data_111 # _chem_comp.id 111 _chem_comp.name "(1N)-4-N-BUTOXYPHENYLSULFONYL-(2R)-N-HYDROXYCARBOXAMIDO-(4S)-METHANESULFONYLAMINO-PYRROLIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H25 N3 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-11-07 _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 435.516 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 111 _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 1G49 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 111 O5 O5 O 0 1 N N N 4.395 55.084 51.531 -5.912 1.222 -0.360 O5 111 1 111 S2 S2 S 0 1 N N N 3.125 54.181 51.322 -4.991 2.295 -0.501 S2 111 2 111 O4 O4 O 0 1 N N N 2.190 54.218 52.589 -5.241 3.397 -1.363 O4 111 3 111 C13 C13 C 0 1 N N N 2.173 54.718 49.918 -4.347 2.837 1.106 C13 111 4 111 N2 N2 N 0 1 N N N 3.654 52.550 51.116 -3.683 1.566 -1.206 N2 111 5 111 C17 C17 C 0 1 N N S 2.963 51.497 51.873 -3.119 0.347 -0.620 C17 111 6 111 C11 C11 C 0 1 N N N 3.919 50.583 52.664 -1.913 0.676 0.295 C11 111 7 111 C9 C9 C 0 1 N N N 2.191 50.561 50.940 -2.453 -0.538 -1.707 C9 111 8 111 C8 C8 C 0 1 N N R 2.267 49.197 51.605 -1.387 -1.321 -0.912 C8 111 9 111 C20 C20 C 0 1 N N N 1.134 49.223 52.610 -1.919 -2.684 -0.547 C20 111 10 111 OB OB O 0 1 N N N 0.697 50.408 53.083 -2.478 -2.852 0.516 OB 111 11 111 NA NA N 0 1 N N N 0.545 48.091 52.957 -1.773 -3.715 -1.403 NA 111 12 111 OA OA O 0 1 N N N -0.696 48.318 53.501 -2.272 -4.995 -1.060 OA 111 13 111 N1 N1 N 0 1 N N N 3.609 49.219 52.192 -1.104 -0.555 0.310 N1 111 14 111 S1 S1 S 0 1 N N N 4.184 47.817 53.031 -0.044 -0.999 1.503 S1 111 15 111 O1 O1 O 0 1 N N N 3.730 46.532 52.267 -0.526 -0.390 2.693 O1 111 16 111 O2 O2 O 0 1 N N N 5.744 47.837 52.997 0.178 -2.391 1.323 O2 111 17 111 C1 C1 C 0 1 Y N N 3.623 47.715 54.672 1.497 -0.219 1.156 C1 111 18 111 C2 C2 C 0 1 Y N N 3.982 48.731 55.553 1.730 1.072 1.592 C2 111 19 111 C3 C3 C 0 1 Y N N 3.610 48.678 56.891 2.938 1.686 1.321 C3 111 20 111 C4 C4 C 0 1 Y N N 2.860 47.607 57.361 3.917 1.005 0.611 C4 111 21 111 C5 C5 C 0 1 Y N N 2.514 46.577 56.502 3.678 -0.288 0.170 C5 111 22 111 C6 C6 C 0 1 Y N N 2.889 46.628 55.158 2.471 -0.900 0.449 C6 111 23 111 O3 O3 O 0 1 N N N 2.521 47.568 58.557 5.106 1.607 0.344 O3 111 24 111 C7 C7 C 0 1 N N N 3.323 48.277 59.505 5.890 0.664 -0.390 C7 111 25 111 C10 C10 C 0 1 N N N 2.947 47.950 60.927 7.249 1.282 -0.725 C10 111 26 111 C12 C12 C 0 1 N N N 3.237 46.496 61.315 8.088 0.273 -1.511 C12 111 27 111 C14 C14 C 0 1 N N N 3.145 45.540 60.149 9.447 0.891 -1.846 C14 111 28 111 H131 1H13 H 0 0 N N N 2.254 53.972 49.114 -3.517 3.527 0.951 H131 111 29 111 H132 2H13 H 0 0 N N N 2.558 55.685 49.562 -5.137 3.339 1.664 H132 111 30 111 H133 3H13 H 0 0 N N N 1.118 54.829 50.210 -3.998 1.971 1.669 H133 111 31 111 HN2 HN2 H 0 1 N N N 3.538 52.331 50.147 -3.289 1.945 -2.007 HN2 111 32 111 H17 H17 H 0 1 N N N 2.303 52.046 52.561 -3.882 -0.211 -0.075 H17 111 33 111 H111 1H11 H 0 0 N N N 3.785 50.686 53.751 -2.255 0.918 1.301 H111 111 34 111 H112 2H11 H 0 0 N N N 4.969 50.842 52.465 -1.338 1.504 -0.120 H112 111 35 111 H91 1H9 H 0 1 N N N 2.615 50.549 49.925 -3.182 -1.215 -2.152 H91 111 36 111 H92 2H9 H 0 1 N N N 1.147 50.888 50.828 -1.982 0.080 -2.471 H92 111 37 111 H8 H8 H 0 1 N N N 2.152 48.290 50.994 -0.482 -1.425 -1.510 H8 111 38 111 HNA HNA H 0 1 N N N 0.951 47.185 52.839 -1.326 -3.580 -2.253 HNA 111 39 111 HOA HOA H 0 1 N N N -0.623 48.370 54.447 -2.067 -5.582 -1.800 HOA 111 40 111 H2 H2 H 0 1 N N N 4.557 49.571 55.192 0.968 1.601 2.145 H2 111 41 111 H3 H3 H 0 1 N N N 3.904 49.469 57.565 3.120 2.694 1.662 H3 111 42 111 H5 H5 H 0 1 N N N 1.953 45.732 56.873 4.439 -0.820 -0.382 H5 111 43 111 H6 H6 H 0 1 N N N 2.611 45.825 54.491 2.287 -1.908 0.110 H6 111 44 111 H71 1H7 H 0 1 N N N 3.159 49.354 59.350 5.373 0.402 -1.313 H71 111 45 111 H72 2H7 H 0 1 N N N 4.376 48.001 59.349 6.037 -0.232 0.211 H72 111 46 111 H101 1H10 H 0 0 N N N 1.862 48.103 61.021 7.766 1.545 0.198 H101 111 47 111 H102 2H10 H 0 0 N N N 3.526 48.605 61.594 7.102 2.179 -1.327 H102 111 48 111 H121 1H12 H 0 0 N N N 2.476 46.193 62.050 7.571 0.011 -2.434 H121 111 49 111 H122 2H12 H 0 0 N N N 4.257 46.445 61.723 8.235 -0.624 -0.909 H122 111 50 111 H141 1H14 H 0 0 N N N 3.684 44.613 60.392 9.964 1.153 -0.923 H141 111 51 111 H142 2H14 H 0 0 N N N 3.595 46.004 59.259 10.045 0.172 -2.406 H142 111 52 111 H143 3H14 H 0 0 N N N 2.089 45.308 59.947 9.300 1.788 -2.448 H143 111 53 # 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 111 O5 S2 DOUB N N 1 111 S2 O4 DOUB N N 2 111 S2 C13 SING N N 3 111 S2 N2 SING N N 4 111 C13 H131 SING N N 5 111 C13 H132 SING N N 6 111 C13 H133 SING N N 7 111 N2 C17 SING N N 8 111 N2 HN2 SING N N 9 111 C17 C11 SING N N 10 111 C17 C9 SING N N 11 111 C17 H17 SING N N 12 111 C11 N1 SING N N 13 111 C11 H111 SING N N 14 111 C11 H112 SING N N 15 111 C9 C8 SING N N 16 111 C9 H91 SING N N 17 111 C9 H92 SING N N 18 111 C8 C20 SING N N 19 111 C8 N1 SING N N 20 111 C8 H8 SING N N 21 111 C20 OB DOUB N N 22 111 C20 NA SING N N 23 111 NA OA SING N N 24 111 NA HNA SING N N 25 111 OA HOA SING N N 26 111 N1 S1 SING N N 27 111 S1 O1 DOUB N N 28 111 S1 O2 DOUB N N 29 111 S1 C1 SING N N 30 111 C1 C2 DOUB Y N 31 111 C1 C6 SING Y N 32 111 C2 C3 SING Y N 33 111 C2 H2 SING N N 34 111 C3 C4 DOUB Y N 35 111 C3 H3 SING N N 36 111 C4 C5 SING Y N 37 111 C4 O3 SING N N 38 111 C5 C6 DOUB Y N 39 111 C5 H5 SING N N 40 111 C6 H6 SING N N 41 111 O3 C7 SING N N 42 111 C7 C10 SING N N 43 111 C7 H71 SING N N 44 111 C7 H72 SING N N 45 111 C10 C12 SING N N 46 111 C10 H101 SING N N 47 111 C10 H102 SING N N 48 111 C12 C14 SING N N 49 111 C12 H121 SING N N 50 111 C12 H122 SING N N 51 111 C14 H141 SING N N 52 111 C14 H142 SING N N 53 111 C14 H143 SING N N 54 # 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 111 SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OCCCC)cc1)N2C(C(=O)NO)CC(NS(=O)(=O)C)C2" 111 SMILES_CANONICAL CACTVS 3.341 "CCCCOc1ccc(cc1)[S](=O)(=O)N2C[C@H](C[C@@H]2C(=O)NO)N[S](C)(=O)=O" 111 SMILES CACTVS 3.341 "CCCCOc1ccc(cc1)[S](=O)(=O)N2C[CH](C[CH]2C(=O)NO)N[S](C)(=O)=O" 111 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCOc1ccc(cc1)S(=O)(=O)[N@@]2C[C@H](C[C@@H]2C(=O)NO)NS(=O)(=O)C" 111 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCOc1ccc(cc1)S(=O)(=O)N2CC(CC2C(=O)NO)NS(=O)(=O)C" 111 InChI InChI 1.03 "InChI=1S/C16H25N3O7S2/c1-3-4-9-26-13-5-7-14(8-6-13)28(24,25)19-11-12(18-27(2,22)23)10-15(19)16(20)17-21/h5-8,12,15,18,21H,3-4,9-11H2,1-2H3,(H,17,20)/t12-,15+/m0/s1" 111 InChIKey InChI 1.03 ULDXUWXTVRRUND-SWLSCSKDSA-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 111 "SYSTEMATIC NAME" ACDLabs 10.04 "(4S)-1-[(4-butoxyphenyl)sulfonyl]-N-hydroxy-4-[(methylsulfonyl)amino]-D-prolinamide" 111 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R,4S)-1-(4-butoxyphenyl)sulfonyl-N-hydroxy-4-(methylsulfonylamino)pyrrolidine-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 111 "Create component" 2000-11-07 PDBJ 111 "Modify descriptor" 2011-06-04 RCSB #