data_2ZL
# 
_chem_comp.id                                    2ZL 
_chem_comp.name                                  "N~2~-benzyl-N~2~-[(4-fluoro-3-methylphenyl)sulfonyl]-N-hydroxy-D-alaninamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 F N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-05-15 
_chem_comp.pdbx_modified_date                    2014-11-07 
_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                        366.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2ZL 
_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        4PKR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
2ZL C1  C1  C 0 1 N N N 11.550 20.022 27.921 -0.175 2.241  -0.178 C1  2ZL 1  
2ZL C6  C2  C 0 1 N N N 11.218 18.457 26.042 0.316  1.304  2.065  C6  2ZL 2  
2ZL C13 C3  C 0 1 Y N N 6.578  17.540 26.703 3.724  -1.550 -0.591 C13 2ZL 3  
2ZL C14 C4  C 0 1 Y N N 5.693  16.917 25.833 5.045  -1.720 -0.223 C14 2ZL 4  
2ZL C2  C5  C 0 1 N N R 10.833 19.819 26.613 0.813  1.433  0.623  C2  2ZL 5  
2ZL N3  N1  N 0 1 N N N 12.287 21.123 28.048 -0.201 3.583  -0.058 N3  2ZL 6  
2ZL O4  O1  O 0 1 N N N 11.443 19.202 28.818 -0.942 1.684  -0.934 O4  2ZL 7  
2ZL O5  O2  O 0 1 N N N 13.398 21.121 28.889 -1.125 4.344  -0.815 O5  2ZL 8  
2ZL N7  N2  N 0 1 N N N 9.386  19.967 26.776 0.947  0.099  0.031  N7  2ZL 9  
2ZL S8  S1  S 0 1 N N N 8.691  21.313 26.593 0.165  -1.191 0.714  S8  2ZL 10 
2ZL O9  O3  O 0 1 N N N 9.530  22.191 25.823 0.736  -2.357 0.135  O9  2ZL 11 
2ZL O10 O4  O 0 1 N N N 7.430  21.143 25.928 0.141  -0.951 2.114  O10 2ZL 12 
2ZL C11 C6  C 0 1 N N N 8.679  18.770 27.224 1.771  -0.092 -1.164 C11 2ZL 13 
2ZL C12 C7  C 0 1 Y N N 7.757  18.105 26.225 3.211  -0.278 -0.757 C12 2ZL 14 
2ZL C15 C8  C 0 1 Y N N 5.990  16.862 24.476 5.852  -0.618 -0.016 C15 2ZL 15 
2ZL C16 C9  C 0 1 Y N N 7.167  17.428 23.995 5.338  0.655  -0.176 C16 2ZL 16 
2ZL C17 C10 C 0 1 Y N N 8.051  18.053 24.867 4.018  0.825  -0.550 C17 2ZL 17 
2ZL C18 C11 C 0 1 Y N N 8.466  21.951 28.043 -1.510 -1.134 0.170  C18 2ZL 18 
2ZL C19 C12 C 0 1 Y N N 7.401  21.537 28.836 -2.450 -0.433 0.902  C19 2ZL 19 
2ZL C20 C13 C 0 1 Y N N 7.205  22.094 30.095 -3.764 -0.388 0.476  C20 2ZL 20 
2ZL C21 C14 C 0 1 Y N N 8.070  23.065 30.566 -4.138 -1.044 -0.684 C21 2ZL 21 
2ZL C22 C15 C 0 1 Y N N 9.133  23.485 29.777 -3.196 -1.746 -1.416 C22 2ZL 22 
2ZL C23 C16 C 0 1 Y N N 9.328  22.932 28.517 -1.881 -1.786 -0.991 C23 2ZL 23 
2ZL F24 F1  F 0 1 N N N 7.881  23.601 31.785 -5.423 -1.000 -1.102 F24 2ZL 24 
2ZL C25 C17 C 0 1 N N N 6.053  21.638 30.951 -4.789 0.376  1.274  C25 2ZL 25 
2ZL H1  H1  H 0 1 N N N 12.312 18.398 25.940 1.015  0.692  2.636  H1  2ZL 26 
2ZL H2  H2  H 0 1 N N N 10.870 17.664 26.720 0.247  2.294  2.515  H2  2ZL 27 
2ZL H3  H3  H 0 1 N N N 10.750 18.328 25.055 -0.667 0.833  2.069  H3  2ZL 28 
2ZL H4  H4  H 0 1 N N N 6.350  17.587 27.758 3.093  -2.412 -0.752 H4  2ZL 29 
2ZL H5  H5  H 0 1 N N N 4.780  16.478 26.208 5.447  -2.715 -0.097 H5  2ZL 30 
2ZL H6  H6  H 0 1 N N N 11.185 20.588 25.910 1.782  1.932  0.616  H6  2ZL 31 
2ZL H7  H7  H 0 1 N N N 12.044 21.950 27.541 0.412  4.029  0.547  H7  2ZL 32 
2ZL H8  H8  H 0 1 N N N 13.377 20.347 29.440 -1.069 5.297  -0.662 H8  2ZL 33 
2ZL H9  H9  H 0 1 N N N 8.074  19.049 28.099 1.430  -0.976 -1.704 H9  2ZL 34 
2ZL H10 H10 H 0 1 N N N 9.436  18.029 27.522 1.686  0.783  -1.809 H10 2ZL 35 
2ZL H11 H11 H 0 1 N N N 5.306  16.379 23.794 6.885  -0.750 0.272  H11 2ZL 36 
2ZL H12 H12 H 0 1 N N N 7.394  17.381 22.940 5.968  1.517  -0.014 H12 2ZL 37 
2ZL H13 H13 H 0 1 N N N 8.962  18.496 24.492 3.616  1.820  -0.675 H13 2ZL 38 
2ZL H14 H14 H 0 1 N N N 6.723  20.779 28.472 -2.158 0.078  1.807  H14 2ZL 39 
2ZL H15 H15 H 0 1 N N N 9.810  24.243 30.143 -3.487 -2.258 -2.322 H15 2ZL 40 
2ZL H16 H16 H 0 1 N N N 10.152 23.266 27.904 -1.145 -2.329 -1.565 H16 2ZL 41 
2ZL H17 H17 H 0 1 N N N 6.373  20.792 31.577 -4.830 1.407  0.922  H17 2ZL 42 
2ZL H18 H18 H 0 1 N N N 5.725  22.467 31.595 -5.766 -0.090 1.150  H18 2ZL 43 
2ZL H19 H19 H 0 1 N N N 5.220  21.323 30.306 -4.511 0.363  2.328  H19 2ZL 44 
# 
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 
2ZL C16 C15 DOUB Y N 1  
2ZL C16 C17 SING Y N 2  
2ZL C15 C14 SING Y N 3  
2ZL C17 C12 DOUB Y N 4  
2ZL O9  S8  DOUB N N 5  
2ZL C14 C13 DOUB Y N 6  
2ZL O10 S8  DOUB N N 7  
2ZL C6  C2  SING N N 8  
2ZL C12 C13 SING Y N 9  
2ZL C12 C11 SING N N 10 
2ZL S8  N7  SING N N 11 
2ZL S8  C18 SING N N 12 
2ZL C2  N7  SING N N 13 
2ZL C2  C1  SING N N 14 
2ZL N7  C11 SING N N 15 
2ZL C1  N3  SING N N 16 
2ZL C1  O4  DOUB N N 17 
2ZL C18 C23 DOUB Y N 18 
2ZL C18 C19 SING Y N 19 
2ZL N3  O5  SING N N 20 
2ZL C23 C22 SING Y N 21 
2ZL C19 C20 DOUB Y N 22 
2ZL C22 C21 DOUB Y N 23 
2ZL C20 C21 SING Y N 24 
2ZL C20 C25 SING N N 25 
2ZL C21 F24 SING N N 26 
2ZL C6  H1  SING N N 27 
2ZL C6  H2  SING N N 28 
2ZL C6  H3  SING N N 29 
2ZL C13 H4  SING N N 30 
2ZL C14 H5  SING N N 31 
2ZL C2  H6  SING N N 32 
2ZL N3  H7  SING N N 33 
2ZL O5  H8  SING N N 34 
2ZL C11 H9  SING N N 35 
2ZL C11 H10 SING N N 36 
2ZL C15 H11 SING N N 37 
2ZL C16 H12 SING N N 38 
2ZL C17 H13 SING N N 39 
2ZL C19 H14 SING N N 40 
2ZL C22 H15 SING N N 41 
2ZL C23 H16 SING N N 42 
2ZL C25 H17 SING N N 43 
2ZL C25 H18 SING N N 44 
2ZL C25 H19 SING N N 45 
# 
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 
2ZL SMILES           ACDLabs              12.01 "Fc1c(cc(cc1)S(=O)(=O)N(C(C(=O)NO)C)Cc2ccccc2)C"                                                                                              
2ZL InChI            InChI                1.03  "InChI=1S/C17H19FN2O4S/c1-12-10-15(8-9-16(12)18)25(23,24)20(13(2)17(21)19-22)11-14-6-4-3-5-7-14/h3-10,13,22H,11H2,1-2H3,(H,19,21)/t13-/m1/s1" 
2ZL InChIKey         InChI                1.03  ZVJSGLFNUKONDD-CYBMUJFWSA-N                                                                                                                   
2ZL SMILES_CANONICAL CACTVS               3.385 "C[C@@H](N(Cc1ccccc1)[S](=O)(=O)c2ccc(F)c(C)c2)C(=O)NO"                                                                                       
2ZL SMILES           CACTVS               3.385 "C[CH](N(Cc1ccccc1)[S](=O)(=O)c2ccc(F)c(C)c2)C(=O)NO"                                                                                         
2ZL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(ccc1F)S(=O)(=O)N(Cc2ccccc2)[C@H](C)C(=O)NO"                                                                                            
2ZL SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1cc(ccc1F)S(=O)(=O)N(Cc2ccccc2)C(C)C(=O)NO"                                                                                                
# 
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 
2ZL "SYSTEMATIC NAME" ACDLabs              12.01 "N~2~-benzyl-N~2~-[(4-fluoro-3-methylphenyl)sulfonyl]-N-hydroxy-D-alaninamide"              
2ZL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[(4-fluoranyl-3-methyl-phenyl)sulfonyl-(phenylmethyl)amino]-N-oxidanyl-propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2ZL "Create component"  2014-05-15 RCSB 
2ZL "Modify descriptor" 2014-09-05 RCSB 
2ZL "Initial release"   2014-11-12 RCSB 
# 
