data_2LG
# 
_chem_comp.id                                    2LG 
_chem_comp.name                                  2-CHLORO-N-(3-CYANO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHEN-2-YL)-5-DIETHYLSULFAMOYL-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 Cl N3 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-19 
_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                        437.963 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2LG 
_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        2AM2 
_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 
2LG C4   C4   C  0 1 N N N 11.986 46.545 55.912 6.087  2.234  -0.168 C4   2LG 1  
2LG C6   C6   C  0 1 N N N 11.476 46.445 53.605 6.897  0.035  0.327  C6   2LG 2  
2LG C7   C7   C  0 1 Y N N 15.122 44.726 54.592 2.745  0.149  -0.126 C7   2LG 3  
2LG C8   C8   C  0 1 N N N 14.840 45.257 56.968 2.812  2.560  -0.577 C8   2LG 4  
2LG C13  C13  C  0 1 Y N N 18.225 42.795 53.937 -0.609 -1.471 -0.173 C13  2LG 5  
2LG C15  C15  C  0 1 Y N N 19.260 43.319 53.150 -1.446 -0.392 -0.464 C15  2LG 6  
2LG C17  C17  C  0 1 Y N N 20.575 42.851 53.270 -2.808 -0.586 -0.562 C17  2LG 7  
2LG C21  C21  C  0 1 Y N N 20.888 41.825 54.198 -3.345 -1.849 -0.385 C21  2LG 8  
2LG C26  C26  C  0 1 N N N 22.322 41.353 50.797 -3.517 2.510  1.125  C26  2LG 9  
2LG C28  C28  C  0 1 N N N 21.547 41.852 49.570 -2.536 1.904  2.131  C28  2LG 10 
2LG C1   C1   C  0 1 Y N N 13.101 45.860 55.174 4.916  1.252  -0.106 C1   2LG 11 
2LG C2   C2   C  0 1 Y N N 12.812 45.803 53.872 5.400  0.027  0.171  C2   2LG 12 
2LG C3   C3   C  0 1 Y N N 14.391 45.264 55.581 3.465  1.322  -0.274 C3   2LG 13 
2LG S5   S5   S  0 1 Y N N 14.181 44.982 53.121 3.970  -1.024 0.216  S5   2LG 14 
2LG C9   C9   C  0 1 N N N 10.781 46.457 54.966 7.258  1.522  0.538  C9   2LG 15 
2LG N10  N10  N  0 1 N N N 16.343 44.109 54.705 1.376  -0.040 -0.233 N10  2LG 16 
2LG N11  N11  N  0 1 N N N 15.205 45.259 58.075 2.294  3.542  -0.818 N11  2LG 17 
2LG C12  C12  C  0 1 N N N 16.890 43.368 53.730 0.850  -1.269 -0.060 C12  2LG 18 
2LG O14  O14  O  0 1 N N N 16.329 43.197 52.652 1.577  -2.212 0.189  O14  2LG 19 
2LG C16  C16  C  0 1 Y N N 18.508 41.751 54.895 -1.157 -2.744 0.005  C16  2LG 20 
2LG C18  C18  C  0 1 Y N N 19.852 41.273 55.012 -2.523 -2.925 -0.102 C18  2LG 21 
2LG CL19 CL19 CL 0 0 N N N 17.265 41.063 55.915 -0.126 -4.094 0.359  CL19 2LG 22 
2LG S20  S20  S  0 1 N N N 21.840 43.626 52.204 -3.866 0.776  -0.921 S20  2LG 23 
2LG N22  N22  N  0 1 N N N 23.015 42.459 51.602 -4.322 1.443  0.525  N22  2LG 24 
2LG O23  O23  O  0 1 N N N 22.555 44.590 52.976 -5.047 0.212  -1.475 O23  2LG 25 
2LG O24  O24  O  0 1 N N N 21.195 44.307 51.116 -3.044 1.748  -1.552 O24  2LG 26 
2LG C25  C25  C  0 1 N N N 23.989 43.238 50.745 -5.530 0.967  1.203  C25  2LG 27 
2LG C27  C27  C  0 1 N N N 25.108 42.372 50.143 -6.515 2.127  1.365  C27  2LG 28 
2LG H41  1H4  H  0 1 N N N 11.783 46.075 56.886 5.834  3.155  0.357  H41  2LG 29 
2LG H42  2H4  H  0 1 N N N 12.241 47.592 56.132 6.345  2.448  -1.205 H42  2LG 30 
2LG H61  1H6  H  0 1 N N N 10.896 45.900 52.845 7.192  -0.554 1.195  H61  2LG 31 
2LG H62  2H6  H  0 1 N N N 11.597 47.465 53.211 7.375  -0.348 -0.574 H62  2LG 32 
2LG H15  H15  H  0 1 N N N 19.039 44.099 52.437 -1.029 0.594  -0.603 H15  2LG 33 
2LG H21  H21  H  0 1 N N N 21.902 41.464 54.288 -4.412 -1.996 -0.467 H21  2LG 34 
2LG H261 1H26 H  0 0 N N N 21.586 40.887 51.468 -4.172 3.215  1.636  H261 2LG 35 
2LG H262 2H26 H  0 0 N N N 23.097 40.656 50.446 -2.962 3.030  0.344  H262 2LG 36 
2LG H281 1H28 H  0 0 N N N 21.644 41.122 48.753 -1.937 2.698  2.578  H281 2LG 37 
2LG H282 2H28 H  0 0 N N N 21.956 42.821 49.247 -3.091 1.384  2.912  H282 2LG 38 
2LG H283 3H28 H  0 0 N N N 20.485 41.971 49.830 -1.881 1.198  1.620  H283 2LG 39 
2LG H91  1H9  H  0 1 N N N 10.051 47.271 55.091 7.284  1.771  1.599  H91  2LG 40 
2LG H92  2H9  H  0 1 N N N 10.180 45.552 55.137 8.207  1.765  0.059  H92  2LG 41 
2LG H10  H10  H  0 1 N N N 16.851 44.218 55.559 0.796  0.712  -0.431 H10  2LG 42 
2LG H18  H18  H  0 1 N N N 20.084 40.491 55.720 -2.949 -3.907 0.035  H18  2LG 43 
2LG H251 1H25 H  0 0 N N N 24.469 43.984 51.395 -5.992 0.178  0.610  H251 2LG 44 
2LG H252 2H25 H  0 0 N N N 23.427 43.695 49.917 -5.265 0.575  2.185  H252 2LG 45 
2LG H271 1H27 H  0 0 N N N 25.175 41.423 50.696 -6.052 2.916  1.958  H271 2LG 46 
2LG H272 2H27 H  0 0 N N N 26.066 42.908 50.217 -6.780 2.518  0.382  H272 2LG 47 
2LG H273 3H27 H  0 0 N N N 24.884 42.165 49.086 -7.414 1.772  1.869  H273 2LG 48 
# 
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 
2LG C4  C1   SING N N 1  
2LG C4  C9   SING N N 2  
2LG C4  H41  SING N N 3  
2LG C4  H42  SING N N 4  
2LG C6  C2   SING N N 5  
2LG C6  C9   SING N N 6  
2LG C6  H61  SING N N 7  
2LG C6  H62  SING N N 8  
2LG C7  C3   DOUB Y N 9  
2LG C7  S5   SING Y N 10 
2LG C7  N10  SING N N 11 
2LG C8  C3   SING N N 12 
2LG C8  N11  TRIP N N 13 
2LG C13 C15  DOUB Y N 14 
2LG C13 C12  SING N N 15 
2LG C13 C16  SING Y N 16 
2LG C15 C17  SING Y N 17 
2LG C15 H15  SING N N 18 
2LG C17 C21  DOUB Y N 19 
2LG C17 S20  SING N N 20 
2LG C21 C18  SING Y N 21 
2LG C21 H21  SING N N 22 
2LG C26 C28  SING N N 23 
2LG C26 N22  SING N N 24 
2LG C26 H261 SING N N 25 
2LG C26 H262 SING N N 26 
2LG C28 H281 SING N N 27 
2LG C28 H282 SING N N 28 
2LG C28 H283 SING N N 29 
2LG C1  C2   DOUB Y N 30 
2LG C1  C3   SING Y N 31 
2LG C2  S5   SING Y N 32 
2LG C9  H91  SING N N 33 
2LG C9  H92  SING N N 34 
2LG N10 C12  SING N N 35 
2LG N10 H10  SING N N 36 
2LG C12 O14  DOUB N N 37 
2LG C16 C18  DOUB Y N 38 
2LG C16 CL19 SING N N 39 
2LG C18 H18  SING N N 40 
2LG S20 N22  SING N N 41 
2LG S20 O23  DOUB N N 42 
2LG S20 O24  DOUB N N 43 
2LG N22 C25  SING N N 44 
2LG C25 C27  SING N N 45 
2LG C25 H251 SING N N 46 
2LG C25 H252 SING N N 47 
2LG C27 H271 SING N N 48 
2LG C27 H272 SING N N 49 
2LG C27 H273 SING N N 50 
# 
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 
2LG SMILES           ACDLabs              10.04 O=S(=O)(N(CC)CC)c1cc(c(Cl)cc1)C(=O)Nc2sc3c(c2C#N)CCC3                                                                                           
2LG InChI            InChI                1.02b InChI=1/C19H20ClN3O3S2/c1-3-23(4-2)28(25,26)12-8-9-16(20)14(10-12)18(24)22-19-15(11-21)13-6-5-7-17(13)27-19/h8-10H,3-7H2,1-2H3,(H,22,24)/f/h22H 
2LG InChIKey         InChI                1.02b MZCDQILVXXIMEV-QWOVJGMICM                                                                                                                       
2LG SMILES_CANONICAL CACTVS               3.341 CCN(CC)[S](=O)(=O)c1ccc(Cl)c(c1)C(=O)Nc2sc3CCCc3c2C#N                                                                                           
2LG SMILES           CACTVS               3.341 CCN(CC)[S](=O)(=O)c1ccc(Cl)c(c1)C(=O)Nc2sc3CCCc3c2C#N                                                                                           
2LG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(CC)S(=O)(=O)c1ccc(c(c1)C(=O)Nc2c(c3c(s2)CCC3)C#N)Cl                                                                                         
2LG SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC)S(=O)(=O)c1ccc(c(c1)C(=O)Nc2c(c3c(s2)CCC3)C#N)Cl                                                                                         
# 
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 
2LG "SYSTEMATIC NAME" ACDLabs              10.04 2-chloro-N-(3-cyano-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)-5-(diethylsulfamoyl)benzamide 
2LG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-chloro-N-(3-cyano-5,6-dihydro-4H-cyclopenta[d]thiophen-2-yl)-5-(diethylsulfamoyl)benzamide 
# 
