data_0SK
# 
_chem_comp.id                                    0SK 
_chem_comp.name                                  "8-(hydroxyamino)-2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 F3 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-05-23 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        417.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0SK 
_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        4F4Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
0SK NBE NBE N 0 1 N N N N N N -12.603 -7.816 35.431 2.495  2.926  -0.112 NBE 0SK 1  
0SK OAE OAE O 0 1 N N N N N N -11.426 -8.279 34.615 3.515  3.904  -0.024 OAE 0SK 2  
0SK CAX CAX C 0 1 Y N N N N N -13.128 -6.585 35.220 2.822  1.567  -0.058 CAX 0SK 3  
0SK CBB CBB C 0 1 Y N N N N N -12.268 -5.498 34.927 1.837  0.604  -0.143 CBB 0SK 4  
0SK SAV SAV S 0 1 N N N N N N -10.487 -5.751 34.852 0.113  0.986  -0.316 SAV 0SK 5  
0SK CAJ CAJ C 0 1 Y N N N N N -14.510 -6.394 35.269 4.145  1.163  0.075  CAJ 0SK 6  
0SK CAW CAW C 0 1 Y N N N N N -15.056 -5.132 35.045 4.456  -0.187 0.126  CAW 0SK 7  
0SK CBG CBG C 0 1 N N N N N N -16.436 -4.928 35.106 5.896  -0.608 0.271  CBG 0SK 8  
0SK FAG FAG F 0 1 N N N N N N -16.725 -4.178 36.175 6.266  -1.389 -0.828 FAG 0SK 9  
0SK FAH FAH F 0 1 N N N N N N -17.072 -6.097 35.213 6.710  0.528  0.331  FAH 0SK 10 
0SK FAF FAF F 0 1 N N N N N N -16.855 -4.297 33.994 6.048  -1.353 1.445  FAF 0SK 11 
0SK CAK CAK C 0 1 Y N N N N N -14.212 -4.062 34.766 3.477  -1.151 0.048  CAK 0SK 12 
0SK CBA CBA C 0 1 Y N N N N N -12.826 -4.221 34.701 2.137  -0.774 -0.098 CBA 0SK 13 
0SK CAZ CAZ C 0 1 N N N N N N -12.077 -3.071 34.411 1.063  -1.761 -0.186 CAZ 0SK 14 
0SK OAD OAD O 0 1 N N N N N N -12.644 -1.993 34.226 1.423  -2.925 -0.122 OAD 0SK 15 
0SK NAR NAR N 0 1 N N N N N N -10.684 -3.047 34.309 -0.231 -1.586 -0.323 NAR 0SK 16 
0SK CAY CAY C 0 1 N N N N N N -9.831  -4.139 34.475 -0.885 -0.432 -0.397 CAY 0SK 17 
0SK NBF NBF N 0 1 N N N N N N -8.498  -3.945 34.347 -2.244 -0.366 -0.540 NBF 0SK 18 
0SK CAM CAM C 0 1 N N N N N N -7.546  -5.091 34.509 -3.048 -1.593 -0.619 CAM 0SK 19 
0SK CAO CAO C 0 1 N N N N N N -6.245  -4.702 35.224 -4.153 -1.528 0.441  CAO 0SK 20 
0SK CAL CAL C 0 1 N N N N N N -7.978  -2.578 34.022 -2.926 0.933  -0.612 CAL 0SK 21 
0SK CAN CAN C 0 1 N N N N N N -6.703  -2.239 34.812 -4.032 0.969  0.449  CAN 0SK 22 
0SK CBH CBH C 0 1 N N N N N N -5.665  -3.375 34.681 -4.951 -0.235 0.261  CBH 0SK 23 
0SK OAT OAT O 0 1 N N N N N N -5.263  -3.529 33.291 -6.009 -0.188 1.225  OAT 0SK 24 
0SK OAS OAS O 0 1 N N N N N N -4.465  -3.027 35.439 -5.521 -0.198 -1.058 OAS 0SK 25 
0SK CAP CAP C 0 1 N N N N N N -3.385  -2.876 34.484 -6.808 0.443  -0.886 CAP 0SK 26 
0SK CBD CBD C 0 1 N N S N N N -3.835  -3.689 33.284 -7.250 -0.104 0.494  CBD 0SK 27 
0SK CAA CAA C 0 1 N N N N N N -3.264  -3.090 31.992 -8.215 0.868  1.177  CAA 0SK 28 
0SK H1  H1  H 0 1 N N N N N N -13.339 -8.475 35.276 1.568  3.198  -0.205 H1  0SK 29 
0SK H2  H2  H 0 1 N N N N N N -11.180 -9.157 34.883 3.192  4.814  -0.066 H2  0SK 30 
0SK H3  H3  H 0 1 N N N N N N -15.160 -7.230 35.482 4.931  1.901  0.139  H3  0SK 31 
0SK H4  H4  H 0 1 N N N N N N -14.639 -3.085 34.596 3.742  -2.197 0.090  H4  0SK 32 
0SK H5  H5  H 0 1 N N N N N N -8.044  -5.879 35.094 -3.497 -1.673 -1.610 H5  0SK 33 
0SK H6  H6  H 0 1 N N N N N N -7.294  -5.479 33.511 -2.413 -2.459 -0.433 H6  0SK 34 
0SK H7  H7  H 0 1 N N N N N N -6.450  -4.588 36.299 -4.817 -2.385 0.327  H7  0SK 35 
0SK H8  H8  H 0 1 N N N N N N -5.504  -5.501 35.075 -3.705 -1.544 1.434  H8  0SK 36 
0SK H9  H9  H 0 1 N N N N N N -7.751  -2.532 32.947 -2.211 1.733  -0.421 H9  0SK 37 
0SK H10 H10 H 0 1 N N N N N N -8.753  -1.837 34.266 -3.365 1.062  -1.601 H10 0SK 38 
0SK H11 H11 H 0 1 N N N N N N -6.271  -1.307 34.419 -3.584 0.935  1.442  H11 0SK 39 
0SK H12 H12 H 0 1 N N N N N N -6.960  -2.105 35.873 -4.610 1.887  0.341  H12 0SK 40 
0SK H13 H13 H 0 1 N N N N N N -2.444  -3.272 34.893 -6.703 1.528  -0.861 H13 0SK 41 
0SK H14 H14 H 0 1 N N N N N N -3.250  -1.819 34.211 -7.503 0.138  -1.668 H14 0SK 42 
0SK H15 H15 H 0 1 N N N N N N -3.535  -4.742 33.389 -7.703 -1.089 0.391  H15 0SK 43 
0SK H16 H16 H 0 1 N N N N N N -2.171  -3.211 31.983 -7.753 1.853  1.242  H16 0SK 44 
0SK H17 H17 H 0 1 N N N N N N -3.697  -3.609 31.124 -9.134 0.936  0.595  H17 0SK 45 
0SK H18 H18 H 0 1 N N N N N N -3.515  -2.020 31.942 -8.445 0.508  2.179  H18 0SK 46 
# 
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 
0SK CAA CBD SING N N 1  
0SK CBD OAT SING N N 2  
0SK CBD CAP SING N N 3  
0SK OAT CBH SING N N 4  
0SK FAF CBG SING N N 5  
0SK CAL NBF SING N N 6  
0SK CAL CAN SING N N 7  
0SK OAD CAZ DOUB N N 8  
0SK NAR CAZ SING N N 9  
0SK NAR CAY DOUB N N 10 
0SK NBF CAY SING N N 11 
0SK NBF CAM SING N N 12 
0SK CAZ CBA SING N N 13 
0SK CAY SAV SING N N 14 
0SK CAP OAS SING N N 15 
0SK CAM CAO SING N N 16 
0SK OAE NBE SING N N 17 
0SK CBH CAN SING N N 18 
0SK CBH CAO SING N N 19 
0SK CBH OAS SING N N 20 
0SK CBA CAK DOUB Y N 21 
0SK CBA CBB SING Y N 22 
0SK CAK CAW SING Y N 23 
0SK SAV CBB SING N N 24 
0SK CBB CAX DOUB Y N 25 
0SK CAW CBG SING N N 26 
0SK CAW CAJ DOUB Y N 27 
0SK CBG FAH SING N N 28 
0SK CBG FAG SING N N 29 
0SK CAX CAJ SING Y N 30 
0SK CAX NBE SING N N 31 
0SK NBE H1  SING N N 32 
0SK OAE H2  SING N N 33 
0SK CAJ H3  SING N N 34 
0SK CAK H4  SING N N 35 
0SK CAM H5  SING N N 36 
0SK CAM H6  SING N N 37 
0SK CAO H7  SING N N 38 
0SK CAO H8  SING N N 39 
0SK CAL H9  SING N N 40 
0SK CAL H10 SING N N 41 
0SK CAN H11 SING N N 42 
0SK CAN H12 SING N N 43 
0SK CAP H13 SING N N 44 
0SK CAP H14 SING N N 45 
0SK CBD H15 SING N N 46 
0SK CAA H16 SING N N 47 
0SK CAA H17 SING N N 48 
0SK CAA H18 SING N N 49 
# 
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 
0SK SMILES           ACDLabs              12.01 "FC(F)(F)c2cc(c1SC(=NC(=O)c1c2)N4CCC3(OCC(O3)C)CC4)NO"                                                                                              
0SK InChI            InChI                1.03  "InChI=1S/C17H18F3N3O4S/c1-9-8-26-16(27-9)2-4-23(5-3-16)15-21-14(24)11-6-10(17(18,19)20)7-12(22-25)13(11)28-15/h6-7,9,22,25H,2-5,8H2,1H3/t9-/m0/s1" 
0SK InChIKey         InChI                1.03  WTTODOLGMIMGNK-VIFPVBQESA-N                                                                                                                         
0SK SMILES_CANONICAL CACTVS               3.370 "C[C@H]1COC2(CCN(CC2)C3=NC(=O)c4cc(cc(NO)c4S3)C(F)(F)F)O1"                                                                                          
0SK SMILES           CACTVS               3.370 "C[CH]1COC2(CCN(CC2)C3=NC(=O)c4cc(cc(NO)c4S3)C(F)(F)F)O1"                                                                                           
0SK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1COC2(O1)CCN(CC2)C3=NC(=O)c4cc(cc(c4S3)NO)C(F)(F)F"                                                                                          
0SK SMILES           "OpenEye OEToolkits" 1.7.6 "CC1COC2(O1)CCN(CC2)C3=NC(=O)c4cc(cc(c4S3)NO)C(F)(F)F"                                                                                              
# 
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 
0SK "SYSTEMATIC NAME" ACDLabs              12.01 "8-(hydroxyamino)-2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one" 
0SK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3S)-3-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl]-8-(oxidanylamino)-6-(trifluoromethyl)-1,3-benzothiazin-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
0SK "Create component" 2012-05-23 RCSB 
0SK "Initial release"  2012-08-31 RCSB 
0SK "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            0SK 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               NBE 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
