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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h17H 
111 InChIKey         InChI                1.02b ULDXUWXTVRRUND-OOLDNASHDY                                                                                                                                                 
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                                                                                                                       
# 
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 
# 
