data_GSV # _chem_comp.id GSV _chem_comp.name "2-(5-chlorothiophen-2-yl)-N-{(3S)-1-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-2-oxopyrrolidin-3-yl}ethanesulfonamide" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C23 H22 Cl F N2 O5 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-19 _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 557.078 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GSV _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 2VH6 _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 GSV C35 C35 C 0 1 N N N 5.398 1.759 16.825 5.398 1.759 16.825 C35 GSV 1 GSV S32 S32 S 0 1 N N N 6.513 1.695 15.448 6.513 1.695 15.448 S32 GSV 2 GSV O37 O37 O 0 1 N N N 6.546 3.010 14.900 6.546 3.010 14.900 O37 GSV 3 GSV O36 O36 O 0 1 N N N 6.105 0.618 14.610 6.105 0.618 14.610 O36 GSV 4 GSV C29 C29 C 0 1 Y N N 8.143 1.159 15.991 8.143 1.159 15.991 C29 GSV 5 GSV C31 C31 C 0 1 Y N N 8.837 0.211 15.200 8.837 0.211 15.200 C31 GSV 6 GSV C34 C34 C 0 1 Y N N 10.115 -0.260 15.585 10.115 -0.260 15.585 C34 GSV 7 GSV C33 C33 C 0 1 Y N N 10.718 0.214 16.769 10.718 0.214 16.769 C33 GSV 8 GSV C30 C30 C 0 1 Y N N 10.024 1.154 17.557 10.024 1.154 17.557 C30 GSV 9 GSV C28 C28 C 0 1 Y N N 8.740 1.632 17.175 8.740 1.632 17.175 C28 GSV 10 GSV C27 C27 C 0 1 Y N N 8.086 2.628 18.081 8.086 2.628 18.081 C27 GSV 11 GSV C26 C26 C 0 1 Y N N 8.171 4.008 17.810 8.171 4.008 17.810 C26 GSV 12 GSV C22 C22 C 0 1 Y N N 7.533 4.889 18.699 7.533 4.889 18.699 C22 GSV 13 GSV F F F 0 1 N N N 7.603 6.214 18.486 7.603 6.214 18.486 F GSV 14 GSV C24 C24 C 0 1 Y N N 7.359 2.155 19.212 7.359 2.155 19.212 C24 GSV 15 GSV C21 C21 C 0 1 Y N N 6.718 3.038 20.099 6.718 3.038 20.099 C21 GSV 16 GSV C15 C15 C 0 1 Y N N 6.811 4.428 19.835 6.811 4.428 19.835 C15 GSV 17 GSV N2 N2 N 0 1 N N N 6.161 5.322 20.722 6.161 5.322 20.722 N2 GSV 18 GSV C50 C50 C 0 1 N N N 6.754 6.440 21.226 6.754 6.440 21.226 C50 GSV 19 GSV O3 O3 O 0 1 N N N 7.905 6.807 21.064 7.905 6.807 21.064 O3 GSV 20 GSV C14 C14 C 0 1 N N N 4.786 5.148 21.170 4.786 5.148 21.170 C14 GSV 21 GSV C13 C13 C 0 1 N N N 4.392 6.580 21.533 4.392 6.580 21.533 C13 GSV 22 GSV C12 C12 C 0 1 N N S 5.719 7.190 22.022 5.719 7.190 22.022 C12 GSV 23 GSV N1 N1 N 0 1 N N N 5.807 8.615 21.750 5.807 8.615 21.750 N1 GSV 24 GSV S1 S1 S 0 1 N N N 6.357 9.693 22.823 6.357 9.693 22.823 S1 GSV 25 GSV O2 O2 O 0 1 N N N 6.429 10.872 22.008 6.429 10.872 22.008 O2 GSV 26 GSV O1 O1 O 0 1 N N N 5.553 9.654 23.999 5.553 9.654 23.999 O1 GSV 27 GSV C6 C6 C 0 1 N N N 7.936 9.170 23.346 7.936 9.170 23.346 C6 GSV 28 GSV C5 C5 C 0 1 N N N 8.073 8.707 24.732 8.073 8.707 24.732 C5 GSV 29 GSV C4 C4 C 0 1 Y N N 9.333 8.203 25.328 9.333 8.203 25.328 C4 GSV 30 GSV S2 S2 S 0 1 Y N N 10.828 8.459 24.542 10.828 8.459 24.542 S2 GSV 31 GSV C3 C3 C 0 1 Y N N 9.402 7.539 26.564 9.402 7.539 26.564 C3 GSV 32 GSV C2 C2 C 0 1 Y N N 10.757 7.218 26.857 10.757 7.218 26.857 C2 GSV 33 GSV C1 C1 C 0 1 Y N N 11.606 7.665 25.814 11.606 7.665 25.814 C1 GSV 34 GSV CL CL CL 0 0 N N N 13.321 7.458 25.771 13.321 7.458 25.771 CL GSV 35 GSV H351 1H35 H 0 0 N N N 5.973 1.772 17.763 5.973 1.772 17.763 H351 GSV 36 GSV H352 2H35 H 0 0 N N N 4.785 2.670 16.758 4.785 2.670 16.758 H352 GSV 37 GSV H353 3H35 H 0 0 N N N 4.744 0.874 16.809 4.744 0.874 16.809 H353 GSV 38 GSV H31 H31 H 0 1 N N N 8.385 -0.157 14.291 8.385 -0.157 14.291 H31 GSV 39 GSV H34 H34 H 0 1 N N N 10.630 -0.984 14.971 10.630 -0.984 14.971 H34 GSV 40 GSV H33 H33 H 0 1 N N N 11.695 -0.138 17.067 11.695 -0.138 17.066 H33 GSV 41 GSV H30 H30 H 0 1 N N N 10.476 1.518 18.468 10.476 1.518 18.468 H30 GSV 42 GSV H26 H26 H 0 1 N N N 8.708 4.376 16.948 8.708 4.376 16.948 H26 GSV 43 GSV H24 H24 H 0 1 N N N 7.299 1.092 19.392 7.299 1.092 19.392 H24 GSV 44 GSV H21 H21 H 0 1 N N N 6.172 2.669 20.955 6.172 2.669 20.955 H21 GSV 45 GSV H141 1H14 H 0 0 N N N 4.143 4.729 20.382 4.143 4.729 20.382 H141 GSV 46 GSV H142 2H14 H 0 0 N N N 4.678 4.435 22.001 4.678 4.435 22.001 H142 GSV 47 GSV H12 H12 H 0 1 N N N 5.839 7.099 23.112 5.839 7.099 23.112 H12 GSV 48 GSV H131 1H13 H 0 0 N N N 3.990 7.124 20.665 3.990 7.123 20.665 H131 GSV 49 GSV H132 2H13 H 0 0 N N N 3.591 6.629 22.286 3.592 6.629 22.286 H132 GSV 50 GSV H1 H1 H 0 1 N N N 6.422 8.693 20.965 6.422 8.693 20.965 H1 GSV 51 GSV H6C1 1H6C H 0 0 N N N 8.224 8.329 22.699 8.224 8.329 22.698 H6C1 GSV 52 GSV H6C2 2H6C H 0 0 N N N 8.569 10.067 23.282 8.569 10.067 23.282 H6C2 GSV 53 GSV H5C1 1H5C H 0 0 N N N 7.802 9.578 25.346 7.802 9.578 25.346 H5C1 GSV 54 GSV H5C2 2H5C H 0 0 N N N 7.464 7.791 24.713 7.464 7.791 24.713 H5C2 GSV 55 GSV H3 H3 H 0 1 N N N 8.557 7.308 27.195 8.557 7.308 27.195 H3 GSV 56 GSV H2 H2 H 0 1 N N N 11.091 6.706 27.748 11.091 6.706 27.748 H2 GSV 57 # 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 GSV C35 S32 SING N N 1 GSV S32 O37 DOUB N N 2 GSV S32 O36 DOUB N N 3 GSV S32 C29 SING N N 4 GSV C29 C31 SING Y N 5 GSV C29 C28 DOUB Y N 6 GSV C31 C34 DOUB Y N 7 GSV C34 C33 SING Y N 8 GSV C33 C30 DOUB Y N 9 GSV C30 C28 SING Y N 10 GSV C28 C27 SING Y N 11 GSV C27 C26 SING Y N 12 GSV C27 C24 DOUB Y N 13 GSV C26 C22 DOUB Y N 14 GSV C22 F SING N N 15 GSV C22 C15 SING Y N 16 GSV C24 C21 SING Y N 17 GSV C21 C15 DOUB Y N 18 GSV C15 N2 SING N N 19 GSV N2 C50 SING N N 20 GSV N2 C14 SING N N 21 GSV C50 O3 DOUB N N 22 GSV C50 C12 SING N N 23 GSV C14 C13 SING N N 24 GSV C13 C12 SING N N 25 GSV C12 N1 SING N N 26 GSV N1 S1 SING N N 27 GSV S1 O2 DOUB N N 28 GSV S1 O1 DOUB N N 29 GSV S1 C6 SING N N 30 GSV C6 C5 SING N N 31 GSV C5 C4 SING N N 32 GSV C4 S2 SING Y N 33 GSV C4 C3 DOUB Y N 34 GSV S2 C1 SING Y N 35 GSV C3 C2 SING Y N 36 GSV C2 C1 DOUB Y N 37 GSV C1 CL SING N N 38 GSV C35 H351 SING N N 39 GSV C35 H352 SING N N 40 GSV C35 H353 SING N N 41 GSV C31 H31 SING N N 42 GSV C34 H34 SING N N 43 GSV C33 H33 SING N N 44 GSV C30 H30 SING N N 45 GSV C26 H26 SING N N 46 GSV C24 H24 SING N N 47 GSV C21 H21 SING N N 48 GSV C14 H141 SING N N 49 GSV C14 H142 SING N N 50 GSV C12 H12 SING N N 51 GSV C13 H131 SING N N 52 GSV C13 H132 SING N N 53 GSV N1 H1 SING N N 54 GSV C6 H6C1 SING N N 55 GSV C6 H6C2 SING N N 56 GSV C5 H5C1 SING N N 57 GSV C5 H5C2 SING N N 58 GSV C3 H3 SING N N 59 GSV C2 H2 SING N N 60 # 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 GSV SMILES ACDLabs 10.04 "Clc1sc(cc1)CCS(=O)(=O)NC4C(=O)N(c3ccc(c2ccccc2S(=O)(=O)C)cc3F)CC4" GSV SMILES_CANONICAL CACTVS 3.341 "C[S](=O)(=O)c1ccccc1c2ccc(N3CC[C@H](N[S](=O)(=O)CCc4sc(Cl)cc4)C3=O)c(F)c2" GSV SMILES CACTVS 3.341 "C[S](=O)(=O)c1ccccc1c2ccc(N3CC[CH](N[S](=O)(=O)CCc4sc(Cl)cc4)C3=O)c(F)c2" GSV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)c1ccccc1c2ccc(c(c2)F)N3CC[C@@H](C3=O)NS(=O)(=O)CCc4ccc(s4)Cl" GSV SMILES "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)c1ccccc1c2ccc(c(c2)F)N3CCC(C3=O)NS(=O)(=O)CCc4ccc(s4)Cl" GSV InChI InChI 1.03 "InChI=1S/C23H22ClFN2O5S3/c1-34(29,30)21-5-3-2-4-17(21)15-6-8-20(18(25)14-15)27-12-10-19(23(27)28)26-35(31,32)13-11-16-7-9-22(24)33-16/h2-9,14,19,26H,10-13H2,1H3/t19-/m0/s1" GSV InChIKey InChI 1.03 MRKBPFVJGAHTFU-IBGZPJMESA-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 GSV "SYSTEMATIC NAME" ACDLabs 10.04 "2-(5-chlorothiophen-2-yl)-N-{(3S)-1-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-2-oxopyrrolidin-3-yl}ethanesulfonamide" GSV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[2-fluoro-4-(2-methylsulfonylphenyl)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 GSV "Create component" 2007-11-19 EBI GSV "Modify aromatic_flag" 2011-06-04 RCSB GSV "Modify descriptor" 2011-06-04 RCSB #