data_TNS
# 
_chem_comp.id                                    TNS 
_chem_comp.name                                  
;N-(TRANS-4'-NITRO-4-STILBENYL)-N-METHYL-5-AMINO-PENTANOIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-[{4-[(E)-2-(4-NITROPHENYL)VINYL]PHENYL}(METHYL)AMINO]PENTANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-20 
_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                        354.400 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TNS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2G2R 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TNS O22  O22  O 0  1 N N N -58.354 27.437 12.097 -6.056 8.103  -5.446  O22  TNS 1  
TNS C20  C20  C 0  1 N N N -57.357 28.067 12.538 -5.005 8.674  -5.184  C20  TNS 2  
TNS O21  O21  O 0  1 N N N -57.090 28.094 13.776 -4.804 9.999  -5.394  O21  TNS 3  
TNS C19  C19  C 0  1 N N N -56.474 28.810 11.523 -3.799 7.990  -4.591  C19  TNS 4  
TNS C18  C18  C 0  1 N N N -54.959 28.549 11.685 -4.012 6.490  -4.405  C18  TNS 5  
TNS C17  C17  C 0  1 N N N -54.631 27.053 11.826 -2.812 5.808  -3.738  C17  TNS 6  
TNS C16  C16  C 0  1 N N N -53.144 26.686 11.804 -3.015 4.307  -3.554  C16  TNS 7  
TNS N15  N15  N 0  1 N N N -53.010 25.411 12.527 -1.905 3.670  -2.899  N15  TNS 8  
TNS C23  C23  C 0  1 N N N -53.500 24.155 11.969 -1.969 3.454  -1.450  C23  TNS 9  
TNS C14  C14  C 0  1 Y N N -52.368 25.385 13.772 -0.763 3.264  -3.611  C14  TNS 10 
TNS C13  C13  C 0  1 Y N N -51.771 24.204 14.187 -0.688 3.464  -4.992  C13  TNS 11 
TNS C12  C12  C 0  1 Y N N -51.116 24.163 15.407 0.446  3.062  -5.698  C12  TNS 12 
TNS C9   C9   C 0  1 Y N N -52.294 26.527 14.577 0.304  2.660  -2.941  C9   TNS 13 
TNS C10  C10  C 0  1 Y N N -51.635 26.488 15.794 1.438  2.259  -3.647  C10  TNS 14 
TNS C11  C11  C 0  1 Y N N -51.050 25.298 16.206 1.509  2.460  -5.026  C11  TNS 15 
TNS C8   C8   C 0  1 N N N -50.339 25.187 17.504 2.691  2.041  -5.762  C8   TNS 16 
TNS C7   C7   C 0  1 N N N -50.228 26.222 18.325 3.055  2.501  -6.982  C7   TNS 17 
TNS C3   C3   C 0  1 Y N N -49.532 26.142 19.622 4.263  2.091  -7.719  C3   TNS 18 
TNS C2   C2   C 0  1 Y N N -49.484 27.302 20.389 4.890  0.901  -7.386  C2   TNS 19 
TNS C4   C4   C 0  1 Y N N -48.936 24.965 20.076 4.749  2.903  -8.731  C4   TNS 20 
TNS C5   C5   C 0  1 Y N N -48.289 24.965 21.305 5.892  2.514  -9.429  C5   TNS 21 
TNS C6   C6   C 0  1 Y N N -48.250 26.132 22.070 6.534  1.319  -9.106  C6   TNS 22 
TNS C1   C1   C 0  1 Y N N -48.844 27.302 21.615 6.033  0.513  -8.084  C1   TNS 23 
TNS N24  N24  N 1  1 N N N -47.606 26.143 23.319 7.698  0.923  -9.817  N24  TNS 24 
TNS O26  O26  O 0  1 N N N -47.075 25.127 23.740 8.132  1.663  -10.733 O26  TNS 25 
TNS O25  O25  O -1 1 N N N -47.571 27.160 24.010 8.260  -0.156 -9.510  O25  TNS 26 
TNS HO21 HO21 H 0  0 N N N -57.738 27.588 14.251 -5.568 10.481 -5.776  HO21 TNS 27 
TNS H191 1H19 H 0  0 N N N -56.631 29.885 11.693 -3.571 8.468  -3.631  H191 TNS 28 
TNS H192 2H19 H 0  0 N N N -56.768 28.481 10.515 -2.937 8.184  -5.240  H192 TNS 29 
TNS H181 1H18 H 0  0 N N N -54.628 29.054 12.604 -4.220 6.021  -5.373  H181 TNS 30 
TNS H182 2H18 H 0  0 N N N -54.441 28.937 10.795 -4.901 6.342  -3.780  H182 TNS 31 
TNS H171 1H17 H 0  0 N N N -55.074 26.564 10.946 -2.651 6.258  -2.751  H171 TNS 32 
TNS H172 2H17 H 0  0 N N N -55.037 26.718 12.792 -1.904 5.986  -4.327  H172 TNS 33 
TNS H161 1H16 H 0  0 N N N -52.538 27.472 12.277 -3.171 3.804  -4.513  H161 TNS 34 
TNS H162 2H16 H 0  0 N N N -52.792 26.577 10.768 -3.895 4.128  -2.929  H162 TNS 35 
TNS H231 1H23 H 0  0 N N N -54.469 23.905 12.425 -2.888 3.886  -1.046  H231 TNS 36 
TNS H232 2H23 H 0  0 N N N -52.777 23.353 12.180 -1.113 3.925  -0.959  H232 TNS 37 
TNS H233 3H23 H 0  0 N N N -53.623 24.260 10.881 -1.956 2.384  -1.226  H233 TNS 38 
TNS H13  H13  H 0  1 N N N -51.816 23.323 13.564 -1.511 3.933  -5.526  H13  TNS 39 
TNS H12  H12  H 0  1 N N N -50.655 23.245 15.739 0.486  3.226  -6.772  H12  TNS 40 
TNS H9   H9   H 0  1 N N N -52.755 27.446 14.246 0.259  2.499  -1.867  H9   TNS 41 
TNS H10  H10  H 0  1 N N N -51.577 27.370 16.414 2.259  1.790  -3.109  H10  TNS 42 
TNS H8   H8   H 0  1 N N N -49.902 24.241 17.786 3.340  1.317  -5.256  H8   TNS 43 
TNS H7   H7   H 0  1 N N N -50.666 27.164 18.031 2.449  3.257  -7.476  H7   TNS 44 
TNS H2   H2   H 0  1 N N N -49.949 28.207 20.025 4.511  0.262  -6.592  H2   TNS 45 
TNS H4   H4   H 0  1 N N N -48.977 24.066 19.480 4.259  3.837  -8.995  H4   TNS 46 
TNS H5   H5   H 0  1 N N N -47.817 24.064 21.668 6.273  3.152  -10.224 H5   TNS 47 
TNS H1   H1   H 0  1 N N N -48.807 28.201 22.212 6.524  -0.421 -7.822  H1   TNS 48 
# 
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 
TNS O22 C20  DOUB N N 1  
TNS C20 O21  SING N N 2  
TNS C20 C19  SING N N 3  
TNS O21 HO21 SING N N 4  
TNS C19 C18  SING N N 5  
TNS C19 H191 SING N N 6  
TNS C19 H192 SING N N 7  
TNS C18 C17  SING N N 8  
TNS C18 H181 SING N N 9  
TNS C18 H182 SING N N 10 
TNS C17 C16  SING N N 11 
TNS C17 H171 SING N N 12 
TNS C17 H172 SING N N 13 
TNS C16 N15  SING N N 14 
TNS C16 H161 SING N N 15 
TNS C16 H162 SING N N 16 
TNS N15 C23  SING N N 17 
TNS N15 C14  SING N N 18 
TNS C23 H231 SING N N 19 
TNS C23 H232 SING N N 20 
TNS C23 H233 SING N N 21 
TNS C14 C13  SING Y N 22 
TNS C14 C9   DOUB Y N 23 
TNS C13 C12  DOUB Y N 24 
TNS C13 H13  SING N N 25 
TNS C12 C11  SING Y N 26 
TNS C12 H12  SING N N 27 
TNS C9  C10  SING Y N 28 
TNS C9  H9   SING N N 29 
TNS C10 C11  DOUB Y N 30 
TNS C10 H10  SING N N 31 
TNS C11 C8   SING N N 32 
TNS C8  C7   DOUB N E 33 
TNS C8  H8   SING N N 34 
TNS C7  C3   SING N N 35 
TNS C7  H7   SING N N 36 
TNS C3  C2   DOUB Y N 37 
TNS C3  C4   SING Y N 38 
TNS C2  C1   SING Y N 39 
TNS C2  H2   SING N N 40 
TNS C4  C5   DOUB Y N 41 
TNS C4  H4   SING N N 42 
TNS C5  C6   SING Y N 43 
TNS C5  H5   SING N N 44 
TNS C6  C1   DOUB Y N 45 
TNS C6  N24  SING N N 46 
TNS C1  H1   SING N N 47 
TNS N24 O26  DOUB N N 48 
TNS N24 O25  SING N N 49 
# 
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 
TNS SMILES           ACDLabs              10.04 [O-][N+](=O)c1ccc(cc1)\C=C\c2ccc(N(C)CCCCC(=O)O)cc2                                                                                       
TNS InChI            InChI                1.02b InChI=1/C20H22N2O4/c1-21(15-3-2-4-20(23)24)18-11-7-16(8-12-18)5-6-17-9-13-19(14-10-17)22(25)26/h5-14H,2-4,15H2,1H3,(H,23,24)/b6-5+/f/h23H 
TNS InChIKey         InChI                1.02b QLLZAVDYYAQESE-WBSCDCLGDK                                                                                                                 
TNS SMILES_CANONICAL CACTVS               3.341 CN(CCCCC(O)=O)c1ccc(\C=C\c2ccc(cc2)[N+]([O-])=O)cc1                                                                                       
TNS SMILES           CACTVS               3.341 CN(CCCCC(O)=O)c1ccc(C=Cc2ccc(cc2)[N+]([O-])=O)cc1                                                                                         
TNS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(CCCCC(=O)O)c1ccc(cc1)\C=C\c2ccc(cc2)[N+](=O)[O-]                                                                                       
TNS SMILES           "OpenEye OEToolkits" 1.5.0 CN(CCCCC(=O)O)c1ccc(cc1)C=Cc2ccc(cc2)[N+](=O)[O-]                                                                                         
# 
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 
TNS "SYSTEMATIC NAME" ACDLabs              10.04 "5-(methyl{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}amino)pentanoic acid"  
TNS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[methyl-[4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl]amino]pentanoic acid" 
# 
