data_YSU # _chem_comp.id YSU _chem_comp.name "[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-3-(4-hydroxyphenyl)propanoyl]sulfamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N4 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-10 _chem_comp.pdbx_modified_date 2019-04-12 _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 486.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YSU _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 6HB6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 YSU N N1 N 0 1 N N N -51.662 3.124 -42.240 2.630 0.849 1.329 N YSU 1 YSU CA C1 C 0 1 N N S -52.396 2.760 -43.452 2.766 -0.314 0.442 CA YSU 2 YSU CB C2 C 0 1 N N N -52.460 1.235 -43.564 4.185 -0.875 0.550 CB YSU 3 YSU CG C3 C 0 1 Y N N -51.109 0.569 -43.583 5.168 0.141 0.029 CG YSU 4 YSU CD2 C4 C 0 1 Y N N -50.186 0.862 -44.582 5.514 0.144 -1.310 CD2 YSU 5 YSU CE2 C5 C 0 1 Y N N -48.959 0.223 -44.628 6.415 1.074 -1.790 CE2 YSU 6 YSU CZ C6 C 0 1 Y N N -48.625 -0.704 -43.652 6.973 2.007 -0.928 CZ YSU 7 YSU OH O1 O 0 1 N N N -47.396 -1.304 -43.680 7.859 2.924 -1.398 OH YSU 8 YSU CE1 C7 C 0 1 Y N N -49.534 -1.001 -42.642 6.624 2.002 0.415 CE1 YSU 9 YSU CD1 C8 C 0 1 Y N N -50.767 -0.371 -42.617 5.719 1.073 0.889 CD1 YSU 10 YSU C C9 C 0 1 N N N -53.844 3.113 -43.175 1.774 -1.373 0.847 C YSU 11 YSU O O2 O 0 1 N N N -54.379 3.292 -42.088 1.292 -1.359 1.959 O YSU 12 YSU NAT N2 N 0 1 N N N -54.606 3.140 -44.318 1.423 -2.338 -0.027 NAT YSU 13 YSU SBI S1 S 0 1 N N N -56.177 3.339 -44.487 0.333 -3.502 0.418 SBI YSU 14 YSU OAD O3 O 0 1 N N N -56.732 4.417 -43.748 0.151 -4.337 -0.717 OAD YSU 15 YSU OAE O4 O 0 1 N N N -56.641 2.009 -44.302 0.762 -3.991 1.682 OAE YSU 16 YSU "O5'" O5 O 0 1 N N N -56.342 3.671 -46.035 -0.998 -2.805 0.657 "O5'" YSU 17 YSU "C5'" C10 C 0 1 N N N -55.695 2.796 -46.998 -1.674 -2.417 -0.540 "C5'" YSU 18 YSU "C4'" C11 C 0 1 N N R -55.072 3.681 -48.052 -2.993 -1.730 -0.182 "C4'" YSU 19 YSU "O4'" O6 O 0 1 N N N -56.084 4.500 -48.681 -2.741 -0.443 0.424 "O4'" YSU 20 YSU "C1'" C12 C 0 1 N N R -55.678 5.855 -48.659 -3.969 0.300 0.263 "C1'" YSU 21 YSU "C2'" C13 C 0 1 N N R -54.717 5.977 -47.474 -4.457 -0.046 -1.161 "C2'" YSU 22 YSU "O2'" O7 O 0 1 N N N -53.834 7.066 -47.674 -5.881 -0.156 -1.191 "O2'" YSU 23 YSU "C3'" C14 C 0 1 N N S -53.982 4.642 -47.561 -3.800 -1.413 -1.461 "C3'" YSU 24 YSU "O3'" O8 O 0 1 N N N -52.924 4.703 -48.510 -4.798 -2.410 -1.683 "O3'" YSU 25 YSU N1 N3 N 0 1 N N N -56.879 6.703 -48.518 -3.714 1.738 0.379 N1 YSU 26 YSU C6 C15 C 0 1 N N N -57.748 6.532 -47.452 -4.435 2.485 1.270 C6 YSU 27 YSU C5 C16 C 0 1 N N N -58.872 7.266 -47.311 -4.199 3.810 1.377 C5 YSU 28 YSU C4 C17 C 0 1 N N N -59.184 8.276 -48.277 -3.205 4.401 0.559 C4 YSU 29 YSU O4 O9 O 0 1 N N N -60.165 9.043 -48.228 -2.975 5.594 0.638 O4 YSU 30 YSU N3 N4 N 0 1 N N N -58.268 8.394 -49.316 -2.517 3.631 -0.306 N3 YSU 31 YSU C2 C18 C 0 1 N N N -57.117 7.656 -49.492 -2.769 2.311 -0.389 C2 YSU 32 YSU O2 O10 O 0 1 N N N -56.399 7.796 -50.477 -2.139 1.629 -1.174 O2 YSU 33 YSU H1 H1 H 0 1 N N N -51.618 4.120 -42.163 1.722 1.277 1.228 H1 YSU 34 YSU H2 H2 H 0 1 N N N -52.131 2.748 -41.441 2.804 0.593 2.289 H2 YSU 35 YSU H4 H4 H 0 1 N N N -52.007 3.235 -44.365 2.573 -0.010 -0.587 H4 YSU 36 YSU H5 H5 H 0 1 N N N -52.987 0.978 -44.495 4.410 -1.096 1.593 H5 YSU 37 YSU H6 H6 H 0 1 N N N -53.025 0.848 -42.704 4.260 -1.789 -0.040 H6 YSU 38 YSU H7 H7 H 0 1 N N N -50.431 1.599 -45.333 5.079 -0.582 -1.981 H7 YSU 39 YSU H8 H8 H 0 1 N N N -48.263 0.446 -45.423 6.685 1.076 -2.836 H8 YSU 40 YSU H9 H9 H 0 1 N N N -47.321 -1.908 -42.951 7.451 3.745 -1.704 H9 YSU 41 YSU H10 H10 H 0 1 N N N -49.279 -1.721 -41.879 7.058 2.727 1.088 H10 YSU 42 YSU H11 H11 H 0 1 N N N -51.473 -0.613 -41.836 5.444 1.071 1.934 H11 YSU 43 YSU H12 H12 H 0 1 N N N -54.099 3.016 -45.171 1.809 -2.349 -0.917 H12 YSU 44 YSU H13 H13 H 0 1 N N N -56.437 2.126 -47.458 -1.046 -1.727 -1.104 H13 YSU 45 YSU H14 H14 H 0 1 N N N -54.918 2.197 -46.501 -1.878 -3.300 -1.146 H14 YSU 46 YSU H15 H15 H 0 1 N N N -54.621 3.030 -48.815 -3.578 -2.359 0.489 H15 YSU 47 YSU H16 H16 H 0 1 N N N -55.143 6.116 -49.584 -4.704 -0.015 1.004 H16 YSU 48 YSU H17 H17 H 0 1 N N N -55.273 6.055 -46.528 -4.117 0.705 -1.875 H17 YSU 49 YSU H18 H18 H 0 1 N N N -53.242 7.134 -46.934 -6.241 -0.372 -2.062 H18 YSU 50 YSU H19 H19 H 0 1 N N N -53.625 4.336 -46.567 -3.136 -1.337 -2.322 H19 YSU 51 YSU H20 H20 H 0 1 N N N -52.253 5.300 -48.199 -5.335 -2.261 -2.474 H20 YSU 52 YSU H21 H21 H 0 1 N N N -57.518 5.785 -46.707 -5.189 2.017 1.885 H21 YSU 53 YSU H22 H22 H 0 1 N N N -59.532 7.092 -46.474 -4.761 4.412 2.076 H22 YSU 54 YSU H23 H23 H 0 1 N N N -58.465 9.088 -50.009 -1.834 4.028 -0.869 H23 YSU 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 YSU O2 C2 DOUB N N 1 YSU C2 N3 SING N N 2 YSU C2 N1 SING N N 3 YSU N3 C4 SING N N 4 YSU "O4'" "C1'" SING N N 5 YSU "O4'" "C4'" SING N N 6 YSU "C1'" N1 SING N N 7 YSU "C1'" "C2'" SING N N 8 YSU N1 C6 SING N N 9 YSU "O3'" "C3'" SING N N 10 YSU C4 O4 DOUB N N 11 YSU C4 C5 SING N N 12 YSU "C4'" "C3'" SING N N 13 YSU "C4'" "C5'" SING N N 14 YSU "O2'" "C2'" SING N N 15 YSU "C3'" "C2'" SING N N 16 YSU C6 C5 DOUB N N 17 YSU "C5'" "O5'" SING N N 18 YSU "O5'" SBI SING N N 19 YSU CE2 CD2 DOUB Y N 20 YSU CE2 CZ SING Y N 21 YSU CD2 CG SING Y N 22 YSU SBI NAT SING N N 23 YSU SBI OAE DOUB N N 24 YSU SBI OAD DOUB N N 25 YSU NAT C SING N N 26 YSU OH CZ SING N N 27 YSU CZ CE1 DOUB Y N 28 YSU CG CB SING N N 29 YSU CG CD1 DOUB Y N 30 YSU CB CA SING N N 31 YSU CA C SING N N 32 YSU CA N SING N N 33 YSU C O DOUB N N 34 YSU CE1 CD1 SING Y N 35 YSU N H1 SING N N 36 YSU N H2 SING N N 37 YSU CA H4 SING N N 38 YSU CB H5 SING N N 39 YSU CB H6 SING N N 40 YSU CD2 H7 SING N N 41 YSU CE2 H8 SING N N 42 YSU OH H9 SING N N 43 YSU CE1 H10 SING N N 44 YSU CD1 H11 SING N N 45 YSU NAT H12 SING N N 46 YSU "C5'" H13 SING N N 47 YSU "C5'" H14 SING N N 48 YSU "C4'" H15 SING N N 49 YSU "C1'" H16 SING N N 50 YSU "C2'" H17 SING N N 51 YSU "O2'" H18 SING N N 52 YSU "C3'" H19 SING N N 53 YSU "O3'" H20 SING N N 54 YSU C6 H21 SING N N 55 YSU C5 H22 SING N N 56 YSU N3 H23 SING N N 57 # # 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 YSU InChI InChI 1.03 "InChI=1S/C18H22N4O10S/c19-11(7-9-1-3-10(23)4-2-9)16(27)21-33(29,30)31-8-12-14(25)15(26)17(32-12)22-6-5-13(24)20-18(22)28/h1-6,11-12,14-15,17,23,25-26H,7-8,19H2,(H,21,27)(H,20,24,28)/t11-,12+,14+,15+,17+/m0/s1" YSU InChIKey InChI 1.03 WEMPOZWVESAOCV-LMWHNAIISA-N YSU SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O" YSU SMILES CACTVS 3.385 "N[CH](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O" YSU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)N)O" YSU SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)N)O" # _pdbx_chem_comp_identifier.comp_id YSU _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-3-(4-hydroxyphenyl)propanoyl]sulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YSU "Create component" 2018-08-10 EBI YSU "Initial release" 2019-04-17 RCSB ##