data_XKA # _chem_comp.id XKA _chem_comp.name "[2-[[(2~{S},3~{S},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]amino]-1,3-thiazol-5-yl]-(4-methyl-2-pyrazin-2-yl-1,3-thiazol-5-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N5 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-10 _chem_comp.pdbx_modified_date 2017-03-10 _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 465.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XKA _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 5MTS _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 XKA N1 N1 N 0 1 N N N -40.830 -4.441 -53.526 -2.656 -0.184 -0.517 N1 XKA 1 XKA C4 C1 C 0 1 N N S -37.921 -3.871 -51.248 -5.563 1.570 0.222 C4 XKA 2 XKA C5 C2 C 0 1 N N R -37.904 -4.494 -52.668 -4.726 0.723 1.184 C5 XKA 3 XKA C6 C3 C 0 1 N N N -36.535 -5.105 -53.027 -5.385 0.716 2.564 C6 XKA 4 XKA C10 C4 C 0 1 Y N N -40.410 -2.220 -65.939 6.678 3.803 0.006 C10 XKA 5 XKA C13 C5 C 0 1 Y N N -40.526 -4.645 -54.825 -1.581 -1.036 -0.387 C13 XKA 6 XKA C15 C6 C 0 1 Y N N -39.334 -5.423 -56.520 -0.549 -3.003 -0.197 C15 XKA 7 XKA C20 C7 C 0 1 Y N N -40.236 -3.822 -59.570 3.054 -1.715 0.001 C20 XKA 8 XKA C1 C8 C 0 1 N N S -40.243 -5.270 -52.507 -4.015 -0.726 -0.591 C1 XKA 9 XKA C2 C9 C 0 1 N N S -40.373 -4.710 -51.056 -4.824 0.063 -1.624 C2 XKA 10 XKA O2 O1 O 0 1 N N N -40.106 -5.778 -50.148 -6.134 -0.498 -1.735 O2 XKA 11 XKA C3 C10 C 0 1 N N S -39.379 -3.515 -50.843 -4.929 1.523 -1.172 C3 XKA 12 XKA O3 O2 O 0 1 N N N -39.359 -3.023 -49.499 -5.745 2.251 -2.092 O3 XKA 13 XKA O4 O3 O 0 1 N N N -37.030 -2.745 -51.173 -5.600 2.921 0.685 O4 XKA 14 XKA O5 O4 O 0 1 N N N -38.849 -5.583 -52.756 -4.642 -0.615 0.689 O5 XKA 15 XKA O6 O5 O 0 1 N N N -35.845 -5.603 -51.884 -4.545 0.023 3.490 O6 XKA 16 XKA S14 S1 S 0 1 Y N N -41.511 -4.074 -56.123 0.051 -0.537 -0.290 S14 XKA 17 XKA C16 C11 C 0 1 Y N N -40.356 -4.791 -57.202 0.570 -2.215 -0.156 C16 XKA 18 XKA N17 N2 N 0 1 Y N N -39.449 -5.319 -55.228 -1.667 -2.334 -0.315 N17 XKA 19 XKA C18 C12 C 0 1 N N N -40.395 -4.812 -58.599 1.950 -2.684 -0.029 C18 XKA 20 XKA O19 O6 O 0 1 N N N -40.510 -5.950 -59.117 2.184 -3.877 0.051 O19 XKA 21 XKA N02 N3 N 0 1 Y N N -39.806 -1.963 -60.804 5.166 -0.965 0.118 N02 XKA 22 XKA S02 S2 S 0 1 Y N N -40.554 -4.399 -61.156 2.902 0.037 -0.094 S02 XKA 23 XKA N03 N4 N 0 1 Y N N -40.968 -3.431 -63.962 4.647 2.636 -0.089 N03 XKA 24 XKA N04 N5 N 0 1 Y N N -39.664 -1.376 -65.175 7.354 2.671 0.111 N04 XKA 25 XKA C06 C13 C 0 1 Y N N -39.831 -2.482 -59.552 4.386 -2.013 0.115 C06 XKA 26 XKA C07 C14 C 0 1 Y N N -40.162 -2.832 -61.777 4.598 0.204 0.024 C07 XKA 27 XKA C08 C15 C 0 1 Y N N -40.231 -2.586 -63.170 5.321 1.493 0.017 C08 XKA 28 XKA C09 C16 C 0 1 Y N N -41.082 -3.286 -65.308 5.297 3.784 -0.096 C09 XKA 29 XKA C11 C17 C 0 1 Y N N -39.551 -1.524 -63.822 6.714 1.516 0.119 C11 XKA 30 XKA C12 C18 C 0 1 N N N -39.470 -1.659 -58.380 4.905 -3.423 0.228 C12 XKA 31 XKA H1 H1 H 0 1 N N N -40.572 -3.498 -53.314 -2.513 0.774 -0.556 H1 XKA 32 XKA H2 H2 H 0 1 N N N -37.569 -4.644 -50.549 -6.577 1.173 0.175 H2 XKA 33 XKA H3 H3 H 0 1 N N N -38.151 -3.713 -53.402 -3.724 1.145 1.262 H3 XKA 34 XKA H4 H4 H 0 1 N N N -36.692 -5.934 -53.733 -5.530 1.742 2.903 H4 XKA 35 XKA H5 H5 H 0 1 N N N -35.916 -4.330 -53.503 -6.350 0.213 2.503 H5 XKA 36 XKA H6 H6 H 0 1 N N N -40.485 -2.076 -67.007 7.205 4.745 0.004 H6 XKA 37 XKA H7 H7 H 0 1 N N N -38.526 -5.948 -57.007 -0.512 -4.081 -0.130 H7 XKA 38 XKA H8 H8 H 0 1 N N N -40.792 -6.223 -52.509 -3.973 -1.775 -0.886 H8 XKA 39 XKA H9 H9 H 0 1 N N N -41.399 -4.338 -50.916 -4.324 0.016 -2.591 H9 XKA 40 XKA H10 H10 H 0 1 N N N -40.179 -5.461 -49.255 -6.142 -1.424 -2.013 H10 XKA 41 XKA H11 H11 H 0 1 N N N -39.709 -2.703 -51.508 -3.934 1.966 -1.135 H11 XKA 42 XKA H12 H12 H 0 1 N N N -40.242 -2.799 -49.230 -5.402 2.262 -2.997 H12 XKA 43 XKA H13 H13 H 0 1 N N N -37.055 -2.379 -50.297 -6.111 3.517 0.119 H13 XKA 44 XKA H14 H14 H 0 1 N N N -35.010 -5.969 -52.152 -4.901 -0.020 4.388 H14 XKA 45 XKA H15 H15 H 0 1 N N N -41.678 -3.977 -65.885 4.751 4.712 -0.181 H15 XKA 46 XKA H16 H16 H 0 1 N N N -38.946 -0.836 -63.250 7.266 0.592 0.205 H16 XKA 47 XKA H17 H17 H 0 1 N N N -39.206 -0.644 -58.711 5.106 -3.818 -0.768 H17 XKA 48 XKA H18 H18 H 0 1 N N N -40.325 -1.608 -57.690 5.826 -3.426 0.812 H18 XKA 49 XKA H19 H19 H 0 1 N N N -38.610 -2.112 -57.865 4.160 -4.046 0.723 H19 XKA 50 # 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 XKA C10 C09 DOUB Y N 1 XKA C10 N04 SING Y N 2 XKA C09 N03 SING Y N 3 XKA N04 C11 DOUB Y N 4 XKA N03 C08 DOUB Y N 5 XKA C11 C08 SING Y N 6 XKA C08 C07 SING N N 7 XKA C07 S02 SING Y N 8 XKA C07 N02 DOUB Y N 9 XKA S02 C20 SING Y N 10 XKA N02 C06 SING Y N 11 XKA C20 C06 DOUB Y N 12 XKA C20 C18 SING N N 13 XKA C06 C12 SING N N 14 XKA O19 C18 DOUB N N 15 XKA C18 C16 SING N N 16 XKA C16 C15 DOUB Y N 17 XKA C16 S14 SING Y N 18 XKA C15 N17 SING Y N 19 XKA S14 C13 SING Y N 20 XKA N17 C13 DOUB Y N 21 XKA C13 N1 SING N N 22 XKA N1 C1 SING N N 23 XKA C6 C5 SING N N 24 XKA C6 O6 SING N N 25 XKA O5 C5 SING N N 26 XKA O5 C1 SING N N 27 XKA C5 C4 SING N N 28 XKA C1 C2 SING N N 29 XKA C4 O4 SING N N 30 XKA C4 C3 SING N N 31 XKA C2 C3 SING N N 32 XKA C2 O2 SING N N 33 XKA C3 O3 SING N N 34 XKA N1 H1 SING N N 35 XKA C4 H2 SING N N 36 XKA C5 H3 SING N N 37 XKA C6 H4 SING N N 38 XKA C6 H5 SING N N 39 XKA C10 H6 SING N N 40 XKA C15 H7 SING N N 41 XKA C1 H8 SING N N 42 XKA C2 H9 SING N N 43 XKA O2 H10 SING N N 44 XKA C3 H11 SING N N 45 XKA O3 H12 SING N N 46 XKA O4 H13 SING N N 47 XKA O6 H14 SING N N 48 XKA C09 H15 SING N N 49 XKA C11 H16 SING N N 50 XKA C12 H17 SING N N 51 XKA C12 H18 SING N N 52 XKA C12 H19 SING N N 53 # 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 XKA InChI InChI 1.03 "InChI=1S/C18H19N5O6S2/c1-7-15(31-17(22-7)8-4-19-2-3-20-8)12(26)10-5-21-18(30-10)23-16-14(28)13(27)11(25)9(6-24)29-16/h2-5,9,11,13-14,16,24-25,27-28H,6H2,1H3,(H,21,23)/t9-,11-,13+,14+,16+/m1/s1" XKA InChIKey InChI 1.03 FESQRGIJCSQMRT-UFMGXSJKSA-N XKA SMILES_CANONICAL CACTVS 3.385 "Cc1nc(sc1C(=O)c2sc(N[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nc2)c4cnccn4" XKA SMILES CACTVS 3.385 "Cc1nc(sc1C(=O)c2sc(N[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)nc2)c4cnccn4" XKA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(sc(n1)c2cnccn2)C(=O)c3cnc(s3)N[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O" XKA SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(sc(n1)c2cnccn2)C(=O)c3cnc(s3)NC4C(C(C(C(O4)CO)O)O)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 XKA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[2-[[(2~{S},3~{S},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]amino]-1,3-thiazol-5-yl]-(4-methyl-2-pyrazin-2-yl-1,3-thiazol-5-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XKA "Create component" 2017-01-10 RCSB XKA "Initial release" 2017-03-15 RCSB #