data_CBL
# 
_chem_comp.id                                    CBL 
_chem_comp.name                                  CHLORAMBUCIL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 Cl2 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        304.212 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CBL 
_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        21GS 
_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 
CBL C1   C1   C  0 1 Y N N 10.037 21.046 1.513  0.111  -0.350 -1.008 C1   CBL 1  
CBL C2   C2   C  0 1 Y N N 10.357 22.002 2.538  1.320  -0.113 -0.367 C2   CBL 2  
CBL C3   C3   C  0 1 Y N N 10.797 21.571 3.812  1.468  -0.439 0.966  C3   CBL 3  
CBL C4   C4   C  0 1 Y N N 10.923 20.183 4.077  0.415  -1.002 1.663  C4   CBL 4  
CBL C5   C5   C  0 1 Y N N 10.610 19.236 3.054  -0.788 -1.245 1.026  C5   CBL 5  
CBL C6   C6   C  0 1 Y N N 10.175 19.656 1.794  -0.944 -0.916 -0.305 C6   CBL 6  
CBL C7   C7   C  0 1 N N N 11.349 19.653 5.450  0.580  -1.356 3.118  C7   CBL 7  
CBL C8   C8   C  0 1 N N N 10.194 18.683 5.792  0.179  -0.160 3.983  C8   CBL 8  
CBL C9   C9   C  0 1 N N N 10.165 17.890 7.089  0.347  -0.520 5.461  C9   CBL 9  
CBL C10  C10  C  0 1 N N N 8.886  17.028 7.067  -0.046 0.658  6.313  C10  CBL 10 
CBL N11  N11  N  0 1 N N N 9.542  21.505 0.188  -0.041 -0.021 -2.357 N11  CBL 11 
CBL C12  C12  C  0 1 N N N 10.326 22.682 -0.421 1.029  0.682  -3.065 C12  CBL 12 
CBL C13  C13  C  0 1 N N N 9.502  23.934 -0.807 1.986  -0.336 -3.687 C13  CBL 13 
CBL CL14 CL14 CL 0 0 N N N 10.424 24.872 -1.973 3.304  0.530  -4.559 CL14 CBL 14 
CBL C15  C15  C  0 1 N N N 7.984  21.496 0.023  -1.274 -0.380 -3.063 C15  CBL 15 
CBL C16  C16  C  0 1 N N N 7.093  21.270 1.295  -2.313 0.724  -2.869 C16  CBL 16 
CBL CL17 CL17 CL 0 0 N N N 5.396  21.322 0.837  -3.874 0.219  -3.617 CL17 CBL 17 
CBL O18  O18  O  0 1 N N N 8.454  16.561 8.127  -0.423 1.681  5.792  O18  CBL 18 
CBL O19  O19  O  0 1 N N N 8.306  16.807 5.971  0.020  0.571  7.651  O19  CBL 19 
CBL H2   H2   H  0 1 N N N 10.263 23.083 2.343  2.143  0.326  -0.911 H2   CBL 20 
CBL H3   H3   H  0 1 N N N 11.039 22.311 4.592  2.408  -0.255 1.465  H3   CBL 21 
CBL H5   H5   H  0 1 N N N 10.706 18.153 3.241  -1.609 -1.684 1.573  H5   CBL 22 
CBL H6   H6   H  0 1 N N N 9.942  18.897 1.028  -1.886 -1.101 -0.801 H6   CBL 23 
CBL H71  1H7  H  0 1 N N N 12.369 19.204 5.487  1.621  -1.614 3.313  H71  CBL 24 
CBL H72  2H7  H  0 1 N N N 11.550 20.436 6.217  -0.056 -2.208 3.359  H72  CBL 25 
CBL H81  1H8  H  0 1 N N N 9.238  19.253 5.721  -0.861 0.097  3.788  H81  CBL 26 
CBL H82  2H8  H  0 1 N N N 10.096 17.959 4.949  0.816  0.691  3.743  H82  CBL 27 
CBL H91  1H9  H  0 1 N N N 11.091 17.292 7.256  1.388  -0.777 5.656  H91  CBL 28 
CBL H92  2H9  H  0 1 N N N 10.242 18.533 7.996  -0.288 -1.372 5.702  H92  CBL 29 
CBL H121 1H12 H  0 0 N N N 11.155 22.975 0.264  0.598  1.303  -3.851 H121 CBL 30 
CBL H122 2H12 H  0 0 N N N 10.907 22.328 -1.304 1.576  1.312  -2.364 H122 CBL 31 
CBL H131 1H13 H  0 0 N N N 8.481  23.677 -1.175 2.417  -0.957 -2.901 H131 CBL 32 
CBL H132 2H13 H  0 0 N N N 9.197  24.535 0.080  1.439  -0.966 -4.389 H132 CBL 33 
CBL H151 1H15 H  0 0 N N N 7.668  22.442 -0.475 -1.062 -0.498 -4.126 H151 CBL 34 
CBL H152 2H15 H  0 0 N N N 7.707  20.741 -0.750 -1.661 -1.318 -2.664 H152 CBL 35 
CBL H161 1H16 H  0 0 N N N 7.356  20.329 1.832  -2.461 0.902  -1.804 H161 CBL 36 
CBL H162 2H16 H  0 0 N N N 7.331  21.991 2.110  -1.962 1.640  -3.345 H162 CBL 37 
CBL HO9  HO9  H  0 1 N N N 7.518  16.276 5.957  -0.232 1.327  8.198  HO9  CBL 38 
# 
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 
CBL C1  C2   DOUB Y N 1  
CBL C1  C6   SING Y N 2  
CBL C1  N11  SING N N 3  
CBL C2  C3   SING Y N 4  
CBL C2  H2   SING N N 5  
CBL C3  C4   DOUB Y N 6  
CBL C3  H3   SING N N 7  
CBL C4  C5   SING Y N 8  
CBL C4  C7   SING N N 9  
CBL C5  C6   DOUB Y N 10 
CBL C5  H5   SING N N 11 
CBL C6  H6   SING N N 12 
CBL C7  C8   SING N N 13 
CBL C7  H71  SING N N 14 
CBL C7  H72  SING N N 15 
CBL C8  C9   SING N N 16 
CBL C8  H81  SING N N 17 
CBL C8  H82  SING N N 18 
CBL C9  C10  SING N N 19 
CBL C9  H91  SING N N 20 
CBL C9  H92  SING N N 21 
CBL C10 O18  DOUB N N 22 
CBL C10 O19  SING N N 23 
CBL N11 C12  SING N N 24 
CBL N11 C15  SING N N 25 
CBL C12 C13  SING N N 26 
CBL C12 H121 SING N N 27 
CBL C12 H122 SING N N 28 
CBL C13 CL14 SING N N 29 
CBL C13 H131 SING N N 30 
CBL C13 H132 SING N N 31 
CBL C15 C16  SING N N 32 
CBL C15 H151 SING N N 33 
CBL C15 H152 SING N N 34 
CBL C16 CL17 SING N N 35 
CBL C16 H161 SING N N 36 
CBL C16 H162 SING N N 37 
CBL O19 HO9  SING N N 38 
# 
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 
CBL SMILES           ACDLabs              10.04 ClCCN(c1ccc(cc1)CCCC(=O)O)CCCl                                                                             
CBL InChI            InChI                1.02b InChI=1/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)/f/h18H 
CBL InChIKey         InChI                1.02b JCKYGMPEJWAADB-GPQMBLKYCN                                                                                  
CBL SMILES_CANONICAL CACTVS               3.341 OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl                                                                             
CBL SMILES           CACTVS               3.341 OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl                                                                             
CBL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCCC(=O)O)N(CCCl)CCCl                                                                             
CBL SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCCC(=O)O)N(CCCl)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 
CBL "SYSTEMATIC NAME" ACDLabs              10.04 "4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid" 
CBL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid" 
# 
