data_EPZ # _chem_comp.id EPZ _chem_comp.name ;(2R)-2-{[(2R,3R,4R,5S,6R)-3-(acetylamino)-2-{[(S)-{[(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}propanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H31 N3 O19 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-12 _chem_comp.pdbx_modified_date 2012-03-02 _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 679.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EPZ _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 3SU9 _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 EPZ C1 C1 C 0 1 N N R -86.020 -1.243 124.049 -4.310 1.284 -0.457 C1 EPZ 1 EPZ O1 O1 O 0 1 N N N -84.889 -2.078 123.957 -2.891 1.167 -0.344 O1 EPZ 2 EPZ C2 C2 C 0 1 N N R -85.986 -0.248 122.901 -4.970 -0.003 0.045 C2 EPZ 3 EPZ N2 N2 N 0 1 N N N -85.993 -0.940 121.623 -4.562 -0.256 1.429 N2 EPZ 4 EPZ C3 C3 C 0 1 N N R -84.711 0.589 122.974 -4.529 -1.173 -0.840 C3 EPZ 5 EPZ O3 O3 O 0 1 N N N -84.627 1.501 121.927 -5.197 -2.366 -0.425 O3 EPZ 6 EPZ C4 C4 C 0 1 N N S -84.735 1.331 124.306 -4.892 -0.862 -2.296 C4 EPZ 7 EPZ O4 O4 O 0 1 N N N -83.582 2.113 124.398 -4.420 -1.914 -3.141 O4 EPZ 8 EPZ C5 C5 C 0 1 N N R -84.806 0.290 125.420 -4.235 0.458 -2.707 C5 EPZ 9 EPZ O5 O5 O 0 1 N N N -85.974 -0.528 125.287 -4.664 1.497 -1.825 O5 EPZ 10 EPZ C6 C6 C 0 1 N N N -84.803 1.010 126.764 -4.641 0.805 -4.141 C6 EPZ 11 EPZ O6 O6 O 0 1 N N N -85.996 1.749 126.829 -3.938 1.975 -4.565 O6 EPZ 12 EPZ C7 C7 C 0 1 N N N -87.144 -1.171 121.001 -5.249 0.300 2.446 C7 EPZ 13 EPZ O7 O7 O 0 1 N N N -88.209 -0.823 121.467 -6.205 1.010 2.216 O7 EPZ 14 EPZ C8 C8 C 0 1 N N N -87.089 -1.873 119.687 -4.829 0.041 3.870 C8 EPZ 15 EPZ PA PA P 0 1 N N N -84.685 -3.686 127.495 0.908 2.556 0.775 PA EPZ 16 EPZ PB PB P 0 1 N N N -84.895 -3.461 124.653 -1.924 2.429 -0.091 PB EPZ 17 EPZ O1A O1A O 0 1 N N N -84.980 -5.097 127.337 0.556 3.181 2.070 O1A EPZ 18 EPZ O1B O1B O 0 1 N N N -86.192 -4.038 124.673 -1.989 3.417 -1.361 O1B EPZ 19 EPZ C1D C1D C 0 1 N N R -80.938 -6.033 129.750 5.609 -0.940 0.647 C1D EPZ 20 EPZ C1E C1E C 0 1 N N N -84.039 1.184 119.586 -5.297 -4.009 1.317 C1E EPZ 21 EPZ O1E O1E O 0 1 N N N -84.955 1.927 119.247 -4.761 -4.809 2.253 O1E EPZ 22 EPZ N1U N1U N 0 1 N N N -81.624 -7.239 129.272 6.462 -1.004 -0.543 N1U EPZ 23 EPZ O2A O2A O 0 1 N N N -85.602 -2.852 128.231 1.516 3.673 -0.212 O2A EPZ 24 EPZ O2B O2B O 0 1 N N N -83.894 -4.203 123.962 -2.365 3.154 1.121 O2B EPZ 25 EPZ C2D C2D C 0 1 N N R -80.437 -5.170 128.634 6.385 -0.330 1.836 C2D EPZ 26 EPZ O2D O2D O 0 1 N N N -79.091 -5.466 128.381 6.883 -1.361 2.691 O2D EPZ 27 EPZ C2E C2E C 0 1 N N R -83.556 1.199 121.035 -4.401 -3.222 0.397 C2E EPZ 28 EPZ O2E O2E O 0 1 N N N -83.539 0.429 118.739 -6.498 -3.921 1.213 O2E EPZ 29 EPZ C2U C2U C 0 1 N N N -81.067 -8.497 129.625 6.751 -2.197 -1.092 C2U EPZ 30 EPZ O2U O2U O 0 1 N N N -80.051 -8.544 130.306 6.301 -3.211 -0.595 O2U EPZ 31 EPZ O3A O3A O 0 1 N N N -84.376 -3.073 126.080 -0.412 1.915 0.112 O3A EPZ 32 EPZ C3D C3D C 0 1 N N S -80.645 -3.768 129.146 5.330 0.523 2.575 C3D EPZ 33 EPZ O3D O3D O 0 1 N N N -79.456 -3.406 129.866 5.145 0.045 3.908 O3D EPZ 34 EPZ C3E C3E C 0 1 N N N -82.461 2.237 121.235 -3.607 -4.184 -0.488 C3E EPZ 35 EPZ N3U N3U N 0 1 N N N -81.627 -9.652 129.225 7.531 -2.284 -2.186 N3U EPZ 36 EPZ C4D C4D C 0 1 N N R -81.844 -3.876 130.066 4.042 0.328 1.745 C4D EPZ 37 EPZ O4D O4D O 0 1 N N N -81.773 -5.203 130.560 4.504 -0.038 0.427 O4D EPZ 38 EPZ C4U C4U C 0 1 N N N -82.746 -9.626 128.470 8.038 -1.169 -2.750 C4U EPZ 39 EPZ O4U O4U O 0 1 N N N -83.219 -10.681 128.113 8.744 -1.247 -3.739 O4U EPZ 40 EPZ C5D C5D C 0 1 N N N -83.192 -3.920 129.443 3.243 1.631 1.687 C5D EPZ 41 EPZ O5D O5D O 0 1 N N N -83.288 -3.545 128.126 2.002 1.400 1.017 O5D EPZ 42 EPZ C5U C5U C 0 1 N N N -83.324 -8.414 128.109 7.741 0.093 -2.181 C5U EPZ 43 EPZ C6U C6U C 0 1 N N N -82.737 -7.214 128.526 6.951 0.152 -1.087 C6U EPZ 44 EPZ H1 H1 H 0 1 N N N -86.939 -1.845 124.001 -4.654 2.126 0.143 H1 EPZ 45 EPZ H2 H2 H 0 1 N N N -86.875 0.394 122.985 -6.054 0.101 -0.003 H2 EPZ 46 EPZ HN2 HN2 H 0 1 N N N -85.133 -1.242 121.212 -3.797 -0.823 1.613 HN2 EPZ 47 EPZ H3 H3 H 0 1 N N N -83.834 -0.070 122.893 -3.451 -1.309 -0.754 H3 EPZ 48 EPZ H4 H4 H 0 1 N N N -85.606 1.998 124.391 -5.974 -0.777 -2.391 H4 EPZ 49 EPZ HO4 HO4 H 0 1 N N N -83.582 2.582 125.224 -4.615 -1.783 -4.078 HO4 EPZ 50 EPZ H5 H5 H 0 1 N N N -83.932 -0.374 125.353 -3.151 0.358 -2.651 H5 EPZ 51 EPZ H6 H6 H 0 1 N N N -84.757 0.283 127.588 -4.394 -0.026 -4.800 H6 EPZ 52 EPZ H6A H6A H 0 1 N N N -83.933 1.679 126.839 -5.714 0.993 -4.178 H6A EPZ 53 EPZ HO6 HO6 H 0 1 N N N -86.035 2.216 127.655 -4.147 2.254 -5.467 HO6 EPZ 54 EPZ H8 H8 H 0 1 N N N -88.108 -1.988 119.289 -4.111 0.799 4.181 H8 EPZ 55 EPZ H8A H8A H 0 1 N N N -86.484 -1.284 118.982 -5.703 0.080 4.520 H8A EPZ 56 EPZ H8B H8B H 0 1 N N N -86.634 -2.866 119.821 -4.369 -0.945 3.939 H8B EPZ 57 EPZ HO1B HO1B H 0 0 N N N -86.180 -4.862 124.201 -1.713 3.008 -2.193 HO1B EPZ 58 EPZ H1D H1D H 0 1 N N N -80.098 -6.426 130.341 5.243 -1.934 0.904 H1D EPZ 59 EPZ HO1E HO1E H 0 0 N N N -85.146 1.794 118.326 -5.376 -5.294 2.821 HO1E EPZ 60 EPZ HO2A HO2A H 0 0 N N N -86.332 -3.377 128.537 1.770 3.334 -1.081 HO2A EPZ 61 EPZ H2D H2D H 0 1 N N N -80.954 -5.321 127.675 7.201 0.297 1.477 H2D EPZ 62 EPZ HO2D HO2D H 0 0 N N N -78.774 -4.918 127.673 7.379 -1.034 3.454 HO2D EPZ 63 EPZ H2E H2E H 0 1 N N N -83.161 0.196 121.253 -3.712 -2.619 0.988 H2E EPZ 64 EPZ H3D H3D H 0 1 N N N -80.821 -3.010 128.369 5.626 1.572 2.583 H3D EPZ 65 EPZ HO3D HO3D H 0 0 N N N -79.548 -2.524 130.207 5.940 0.089 4.456 HO3D EPZ 66 EPZ H3E H3E H 0 1 N N N -81.623 2.023 120.555 -4.295 -4.843 -1.018 H3E EPZ 67 EPZ H3EA H3EA H 0 0 N N N -82.861 3.238 121.019 -3.021 -3.615 -1.210 H3EA EPZ 68 EPZ H3EB H3EB H 0 0 N N N -82.107 2.200 122.276 -2.939 -4.781 0.132 H3EB EPZ 69 EPZ H4D H4D H 0 1 N N N -81.780 -3.001 130.729 3.435 -0.472 2.170 H4D EPZ 70 EPZ H5D H5D H 0 1 N N N -83.541 -4.961 129.506 3.049 1.984 2.700 H5D EPZ 71 EPZ H5DA H5DA H 0 0 N N N -83.834 -3.237 130.019 3.815 2.384 1.144 H5DA EPZ 72 EPZ H5U H5U H 0 1 N N N -84.222 -8.399 127.509 8.138 0.997 -2.619 H5U EPZ 73 EPZ H6U H6U H 0 1 N N N -83.180 -6.269 128.247 6.714 1.106 -0.640 H6U EPZ 74 EPZ HN3U HN3U H 0 0 N N N -81.217 -10.526 129.485 7.730 -3.152 -2.569 HN3U EPZ 75 # 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 EPZ C2 C1 SING N N 1 EPZ O1 C1 SING N N 2 EPZ C1 O5 SING N N 3 EPZ C1 H1 SING N N 4 EPZ O1 PB SING N N 5 EPZ N2 C2 SING N N 6 EPZ C2 C3 SING N N 7 EPZ C2 H2 SING N N 8 EPZ C7 N2 SING N N 9 EPZ N2 HN2 SING N N 10 EPZ O3 C3 SING N N 11 EPZ C3 C4 SING N N 12 EPZ C3 H3 SING N N 13 EPZ C2E O3 SING N N 14 EPZ C4 O4 SING N N 15 EPZ C4 C5 SING N N 16 EPZ C4 H4 SING N N 17 EPZ O4 HO4 SING N N 18 EPZ O5 C5 SING N N 19 EPZ C5 C6 SING N N 20 EPZ C5 H5 SING N N 21 EPZ C6 O6 SING N N 22 EPZ C6 H6 SING N N 23 EPZ C6 H6A SING N N 24 EPZ O6 HO6 SING N N 25 EPZ C8 C7 SING N N 26 EPZ C7 O7 DOUB N N 27 EPZ C8 H8 SING N N 28 EPZ C8 H8A SING N N 29 EPZ C8 H8B SING N N 30 EPZ O3A PA SING N N 31 EPZ O1A PA DOUB N N 32 EPZ PA O5D SING N N 33 EPZ PA O2A SING N N 34 EPZ O2B PB DOUB N N 35 EPZ PB O1B SING N N 36 EPZ PB O3A SING N N 37 EPZ O1B HO1B SING N N 38 EPZ C2D C1D SING N N 39 EPZ N1U C1D SING N N 40 EPZ C1D O4D SING N N 41 EPZ C1D H1D SING N N 42 EPZ O2E C1E DOUB N N 43 EPZ O1E C1E SING N N 44 EPZ C1E C2E SING N N 45 EPZ O1E HO1E SING N N 46 EPZ C6U N1U SING N N 47 EPZ N1U C2U SING N N 48 EPZ O2A HO2A SING N N 49 EPZ O2D C2D SING N N 50 EPZ C2D C3D SING N N 51 EPZ C2D H2D SING N N 52 EPZ O2D HO2D SING N N 53 EPZ C2E C3E SING N N 54 EPZ C2E H2E SING N N 55 EPZ N3U C2U SING N N 56 EPZ C2U O2U DOUB N N 57 EPZ C3D O3D SING N N 58 EPZ C3D C4D SING N N 59 EPZ C3D H3D SING N N 60 EPZ O3D HO3D SING N N 61 EPZ C3E H3E SING N N 62 EPZ C3E H3EA SING N N 63 EPZ C3E H3EB SING N N 64 EPZ C4U N3U SING N N 65 EPZ C5D C4D SING N N 66 EPZ C4D O4D SING N N 67 EPZ C4D H4D SING N N 68 EPZ C5U C4U SING N N 69 EPZ O4U C4U DOUB N N 70 EPZ O5D C5D SING N N 71 EPZ C5D H5D SING N N 72 EPZ C5D H5DA SING N N 73 EPZ C5U C6U DOUB N N 74 EPZ C5U H5U SING N N 75 EPZ C6U H6U SING N N 76 EPZ N3U HN3U SING N N 77 # 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 EPZ SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(O)C(OC(C(=O)O)C)C3NC(=O)C)CO)O)O" EPZ InChI InChI 1.03 ;InChI=1S/C20H31N3O19P2/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/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/t7-,9-,10-,12-,13-,14-,15-,16-,17-,19-/m1/s1 ; EPZ InChIKey InChI 1.03 NQBRVZNDBBMBLJ-MQTLHLSBSA-N EPZ SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O[C@H]1[C@H](O)[C@@H](CO)O[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]1NC(C)=O)C(O)=O" EPZ SMILES CACTVS 3.370 "C[CH](O[CH]1[CH](O)[CH](CO)O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH]1NC(C)=O)C(O)=O" EPZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@H](C(=O)O)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)CO)O[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)NC(=O)C" EPZ SMILES "OpenEye OEToolkits" 1.7.2 "CC(C(=O)O)OC1C(C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C" # 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 EPZ "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R)-2-{[(2R,3R,4R,5S,6R)-3-(acetylamino)-2-{[(S)-{[(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}propanoic acid (non-preferred name) ; EPZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R)-2-[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-6-(hydroxymethyl)-5-oxidanyl-oxan-4-yl]oxypropanoic 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 EPZ "Create component" 2011-07-12 RCSB #