data_LS2
# 
_chem_comp.id                                    LS2 
_chem_comp.name                                  N-METHYL-{4-[2-(7-OXO-6,7-DIHYDRO-8H-[1,3]THIAZOLO[5,4-E]INDOL-8-YLIDENE)HYDRAZINO]PHENYL}METHANESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 N5 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-11-21 
_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                        401.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LS2 
_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        1KE6 
_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 
LS2 N1   N1   N 0 1 N N N 26.550 15.569 13.408 2.586  0.337  -4.396 N1   LS2 1  
LS2 C2   C2   C 0 1 N N N 26.096 14.694 12.460 2.595  0.178  -3.062 C2   LS2 2  
LS2 C3   C3   C 0 1 N N N 26.791 13.385 12.628 1.201  0.005  -2.619 C3   LS2 3  
LS2 C4   C4   C 0 1 Y N N 28.582 12.657 14.433 -0.964 0.000  -4.128 C4   LS2 4  
LS2 C5   C5   C 0 1 Y N N 29.293 13.143 15.676 -1.477 0.113  -5.439 C5   LS2 5  
LS2 C6   C6   C 0 1 Y N N 29.087 14.513 16.156 -0.532 0.317  -6.471 C6   LS2 6  
LS2 C7   C7   C 0 1 Y N N 28.173 15.435 15.419 0.797  0.400  -6.204 C7   LS2 7  
LS2 C8   C8   C 0 1 Y N N 27.445 14.938 14.228 1.294  0.287  -4.905 C8   LS2 8  
LS2 C9   C9   C 0 1 Y N N 27.655 13.573 13.764 0.390  0.077  -3.856 C9   LS2 9  
LS2 O11  O11  O 0 1 N N N 25.261 14.873 11.572 3.580  0.176  -2.346 O11  LS2 10 
LS2 N12  N12  N 0 1 N N N 26.588 12.205 11.811 0.770  -0.178 -1.390 N12  LS2 11 
LS2 S13  S13  S 0 1 Y N N 29.034 11.061 14.064 -2.438 -0.241 -3.170 S13  LS2 12 
LS2 C14  C14  C 0 1 Y N N 30.034 10.952 15.446 -3.576 -0.181 -4.480 C14  LS2 13 
LS2 N15  N15  N 0 1 Y N N 30.064 12.093 16.186 -2.820 0.008  -5.524 N15  LS2 14 
LS2 N19  N19  N 0 1 N N N 26.190 12.220 10.624 1.610  -0.223 -0.412 N19  LS2 15 
LS2 C21  C21  C 0 1 Y N N 25.942 11.117 9.867  1.153  -0.419 0.890  C21  LS2 16 
LS2 C22  C22  C 0 1 Y N N 24.670 11.085 9.106  2.057  -0.468 1.945  C22  LS2 17 
LS2 C23  C23  C 0 1 Y N N 24.274 9.851  8.395  1.601  -0.662 3.234  C23  LS2 18 
LS2 C24  C24  C 0 1 Y N N 25.170 8.665  8.412  0.247  -0.808 3.476  C24  LS2 19 
LS2 C25  C25  C 0 1 Y N N 26.427 8.691  9.190  -0.654 -0.766 2.428  C25  LS2 20 
LS2 C26  C26  C 0 1 Y N N 26.864 9.929  9.823  -0.206 -0.566 1.137  C26  LS2 21 
LS2 C29  C29  C 0 1 N N N 24.891 7.467  7.550  -0.246 -1.021 4.884  C29  LS2 22 
LS2 S34  S34  S 0 1 N N N 26.010 7.189  6.174  -0.590 0.585  5.653  S34  LS2 23 
LS2 O35  O35  O 0 1 N N N 26.331 8.456  5.564  -1.734 1.204  5.082  O35  LS2 24 
LS2 O36  O36  O 0 1 N N N 25.488 6.138  5.339  0.605  1.306  5.917  O36  LS2 25 
LS2 N37  N37  N 0 1 N N N 27.428 6.577  6.750  -1.114 0.173  7.169  N37  LS2 26 
LS2 C39  C39  C 0 1 N N N 27.491 5.373  7.561  -0.235 -0.577 8.068  C39  LS2 27 
LS2 H1N  NH1  H 0 1 N N N 26.264 16.545 13.491 3.381  0.470  -4.936 H1N  LS2 28 
LS2 H61  1H6  H 0 1 N N N 29.616 14.847 17.065 -0.874 0.411  -7.491 H61  LS2 29 
LS2 H71  1H7  H 0 1 N N N 28.036 16.477 15.753 1.488  0.557  -7.019 H71  LS2 30 
LS2 H141 1H14 H 0 0 N N N 30.661 10.145 15.861 -4.650 -0.278 -4.440 H141 LS2 31 
LS2 H19N NH19 H 0 0 N N N 26.853 12.792 10.100 2.560  -0.121 -0.583 H19N LS2 32 
LS2 H221 1H22 H 0 0 N N N 24.021 11.976 9.069  3.114  -0.354 1.757  H221 LS2 33 
LS2 H231 1H23 H 0 0 N N N 23.314 9.815  7.854  2.302  -0.700 4.054  H231 LS2 34 
LS2 H251 1H25 H 0 0 N N N 27.042 7.782  9.299  -1.710 -0.880 2.620  H251 LS2 35 
LS2 H261 1H26 H 0 0 N N N 27.876 9.966  10.261 -0.911 -0.529 0.320  H261 LS2 36 
LS2 H291 1H29 H 0 0 N N N 23.841 7.511  7.176  0.516  -1.544 5.461  H291 LS2 37 
LS2 H292 2H29 H 0 0 N N N 24.843 6.552  8.185  -1.158 -1.617 4.863  H292 LS2 38 
LS2 H37N NH37 H 0 0 N N N 27.895 7.321  7.268  -2.002 0.429  7.461  H37N LS2 39 
LS2 H391 1H39 H 0 0 N N N 26.980 4.560  6.995  -0.748 -0.755 9.013  H391 LS2 40 
LS2 H392 2H39 H 0 0 N N N 28.450 4.959  7.951  0.022  -1.532 7.610  H392 LS2 41 
LS2 H393 3H39 H 0 0 N N N 26.810 5.519  8.432  0.674  -0.004 8.250  H393 LS2 42 
# 
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 
LS2 N1  C2   SING N N 1  
LS2 N1  C8   SING N N 2  
LS2 N1  H1N  SING N N 3  
LS2 C2  C3   SING N N 4  
LS2 C2  O11  DOUB N N 5  
LS2 C3  C9   SING N N 6  
LS2 C3  N12  DOUB N Z 7  
LS2 C4  C5   DOUB Y N 8  
LS2 C4  C9   SING Y N 9  
LS2 C4  S13  SING Y N 10 
LS2 C5  C6   SING Y N 11 
LS2 C5  N15  SING Y N 12 
LS2 C6  C7   DOUB Y N 13 
LS2 C6  H61  SING N N 14 
LS2 C7  C8   SING Y N 15 
LS2 C7  H71  SING N N 16 
LS2 C8  C9   DOUB Y N 17 
LS2 N12 N19  SING N N 18 
LS2 S13 C14  SING Y N 19 
LS2 C14 N15  DOUB Y N 20 
LS2 C14 H141 SING N N 21 
LS2 N19 C21  SING N N 22 
LS2 N19 H19N SING N N 23 
LS2 C21 C22  DOUB Y N 24 
LS2 C21 C26  SING Y N 25 
LS2 C22 C23  SING Y N 26 
LS2 C22 H221 SING N N 27 
LS2 C23 C24  DOUB Y N 28 
LS2 C23 H231 SING N N 29 
LS2 C24 C25  SING Y N 30 
LS2 C24 C29  SING N N 31 
LS2 C25 C26  DOUB Y N 32 
LS2 C25 H251 SING N N 33 
LS2 C26 H261 SING N N 34 
LS2 C29 S34  SING N N 35 
LS2 C29 H291 SING N N 36 
LS2 C29 H292 SING N N 37 
LS2 S34 O35  DOUB N N 38 
LS2 S34 O36  DOUB N N 39 
LS2 S34 N37  SING N N 40 
LS2 N37 C39  SING N N 41 
LS2 N37 H37N SING N N 42 
LS2 C39 H391 SING N N 43 
LS2 C39 H392 SING N N 44 
LS2 C39 H393 SING N N 45 
# 
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 
LS2 SMILES           ACDLabs              10.04 O=S(=O)(NC)Cc1ccc(cc1)N/N=C2\C(=O)Nc4c2c3scnc3cc4                                                                                                           
LS2 InChI            InChI                1.02b InChI=1/C17H15N5O3S2/c1-18-27(24,25)8-10-2-4-11(5-3-10)21-22-15-14-12(20-17(15)23)6-7-13-16(14)26-9-19-13/h2-7,9,18,21H,8H2,1H3,(H,20,22,23)/f/h20H/b22-15- 
LS2 InChIKey         InChI                1.02b GEWPSTLKJDIUHW-OQXDSGMSDG                                                                                                                                   
LS2 SMILES_CANONICAL CACTVS               3.341 CN[S](=O)(=O)Cc1ccc(N\N=C2/C(=O)Nc3ccc4ncsc4c23)cc1                                                                                                         
LS2 SMILES           CACTVS               3.341 CN[S](=O)(=O)Cc1ccc(NN=C2C(=O)Nc3ccc4ncsc4c23)cc1                                                                                                           
LS2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNS(=O)(=O)Cc1ccc(cc1)NN=C2c3c(ccc4c3scn4)NC2=O                                                                                                             
LS2 SMILES           "OpenEye OEToolkits" 1.5.0 CNS(=O)(=O)Cc1ccc(cc1)NN=C2c3c(ccc4c3scn4)NC2=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 
LS2 "SYSTEMATIC NAME" ACDLabs              10.04 N-methyl-1-{4-[(2Z)-2-(7-oxo-6,7-dihydro-8H-[1,3]thiazolo[5,4-e]indol-8-ylidene)hydrazino]phenyl}methanesulfonamide 
LS2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-methyl-1-[4-[2-(7-oxo-6H-pyrrolo[5,4-g][1,3]benzothiazol-8-ylidene)hydrazinyl]phenyl]methanesulfonamide           
# 
