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 2011-06-04 _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 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" SN2 InChI InChI 1.03 "InChI=1S/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)" SN2 InChIKey InChI 1.03 DQMALWRRERBILB-UHFFFAOYSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SN2 "Create component" 2003-03-11 RCSB SN2 "Modify descriptor" 2011-06-04 RCSB #