data_LS4
# 
_chem_comp.id                                    LS4 
_chem_comp.name                                  4-{[(2-OXO-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)METHYL]AMINO}-N-(1,3-THIAZOL-2-YL)BENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H14 N4 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-11-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        398.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LS4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1KE8 
_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 
LS4 O5   O5   O 0 1 N N N -10.819 52.155 11.823 -2.204 1.675  4.118  O5   LS4 1  
LS4 C6   C6   C 0 1 N N N -10.007 51.912 12.719 -1.268 1.065  4.606  C6   LS4 2  
LS4 N7   N7   N 0 1 N N N -9.501  52.781 13.629 -0.909 1.072  5.901  N7   LS4 3  
LS4 C8   C8   C 0 1 Y N N -8.606  52.133 14.447 0.202  0.269  6.123  C8   LS4 4  
LS4 C9   C9   C 0 1 Y N N -7.812  52.660 15.575 0.915  -0.024 7.281  C9   LS4 5  
LS4 C10  C10  C 0 1 Y N N -6.968  51.723 16.370 2.004  -0.869 7.227  C10  LS4 6  
LS4 C11  C11  C 0 1 Y N N -6.904  50.277 16.015 2.400  -1.434 6.025  C11  LS4 7  
LS4 C12  C12  C 0 1 Y N N -7.676  49.761 14.849 1.704  -1.153 4.867  C12  LS4 8  
LS4 C13  C13  C 0 1 Y N N -8.524  50.721 14.079 0.605  -0.303 4.911  C13  LS4 9  
LS4 C14  C14  C 0 1 N N N -9.381  50.543 12.932 -0.340 0.188  3.882  C14  LS4 10 
LS4 C15  C15  C 0 1 N N N -9.592  49.449 12.180 -0.345 -0.107 2.549  C15  LS4 11 
LS4 N16  N16  N 0 1 N N N -10.311 49.457 10.882 -1.293 0.434  1.736  N16  LS4 12 
LS4 C17  C17  C 0 1 Y N N -10.296 48.474 9.955  -1.298 0.131  0.371  C17  LS4 13 
LS4 C18  C18  C 0 1 Y N N -9.187  47.467 9.774  -2.265 0.683  -0.460 C18  LS4 14 
LS4 C19  C19  C 0 1 Y N N -9.296  46.441 8.754  -2.267 0.382  -1.807 C19  LS4 15 
LS4 C20  C20  C 0 1 Y N N -10.476 46.425 7.857  -1.309 -0.467 -2.329 C20  LS4 16 
LS4 C21  C21  C 0 1 Y N N -11.579 47.397 8.028  -0.346 -1.018 -1.504 C21  LS4 17 
LS4 C22  C22  C 0 1 Y N N -11.485 48.426 9.079  -0.334 -0.717 -0.156 C22  LS4 18 
LS4 S23  S23  S 0 1 N N N -10.560 45.159 6.618  -1.316 -0.850 -4.049 S23  LS4 19 
LS4 O24  O24  O 0 1 N N N -11.648 45.394 5.712  -0.620 -2.082 -4.174 O24  LS4 20 
LS4 O25  O25  O 0 1 N N N -9.244  45.091 6.068  -2.644 -0.607 -4.493 O25  LS4 21 
LS4 N26  N26  N 0 1 N N N -10.884 43.717 7.404  -0.373 0.278  -4.811 N26  LS4 22 
LS4 C27  C27  C 0 1 Y N N -12.188 43.420 8.091  0.963  0.407  -4.471 C27  LS4 23 
LS4 S28  S28  S 0 1 Y N N -12.305 42.442 9.476  2.151  1.499  -5.112 S28  LS4 24 
LS4 C29  C29  C 0 1 Y N N -13.977 42.684 9.630  3.529  0.959  -4.110 C29  LS4 25 
LS4 C30  C30  C 0 1 Y N N -14.451 43.444 8.547  2.940  -0.013 -3.375 C30  LS4 26 
LS4 N31  N31  N 0 1 Y N N -13.430 43.856 7.722  1.659  -0.263 -3.573 N31  LS4 27 
LS4 H71  1H7  H 0 1 N N N -9.754  53.767 13.689 -1.368 1.574  6.592  H71  LS4 28 
LS4 H91  1H9  H 0 1 N N N -7.849  53.735 15.820 0.616  0.410  8.223  H91  LS4 29 
LS4 H101 1H10 H 0 0 N N N -6.387  52.102 17.227 2.553  -1.093 8.129  H101 LS4 30 
LS4 H111 1H11 H 0 0 N N N -6.285  49.589 16.615 3.254  -2.094 5.995  H111 LS4 31 
LS4 H121 1H12 H 0 0 N N N -7.621  48.697 14.564 2.013  -1.592 3.929  H121 LS4 32 
LS4 H151 1H15 H 0 0 N N N -9.171  48.536 12.633 0.402  -0.770 2.141  H151 LS4 33 
LS4 H16N NH16 H 0 0 N N N -10.024 50.309 10.401 -1.964 1.030  2.103  H16N LS4 34 
LS4 H181 1H18 H 0 0 N N N -8.279  47.481 10.400 -3.013 1.347  -0.053 H181 LS4 35 
LS4 H191 1H19 H 0 0 N N N -8.496  45.687 8.662  -3.018 0.810  -2.454 H191 LS4 36 
LS4 H211 1H21 H 0 0 N N N -12.467 47.355 7.375  0.400  -1.682 -1.915 H211 LS4 37 
LS4 H221 1H22 H 0 0 N N N -12.301 49.157 9.209  0.418  -1.147 0.487  H221 LS4 38 
LS4 H26N NH26 H 0 0 N N N -10.142 43.573 8.089  -0.757 0.848  -5.495 H26N LS4 39 
LS4 H291 1H29 H 0 0 N N N -14.712 42.366 10.389 4.550  1.311  -4.095 H291 LS4 40 
LS4 H301 1H30 H 0 0 N N N -15.510 43.691 8.364  3.504  -0.569 -2.642 H301 LS4 41 
# 
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 
LS4 O5  C6   DOUB N N 1  
LS4 C6  N7   SING N N 2  
LS4 C6  C14  SING N N 3  
LS4 N7  C8   SING N N 4  
LS4 N7  H71  SING N N 5  
LS4 C8  C9   DOUB Y N 6  
LS4 C8  C13  SING Y N 7  
LS4 C9  C10  SING Y N 8  
LS4 C9  H91  SING N N 9  
LS4 C10 C11  DOUB Y N 10 
LS4 C10 H101 SING N N 11 
LS4 C11 C12  SING Y N 12 
LS4 C11 H111 SING N N 13 
LS4 C12 C13  DOUB Y N 14 
LS4 C12 H121 SING N N 15 
LS4 C13 C14  SING N N 16 
LS4 C14 C15  DOUB N Z 17 
LS4 C15 N16  SING N N 18 
LS4 C15 H151 SING N N 19 
LS4 N16 C17  SING N N 20 
LS4 N16 H16N SING N N 21 
LS4 C17 C18  DOUB Y N 22 
LS4 C17 C22  SING Y N 23 
LS4 C18 C19  SING Y N 24 
LS4 C18 H181 SING N N 25 
LS4 C19 C20  DOUB Y N 26 
LS4 C19 H191 SING N N 27 
LS4 C20 C21  SING Y N 28 
LS4 C20 S23  SING N N 29 
LS4 C21 C22  DOUB Y N 30 
LS4 C21 H211 SING N N 31 
LS4 C22 H221 SING N N 32 
LS4 S23 O24  DOUB N N 33 
LS4 S23 O25  DOUB N N 34 
LS4 S23 N26  SING N N 35 
LS4 N26 C27  SING N N 36 
LS4 N26 H26N SING N N 37 
LS4 C27 S28  SING Y N 38 
LS4 C27 N31  DOUB Y N 39 
LS4 S28 C29  SING Y N 40 
LS4 C29 C30  DOUB Y N 41 
LS4 C29 H291 SING N N 42 
LS4 C30 N31  SING Y N 43 
LS4 C30 H301 SING N N 44 
# 
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 
LS4 SMILES           ACDLabs              10.04 O=S(=O)(Nc1nccs1)c4ccc(N/C=C3/c2ccccc2NC3=O)cc4                                                                                                          
LS4 InChI            InChI                1.02b InChI=1/C18H14N4O3S2/c23-17-15(14-3-1-2-4-16(14)21-17)11-20-12-5-7-13(8-6-12)27(24,25)22-18-19-9-10-26-18/h1-11,20H,(H,19,22)(H,21,23)/b15-11-/f/h21-22H 
LS4 InChIKey         InChI                1.02b BOMPRXSVSIPRDT-NBYCAYOSDV                                                                                                                                
LS4 SMILES_CANONICAL CACTVS               3.341 O=C\1Nc2ccccc2C\1=C/Nc3ccc(cc3)[S](=O)(=O)Nc4sccn4                                                                                                       
LS4 SMILES           CACTVS               3.341 O=C1Nc2ccccc2C1=CNc3ccc(cc3)[S](=O)(=O)Nc4sccn4                                                                                                          
LS4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)/C(=C/Nc3ccc(cc3)S(=O)(=O)Nc4nccs4)/C(=O)N2                                                                                                   
LS4 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=CNc3ccc(cc3)S(=O)(=O)Nc4nccs4)C(=O)N2                                                                                                      
# 
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 
LS4 "SYSTEMATIC NAME" ACDLabs              10.04 4-{[(Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide 
LS4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[(Z)-(2-oxo-1H-indol-3-ylidene)methyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide           
# 
