data_LZG # _chem_comp.id LZG _chem_comp.name "5-CHLORO-THIOPHENE-2-CARBOXYLIC ACID ((3S,4S)-4-FLUORO- 1-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYLCARBAMOYL]-METHYL}-PYRROLIDIN-3-YL)-AMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C22 H19 Cl F2 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-26 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 492.926 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LZG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2VWO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 LZG CL1 CL1 CL 0 0 N N N 16.622 62.153 7.330 16.622 62.153 7.330 CL1 LZG 1 LZG C10 C10 C 0 1 Y N N 15.458 63.366 6.887 15.458 63.366 6.887 C10 LZG 2 LZG C19 C19 C 0 1 Y N N 14.786 64.249 7.705 14.786 64.249 7.705 C19 LZG 3 LZG C13 C13 C 0 1 Y N N 13.894 65.082 6.971 13.894 65.082 6.971 C13 LZG 4 LZG S3 S3 S 0 1 Y N N 15.016 63.514 5.222 15.016 63.514 5.222 S3 LZG 5 LZG C2 C2 C 0 1 Y N N 13.917 64.785 5.612 13.917 64.785 5.612 C2 LZG 6 LZG C5 C5 C 0 1 N N N 13.184 65.411 4.523 13.184 65.411 4.523 C5 LZG 7 LZG O24 O24 O 0 1 N N N 13.429 65.177 3.326 13.429 65.177 3.326 O24 LZG 8 LZG N7 N7 N 0 1 N N N 12.121 66.229 4.815 12.121 66.229 4.815 N7 LZG 9 LZG C6 C6 C 0 1 N N S 11.390 66.873 3.707 11.390 66.873 3.707 C6 LZG 10 LZG C12 C12 C 0 1 N N S 10.504 67.974 4.288 10.504 67.974 4.288 C12 LZG 11 LZG F32 F32 F 0 1 N N N 11.030 69.226 4.011 11.030 69.226 4.011 F32 LZG 12 LZG C20 C20 C 0 1 N N N 9.133 67.743 3.662 9.133 67.743 3.662 C20 LZG 13 LZG C18 C18 C 0 1 N N N 10.464 65.913 2.974 10.464 65.913 2.974 C18 LZG 14 LZG N4 N4 N 0 1 N N N 9.105 66.295 3.412 9.105 66.295 3.412 N4 LZG 15 LZG C22 C22 C 0 1 N N N 8.145 65.995 2.358 8.145 65.995 2.358 C22 LZG 16 LZG C14 C14 C 0 1 N N N 7.798 64.539 2.425 7.798 64.539 2.425 C14 LZG 17 LZG O27 O27 O 0 1 N N N 7.120 64.005 1.522 7.120 64.005 1.522 O27 LZG 18 LZG N15 N15 N 0 1 N N N 8.261 63.776 3.551 8.261 63.776 3.551 N15 LZG 19 LZG C16 C16 C 0 1 Y N N 7.901 62.373 3.604 7.901 62.373 3.604 C16 LZG 20 LZG C17 C17 C 0 1 Y N N 8.343 61.499 2.609 8.343 61.499 2.609 C17 LZG 21 LZG F33 F33 F 0 1 N N N 9.146 62.002 1.652 9.146 62.002 1.652 F33 LZG 22 LZG C28 C28 C 0 1 Y N N 7.072 61.881 4.609 7.072 61.881 4.609 C28 LZG 23 LZG C26 C26 C 0 1 Y N N 6.696 60.539 4.631 6.696 60.539 4.631 C26 LZG 24 LZG C9 C9 C 0 1 Y N N 7.185 59.693 3.613 7.185 59.693 3.613 C9 LZG 25 LZG C11 C11 C 0 1 Y N N 8.004 60.148 2.579 8.004 60.148 2.579 C11 LZG 26 LZG N1 N1 N 0 1 N N N 6.750 58.333 3.591 6.750 58.333 3.591 N1 LZG 27 LZG C8 C8 C 0 1 N N N 5.743 57.985 2.649 5.743 57.985 2.649 C8 LZG 28 LZG O25 O25 O 0 1 N N N 5.321 58.929 1.874 5.321 58.929 1.874 O25 LZG 29 LZG C23 C23 C 0 1 N N N 5.310 56.626 2.633 5.310 56.626 2.633 C23 LZG 30 LZG C30 C30 C 0 1 N N N 5.816 55.678 3.478 5.816 55.678 3.478 C30 LZG 31 LZG C29 C29 C 0 1 N N N 6.832 56.062 4.410 6.832 56.062 4.410 C29 LZG 32 LZG C21 C21 C 0 1 N N N 7.272 57.349 4.478 7.272 57.349 4.478 C21 LZG 33 LZG H19 H19 H 0 1 N N N 14.920 64.303 8.775 14.920 64.303 8.775 H19 LZG 34 LZG H13 H13 H 0 1 N N N 13.276 65.849 7.414 13.276 65.849 7.414 H13 LZG 35 LZG H7 H7 H 0 1 N N N 11.846 66.386 5.764 11.846 66.386 5.764 H7 LZG 36 LZG H6 H6 H 0 1 N N N 12.144 67.250 3.000 12.144 67.250 3.000 H6 LZG 37 LZG H12 H12 H 0 1 N N N 10.437 67.939 5.385 10.437 67.939 5.385 H12 LZG 38 LZG H181 1H18 H 0 0 N N N 10.572 66.014 1.884 10.572 66.014 1.884 H181 LZG 39 LZG H182 2H18 H 0 0 N N N 10.693 64.862 3.202 10.693 64.862 3.202 H182 LZG 40 LZG H201 1H20 H 0 0 N N N 8.324 68.050 4.341 8.324 68.050 4.341 H201 LZG 41 LZG H202 2H20 H 0 0 N N N 8.979 68.335 2.747 8.979 68.335 2.747 H202 LZG 42 LZG H221 1H22 H 0 0 N N N 7.237 66.600 2.499 7.237 66.600 2.499 H221 LZG 43 LZG H222 2H22 H 0 0 N N N 8.581 66.231 1.376 8.581 66.231 1.376 H222 LZG 44 LZG H15 H15 H 0 1 N N N 8.811 64.197 4.272 8.811 64.198 4.272 H15 LZG 45 LZG H28 H28 H 0 1 N N N 6.716 62.547 5.381 6.716 62.547 5.381 H28 LZG 46 LZG H11 H11 H 0 1 N N N 8.356 59.489 1.799 8.356 59.489 1.799 H11 LZG 47 LZG H26 H26 H 0 1 N N N 6.048 60.157 5.406 6.048 60.157 5.406 H26 LZG 48 LZG H21 H21 H 0 1 N N N 8.020 57.624 5.207 8.019 57.624 5.207 H21 LZG 49 LZG H23 H23 H 0 1 N N N 4.550 56.334 1.923 4.550 56.334 1.923 H23 LZG 50 LZG H30 H30 H 0 1 N N N 5.456 54.660 3.443 5.457 54.660 3.443 H30 LZG 51 LZG H29 H29 H 0 1 N N N 7.256 55.320 5.070 7.256 55.320 5.070 H29 LZG 52 # 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 LZG CL1 C10 SING N N 1 LZG C10 C19 DOUB Y N 2 LZG C10 S3 SING Y N 3 LZG C19 C13 SING Y N 4 LZG C13 C2 DOUB Y N 5 LZG S3 C2 SING Y N 6 LZG C2 C5 SING N N 7 LZG C5 O24 DOUB N N 8 LZG C5 N7 SING N N 9 LZG N7 C6 SING N N 10 LZG C6 C12 SING N N 11 LZG C6 C18 SING N N 12 LZG C12 F32 SING N N 13 LZG C12 C20 SING N N 14 LZG C20 N4 SING N N 15 LZG C18 N4 SING N N 16 LZG N4 C22 SING N N 17 LZG C22 C14 SING N N 18 LZG C14 O27 DOUB N N 19 LZG C14 N15 SING N N 20 LZG N15 C16 SING N N 21 LZG C16 C17 SING Y N 22 LZG C16 C28 DOUB Y N 23 LZG C17 F33 SING N N 24 LZG C17 C11 DOUB Y N 25 LZG C28 C26 SING Y N 26 LZG C26 C9 DOUB Y N 27 LZG C9 C11 SING Y N 28 LZG C9 N1 SING N N 29 LZG N1 C8 SING N N 30 LZG N1 C21 SING N N 31 LZG C8 O25 DOUB N N 32 LZG C8 C23 SING N N 33 LZG C23 C30 DOUB N N 34 LZG C30 C29 SING N N 35 LZG C29 C21 DOUB N N 36 LZG C19 H19 SING N N 37 LZG C13 H13 SING N N 38 LZG N7 H7 SING N N 39 LZG C6 H6 SING N N 40 LZG C12 H12 SING N N 41 LZG C18 H181 SING N N 42 LZG C18 H182 SING N N 43 LZG C20 H201 SING N N 44 LZG C20 H202 SING N N 45 LZG C22 H221 SING N N 46 LZG C22 H222 SING N N 47 LZG N15 H15 SING N N 48 LZG C28 H28 SING N N 49 LZG C11 H11 SING N N 50 LZG C26 H26 SING N N 51 LZG C21 H21 SING N N 52 LZG C23 H23 SING N N 53 LZG C30 H30 SING N N 54 LZG C29 H29 SING N N 55 # 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 LZG SMILES ACDLabs 10.04 "O=C(NC3C(F)CN(CC(=O)Nc2ccc(N1C=CC=CC1=O)cc2F)C3)c4sc(Cl)cc4" LZG SMILES_CANONICAL CACTVS 3.341 "F[C@H]1CN(C[C@@H]1NC(=O)c2sc(Cl)cc2)CC(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" LZG SMILES CACTVS 3.341 "F[CH]1CN(C[CH]1NC(=O)c2sc(Cl)cc2)CC(=O)Nc3ccc(cc3F)N4C=CC=CC4=O" LZG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)C[N@]3C[C@@H]([C@H](C3)F)NC(=O)c4ccc(s4)Cl" LZG SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)CN3CC(C(C3)F)NC(=O)c4ccc(s4)Cl" LZG InChI InChI 1.03 "InChI=1S/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/t15-,17-/m0/s1" LZG InChIKey InChI 1.03 SXIYSYYSKHUTQQ-RDJZCZTQSA-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 LZG "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N-[(3S,4S)-4-fluoro-1-(2-{[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]amino}-2-oxoethyl)pyrrolidin-3-yl]thiophene-2-carboxamide" LZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-N-[(1R,3S,4S)-4-fluoro-1-[2-[[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]amino]-2-oxo-ethyl]pyrrolidin-3-yl]thiophene-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LZG "Create component" 2008-06-26 EBI LZG "Modify aromatic_flag" 2011-06-04 RCSB LZG "Modify descriptor" 2011-06-04 RCSB #