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 2011-06-04 _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 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" 2LG InChI InChI 1.03 "InChI=1S/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)" 2LG InChIKey InChI 1.03 MZCDQILVXXIMEV-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2LG "Create component" 2005-09-19 RCSB 2LG "Modify descriptor" 2011-06-04 RCSB #