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 
# 
