data_SN2
# 
_chem_comp.id                                    SN2 
_chem_comp.name                                  5-[BIS-2(CHLORO-ETHYL)-AMINO]-2,4-DINTRO-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H12 Cl2 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-11 
_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                        351.143 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SN2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OO6 
_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 
SN2 C1   C1   C  0  1 Y N N -10.222 -13.907 49.741 0.764  -0.484 1.955  C1   SN2 1  
SN2 C2   C2   C  0  1 Y N N -9.878  -14.299 50.979 0.807  -0.463 0.561  C2   SN2 2  
SN2 C3   C3   C  0  1 Y N N -8.665  -15.128 51.242 1.885  -1.036 -0.112 C3   SN2 3  
SN2 C4   C4   C  0  1 Y N N -7.851  -15.490 50.208 2.921  -1.631 0.608  C4   SN2 4  
SN2 C5   C5   C  0  1 Y N N -8.269  -15.082 48.832 2.878  -1.652 2.002  C5   SN2 5  
SN2 C6   C6   C  0  1 Y N N -9.381  -14.354 48.591 1.800  -1.079 2.676  C6   SN2 6  
SN2 C7   C7   C  0  1 N N N -11.212 -11.737 49.985 -1.514 -0.685 2.920  C7   SN2 7  
SN2 C8   C8   C  0  1 N N N -12.604 -13.921 49.784 -0.300 1.498  3.003  C8   SN2 8  
SN2 C9   C9   C  0  1 N N N -12.237 -11.290 51.072 -2.469 -0.790 1.743  C9   SN2 9  
SN2 C10  C10  C  0  1 N N N -13.015 -14.743 48.524 -0.758 2.427  1.890  C10  SN2 10 
SN2 C13  C13  C  0  1 N N N -8.589  -15.635 52.640 1.895  -0.996 -1.570 C13  SN2 11 
SN2 O1   O1   O  -1 1 N N N -6.482  -16.607 51.162 4.939  -2.747 0.633  O1   SN2 12 
SN2 O2   O2   O  0  1 N N N -9.604  -13.058 47.148 0.813  -0.597 4.703  O2   SN2 13 
SN2 O3   O3   O  0  1 N N N -5.857  -15.760 49.566 4.069  -2.204 -1.308 O3   SN2 14 
SN2 O4   O4   O  0  1 N N N -9.242  -15.021 53.488 1.372  -1.900 -2.243 O4   SN2 15 
SN2 O5   O5   O  -1 1 N N N -10.014 -14.881 46.646 2.735  -1.656 4.703  O5   SN2 16 
SN2 N1   N1   N  1  1 N N N -6.757  -15.972 50.309 4.032  -2.223 -0.056 N1   SN2 17 
SN2 N2   N2   N  1  1 N N N -9.689  -14.105 47.474 1.782  -1.112 4.098  N2   SN2 18 
SN2 N3   N3   N  0  1 N N N -11.336 -13.163 49.555 -0.340 0.104  2.614  N3   SN2 19 
SN2 N4   N4   N  0  1 N N N -8.484  -17.000 52.749 2.493  0.100  -2.180 N4   SN2 20 
SN2 CL1  CL1  CL 0  0 N N N -11.938 -16.131 48.260 -0.691 4.132  2.401  CL1  SN2 21 
SN2 CL2  CL2  CL 0  0 N N N -12.165 -11.954 52.718 -3.903 -1.762 2.157  CL2  SN2 22 
SN2 HC2  HC2  H  0  1 N N N -10.574 -13.949 51.760 -0.002 0.001  -0.001 HC2  SN2 23 
SN2 HC5  HC5  H  0  1 N N N -7.710  -15.340 47.917 3.687  -2.116 2.565  HC5  SN2 24 
SN2 HC71 1HC7 H  0  0 N N N -10.171 -11.525 50.325 -1.177 -1.673 3.250  HC71 SN2 25 
SN2 HC72 2HC7 H  0  0 N N N -11.268 -11.061 49.100 -2.013 -0.197 3.763  HC72 SN2 26 
SN2 HC81 1HC8 H  0  0 N N N -12.534 -14.569 50.689 -0.918 1.614  3.899  HC81 SN2 27 
SN2 HC82 2HC8 H  0  0 N N N -13.427 -13.247 50.118 0.736  1.722  3.273  HC82 SN2 28 
SN2 HC91 1HC9 H  0  0 N N N -12.105 -10.203 51.180 -1.989 -1.259 0.879  HC91 SN2 29 
SN2 HC92 2HC9 H  0  0 N N N -13.194 -11.673 50.688 -2.823 0.203  1.450  HC92 SN2 30 
SN2 H101 1H10 H  0  0 N N N -14.041 -15.115 48.665 -1.787 2.212  1.587  H101 SN2 31 
SN2 H102 2H10 H  0  0 N N N -12.945 -14.083 47.647 -0.108 2.324  1.017  H102 SN2 32 
SN2 HN41 1HN4 H  0  0 N N N -8.432  -17.347 53.707 2.899  0.829  -1.604 HN41 SN2 33 
SN2 HN42 2HN4 H  0  0 N N N -7.944  -17.508 52.048 2.532  0.185  -3.191 HN42 SN2 34 
# 
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 
SN2 C1  C2   DOUB Y N 1  
SN2 C1  C6   SING Y N 2  
SN2 C1  N3   SING N N 3  
SN2 C2  C3   SING Y N 4  
SN2 C2  HC2  SING N N 5  
SN2 C3  C4   DOUB Y N 6  
SN2 C3  C13  SING N N 7  
SN2 C4  C5   SING Y N 8  
SN2 C4  N1   SING N N 9  
SN2 C5  C6   DOUB Y N 10 
SN2 C5  HC5  SING N N 11 
SN2 C6  N2   SING N N 12 
SN2 C7  C9   SING N N 13 
SN2 C7  N3   SING N N 14 
SN2 C7  HC71 SING N N 15 
SN2 C7  HC72 SING N N 16 
SN2 C8  C10  SING N N 17 
SN2 C8  N3   SING N N 18 
SN2 C8  HC81 SING N N 19 
SN2 C8  HC82 SING N N 20 
SN2 C9  CL2  SING N N 21 
SN2 C9  HC91 SING N N 22 
SN2 C9  HC92 SING N N 23 
SN2 C10 CL1  SING N N 24 
SN2 C10 H101 SING N N 25 
SN2 C10 H102 SING N N 26 
SN2 C13 O4   DOUB N N 27 
SN2 C13 N4   SING N N 28 
SN2 O1  N1   SING N N 29 
SN2 O2  N2   DOUB N N 30 
SN2 O3  N1   DOUB N N 31 
SN2 O5  N2   SING N N 32 
SN2 N4  HN41 SING N N 33 
SN2 N4  HN42 SING N N 34 
# 
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 
SN2 SMILES           ACDLabs              10.04 [O-][N+](=O)c1c(cc(N(CCCl)CCCl)c(c1)[N+]([O-])=O)C(=O)N                                                          
SN2 InChI            InChI                1.02b InChI=1/C11H12Cl2N4O5/c12-1-3-15(4-2-13)9-5-7(11(14)18)8(16(19)20)6-10(9)17(21)22/h5-6H,1-4H2,(H2,14,18)/f/h14H2 
SN2 InChIKey         InChI                1.02b DQMALWRRERBILB-YGPBECBDCZ                                                                                        
SN2 SMILES_CANONICAL CACTVS               3.341 NC(=O)c1cc(N(CCCl)CCCl)c(cc1[N+]([O-])=O)[N+]([O-])=O                                                            
SN2 SMILES           CACTVS               3.341 NC(=O)c1cc(N(CCCl)CCCl)c(cc1[N+]([O-])=O)[N+]([O-])=O                                                            
SN2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c(cc(c1N(CCCl)CCCl)[N+](=O)[O-])[N+](=O)[O-])C(=O)N                                                          
SN2 SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c(cc(c1N(CCCl)CCCl)[N+](=O)[O-])[N+](=O)[O-])C(=O)N                                                          
# 
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 
SN2 "SYSTEMATIC NAME" ACDLabs              10.04 5-[bis(2-chloroethyl)amino]-2,4-dinitrobenzamide  
SN2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-[bis(2-chloroethyl)amino]-2,4-dinitro-benzamide 
# 
