data_YSC # _chem_comp.id YSC _chem_comp.name "[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-2-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 H23 N5 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-13 _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 485.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YSC _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 6HB5 _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 YSC N N1 N 0 1 N N N -51.877 3.248 -42.057 2.622 0.847 1.327 N YSC 1 YSC CA C1 C 0 1 N N S -52.611 2.856 -43.274 2.756 -0.317 0.441 CA YSC 2 YSC CB C2 C 0 1 N N N -52.670 1.310 -43.419 4.174 -0.881 0.549 CB YSC 3 YSC CG C3 C 0 1 Y N N -51.327 0.626 -43.418 5.159 0.132 0.027 CG YSC 4 YSC CD2 C4 C 0 1 Y N N -50.395 0.886 -44.421 5.504 0.133 -1.312 CD2 YSC 5 YSC CE2 C5 C 0 1 Y N N -49.174 0.231 -44.449 6.406 1.061 -1.794 CE2 YSC 6 YSC CZ C6 C 0 1 Y N N -48.859 -0.687 -43.455 6.967 1.994 -0.932 CZ YSC 7 YSC OH O1 O 0 1 N N N -47.644 -1.307 -43.481 7.855 2.908 -1.404 OH YSC 8 YSC CE1 C7 C 0 1 Y N N -49.778 -0.955 -42.447 6.619 1.991 0.410 CE1 YSC 9 YSC CD1 C8 C 0 1 Y N N -51.002 -0.302 -42.436 5.712 1.064 0.886 CD1 YSC 10 YSC C C9 C 0 1 N N N -54.049 3.214 -42.980 1.762 -1.375 0.848 C YSC 11 YSC O O2 O 0 1 N N N -54.587 3.403 -41.893 1.280 -1.358 1.961 O YSC 12 YSC NAT N2 N 0 1 N N N -54.802 3.199 -44.095 1.409 -2.339 -0.025 NAT YSC 13 YSC SBI S1 S 0 1 N N N -56.374 3.376 -44.281 0.317 -3.501 0.422 SBI YSC 14 YSC OAD O3 O 0 1 N N N -56.903 4.461 -43.532 0.133 -4.337 -0.713 OAD YSC 15 YSC OAE O4 O 0 1 N N N -56.898 2.063 -44.141 0.746 -3.990 1.686 OAE YSC 16 YSC "O5'" O5 O 0 1 N N N -56.471 3.730 -45.827 -1.013 -2.801 0.660 "O5'" YSC 17 YSC "C5'" C10 C 0 1 N N N -55.879 2.817 -46.809 -1.689 -2.413 -0.537 "C5'" YSC 18 YSC "C4'" C11 C 0 1 N N R -55.267 3.686 -47.881 -3.006 -1.723 -0.179 "C4'" YSC 19 YSC "O4'" O6 O 0 1 N N N -56.280 4.525 -48.484 -2.752 -0.436 0.426 "O4'" YSC 20 YSC "C1'" C12 C 0 1 N N R -55.845 5.879 -48.462 -3.978 0.310 0.264 "C1'" YSC 21 YSC "C2'" C13 C 0 1 N N R -54.892 5.980 -47.276 -4.467 -0.038 -1.160 "C2'" YSC 22 YSC "O2'" O7 O 0 1 N N N -53.964 7.039 -47.449 -5.891 -0.144 -1.188 "O2'" YSC 23 YSC "C3'" C14 C 0 1 N N S -54.173 4.638 -47.374 -3.813 -1.406 -1.458 "C3'" YSC 24 YSC "O3'" O8 O 0 1 N N N -53.106 4.720 -48.304 -4.813 -2.401 -1.679 "O3'" YSC 25 YSC N1 N3 N 0 1 N N N -57.021 6.756 -48.305 -3.720 1.747 0.378 N1 YSC 26 YSC C6 C15 C 0 1 N N N -57.896 6.591 -47.250 -4.435 2.496 1.264 C6 YSC 27 YSC C5 C16 C 0 1 N N N -58.926 7.438 -47.056 -4.187 3.824 1.360 C5 YSC 28 YSC C4 C17 C 0 1 N N N -59.077 8.514 -47.981 -3.194 4.394 0.538 C4 YSC 29 YSC N4 N4 N 0 1 N N N -60.112 9.352 -47.878 -2.921 5.741 0.616 N4 YSC 30 YSC N3 N5 N 0 1 N N N -58.224 8.685 -49.010 -2.523 3.626 -0.310 N3 YSC 31 YSC C2 C18 C 0 1 N N N -57.189 7.815 -49.207 -2.774 2.320 -0.389 C2 YSC 32 YSC O2 O9 O 0 1 N N N -56.453 7.883 -50.194 -2.144 1.635 -1.177 O2 YSC 33 YSC H1 H1 H 0 1 N N N -51.854 4.245 -41.988 2.797 0.591 2.288 H1 YSC 34 YSC H2 H2 H 0 1 N N N -52.337 2.869 -41.254 3.233 1.595 1.036 H2 YSC 35 YSC H4 H4 H 0 1 N N N -52.231 3.341 -44.185 2.563 -0.014 -0.588 H4 YSC 36 YSC H5 H5 H 0 1 N N N -53.174 1.074 -44.368 4.398 -1.102 1.593 H5 YSC 37 YSC H6 H6 H 0 1 N N N -53.259 0.909 -42.581 4.247 -1.796 -0.039 H6 YSC 38 YSC H7 H7 H 0 1 N N N -50.628 1.609 -45.188 5.067 -0.593 -1.982 H7 YSC 39 YSC H8 H8 H 0 1 N N N -48.469 0.434 -45.242 6.676 1.061 -2.839 H8 YSC 40 YSC H9 H9 H 0 1 N N N -47.575 -1.901 -42.743 7.448 3.730 -1.711 H9 YSC 41 YSC H10 H10 H 0 1 N N N -49.540 -1.670 -41.674 7.054 2.716 1.083 H10 YSC 42 YSC H11 H11 H 0 1 N N N -51.713 -0.518 -41.652 5.437 1.064 1.931 H11 YSC 43 YSC H12 H12 H 0 1 N N N -54.293 3.053 -44.943 1.794 -2.352 -0.915 H12 YSC 44 YSC H13 H13 H 0 1 N N N -56.655 2.168 -47.242 -1.060 -1.724 -1.102 H13 YSC 45 YSC H14 H14 H 0 1 N N N -55.105 2.196 -46.334 -1.894 -3.296 -1.142 H14 YSC 46 YSC H15 H15 H 0 1 N N N -54.827 3.035 -48.650 -3.592 -2.350 0.493 H15 YSC 47 YSC H16 H16 H 0 1 N N N -55.306 6.132 -49.387 -4.713 -0.003 1.006 H16 YSC 48 YSC H17 H17 H 0 1 N N N -55.449 6.058 -46.331 -4.126 0.712 -1.874 H17 YSC 49 YSC H18 H18 H 0 1 N N N -53.384 7.079 -46.697 -6.252 -0.361 -2.059 H18 YSC 50 YSC H19 H19 H 0 1 N N N -53.826 4.319 -46.380 -3.149 -1.332 -2.319 H19 YSC 51 YSC H20 H20 H 0 1 N N N -52.441 5.312 -47.973 -5.350 -2.252 -2.469 H20 YSC 52 YSC H21 H21 H 0 1 N N N -57.752 5.767 -46.567 -5.191 2.036 1.883 H21 YSC 53 YSC H22 H22 H 0 1 N N N -59.611 7.307 -46.232 -4.742 4.436 2.056 H22 YSC 54 YSC H23 H23 H 0 1 N N N -60.236 10.079 -48.553 -3.413 6.300 1.237 H23 YSC 55 YSC H24 H24 H 0 1 N N N -60.763 9.252 -47.126 -2.237 6.130 0.049 H24 YSC 56 # # 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 YSC O2 C2 DOUB N N 1 YSC C2 N3 SING N N 2 YSC C2 N1 SING N N 3 YSC N3 C4 DOUB N N 4 YSC "O4'" "C1'" SING N N 5 YSC "O4'" "C4'" SING N N 6 YSC "C1'" N1 SING N N 7 YSC "C1'" "C2'" SING N N 8 YSC N1 C6 SING N N 9 YSC "O3'" "C3'" SING N N 10 YSC C4 N4 SING N N 11 YSC C4 C5 SING N N 12 YSC "C4'" "C3'" SING N N 13 YSC "C4'" "C5'" SING N N 14 YSC "O2'" "C2'" SING N N 15 YSC "C3'" "C2'" SING N N 16 YSC C6 C5 DOUB N N 17 YSC "C5'" "O5'" SING N N 18 YSC "O5'" SBI SING N N 19 YSC CE2 CD2 DOUB Y N 20 YSC CE2 CZ SING Y N 21 YSC CD2 CG SING Y N 22 YSC SBI OAE DOUB N N 23 YSC SBI NAT SING N N 24 YSC SBI OAD DOUB N N 25 YSC NAT C SING N N 26 YSC OH CZ SING N N 27 YSC CZ CE1 DOUB Y N 28 YSC CB CG SING N N 29 YSC CB CA SING N N 30 YSC CG CD1 DOUB Y N 31 YSC CA C SING N N 32 YSC CA N SING N N 33 YSC C O DOUB N N 34 YSC CE1 CD1 SING Y N 35 YSC N H1 SING N N 36 YSC N H2 SING N N 37 YSC CA H4 SING N N 38 YSC CB H5 SING N N 39 YSC CB H6 SING N N 40 YSC CD2 H7 SING N N 41 YSC CE2 H8 SING N N 42 YSC OH H9 SING N N 43 YSC CE1 H10 SING N N 44 YSC CD1 H11 SING N N 45 YSC NAT H12 SING N N 46 YSC "C5'" H13 SING N N 47 YSC "C5'" H14 SING N N 48 YSC "C4'" H15 SING N N 49 YSC "C1'" H16 SING N N 50 YSC "C2'" H17 SING N N 51 YSC "O2'" H18 SING N N 52 YSC "C3'" H19 SING N N 53 YSC "O3'" H20 SING N N 54 YSC C6 H21 SING N N 55 YSC C5 H22 SING N N 56 YSC N4 H23 SING N N 57 YSC N4 H24 SING N N 58 # # 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 YSC InChI InChI 1.03 "InChI=1S/C18H23N5O9S/c19-11(7-9-1-3-10(24)4-2-9)16(27)22-33(29,30)31-8-12-14(25)15(26)17(32-12)23-6-5-13(20)21-18(23)28/h1-6,11-12,14-15,17,24-26H,7-8,19H2,(H,22,27)(H2,20,21,28)/t11-,12+,14+,15+,17+/m0/s1" YSC InChIKey InChI 1.03 CKVJPUGSXWTYBR-LMWHNAIISA-N YSC 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(=NC3=O)N" YSC 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(=NC3=O)N" YSC 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(=NC3=O)N)O)O)N)O" YSC SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)N3C=CC(=NC3=O)N)O)O)N)O" # _pdbx_chem_comp_identifier.comp_id YSC _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-(4-azanyl-2-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 YSC "Create component" 2018-08-13 EBI YSC "Initial release" 2019-04-17 RCSB ##