0 0 N N N 26.990 22.684 5.907 -3.006 -1.173 3.747 H371 F5G 59 F5G H391 H20 H 0 0 N N N 28.775 22.182 6.217 -7.372 0.633 1.464 H391 F5G 60 F5G H021 H21 H 0 0 N N N 30.329 22.020 8.682 -8.845 -0.786 -0.389 H021 F5G 61 F5G H221 H22 H 0 0 N N N 37.449 32.359 1.768 7.437 -4.169 1.031 H221 F5G 62 F5G H351 H23 H 0 0 N N N 29.622 25.324 5.079 -5.271 -0.774 2.342 H351 F5G 63 F5G H291 H24 H 0 0 N N N 36.443 29.999 -3.458 8.323 1.990 0.602 H291 F5G 64 F5G H301 H25 H 0 0 N N N 35.820 26.489 -2.545 6.939 3.397 1.546 H301 F5G 65 F5G H1 H26 H 0 1 N N N 31.646 28.014 3.059 0.218 4.048 -0.038 H1 F5G 66 F5G H2 H27 H 0 1 N N N 33.952 24.226 2.361 -1.492 -1.093 -1.744 H2 F5G 67 F5G H401 H28 H 0 0 N N N 30.320 20.415 5.968 -8.162 0.937 -0.771 H401 F5G 68 # 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 F5G O29 C18 SING N N 1 F5G O30 C17 SING N N 2 F5G C16 C17 SING N N 3 F5G C16 O28 SING N N 4 F5G C16 C15 SING N N 5 F5G C18 C17 SING N N 6 F5G C18 C19 SING N N 7 F5G O28 C19 SING N N 8 F5G C19 N20 SING N N 9 F5G C15 O14 SING N N 10 F5G O27 C21 DOUB N N 11 F5G N20 C21 SING N N 12 F5G N20 C25 SING N N 13 F5G O14 P13 SING N N 14 F5G C21 N22 SING N N 15 F5G O12 P13 SING N N 16 F5G O12 P10 SING N N 17 F5G C25 C24 DOUB N N 18 F5G O11 P10 DOUB N N 19 F5G P13 O32 DOUB N N 20 F5G P13 O31 SING N N 21 F5G N22 C23 SING N N 22 F5G P10 O33 SING N N 23 F5G P10 O09 SING N N 24 F5G C24 C23 SING N N 25 F5G C23 O26 DOUB N N 26 F5G O09 C08 SING N N 27 F5G C08 C34 SING N N 28 F5G C08 O07 SING N N 29 F5G C34 N35 SING N N 30 F5G C34 C39 SING N N 31 F5G O07 C05 SING N N 32 F5G N35 C36 SING N N 33 F5G C37 C36 SING N N 34 F5G O40 C39 SING N N 35 F5G C36 O38 DOUB N N 36 F5G C39 C01 SING N N 37 F5G C05 C01 SING N N 38 F5G C05 C06 SING N N 39 F5G C01 N02 SING N N 40 F5G C03 N02 SING N N 41 F5G C03 O04 DOUB N N 42 F5G C15 H152 SING N N 43 F5G C15 H151 SING N N 44 F5G C17 H171 SING N N 45 F5G C24 H241 SING N N 46 F5G C01 H011 SING N N 47 F5G C03 H031 SING N N 48 F5G C05 H051 SING N N 49 F5G C06 H062 SING N N 50 F5G C06 H063 SING N N 51 F5G C06 H061 SING N N 52 F5G C08 H081 SING N N 53 F5G C16 H161 SING N N 54 F5G C18 H181 SING N N 55 F5G C19 H191 SING N N 56 F5G C25 H251 SING N N 57 F5G C34 H341 SING N N 58 F5G C37 H372 SING N N 59 F5G C37 H373 SING N N 60 F5G C37 H371 SING N N 61 F5G C39 H391 SING N N 62 F5G N02 H021 SING N N 63 F5G N22 H221 SING N N 64 F5G N35 H351 SING N N 65 F5G O29 H291 SING N N 66 F5G O30 H301 SING N N 67 F5G O31 H1 SING N N 68 F5G O33 H2 SING N N 69 F5G O40 H401 SING N N 70 # 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 F5G SMILES ACDLabs 12.01 "C(OP(OP(OC1C(NC(=O)C)C(C(NC=O)C(C)O1)O)(=O)O)(O)=O)C3C(C(C(N2C(NC(C=C2)=O)=O)O3)O)O" F5G InChI InChI 1.03 ;InChI=1S/C18H28N4O16P2/c1-7-11(19-6-23)14(27)12(20-8(2)24)17(35-7)37-40(32,33)38-39(30,31)34-5-9-13(26)15(28)16(36-9)22-4-3-10(25)21-18(22)29/h3-4,6-7,9,11-17,26-28H,5H2,1-2H3,(H,19,23)(H,20,24)(H,30,31)(H,32,33)(H,21,25,29)/t7-,9+,11-,12+,13+,14-,15+,16+,17+/m0/s1 ; F5G InChIKey InChI 1.03 MNNFOPXYMSSSNV-XQDVVILDSA-N F5G SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](NC(C)=O)[C@@H](O)[C@H]1NC=O" F5G SMILES CACTVS 3.385 "C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](NC(C)=O)[CH](O)[CH]1NC=O" F5G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)NC=O" F5G SMILES "OpenEye OEToolkits" 2.0.6 "CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)NC=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 F5G "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R,4S,5R,6S)-3-(acetylamino)-5-(formylamino)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" F5G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{R},4~{S},5~{R},6~{S})-3-acetamido-5-formamido-6-methyl-4-oxidanyl-oxan-2-yl] [[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] 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 F5G "Create component" 2018-02-28 RCSB F5G "Initial release" 2018-10-17 RCSB #