data_LZ6
# 
_chem_comp.id                                    LZ6 
_chem_comp.name                                  L-gamma-glutamyl-S-(2-{[4-(3-carboxypropyl)phenyl](2-chloroethyl)amino}ethyl)-L-cysteinylglycine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H35 Cl N4 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Chlorambucil-Glutathione Conjugate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-17 
_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                        575.075 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LZ6 
_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        3CSH 
_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 
LZ6 O37  O37  O  0 1 N N N 18.342 15.060 8.315  -8.624 -4.396 1.251  O37  LZ6 1  
LZ6 C35  C35  C  0 1 N N N 17.636 14.589 9.230  -7.645 -4.088 1.888  C35  LZ6 2  
LZ6 O36  O36  O  0 1 N N N 17.634 15.087 10.375 -7.730 -3.934 3.219  O36  LZ6 3  
LZ6 C34  C34  C  0 1 N N S 16.749 13.395 8.927  -6.326 -3.881 1.189  C34  LZ6 4  
LZ6 N38  N38  N  0 1 N N N 16.509 12.635 10.149 -6.354 -4.553 -0.117 N38  LZ6 5  
LZ6 C33  C33  C  0 1 N N N 15.396 13.883 8.369  -6.085 -2.384 0.987  C33  LZ6 6  
LZ6 C32  C32  C  0 1 N N N 15.490 14.612 7.020  -4.692 -2.167 0.391  C32  LZ6 7  
LZ6 C30  C30  C  0 1 N N N 14.102 14.867 6.472  -4.455 -0.692 0.192  C30  LZ6 8  
LZ6 O31  O31  O  0 1 N N N 13.118 14.592 7.142  -5.315 0.107  0.497  O31  LZ6 9  
LZ6 N29  N29  N  0 1 N N N 14.093 15.372 5.254  -3.287 -0.261 -0.325 N29  LZ6 10 
LZ6 C21  C21  C  0 1 N N R 12.833 15.394 4.542  -3.056 1.173  -0.518 C21  LZ6 11 
LZ6 C22  C22  C  0 1 N N N 13.024 15.172 3.071  -3.634 1.600  -1.842 C22  LZ6 12 
LZ6 O28  O28  O  0 1 N N N 14.113 15.296 2.547  -4.185 0.788  -2.555 O28  LZ6 13 
LZ6 N23  N23  N  0 1 N N N 11.912 14.816 2.436  -3.539 2.886  -2.235 N23  LZ6 14 
LZ6 C24  C24  C  0 1 N N N 11.918 14.467 1.032  -4.101 3.302  -3.523 C24  LZ6 15 
LZ6 C25  C25  C  0 1 N N N 11.553 13.030 0.780  -3.864 4.777  -3.721 C25  LZ6 16 
LZ6 O27  O27  O  0 1 N N N 11.496 12.205 1.736  -4.296 5.382  -4.839 O27  LZ6 17 
LZ6 O26  O26  O  0 1 N N N 11.321 12.709 -0.408 -3.285 5.415  -2.875 O26  LZ6 18 
LZ6 C20  C20  C  0 1 N N N 12.058 16.665 4.875  -1.552 1.454  -0.503 C20  LZ6 19 
LZ6 S13  S13  S  0 1 N N N 12.693 18.067 4.041  -0.857 0.938  1.091  S13  LZ6 20 
LZ6 C12  C12  C  0 1 N N N 11.602 19.429 4.366  0.903  1.344  0.918  C12  LZ6 21 
LZ6 C11  C11  C  0 1 N N N 10.173 19.174 3.858  1.642  0.963  2.202  C11  LZ6 22 
LZ6 N7   N7   N  0 1 N N N 10.181 19.190 2.387  3.063  1.291  2.063  N7   LZ6 23 
LZ6 C8   C8   C  0 1 N N N 10.172 17.915 1.651  3.553  2.612  2.464  C8   LZ6 24 
LZ6 C9   C9   C  0 1 N N N 8.727  17.475 1.409  3.968  2.578  3.936  C9   LZ6 25 
LZ6 CL10 CL10 CL 0 0 N N N 8.645  16.608 -0.159 4.571  4.204  4.429  CL10 LZ6 26 
LZ6 C1   C1   C  0 1 Y N N 10.213 20.397 1.655  3.951  0.344  1.548  C1   LZ6 27 
LZ6 C6   C6   C  0 1 Y N N 10.127 20.373 0.258  3.488  -0.907 1.162  C6   LZ6 28 
LZ6 C5   C5   C  0 1 Y N N 10.156 21.553 -0.484 4.368  -1.842 0.653  C5   LZ6 29 
LZ6 C4   C4   C  0 1 Y N N 10.268 22.786 0.153  5.710  -1.533 0.528  C4   LZ6 30 
LZ6 C3   C3   C  0 1 Y N N 10.365 22.813 1.545  6.175  -0.288 0.911  C3   LZ6 31 
LZ6 C2   C2   C  0 1 Y N N 10.334 21.634 2.291  5.299  0.653  1.416  C2   LZ6 32 
LZ6 C14  C14  C  0 1 N N N 10.303 24.056 -0.678 6.668  -2.555 -0.027 C14  LZ6 33 
LZ6 C15  C15  C  0 1 N N N 9.533  25.201 -0.023 6.753  -2.402 -1.547 C15  LZ6 34 
LZ6 C16  C16  C  0 1 N N N 8.442  25.759 -0.930 7.726  -3.440 -2.111 C16  LZ6 35 
LZ6 C17  C17  C  0 1 N N N 7.900  27.032 -0.317 7.810  -3.289 -3.608 C17  LZ6 36 
LZ6 O18  O18  O  0 1 N N N 8.382  28.132 -0.689 7.158  -2.439 -4.167 O18  LZ6 37 
LZ6 O19  O19  O  0 1 N N N 6.988  26.942 0.538  8.608  -4.099 -4.320 O19  LZ6 38 
LZ6 HO36 HO36 H  0 0 N N N 18.227 15.829 10.399 -8.596 -4.081 3.623  HO36 LZ6 39 
LZ6 H34  H34  H  0 1 N N N 17.251 12.756 8.185  -5.523 -4.300 1.796  H34  LZ6 40 
LZ6 HN38 HN38 H  0 0 N N N 16.454 11.661 9.931  -7.090 -4.182 -0.699 HN38 LZ6 41 
LZ6 HN3A HN3A H  0 0 N N N 17.260 12.791 10.791 -5.459 -4.484 -0.579 HN3A LZ6 42 
LZ6 H33  H33  H  0 1 N N N 14.751 13.003 8.232  -6.837 -1.983 0.308  H33  LZ6 43 
LZ6 H33A H33A H  0 0 N N N 14.999 14.609 9.094  -6.152 -1.872 1.947  H33A LZ6 44 
LZ6 H32  H32  H  0 1 N N N 16.007 15.572 7.161  -3.940 -2.568 1.070  H32  LZ6 45 
LZ6 H32A H32A H  0 0 N N N 16.050 13.987 6.309  -4.625 -2.678 -0.570 H32A LZ6 46 
LZ6 HN29 HN29 H  0 0 N N N 14.929 15.728 4.836  -2.600 -0.900 -0.569 HN29 LZ6 47 
LZ6 H21  H21  H  0 1 N N N 12.216 14.550 4.883  -3.538 1.730  0.285  H21  LZ6 48 
LZ6 HN23 HN23 H  0 0 N N N 11.050 14.789 2.941  -3.099 3.536  -1.666 HN23 LZ6 49 
LZ6 H24  H24  H  0 1 N N N 11.186 15.105 0.515  -3.620 2.745  -4.326 H24  LZ6 50 
LZ6 H24A H24A H  0 0 N N N 12.942 14.618 0.659  -5.173 3.102  -3.533 H24A LZ6 51 
LZ6 HO27 HO27 H  0 0 N N N 11.258 11.348 1.402  -4.120 6.329  -4.922 HO27 LZ6 52 
LZ6 H20  H20  H  0 1 N N N 11.009 16.524 4.574  -1.071 0.896  -1.307 H20  LZ6 53 
LZ6 H20A H20A H  0 0 N N N 12.150 16.844 5.956  -1.381 2.520  -0.647 H20A LZ6 54 
LZ6 H12  H12  H  0 1 N N N 11.561 19.591 5.453  1.323  0.790  0.079  H12  LZ6 55 
LZ6 H12A H12A H  0 0 N N N 11.995 20.308 3.835  1.013  2.414  0.739  H12A LZ6 56 
LZ6 H11  H11  H  0 1 N N N 9.822  18.195 4.216  1.222  1.518  3.042  H11  LZ6 57 
LZ6 H11A H11A H  0 0 N N N 9.498  19.956 4.236  1.532  -0.106 2.382  H11A LZ6 58 
LZ6 H8   H8   H  0 1 N N N 10.682 18.046 0.685  4.412  2.883  1.850  H8   LZ6 59 
LZ6 H8A  H8A  H  0 1 N N N 10.695 17.148 2.241  2.762  3.350  2.327  H8A  LZ6 60 
LZ6 H9   H9   H  0 1 N N N 8.401  16.807 2.220  3.109  2.307  4.550  H9   LZ6 61 
LZ6 H9A  H9A  H  0 1 N N N 8.067  18.354 1.386  4.759  1.840  4.073  H9A  LZ6 62 
LZ6 H6   H6   H  0 1 N N N 10.037 19.426 -0.253 2.440  -1.150 1.261  H6   LZ6 63 
LZ6 H5   H5   H  0 1 N N N 10.091 21.510 -1.561 4.009  -2.815 0.353  H5   LZ6 64 
LZ6 H3   H3   H  0 1 N N N 10.466 23.761 2.053  7.224  -0.050 0.812  H3   LZ6 65 
LZ6 H2   H2   H  0 1 N N N 10.404 21.679 3.368  5.662  1.627  1.710  H2   LZ6 66 
LZ6 H14  H14  H  0 1 N N N 11.352 24.365 -0.800 7.656  -2.402 0.409  H14  LZ6 67 
LZ6 H14A H14A H  0 0 N N N 9.827  23.839 -1.646 6.314  -3.556 0.218  H14A LZ6 68 
LZ6 H15  H15  H  0 1 N N N 9.063  24.825 0.898  5.766  -2.555 -1.983 H15  LZ6 69 
LZ6 H15A H15A H  0 0 N N N 10.246 26.012 0.186  7.108  -1.401 -1.792 H15A LZ6 70 
LZ6 H16  H16  H  0 1 N N N 8.861  25.976 -1.924 8.713  -3.287 -1.674 H16  LZ6 71 
LZ6 H16A H16A H  0 0 N N N 7.632  25.022 -1.036 7.372  -4.441 -1.865 H16A LZ6 72 
LZ6 HO19 HO19 H  0 0 N N N 6.744  27.811 0.834  8.628  -3.964 -5.278 HO19 LZ6 73 
# 
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 
LZ6 O37  C35  DOUB N N 1  
LZ6 C34  C35  SING N N 2  
LZ6 C35  O36  SING N N 3  
LZ6 O36  HO36 SING N N 4  
LZ6 C33  C34  SING N N 5  
LZ6 C34  N38  SING N N 6  
LZ6 C34  H34  SING N N 7  
LZ6 N38  HN38 SING N N 8  
LZ6 N38  HN3A SING N N 9  
LZ6 C32  C33  SING N N 10 
LZ6 C33  H33  SING N N 11 
LZ6 C33  H33A SING N N 12 
LZ6 C30  C32  SING N N 13 
LZ6 C32  H32  SING N N 14 
LZ6 C32  H32A SING N N 15 
LZ6 N29  C30  SING N N 16 
LZ6 C30  O31  DOUB N N 17 
LZ6 C21  N29  SING N N 18 
LZ6 N29  HN29 SING N N 19 
LZ6 C22  C21  SING N N 20 
LZ6 C21  C20  SING N N 21 
LZ6 C21  H21  SING N N 22 
LZ6 N23  C22  SING N N 23 
LZ6 O28  C22  DOUB N N 24 
LZ6 C24  N23  SING N N 25 
LZ6 N23  HN23 SING N N 26 
LZ6 C25  C24  SING N N 27 
LZ6 C24  H24  SING N N 28 
LZ6 C24  H24A SING N N 29 
LZ6 O26  C25  DOUB N N 30 
LZ6 C25  O27  SING N N 31 
LZ6 O27  HO27 SING N N 32 
LZ6 S13  C20  SING N N 33 
LZ6 C20  H20  SING N N 34 
LZ6 C20  H20A SING N N 35 
LZ6 S13  C12  SING N N 36 
LZ6 C11  C12  SING N N 37 
LZ6 C12  H12  SING N N 38 
LZ6 C12  H12A SING N N 39 
LZ6 N7   C11  SING N N 40 
LZ6 C11  H11  SING N N 41 
LZ6 C11  H11A SING N N 42 
LZ6 C8   N7   SING N N 43 
LZ6 C1   N7   SING N N 44 
LZ6 C9   C8   SING N N 45 
LZ6 C8   H8   SING N N 46 
LZ6 C8   H8A  SING N N 47 
LZ6 CL10 C9   SING N N 48 
LZ6 C9   H9   SING N N 49 
LZ6 C9   H9A  SING N N 50 
LZ6 C6   C1   DOUB Y N 51 
LZ6 C1   C2   SING Y N 52 
LZ6 C5   C6   SING N N 53 
LZ6 C6   H6   SING Y N 54 
LZ6 C5   C4   DOUB Y N 55 
LZ6 C5   H5   SING N N 56 
LZ6 C14  C4   SING Y N 57 
LZ6 C4   C3   SING Y N 58 
LZ6 C3   C2   DOUB N N 59 
LZ6 C3   H3   SING N N 60 
LZ6 C2   H2   SING N N 61 
LZ6 C14  C15  SING N N 62 
LZ6 C14  H14  SING N N 63 
LZ6 C14  H14A SING N N 64 
LZ6 C16  C15  SING N N 65 
LZ6 C15  H15  SING N N 66 
LZ6 C15  H15A SING N N 67 
LZ6 C16  C17  SING N N 68 
LZ6 C16  H16  SING N N 69 
LZ6 C16  H16A SING N N 70 
LZ6 O18  C17  DOUB N N 71 
LZ6 C17  O19  SING N N 72 
LZ6 O19  HO19 SING N N 73 
# 
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 
LZ6 SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSCCN(c1ccc(cc1)CCCC(=O)O)CCCl 
LZ6 InChI            InChI                1.02b 
InChI=1/C24H35ClN4O8S/c25-10-11-29(17-6-4-16(5-7-17)2-1-3-21(31)32)12-13-38-15-19(23(35)27-14-22(33)34)28-20(30)9-8-18(26)24(36)37/h4-7,18-19H,1-3,8-15,26H2,(H,27,35)(H,28,30)(H,31,32)(H,33,34)(H,36,37)/t18-,19-/m0/s1/f/h27-28,31,33,36H 
LZ6 InChIKey         InChI                1.02b BQVGPQFUMPRIMA-FWEYQUPEDQ 
LZ6 SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CSCCN(CCCl)c1ccc(CCCC(O)=O)cc1)C(=O)NCC(O)=O)C(O)=O 
LZ6 SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CSCCN(CCCl)c1ccc(CCCC(O)=O)cc1)C(=O)NCC(O)=O)C(O)=O 
LZ6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCCC(=O)O)N(CCSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)CCCl 
LZ6 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCCC(=O)O)N(CCSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)CCCl 
# 
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 
LZ6 "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-(2-{[4-(3-carboxypropyl)phenyl](2-chloroethyl)amino}ethyl)-L-cysteinylglycine                                                                       
LZ6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[2-[2-chloroethyl-[4-(4-hydroxy-4-oxo-butyl)phenyl]amino]ethylsulfanyl]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
