data_ZFB
# 
_chem_comp.id                                    ZFB 
_chem_comp.name                                  "(3R)-3-{[(BENZYLOXY)CARBONYL]AMINO}-2-OXO-4-PHENYLBUTANE-1-DIAZONIUM" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C18 H18 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2003-07-07 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        324.354 
_chem_comp.one_letter_code                       X 
_chem_comp.three_letter_code                     ZFB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1PVJ 
_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 
ZFB N1   N1   N 0 1 N N N 36.042 10.669 -12.968 0.648  0.184  -0.353 N1   ZFB 1  
ZFB C1   C1   C 0 1 N N N 35.754 11.392 -13.972 -0.328 0.511  0.517  C1   ZFB 2  
ZFB O1   O1   O 0 1 N N N 36.130 11.125 -15.072 -0.044 0.919  1.625  O1   ZFB 3  
ZFB O2   O2   O 0 1 N N N 34.789 12.588 -13.750 -1.620 0.380  0.159  O2   ZFB 4  
ZFB C2   C2   C 0 1 N N N 34.862 13.831 -12.885 -2.672 0.728  1.097  C2   ZFB 5  
ZFB C3   C3   C 0 1 Y N N 33.939 14.816 -12.748 -4.015 0.492  0.455  C3   ZFB 6  
ZFB C4   C4   C 0 1 Y N N 32.715 14.826 -13.483 -4.632 -0.739 0.575  C4   ZFB 7  
ZFB C5   C5   C 0 1 Y N N 31.721 15.956 -13.326 -5.864 -0.954 -0.013 C5   ZFB 8  
ZFB C6   C6   C 0 1 Y N N 32.012 17.091 -12.382 -6.479 0.061  -0.721 C6   ZFB 9  
ZFB C7   C7   C 0 1 Y N N 33.274 17.051 -11.674 -5.862 1.293  -0.840 C7   ZFB 10 
ZFB C8   C8   C 0 1 Y N N 34.200 15.872 -11.889 -4.632 1.510  -0.248 C8   ZFB 11 
ZFB C9   C9   C 0 1 N N R 36.946 11.011 -11.980 2.053  0.320  0.039  C9   ZFB 12 
ZFB C10  C10  C 0 1 N N N 37.892 11.935 -12.290 2.508  1.736  -0.206 C10  ZFB 13 
ZFB O3   O3   O 0 1 N N N 38.343 12.496 -11.348 1.847  2.471  -0.900 O3   ZFB 14 
ZFB C11  C11  C 0 1 N N N 38.389 12.239 -13.480 3.788  2.234  0.414  C11  ZFB 15 
ZFB N2   N2   N 1 1 N N N ?      ?      ?       4.002  3.597  0.036  N2   ZFB 16 
ZFB N3   N3   N 0 1 N N N ?      ?      ?       4.156  4.581  -0.237 N3   ZFB 17 
ZFB C12  C12  C 0 1 N N N 36.173 11.139 -11.005 2.909  -0.641 -0.788 C12  ZFB 18 
ZFB C13  C13  C 0 1 Y N N 36.138 12.065 -9.861  2.537  -2.062 -0.451 C13  ZFB 19 
ZFB C14  C14  C 0 1 Y N N 36.376 13.499 -10.000 1.541  -2.703 -1.163 C14  ZFB 20 
ZFB C15  C15  C 0 1 Y N N 36.377 14.373 -8.934  1.199  -4.007 -0.853 C15  ZFB 21 
ZFB C16  C16  C 0 1 Y N N 36.127 13.870 -7.631  1.855  -4.669 0.168  C16  ZFB 22 
ZFB C17  C17  C 0 1 Y N N 35.874 12.491 -7.413  2.852  -4.028 0.879  C17  ZFB 23 
ZFB C18  C18  C 0 1 Y N N 35.885 11.604 -8.531  3.197  -2.726 0.566  C18  ZFB 24 
ZFB HN1  HN1  H 0 1 N N N 35.580 9.786  -12.886 0.421  -0.142 -1.237 HN1  ZFB 25 
ZFB H21  1H2  H 0 1 N N N 34.967 13.431 -11.866 -2.582 0.108  1.989  H21  ZFB 26 
ZFB H22  2H2  H 0 1 N N N 35.631 14.387 -13.441 -2.580 1.778  1.374  H22  ZFB 27 
ZFB H4   H4   H 0 1 N N N 32.495 14.015 -14.161 -4.152 -1.532 1.128  H4   ZFB 28 
ZFB H5   H5   H 0 1 N N N 30.801 15.948 -13.892 -6.346 -1.916 0.080  H5   ZFB 29 
ZFB H6   H6   H 0 1 N N N 31.310 17.900 -12.239 -7.442 -0.107 -1.182 H6   ZFB 30 
ZFB H7   H7   H 0 1 N N N 33.551 17.850 -11.002 -6.343 2.086  -1.394 H7   ZFB 31 
ZFB H8   H8   H 0 1 N N N 35.127 15.853 -11.335 -4.151 2.472  -0.341 H8   ZFB 32 
ZFB H9   H9   H 0 1 N N N 37.735 10.278 -11.756 2.160  0.082  1.098  H9   ZFB 33 
ZFB H111 1H11 H 0 0 N N N 38.862 13.088 -13.996 3.717  2.165  1.499  H111 ZFB 34 
ZFB H112 2H11 H 0 0 N N N 39.195 11.998 -14.189 4.622  1.625  0.065  H112 ZFB 35 
ZFB H121 1H12 H 0 0 N N N 35.210 11.340 -11.497 2.734  -0.462 -1.849 H121 ZFB 36 
ZFB H122 2H12 H 0 0 N N N 36.522 10.258 -10.447 3.962  -0.478 -0.561 H122 ZFB 37 
ZFB H14  H14  H 0 1 N N N 36.561 13.895 -10.988 1.028  -2.186 -1.960 H14  ZFB 38 
ZFB H15  H15  H 0 1 N N N 36.565 15.425 -9.088  0.420  -4.508 -1.409 H15  ZFB 39 
ZFB H16  H16  H 0 1 N N N 36.129 14.548 -6.791  1.588  -5.687 0.410  H16  ZFB 40 
ZFB H17  H17  H 0 1 N N N 35.677 12.119 -6.418  3.365  -4.545 1.677  H17  ZFB 41 
ZFB H18  H18  H 0 1 N N N 35.697 10.553 -8.368  3.976  -2.225 1.122  H18  ZFB 42 
# 
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 
ZFB N1  C1   SING N N 1  
ZFB N1  C9   SING N N 2  
ZFB N1  HN1  SING N N 3  
ZFB C1  O1   DOUB N N 4  
ZFB C1  O2   SING N N 5  
ZFB O2  C2   SING N N 6  
ZFB C2  C3   SING N N 7  
ZFB C2  H21  SING N N 8  
ZFB C2  H22  SING N N 9  
ZFB C3  C4   DOUB Y N 10 
ZFB C3  C8   SING Y N 11 
ZFB C4  C5   SING Y N 12 
ZFB C4  H4   SING N N 13 
ZFB C5  C6   DOUB Y N 14 
ZFB C5  H5   SING N N 15 
ZFB C6  C7   SING Y N 16 
ZFB C6  H6   SING N N 17 
ZFB C7  C8   DOUB Y N 18 
ZFB C7  H7   SING N N 19 
ZFB C8  H8   SING N N 20 
ZFB C9  C10  SING N N 21 
ZFB C9  C12  SING N N 22 
ZFB C9  H9   SING N N 23 
ZFB C10 O3   DOUB N N 24 
ZFB C10 C11  SING N N 25 
ZFB C11 N2   SING N N 26 
ZFB C11 H111 SING N N 27 
ZFB C11 H112 SING N N 28 
ZFB N2  N3   TRIP N N 29 
ZFB C12 C13  SING N N 30 
ZFB C12 H121 SING N N 31 
ZFB C12 H122 SING N N 32 
ZFB C13 C14  DOUB Y N 33 
ZFB C13 C18  SING Y N 34 
ZFB C14 C15  SING Y N 35 
ZFB C14 H14  SING N N 36 
ZFB C15 C16  DOUB Y N 37 
ZFB C15 H15  SING N N 38 
ZFB C16 C17  SING Y N 39 
ZFB C16 H16  SING N N 40 
ZFB C17 C18  DOUB Y N 41 
ZFB C17 H17  SING N N 42 
ZFB C18 H18  SING N N 43 
# 
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 
ZFB SMILES           ACDLabs              10.04 "N#[N+]CC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2"                                                                                                       
ZFB InChI            InChI                1.02b "InChI=1/C18H17N3O3/c19-20-12-17(22)16(11-14-7-3-1-4-8-14)21-18(23)24-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2/p+1/t16-/m1/s1/fC18H18N3O3/h21H/q+1" 
ZFB InChIKey         InChI                1.02b VLIGBVLLNSWVMI-RPEMRFSKDI                                                                                                                        
ZFB SMILES_CANONICAL CACTVS               3.341 "O=C(N[C@H](Cc1ccccc1)C(=O)C[N+]#N)OCc2ccccc2"                                                                                                   
ZFB SMILES           CACTVS               3.341 "O=C(N[CH](Cc1ccccc1)C(=O)C[N+]#N)OCc2ccccc2"                                                                                                    
ZFB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C[C@H](C(=O)C[N+]#N)NC(=O)OCc2ccccc2"                                                                                                 
ZFB SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC(C(=O)C[N+]#N)NC(=O)OCc2ccccc2"                                                                                                     
# 
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 
ZFB "SYSTEMATIC NAME" ACDLabs              10.04 "(3R)-3-{[(benzyloxy)carbonyl]amino}-2-oxo-4-phenylbutane-1-diazonium" 
ZFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-2-oxo-4-phenyl-3-phenylmethoxycarbonylamino-butane-1-diazonium"  
# 
