data_GSI # _chem_comp.id GSI _chem_comp.name "2-(5-chlorothiophen-2-yl)-N-[(3S)-1-(4-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-2-fluorophenyl)-2-oxopyrrolidin-3-yl]ethanesulfonamide" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C22 H25 Cl F 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 2007-11-16 _chem_comp.pdbx_modified_date 2019-01-15 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 526.047 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GSI _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 2VH0 _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 GSI CL1 CL1 CL 0 0 N N N 13.822 7.275 26.215 13.822 7.275 26.215 CL1 GSI 1 GSI C1 C1 C 0 1 Y N N 12.099 7.504 26.229 12.099 7.504 26.229 C1 GSI 2 GSI C2 C2 C 0 1 Y N N 11.250 7.032 27.294 11.250 7.032 27.294 C2 GSI 3 GSI C3 C3 C 0 1 Y N N 9.887 7.357 26.987 9.887 7.357 26.987 C3 GSI 4 GSI S2 S2 S 0 1 Y N N 11.277 8.277 24.955 11.277 8.277 24.955 S2 GSI 5 GSI C4 C4 C 0 1 Y N N 9.759 8.039 25.729 9.759 8.039 25.729 C4 GSI 6 GSI C5 C5 C 0 1 N N N 8.456 8.451 25.212 8.456 8.451 25.212 C5 GSI 7 GSI C6 C6 C 0 1 N N N 8.234 8.908 23.962 8.234 8.908 23.962 C6 GSI 8 GSI S1 S1 S 0 1 N N N 6.570 9.320 23.664 6.570 9.320 23.664 S1 GSI 9 GSI O2 O2 O 0 1 N N N 6.574 10.581 23.002 6.574 10.581 23.002 O2 GSI 10 GSI O1 O1 O 0 1 N N N 5.852 9.025 24.849 5.852 9.025 24.849 O1 GSI 11 GSI N1 N1 N 0 1 N N N 6.010 8.386 22.476 6.010 8.386 22.476 N1 GSI 12 GSI C12 C12 C 0 1 N N S 5.927 6.952 22.602 5.927 6.952 22.602 C12 GSI 13 GSI C13 C13 C 0 1 N N N 4.583 6.459 22.064 4.583 6.459 22.064 C13 GSI 14 GSI C14 C14 C 0 1 N N N 4.973 5.114 21.443 4.973 5.114 21.443 C14 GSI 15 GSI C50 C50 C 0 1 N N N 6.965 6.258 21.738 6.965 6.258 21.738 C50 GSI 16 GSI O3 O3 O 0 1 N N N 8.133 6.598 21.595 8.133 6.598 21.595 O3 GSI 17 GSI N2 N2 N 0 1 N N N 6.393 5.208 21.139 6.393 5.208 21.139 N2 GSI 18 GSI C15 C15 C 0 1 Y N N 7.057 4.315 20.345 7.057 4.315 20.345 C15 GSI 19 GSI C21 C21 C 0 1 Y N N 6.965 2.929 20.635 6.965 2.929 20.635 C21 GSI 20 GSI C24 C24 C 0 1 Y N N 7.661 2.026 19.805 7.661 2.026 19.805 C24 GSI 21 GSI C27 C27 C 0 1 Y N N 8.411 2.481 18.705 8.411 2.481 18.705 C27 GSI 22 GSI C26 C26 C 0 1 Y N N 8.505 3.865 18.423 8.505 3.865 18.423 C26 GSI 23 GSI C22 C22 C 0 1 Y N N 7.825 4.756 19.261 7.825 4.756 19.261 C22 GSI 24 GSI F1 F1 F 0 1 N N N 7.887 6.078 19.015 7.887 6.078 19.015 F1 GSI 25 GSI N4 N4 N 0 1 Y N N 9.100 1.592 17.868 9.100 1.592 17.868 N4 GSI 26 GSI C9 C9 C 0 1 Y N N 10.205 0.897 18.284 10.205 0.897 18.284 C9 GSI 27 GSI C7 C7 C 0 1 Y N N 10.652 0.120 17.188 10.652 0.120 17.188 C7 GSI 28 GSI N3 N3 N 0 1 Y N N 9.791 0.376 16.167 9.791 0.376 16.167 N3 GSI 29 GSI C8 C8 C 0 1 Y N N 8.854 1.263 16.575 8.854 1.263 16.575 C8 GSI 30 GSI C10 C10 C 0 1 N N N 7.737 1.794 15.687 7.737 1.794 15.687 C10 GSI 31 GSI N5 N5 N 0 1 N N N 7.111 0.745 14.851 7.111 0.745 14.851 N5 GSI 32 GSI C11 C11 C 0 1 N N N 6.414 -0.254 15.679 6.414 -0.254 15.679 C11 GSI 33 GSI C16 C16 C 0 1 N N N 6.170 1.371 13.911 6.170 1.371 13.911 C16 GSI 34 GSI H2 H2 H 0 1 N N N 11.586 6.516 28.181 11.586 6.516 28.181 H2 GSI 35 GSI H3 H3 H 0 1 N N N 9.052 7.116 27.628 9.052 7.116 27.628 H3 GSI 36 GSI H5C1 1H5C H 0 0 N N N 7.826 7.553 25.296 7.826 7.553 25.296 H5C1 GSI 37 GSI H5C2 2H5C H 0 0 N N N 8.271 9.359 25.805 8.271 9.359 25.805 H5C2 GSI 38 GSI H6C1 1H6C H 0 0 N N N 8.844 9.811 23.813 8.844 9.811 23.813 H6C1 GSI 39 GSI H6C2 2H6C H 0 0 N N N 8.501 8.100 23.265 8.501 8.100 23.265 H6C2 GSI 40 GSI H1 H1 H 0 1 N N N 5.072 8.694 22.314 5.072 8.694 22.315 H1 GSI 41 GSI H12 H12 H 0 1 N N N 6.073 6.725 23.668 6.073 6.725 23.668 H12 GSI 42 GSI H131 1H13 H 0 0 N N N 3.833 6.346 22.861 3.833 6.346 22.861 H131 GSI 43 GSI H132 2H13 H 0 0 N N N 4.106 7.153 21.356 4.107 7.153 21.356 H132 GSI 44 GSI H141 1H14 H 0 0 N N N 4.781 4.292 22.148 4.781 4.292 22.148 H141 GSI 45 GSI H142 2H14 H 0 0 N N N 4.383 4.904 20.539 4.383 4.904 20.539 H142 GSI 46 GSI H21 H21 H 0 1 N N N 6.378 2.575 21.469 6.378 2.575 21.469 H21 GSI 47 GSI H24 H24 H 0 1 N N N 7.618 0.968 20.017 7.618 0.968 20.017 H24 GSI 48 GSI H26 H26 H 0 1 N N N 9.085 4.223 17.585 9.085 4.223 17.585 H26 GSI 49 GSI H9 H9 H 0 1 N N N 10.652 0.935 19.266 10.652 0.935 19.266 H9 GSI 50 GSI H7 H7 H 0 1 N N N 11.505 -0.542 17.167 11.505 -0.542 17.167 H7 GSI 51 GSI H101 1H10 H 0 0 N N N 6.960 2.230 16.333 6.960 2.230 16.333 H101 GSI 52 GSI H102 2H10 H 0 0 N N N 8.181 2.536 15.007 8.181 2.536 15.007 H102 GSI 53 GSI H111 1H11 H 0 0 N N N 6.240 -1.165 15.087 6.240 -1.165 15.087 H111 GSI 54 GSI H112 2H11 H 0 0 N N N 7.032 -0.499 16.556 7.032 -0.499 16.556 H112 GSI 55 GSI H113 3H11 H 0 0 N N N 5.449 0.156 16.013 5.449 0.156 16.013 H113 GSI 56 GSI H161 1H16 H 0 0 N N N 5.202 1.527 14.410 5.202 1.527 14.410 H161 GSI 57 GSI H162 2H16 H 0 0 N N N 6.572 2.340 13.580 6.573 2.340 13.580 H162 GSI 58 GSI H163 3H16 H 0 0 N N N 6.031 0.714 13.040 6.031 0.714 13.040 H163 GSI 59 # 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 GSI CL1 C1 SING N N 1 GSI C1 C2 DOUB Y N 2 GSI C1 S2 SING Y N 3 GSI C2 C3 SING Y N 4 GSI C3 C4 DOUB Y N 5 GSI S2 C4 SING Y N 6 GSI C4 C5 SING N N 7 GSI C5 C6 SING N N 8 GSI C6 S1 SING N N 9 GSI S1 O2 DOUB N N 10 GSI S1 O1 DOUB N N 11 GSI S1 N1 SING N N 12 GSI N1 C12 SING N N 13 GSI C12 C13 SING N N 14 GSI C12 C50 SING N N 15 GSI C13 C14 SING N N 16 GSI C14 N2 SING N N 17 GSI C50 O3 DOUB N N 18 GSI C50 N2 SING N N 19 GSI N2 C15 SING N N 20 GSI C15 C21 SING Y N 21 GSI C15 C22 DOUB Y N 22 GSI C21 C24 DOUB Y N 23 GSI C24 C27 SING Y N 24 GSI C27 C26 DOUB Y N 25 GSI C27 N4 SING Y N 26 GSI C26 C22 SING Y N 27 GSI C22 F1 SING N N 28 GSI N4 C9 SING Y N 29 GSI N4 C8 SING Y N 30 GSI C9 C7 DOUB Y N 31 GSI C7 N3 SING Y N 32 GSI N3 C8 DOUB Y N 33 GSI C8 C10 SING N N 34 GSI C10 N5 SING N N 35 GSI N5 C11 SING N N 36 GSI N5 C16 SING N N 37 GSI C2 H2 SING N N 38 GSI C3 H3 SING N N 39 GSI C5 H5C1 SING N N 40 GSI C5 H5C2 SING N N 41 GSI C6 H6C1 SING N N 42 GSI C6 H6C2 SING N N 43 GSI N1 H1 SING N N 44 GSI C12 H12 SING N N 45 GSI C13 H131 SING N N 46 GSI C13 H132 SING N N 47 GSI C14 H141 SING N N 48 GSI C14 H142 SING N N 49 GSI C21 H21 SING N N 50 GSI C24 H24 SING N N 51 GSI C26 H26 SING N N 52 GSI C9 H9 SING N N 53 GSI C7 H7 SING N N 54 GSI C10 H101 SING N N 55 GSI C10 H102 SING N N 56 GSI C11 H111 SING N N 57 GSI C11 H112 SING N N 58 GSI C11 H113 SING N N 59 GSI C16 H161 SING N N 60 GSI C16 H162 SING N N 61 GSI C16 H163 SING N N 62 # 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 GSI SMILES ACDLabs 10.04 "Clc1sc(cc1)CCS(=O)(=O)NC4C(=O)N(c3ccc(n2ccnc2CN(C)C)cc3F)CC4" GSI SMILES_CANONICAL CACTVS 3.341 "CN(C)Cc1nccn1c2ccc(N3CC[C@H](N[S](=O)(=O)CCc4sc(Cl)cc4)C3=O)c(F)c2" GSI SMILES CACTVS 3.341 "CN(C)Cc1nccn1c2ccc(N3CC[CH](N[S](=O)(=O)CCc4sc(Cl)cc4)C3=O)c(F)c2" GSI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)Cc1nccn1c2ccc(c(c2)F)N3CC[C@@H](C3=O)NS(=O)(=O)CCc4ccc(s4)Cl" GSI SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)Cc1nccn1c2ccc(c(c2)F)N3CCC(C3=O)NS(=O)(=O)CCc4ccc(s4)Cl" GSI InChI InChI 1.03 "InChI=1S/C22H25ClFN5O3S2/c1-27(2)14-21-25-9-11-28(21)15-3-5-19(17(24)13-15)29-10-7-18(22(29)30)26-34(31,32)12-8-16-4-6-20(23)33-16/h3-6,9,11,13,18,26H,7-8,10,12,14H2,1-2H3/t18-/m0/s1" GSI InChIKey InChI 1.03 JENHCPNBBPPGMN-SFHVURJKSA-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 GSI "SYSTEMATIC NAME" ACDLabs 10.04 "2-(5-chlorothiophen-2-yl)-N-[(3S)-1-(4-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-2-fluorophenyl)-2-oxopyrrolidin-3-yl]ethanesulfonamide" GSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[4-[2-(dimethylaminomethyl)imidazol-1-yl]-2-fluoro-phenyl]-2-oxo-pyrrolidin-3-yl]ethanesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GSI "Create component" 2007-11-16 EBI GSI "Modify aromatic_flag" 2011-06-04 RCSB GSI "Modify descriptor" 2011-06-04 RCSB GSI "Modify formula" 2019-01-15 EBI #