data_EPU # _chem_comp.id EPU _chem_comp.name "URIDINE-DIPHOSPHATE-2(N-ACETYLGLUCOSAMINYL) BUTYRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N3 O19 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ENOLPYRUVYL-URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 677.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EPU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1UXY _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 EPU N1U UN1 N 0 1 N N N 16.212 22.476 13.764 -0.970 0.803 6.848 N1U EPU 1 EPU C2U UC2 C 0 1 N N N 17.593 22.445 13.744 -1.485 -0.408 6.574 C2U EPU 2 EPU N3U UN3 N 0 1 N N N 18.155 21.241 13.583 -2.709 -0.755 7.013 N3U EPU 3 EPU C4U UC4 C 0 1 N N N 17.480 20.088 13.448 -3.446 0.116 7.731 C4U EPU 4 EPU C5U UC5 C 0 1 N N N 15.998 20.094 13.517 -2.918 1.397 8.022 C5U EPU 5 EPU C6U UC6 C 0 1 N N N 15.369 21.277 13.665 -1.685 1.717 7.573 C6U EPU 6 EPU O2U UO2 O 0 1 N N N 18.244 23.464 13.862 -0.832 -1.205 5.928 O2U EPU 7 EPU O4U UO4 O 0 1 N N N 18.041 19.020 13.256 -4.556 -0.194 8.124 O4U EPU 8 EPU C1D UC1* C 0 1 N N R 15.566 23.768 13.904 0.366 1.150 6.360 C1D EPU 9 EPU C2D UC2* C 0 1 N N R 14.971 24.319 12.608 1.413 0.114 6.843 C2D EPU 10 EPU O2D UO2* O 0 1 N N N 15.832 24.807 11.663 1.905 0.453 8.141 O2D EPU 11 EPU C3D UC3* C 0 1 N N S 13.977 25.245 13.149 2.529 0.256 5.775 C3D EPU 12 EPU C4D UC4* C 0 1 N N R 13.518 24.581 14.440 1.812 0.895 4.569 C4D EPU 13 EPU O4D UO4* O 0 1 N N N 14.473 23.607 14.755 0.427 1.044 4.922 O4D EPU 14 EPU O3D UO3* O 0 1 N N N 14.470 26.583 13.146 3.573 1.107 6.253 O3D EPU 15 EPU C5D UC5* C 0 1 N N N 12.149 23.884 14.100 1.943 -0.012 3.345 C5D EPU 16 EPU O5D UO5* O 0 1 N N N 12.387 22.919 13.008 1.270 0.584 2.235 O5D EPU 17 EPU PA PA P 0 1 N N R 11.127 22.235 12.408 1.447 -0.419 0.989 PA EPU 18 EPU O1A O1A O 0 1 N N N 10.621 23.379 11.570 2.888 -0.594 0.698 O1A EPU 19 EPU O2A O2A O 0 1 N N N 11.760 21.187 11.536 0.796 -1.846 1.352 O2A EPU 20 EPU O3A O3A O 0 1 N N N 9.970 21.648 13.190 0.709 0.194 -0.303 O3A EPU 21 EPU PB PB P 0 1 N N R 10.239 20.822 14.503 0.926 -0.855 -1.504 PB EPU 22 EPU O1B O1B O 0 1 N N N 9.755 21.585 15.719 0.335 -2.160 -1.132 O1B EPU 23 EPU O2B O2B O 0 1 N N N 11.667 20.333 14.622 2.501 -1.038 -1.779 O2B EPU 24 EPU C1 C1 C 0 1 N N R 7.987 19.800 14.419 0.436 -1.272 -3.860 C1 EPU 25 EPU C2 C2 C 0 1 N N R 7.216 18.490 14.537 0.484 -0.573 -5.221 C2 EPU 26 EPU C3 C3 C 0 1 N N R 7.188 17.699 13.254 -0.840 0.160 -5.455 C3 EPU 27 EPU C4 C4 C 0 1 N N S 6.530 18.743 12.260 -1.991 -0.835 -5.271 C4 EPU 28 EPU C5 C5 C 0 1 N N R 7.326 20.052 12.135 -1.852 -1.514 -3.907 C5 EPU 29 EPU C6 C6 C 0 1 N N N 6.636 21.101 11.252 -3.016 -2.486 -3.703 C6 EPU 30 EPU C7 C7 C 0 1 N N N 7.070 18.271 17.101 2.812 0.004 -5.650 C7 EPU 31 EPU C8 C8 C 0 1 N N N 7.837 17.282 18.027 3.948 0.995 -5.667 C8 EPU 32 EPU N2 N2 N 0 1 N N N 7.445 18.069 15.884 1.588 0.389 -5.238 N2 EPU 33 EPU O1 O1 O 0 1 N N N 9.341 19.630 14.198 0.209 -0.302 -2.836 O1 EPU 34 EPU O3 O3 O 0 1 N N N 6.430 16.617 13.633 -0.873 0.691 -6.781 O3 EPU 35 EPU O4 O4 O 0 1 N N N 6.397 18.170 10.992 -3.239 -0.143 -5.336 O4 EPU 36 EPU O5 O5 O 0 1 N N N 7.364 20.596 13.444 -0.620 -2.230 -3.846 O5 EPU 37 EPU O6 O6 O 0 1 N N N 5.418 21.578 11.723 -2.893 -3.117 -2.427 O6 EPU 38 EPU O7 O7 O 0 1 N N N 6.306 19.039 17.493 3.000 -1.139 -6.006 O7 EPU 39 EPU C1E EC1 C 0 1 N N N 6.334 14.374 14.296 -1.190 2.992 -5.987 C1E EPU 40 EPU O1E EO1 O 0 1 N N N 6.625 13.146 14.146 -0.123 2.969 -5.406 O1E EPU 41 EPU O2E EO2 O 0 1 N N N 5.549 14.750 15.233 -1.957 4.099 -5.944 O2E EPU 42 EPU C2E EC2 C 0 1 N N N 6.906 15.382 13.358 -1.646 1.809 -6.738 C2E EPU 43 EPU C3E EC3 C 0 1 N N N 7.764 15.083 12.359 -2.818 1.834 -7.375 C3E EPU 44 EPU HN3U UHN3 H 0 0 N N N 19.173 21.199 13.561 -3.065 -1.634 6.810 HN3U EPU 45 EPU H5U UH5 H 0 1 N N N 15.351 19.202 13.457 -3.493 2.109 8.595 H5U EPU 46 EPU H6U UH6 H 0 1 N N N 14.266 21.265 13.701 -1.266 2.689 7.785 H6U EPU 47 EPU H1D UH1* H 0 1 N N N 16.355 24.467 14.266 0.643 2.154 6.683 H1D EPU 48 EPU H2D UH2* H 0 1 N N N 14.545 23.528 11.946 0.995 -0.892 6.839 H2D EPU 49 EPU HO2U UHO2 H 0 0 N N N 15.462 25.149 10.857 2.549 -0.227 8.383 HO2U EPU 50 EPU H3D UH3* H 0 1 N N N 13.055 25.411 12.543 2.927 -0.721 5.507 H3D EPU 51 EPU H4D UH4* H 0 1 N N N 13.402 25.293 15.290 2.247 1.871 4.355 H4D EPU 52 EPU HO3U UHO3 H 0 0 N N N 13.824 27.184 13.497 3.941 0.682 7.040 HO3U EPU 53 EPU "H5'1" 1H5* H 0 0 N N N 11.669 23.416 14.991 1.496 -0.982 3.563 "H5'1" EPU 54 EPU "H5'2" 2H5* H 0 0 N N N 11.340 24.614 13.861 2.997 -0.145 3.102 "H5'2" EPU 55 EPU HOA2 2HOA H 0 0 N N N 10.989 20.768 11.169 -0.139 -1.687 1.535 HOA2 EPU 56 EPU HOB2 2HOB H 0 0 N N N 11.829 19.834 15.414 2.846 -0.167 -2.018 HOB2 EPU 57 EPU H1 H1 H 0 1 N N N 7.948 20.325 15.401 1.385 -1.777 -3.678 H1 EPU 58 EPU H2 H2 H 0 1 N N N 6.103 18.421 14.513 0.635 -1.314 -6.006 H2 EPU 59 EPU H3 H3 H 0 1 N N N 8.113 17.312 12.766 -0.939 0.971 -4.734 H3 EPU 60 EPU H4 H4 H 0 1 N N N 5.533 19.001 12.689 -1.950 -1.587 -6.059 H4 EPU 61 EPU H5 H5 H 0 1 N N N 8.319 19.824 11.681 -1.871 -0.758 -3.122 H5 EPU 62 EPU H61 1H6 H 0 1 N N N 7.329 21.952 11.060 -3.958 -1.940 -3.749 H61 EPU 63 EPU H62 2H6 H 0 1 N N N 6.515 20.706 10.216 -2.997 -3.245 -4.486 H62 EPU 64 EPU H81 1H8 H 0 1 N N N 7.512 17.456 19.079 4.852 0.504 -6.027 H81 EPU 65 EPU H82 2H8 H 0 1 N N N 7.713 16.219 17.712 3.696 1.824 -6.329 H82 EPU 66 EPU H83 3H8 H 0 1 N N N 8.943 17.351 17.903 4.116 1.373 -4.659 H83 EPU 67 EPU HN2 HN2 H 0 1 N N N 8.147 17.344 16.035 1.438 1.304 -4.953 HN2 EPU 68 EPU HO4 HO4 H 0 1 N N N 6.002 18.795 10.396 -3.933 -0.805 -5.211 HO4 EPU 69 EPU HO6 HO6 H 0 1 N N N 4.991 22.227 11.176 -3.644 -3.719 -2.339 HO6 EPU 70 EPU HO2E EHO2 H 0 0 N N N 5.331 15.667 15.345 -1.658 4.876 -5.451 HO2E EPU 71 EPU HE31 1HE3 H 0 0 N N N 8.187 15.828 11.665 -3.395 2.747 -7.408 HE31 EPU 72 EPU HE32 2HE3 H 0 0 N N N 8.152 14.075 12.134 -3.189 0.943 -7.859 HE32 EPU 73 # # 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 EPU N1U C2U SING N N 1 EPU N1U C6U SING N N 2 EPU N1U C1D SING N N 3 EPU C2U N3U SING N N 4 EPU C2U O2U DOUB N N 5 EPU N3U C4U SING N N 6 EPU N3U HN3U SING N N 7 EPU C4U C5U SING N N 8 EPU C4U O4U DOUB N N 9 EPU C5U C6U DOUB N N 10 EPU C5U H5U SING N N 11 EPU C6U H6U SING N N 12 EPU C1D C2D SING N N 13 EPU C1D O4D SING N N 14 EPU C1D H1D SING N N 15 EPU C2D O2D SING N N 16 EPU C2D C3D SING N N 17 EPU C2D H2D SING N N 18 EPU O2D HO2U SING N N 19 EPU C3D C4D SING N N 20 EPU C3D O3D SING N N 21 EPU C3D H3D SING N N 22 EPU C4D O4D SING N N 23 EPU C4D C5D SING N N 24 EPU C4D H4D SING N N 25 EPU O3D HO3U SING N N 26 EPU C5D O5D SING N N 27 EPU C5D "H5'1" SING N N 28 EPU C5D "H5'2" SING N N 29 EPU O5D PA SING N N 30 EPU PA O1A DOUB N N 31 EPU PA O2A SING N N 32 EPU PA O3A SING N N 33 EPU O2A HOA2 SING N N 34 EPU O3A PB SING N N 35 EPU PB O1B DOUB N N 36 EPU PB O2B SING N N 37 EPU PB O1 SING N N 38 EPU O2B HOB2 SING N N 39 EPU C1 C2 SING N N 40 EPU C1 O1 SING N N 41 EPU C1 O5 SING N N 42 EPU C1 H1 SING N N 43 EPU C2 C3 SING N N 44 EPU C2 N2 SING N N 45 EPU C2 H2 SING N N 46 EPU C3 C4 SING N N 47 EPU C3 O3 SING N N 48 EPU C3 H3 SING N N 49 EPU C4 C5 SING N N 50 EPU C4 O4 SING N N 51 EPU C4 H4 SING N N 52 EPU C5 C6 SING N N 53 EPU C5 O5 SING N N 54 EPU C5 H5 SING N N 55 EPU C6 O6 SING N N 56 EPU C6 H61 SING N N 57 EPU C6 H62 SING N N 58 EPU C7 C8 SING N N 59 EPU C7 N2 SING N N 60 EPU C7 O7 DOUB N N 61 EPU C8 H81 SING N N 62 EPU C8 H82 SING N N 63 EPU C8 H83 SING N N 64 EPU N2 HN2 SING N N 65 EPU O3 C2E SING N N 66 EPU O4 HO4 SING N N 67 EPU O6 HO6 SING N N 68 EPU C1E O1E DOUB N N 69 EPU C1E O2E SING N N 70 EPU C1E C2E SING N N 71 EPU O2E HO2E SING N N 72 EPU C2E C3E DOUB N N 73 EPU C3E HE31 SING N N 74 EPU C3E HE32 SING N N 75 # # 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 EPU SMILES ACDLabs 10.04 "O=P(OC1OC(C(O)C(O/C(=C)C(=O)O)C1NC(=O)C)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O" EPU SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@H]1[C@H](O[C@H](CO)[C@@H](O)[C@@H]1OC(=C)C(O)=O)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" EPU SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O[CH](CO)[CH](O)[CH]1OC(=C)C(O)=O)O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O" EPU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)OC(=C)C(=O)O" EPU SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)O)OC(=C)C(=O)O" EPU InChI InChI 1.03 "InChI=1S/C20H29N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,9-10,12-17,19,24,27-29H,1,5-6H2,2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/t9-,10-,12-,13-,14-,15-,16-,17-,19-/m1/s1" EPU InChIKey InChI 1.03 BEGZZYPUNCJHKP-DBYWSUQTSA-N # # 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 EPU "SYSTEMATIC NAME" ACDLabs 10.04 "2-{[(2R,3R,4R,5S,6R)-3-(acetylamino)-2-{[(R)-{[(R)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}prop-2-enoic acid (non-preferred name)" EPU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxyprop-2-enoic 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 EPU "Create component" 1999-07-08 RCSB EPU "Modify descriptor" 2011-06-04 RCSB EPU "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EPU _pdbx_chem_comp_synonyms.name ENOLPYRUVYL-URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##