data_LS5
# 
_chem_comp.id                                    LS5 
_chem_comp.name                                  3-{[4-([AMINO(IMINO)METHYL]AMINOSULFONYL)ANILINO]METHYLENE}-2-OXO-2,3-DIHYDRO-1H-INDOLE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H15 N5 O3 S" 
_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                        357.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LS5 
_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        1KE9 
_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 
LS5 N1   N1   N 0 1 N N N -9.570  52.764 13.593 -1.608 0.001  5.325  N1   LS5 1  
LS5 C2   C2   C 0 1 N N N -10.019 51.865 12.686 -1.693 -0.141 3.992  C2   LS5 2  
LS5 C3   C3   C 0 1 N N N -9.312  50.591 12.916 -0.338 -0.055 3.437  C3   LS5 3  
LS5 C4   C4   C 0 1 Y N N -7.700  49.950 14.840 1.918  0.312  4.752  C4   LS5 4  
LS5 C5   C5   C 0 1 Y N N -7.059  50.443 16.005 2.459  0.494  6.008  C5   LS5 5  
LS5 C6   C6   C 0 1 Y N N -7.209  51.797 16.355 1.636  0.520  7.122  C6   LS5 6  
LS5 C7   C7   C 0 1 Y N N -7.997  52.663 15.572 0.271  0.364  6.991  C7   LS5 7  
LS5 C8   C8   C 0 1 Y N N -8.682  52.155 14.454 -0.291 0.179  5.732  C8   LS5 8  
LS5 C9   C9   C 0 1 Y N N -8.515  50.840 14.096 0.545  0.148  4.610  C9   LS5 9  
LS5 O11  O11  O 0 1 N N N -10.866 52.025 11.818 -2.718 -0.312 3.355  O11  LS5 10 
LS5 C12  C12  C 0 1 N N N -9.398  49.483 12.158 0.030  -0.148 2.126  C12  LS5 11 
LS5 N17  N17  N 0 1 N N N -10.249 49.485 10.950 -0.914 -0.343 1.166  N17  LS5 12 
LS5 C20  C20  C 0 1 Y N N -10.334 48.446 10.088 -0.537 -0.439 -0.176 C20  LS5 13 
LS5 C21  C21  C 0 1 Y N N -11.395 48.469 9.176  -1.500 -0.638 -1.157 C21  LS5 14 
LS5 C22  C22  C 0 1 Y N N -11.509 47.479 8.194  -1.123 -0.732 -2.482 C22  LS5 15 
LS5 C23  C23  C 0 1 Y N N -10.567 46.443 8.146  0.210  -0.629 -2.833 C23  LS5 16 
LS5 C24  C24  C 0 1 Y N N -9.548  46.376 9.099  1.171  -0.436 -1.858 C24  LS5 17 
LS5 C25  C25  C 0 1 Y N N -9.423  47.375 10.059 0.801  -0.336 -0.531 C25  LS5 18 
LS5 S30  S30  S 0 1 N N N -10.704 45.256 6.826  0.685  -0.750 -4.525 S30  LS5 19 
LS5 O31  O31  O 0 1 N N N -10.200 43.953 7.176  -0.424 -1.327 -5.198 O31  LS5 20 
LS5 O32  O32  O 0 1 N N N -10.226 45.949 5.688  2.006  -1.274 -4.518 O32  LS5 21 
LS5 N33  N33  N 0 1 N N N -12.331 45.051 6.705  0.817  0.791  -5.114 N33  LS5 22 
LS5 C35  C35  C 0 1 N N N -13.029 44.314 7.664  -0.295 1.595  -5.191 C35  LS5 23 
LS5 N36  N36  N 0 1 N N N -12.457 43.353 8.419  -1.460 1.131  -4.832 N36  LS5 24 
LS5 N37  N37  N 0 1 N N N -14.334 44.547 7.866  -0.180 2.887  -5.646 N37  LS5 25 
LS5 H1N  NH1  H 0 1 N N N -9.855  53.743 13.623 -2.368 -0.016 5.927  H1N  LS5 26 
LS5 H41  1H4  H 0 1 N N N -7.568  48.902 14.521 2.559  0.292  3.883  H41  LS5 27 
LS5 H51  1H5  H 0 1 N N N -6.447  49.777 16.636 3.526  0.617  6.123  H51  LS5 28 
LS5 H61  1H6  H 0 1 N N N -6.702  52.185 17.255 2.066  0.663  8.102  H61  LS5 29 
LS5 H71  1H7  H 0 1 N N N -8.077  53.732 15.833 -0.360 0.386  7.866  H71  LS5 30 
LS5 H121 1H12 H 0 0 N N N -8.804  48.622 12.507 1.071  -0.067 1.851  H121 LS5 31 
LS5 H17N NH17 H 0 0 N N N -9.994  50.308 10.404 -1.849 -0.416 1.413  H17N LS5 32 
LS5 H211 1H21 H 0 0 N N N -12.147 49.274 9.232  -2.541 -0.718 -0.884 H211 LS5 33 
LS5 H221 1H22 H 0 0 N N N -12.335 47.515 7.464  -1.871 -0.887 -3.246 H221 LS5 34 
LS5 H241 1H24 H 0 0 N N N -8.839  45.531 9.094  2.212  -0.356 -2.135 H241 LS5 35 
LS5 H251 1H25 H 0 0 N N N -8.604  47.318 10.795 1.552  -0.181 0.228  H251 LS5 36 
LS5 H33N NH33 H 0 0 N N N -12.535 44.654 5.788  1.679  1.128  -5.405 H33N LS5 37 
LS5 H36N NH36 H 0 0 N N N -12.870 42.615 7.848  -1.554 0.199  -4.581 H36N LS5 38 
LS5 H371 1H37 H 0 0 N N N -14.820 44.459 6.974  -0.966 3.454  -5.701 H371 LS5 39 
LS5 H372 2H37 H 0 0 N N N -14.844 44.009 8.567  0.686  3.233  -5.910 H372 LS5 40 
# 
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 
LS5 N1  C2   SING N N 1  
LS5 N1  C8   SING N N 2  
LS5 N1  H1N  SING N N 3  
LS5 C2  C3   SING N N 4  
LS5 C2  O11  DOUB N N 5  
LS5 C3  C9   SING N N 6  
LS5 C3  C12  DOUB N Z 7  
LS5 C4  C5   DOUB Y N 8  
LS5 C4  C9   SING Y N 9  
LS5 C4  H41  SING N N 10 
LS5 C5  C6   SING Y N 11 
LS5 C5  H51  SING N N 12 
LS5 C6  C7   DOUB Y N 13 
LS5 C6  H61  SING N N 14 
LS5 C7  C8   SING Y N 15 
LS5 C7  H71  SING N N 16 
LS5 C8  C9   DOUB Y N 17 
LS5 C12 N17  SING N N 18 
LS5 C12 H121 SING N N 19 
LS5 N17 C20  SING N N 20 
LS5 N17 H17N SING N N 21 
LS5 C20 C21  DOUB Y N 22 
LS5 C20 C25  SING Y N 23 
LS5 C21 C22  SING Y N 24 
LS5 C21 H211 SING N N 25 
LS5 C22 C23  DOUB Y N 26 
LS5 C22 H221 SING N N 27 
LS5 C23 C24  SING Y N 28 
LS5 C23 S30  SING N N 29 
LS5 C24 C25  DOUB Y N 30 
LS5 C24 H241 SING N N 31 
LS5 C25 H251 SING N N 32 
LS5 S30 O31  DOUB N N 33 
LS5 S30 O32  DOUB N N 34 
LS5 S30 N33  SING N N 35 
LS5 N33 C35  SING N N 36 
LS5 N33 H33N SING N N 37 
LS5 C35 N36  DOUB N N 38 
LS5 C35 N37  SING N N 39 
LS5 N36 H36N SING N N 40 
LS5 N37 H371 SING N N 41 
LS5 N37 H372 SING N N 42 
# 
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 
LS5 SMILES           ACDLabs              10.04 O=S(=O)(NC(=[N@H])N)c1ccc(cc1)N/C=C3/c2ccccc2NC3=O                                                                                                                     
LS5 InChI            InChI                1.02b InChI=1/C16H15N5O3S/c17-16(18)21-25(23,24)11-7-5-10(6-8-11)19-9-13-12-3-1-2-4-14(12)20-15(13)22/h1-9,19H,(H,20,22)(H4,17,18,21)/b13-9-/f/h17,20-21H,18H2/b13-9-,17-16? 
LS5 InChIKey         InChI                1.02b DMCRNUMVSATRTP-DQLCHGJMDU                                                                                                                                              
LS5 SMILES_CANONICAL CACTVS               3.341 NC(=N)N[S](=O)(=O)c1ccc(N\C=C2/C(=O)Nc3ccccc23)cc1                                                                                                                     
LS5 SMILES           CACTVS               3.341 NC(=N)N[S](=O)(=O)c1ccc(NC=C2C(=O)Nc3ccccc23)cc1                                                                                                                       
LS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)/C(=C/Nc3ccc(cc3)S(=O)(=O)NC(=N)N)/C(=O)N2                                                                                                                  
LS5 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=CNc3ccc(cc3)S(=O)(=O)NC(=N)N)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 
LS5 "SYSTEMATIC NAME" ACDLabs              10.04 N-carbamimidoyl-4-{[(Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]amino}benzenesulfonamide 
LS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[4-[[(Z)-(2-oxo-1H-indol-3-ylidene)methyl]amino]phenyl]sulfonylguanidine                    
# 
