data_SWL
# 
_chem_comp.id                                    SWL 
_chem_comp.name                                  "2-[butyl(oxidanyl)-$l^{3}-sulfanyl]-4-(2,3-dimethylimidazol-4-yl)-6-(1,3-thiazol-2-yl)thieno[2,3-b]pyridin-3-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N5 O S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-04-27 
_chem_comp.pdbx_modified_date                    2023-02-24 
_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                        433.614 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SWL 
_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        6VSY 
_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 
SWL C15 C1  C 0 1 N N N 118.326 132.001 123.638 2.834  5.492  -0.949 C15 SWL 1  
SWL C12 C2  C 0 1 Y N N 118.341 130.526 123.918 2.312  4.288  -0.208 C12 SWL 2  
SWL N4  N1  N 0 1 Y N N 117.376 129.916 124.585 1.817  4.298  1.001  N4  SWL 3  
SWL C13 C3  C 0 1 Y N N 117.700 128.584 124.580 1.451  3.059  1.346  C13 SWL 4  
SWL N3  N2  N 0 1 Y N N 119.300 129.637 123.462 2.275  3.027  -0.688 N3  SWL 5  
SWL C14 C4  C 0 1 N N N 120.488 129.920 122.640 2.729  2.585  -2.009 C14 SWL 6  
SWL C11 C5  C 0 1 Y N N 118.900 128.413 123.945 1.732  2.234  0.299  C11 SWL 7  
SWL C6  C6  C 0 1 Y N N 119.412 127.074 123.668 1.493  0.779  0.231  C6  SWL 8  
SWL C5  C7  C 0 1 Y N N 119.455 126.625 122.344 2.556  -0.113 0.174  C5  SWL 9  
SWL C4  C8  C 0 1 Y N N 119.871 125.312 122.052 2.293  -1.482 0.111  C4  SWL 10 
SWL C3  C9  C 0 1 Y N N 119.910 124.861 120.648 3.419  -2.438 0.050  C3  SWL 11 
SWL N1  N3  N 0 1 Y N N 120.048 125.685 119.615 3.307  -3.734 -0.012 N1  SWL 12 
SWL C2  C10 C 0 1 Y N N 120.020 125.001 118.418 4.420  -4.427 -0.060 C2  SWL 13 
SWL C1  C11 C 0 1 Y N N 119.875 123.642 118.557 5.553  -3.715 -0.040 C1  SWL 14 
SWL S1  S1  S 0 1 Y N N 119.742 123.171 120.228 5.127  -2.006 0.041  S1  SWL 15 
SWL N2  N4  N 0 1 Y N N 120.250 124.448 123.024 1.050  -1.937 0.105  N2  SWL 16 
SWL C8  C12 C 0 1 Y N N 120.229 124.899 124.292 -0.008 -1.127 0.159  C8  SWL 17 
SWL S2  S2  S 0 1 Y N N 120.717 123.890 125.667 -1.727 -1.507 0.164  S2  SWL 18 
SWL C7  C13 C 0 1 Y N N 119.842 126.174 124.660 0.166  0.259  0.230  C7  SWL 19 
SWL C9  C14 C 0 1 Y N N 119.951 126.398 126.088 -1.102 0.965  0.288  C9  SWL 20 
SWL N5  N5  N 0 1 N N N 119.658 127.579 126.701 -1.188 2.367  0.358  N5  SWL 21 
SWL C10 C15 C 0 1 Y N N 120.411 125.278 126.746 -2.172 0.186  0.252  C10 SWL 22 
SWL S3  S3  S 0 1 N N N 120.690 125.193 128.523 -3.877 0.790  0.304  S3  SWL 23 
SWL O1  O1  O 0 1 N N N 121.999 124.449 128.697 -5.441 1.345  0.352  O1  SWL 24 
SWL C16 C16 C 0 1 N N N 119.308 124.040 128.867 -4.484 -0.913 0.231  C16 SWL 25 
SWL C17 C17 C 0 1 N N N 118.987 124.029 130.373 -5.894 -0.927 -0.361 C17 SWL 26 
SWL C18 C18 C 0 1 N N N 117.636 123.352 130.673 -6.394 -2.370 -0.456 C18 SWL 27 
SWL C19 C19 C 0 1 N N N 117.235 123.545 132.148 -7.805 -2.384 -1.048 C19 SWL 28 
SWL H1  H1  H 0 1 N N N 117.417 132.447 124.067 3.898  5.612  -0.743 H1  SWL 29 
SWL H2  H2  H 0 1 N N N 119.212 132.469 124.091 2.685  5.352  -2.020 H2  SWL 30 
SWL H3  H3  H 0 1 N N N 118.338 132.168 122.551 2.298  6.382  -0.621 H3  SWL 31 
SWL H4  H4  H 0 1 N N N 117.102 127.794 125.010 1.012  2.765  2.287  H4  SWL 32 
SWL H5  H5  H 0 1 N N N 121.039 128.986 122.457 3.802  2.394  -1.979 H5  SWL 33 
SWL H6  H6  H 0 1 N N N 120.174 130.355 121.680 2.205  1.671  -2.286 H6  SWL 34 
SWL H7  H7  H 0 1 N N N 121.139 130.631 123.169 2.519  3.362  -2.744 H7  SWL 35 
SWL H8  H8  H 0 1 N N N 119.168 127.289 121.542 3.574  0.249  0.177  H8  SWL 36 
SWL H9  H9  H 0 1 N N N 120.104 125.489 117.458 4.422  -5.506 -0.108 H9  SWL 37 
SWL H10 H10 H 0 1 N N N 119.847 122.949 117.729 6.555  -4.117 -0.072 H10 SWL 38 
SWL H11 H11 H 0 1 N N N 119.809 127.491 127.686 -0.388 2.907  0.260  H11 SWL 39 
SWL H12 H12 H 0 1 N N N 120.248 128.299 126.337 -2.046 2.794  0.505  H12 SWL 40 
SWL H13 H13 H 0 1 N N N 122.200 124.373 129.622 -5.890 1.185  1.194  H13 SWL 41 
SWL H14 H14 H 0 1 N N N 118.417 124.363 128.308 -3.820 -1.508 -0.397 H14 SWL 42 
SWL H15 H15 H 0 1 N N N 119.593 123.026 128.549 -4.508 -1.334 1.236  H15 SWL 43 
SWL H16 H16 H 0 1 N N N 119.782 123.483 130.901 -6.563 -0.352 0.279  H16 SWL 44 
SWL H17 H17 H 0 1 N N N 118.952 125.067 130.736 -5.875 -0.484 -1.357 H17 SWL 45 
SWL H18 H18 H 0 1 N N N 116.862 123.794 130.029 -5.725 -2.945 -1.097 H18 SWL 46 
SWL H19 H19 H 0 1 N N N 117.718 122.276 130.461 -6.413 -2.814 0.540  H19 SWL 47 
SWL H20 H20 H 0 1 N N N 116.269 123.053 132.333 -8.473 -1.809 -0.407 H20 SWL 48 
SWL H21 H21 H 0 1 N N N 118.003 123.101 132.798 -7.785 -1.940 -2.043 H21 SWL 49 
SWL H22 H22 H 0 1 N N N 117.147 124.619 132.366 -8.160 -3.412 -1.115 H22 SWL 50 
SWL H23 H23 H 0 1 N N N 120.554 126.339 129.121 -3.657 1.513  -0.887 H23 SWL 51 
# 
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 
SWL C2  C1  DOUB Y N 1  
SWL C2  N1  SING Y N 2  
SWL C1  S1  SING Y N 3  
SWL N1  C3  DOUB Y N 4  
SWL S1  C3  SING Y N 5  
SWL C3  C4  SING N N 6  
SWL C4  C5  DOUB Y N 7  
SWL C4  N2  SING Y N 8  
SWL C5  C6  SING Y N 9  
SWL C14 N3  SING N N 10 
SWL N2  C8  DOUB Y N 11 
SWL N3  C12 SING Y N 12 
SWL N3  C11 SING Y N 13 
SWL C15 C12 SING N N 14 
SWL C6  C11 SING N N 15 
SWL C6  C7  DOUB Y N 16 
SWL C12 N4  DOUB Y N 17 
SWL C11 C13 DOUB Y N 18 
SWL C8  C7  SING Y N 19 
SWL C8  S2  SING Y N 20 
SWL C13 N4  SING Y N 21 
SWL C7  C9  SING Y N 22 
SWL S2  C10 SING Y N 23 
SWL C9  N5  SING N N 24 
SWL C9  C10 DOUB Y N 25 
SWL C10 S3  SING N N 26 
SWL S3  O1  SING N N 27 
SWL S3  C16 SING N N 28 
SWL C16 C17 SING N N 29 
SWL C17 C18 SING N N 30 
SWL C18 C19 SING N N 31 
SWL C15 H1  SING N N 32 
SWL C15 H2  SING N N 33 
SWL C15 H3  SING N N 34 
SWL C13 H4  SING N N 35 
SWL C14 H5  SING N N 36 
SWL C14 H6  SING N N 37 
SWL C14 H7  SING N N 38 
SWL C5  H8  SING N N 39 
SWL C2  H9  SING N N 40 
SWL C1  H10 SING N N 41 
SWL N5  H11 SING N N 42 
SWL N5  H12 SING N N 43 
SWL O1  H13 SING N N 44 
SWL C16 H14 SING N N 45 
SWL C16 H15 SING N N 46 
SWL C17 H16 SING N N 47 
SWL C17 H17 SING N N 48 
SWL C18 H18 SING N N 49 
SWL C18 H19 SING N N 50 
SWL C19 H20 SING N N 51 
SWL C19 H21 SING N N 52 
SWL C19 H22 SING N N 53 
SWL S3  H23 SING N N 54 
# 
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 
SWL SMILES           ACDLabs              12.01 "Cc1ncc(n1C)c2c4c(nc(c2)c3nccs3)sc(c4N)S(O)CCCC"                                                                                                 
SWL InChI            InChI                1.03  "InChI=1S/C19H23N5OS3/c1-4-5-8-28(25)19-16(20)15-12(14-10-22-11(2)24(14)3)9-13(23-18(15)27-19)17-21-6-7-26-17/h6-7,9-10,25,28H,4-5,8,20H2,1-3H3" 
SWL InChIKey         InChI                1.03  UNHFBUMWCMKPAQ-UHFFFAOYSA-N                                                                                                                      
SWL SMILES_CANONICAL CACTVS               3.385 "CCCC[SH](O)c1sc2nc(cc(c3cnc(C)n3C)c2c1N)c4sccn4"                                                                                                
SWL SMILES           CACTVS               3.385 "CCCC[SH](O)c1sc2nc(cc(c3cnc(C)n3C)c2c1N)c4sccn4"                                                                                                
SWL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCC[S@H](c1c(c2c(cc(nc2s1)c3nccs3)c4cnc(n4C)C)N)O"                                                                                             
SWL SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCS(c1c(c2c(cc(nc2s1)c3nccs3)c4cnc(n4C)C)N)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 
SWL "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(S)-butyl(hydroxy)-lambda~4~-sulfanyl]-4-(1,2-dimethyl-1H-imidazol-5-yl)-6-(1,3-thiazol-2-yl)thieno[2,3-b]pyridin-3-amine" 
SWL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[butyl(oxidanyl)-$l^{4}-sulfanyl]-4-(2,3-dimethylimidazol-4-yl)-6-(1,3-thiazol-2-yl)thieno[2,3-b]pyridin-3-amine"           
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SWL "Create component" 2020-04-27 RCSB 
SWL "Initial release"  2023-03-01 RCSB 
# 
