data_TSN
#

_chem_comp.id                                   TSN
_chem_comp.name                                 "TRICHOSTATIN A"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H22 N2 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "7-[4-(DIMETHYLAMINO)PHENYL]-N-HYDROXY-4,6-DIMETHYL-7-OXO-2,4-HEPTADIENAMIDE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-30
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       302.368
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    TSN
_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       1C3R
_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
TSN  O1    O1    O  0  1  N  N  N  50.964   0.911  85.428  -1.237  -0.663   8.121  O1    TSN   1  
TSN  O2    O2    O  0  1  N  N  N  51.255   3.324  86.654   0.693  -0.621   6.277  O2    TSN   2  
TSN  O3    O3    O  0  1  N  N  N  51.569   6.512  93.219   2.240  -0.917  -0.750  O3    TSN   3  
TSN  N1    N1    N  0  1  N  N  N  50.347   1.221  86.634  -1.451  -0.306   6.767  N1    TSN   4  
TSN  N2    N2    N  0  1  N  N  N  47.061  11.139  93.713  -1.118  -0.251  -6.054  N2    TSN   5  
TSN  C1    C1    C  0  1  Y  N  N  49.443   7.579  93.304   0.732  -0.140  -2.340  C1    TSN   6  
TSN  C2    C2    C  0  1  Y  N  N  48.035   7.529  93.267   1.090  -1.120  -3.275  C2    TSN   7  
TSN  C3    C3    C  0  1  Y  N  N  47.227   8.657  93.398   0.479  -1.154  -4.495  C3    TSN   8  
TSN  C4    C4    C  0  1  Y  N  N  47.837   9.971  93.583  -0.499  -0.214  -4.811  C4    TSN   9  
TSN  C5    C5    C  0  1  Y  N  N  49.274  10.017  93.626  -0.858   0.762  -3.885  C5    TSN  10  
TSN  C6    C6    C  0  1  Y  N  N  50.041   8.869  93.495  -0.256   0.799  -2.661  C6    TSN  11  
TSN  C7    C7    C  0  1  N  N  N  50.349   6.405  93.167   1.387  -0.100  -1.028  C7    TSN  12  
TSN  C8    C8    C  0  1  N  N  R  49.716   5.006  92.905   1.001   0.955  -0.024  C8    TSN  13  
TSN  C9    C9    C  0  1  N  N  N  50.134   4.552  91.518   1.189   0.416   1.369  C9    TSN  14  
TSN  C10   C10   C  0  1  N  N  N  49.419   3.807  90.616   0.169   0.420   2.230  C10   TSN  15  
TSN  C11   C11   C  0  1  N  N  N  50.118   3.553  89.327   0.390   0.052   3.629  C11   TSN  16  
TSN  C12   C12   C  0  1  N  N  N  49.762   2.624  88.409  -0.642   0.056   4.500  C12   TSN  17  
TSN  C13   C13   C  0  1  N  N  N  50.529   2.462  87.170  -0.421  -0.311   5.898  C13   TSN  18  
TSN  C14   C14   C  0  1  N  N  N  50.208   4.019  93.994   1.884   2.190  -0.217  C14   TSN  19  
TSN  C15   C15   C  0  1  N  N  N  48.013   3.270  90.863  -1.210   0.804   1.761  C15   TSN  20  
TSN  C17   C17   C  0  1  N  N  N  47.699  12.456  93.883  -0.659  -1.198  -7.073  C17   TSN  21  
TSN  C16   C16   C  0  1  N  N  N  45.610  11.107  93.679  -2.231   0.656  -6.346  C16   TSN  22  
TSN  HO1   HO1   H  0  1  N  N  N  50.837   0.046  85.054  -2.093  -0.595   8.567  HO1   TSN  23  
TSN  HN1   HN1   H  0  1  N  N  N  49.764   0.541  87.122  -2.339  -0.059   6.466  HN1   TSN  24  
TSN  H21   1H2   H  0  1  N  N  N  47.538   6.554  93.127   1.850  -1.849  -3.030  H21   TSN  25  
TSN  H31   1H3   H  0  1  N  N  N  46.134   8.513  93.356   0.754  -1.909  -5.216  H31   TSN  26  
TSN  H51   1H5   H  0  1  N  N  N  49.809  10.971  93.765  -1.617   1.488  -4.135  H51   TSN  27  
TSN  H61   1H6   H  0  1  N  N  N  51.137   8.983  93.543  -0.535   1.556  -1.943  H61   TSN  28  
TSN  H8    H8    H  0  1  N  N  N  48.602   5.048  92.952  -0.043   1.229  -0.170  H8    TSN  29  
TSN  H9    H9    H  0  1  N  N  N  51.120   4.805  91.095   2.149   0.025   1.672  H9    TSN  30  
TSN  H111  1H11  H  0  0  N  N  N  51.008   4.123  89.013   1.379  -0.223   3.965  H111  TSN  31  
TSN  H121  1H12  H  0  0  N  N  N  48.875   2.018  88.662  -1.631   0.332   4.164  H121  TSN  32  
TSN  H141  1H14  H  0  0  N  N  N  49.754   3.017  93.806   2.928   1.915  -0.071  H141  TSN  33  
TSN  H142  2H14  H  0  0  N  N  N  51.320   3.976  94.058   1.747   2.580  -1.226  H142  TSN  34  
TSN  H143  3H14  H  0  0  N  N  N  50.006   4.390  95.026   1.604   2.953   0.508  H143  TSN  35  
TSN  H151  1H15  H  0  0  N  N  N  47.431   2.664  90.129  -1.200   0.944   0.680  H151  TSN  36  
TSN  H152  2H15  H  0  0  N  N  N  48.051   2.683  91.810  -1.914   0.014   2.019  H152  TSN  37  
TSN  H153  3H15  H  0  0  N  N  N  47.376   4.142  91.140  -1.512   1.733   2.245  H153  TSN  38  
TSN  H171  1H17  H  0  0  N  N  N  47.084  13.380  93.985  -1.260  -1.081  -7.975  H171  TSN  39  
TSN  H172  2H17  H  0  0  N  N  N  48.387  12.397  94.758   0.387  -1.002  -7.306  H172  TSN  40  
TSN  H173  3H17  H  0  0  N  N  N  48.413  12.606  93.040  -0.763  -2.216  -6.697  H173  TSN  41  
TSN  H161  1H16  H  0  0  N  N  N  44.995  12.031  93.781  -2.370   1.340  -5.509  H161  TSN  42  
TSN  H162  2H16  H  0  0  N  N  N  45.303  10.598  92.735  -2.008   1.225  -7.248  H162  TSN  43  
TSN  H163  3H16  H  0  0  N  N  N  45.267  10.383  94.455  -3.142   0.077  -6.497  H163  TSN  44  
#   #
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
TSN  O1   N1    SING  N  N   1  
TSN  O1   HO1   SING  N  N   2  
TSN  O2   C13   DOUB  N  N   3  
TSN  O3   C7    DOUB  N  N   4  
TSN  N1   C13   SING  N  N   5  
TSN  N1   HN1   SING  N  N   6  
TSN  N2   C4    SING  N  N   7  
TSN  N2   C17   SING  N  N   8  
TSN  N2   C16   SING  N  N   9  
TSN  C1   C2    DOUB  Y  N  10  
TSN  C1   C6    SING  Y  N  11  
TSN  C1   C7    SING  N  N  12  
TSN  C2   C3    SING  Y  N  13  
TSN  C2   H21   SING  N  N  14  
TSN  C3   C4    DOUB  Y  N  15  
TSN  C3   H31   SING  N  N  16  
TSN  C4   C5    SING  Y  N  17  
TSN  C5   C6    DOUB  Y  N  18  
TSN  C5   H51   SING  N  N  19  
TSN  C6   H61   SING  N  N  20  
TSN  C7   C8    SING  N  N  21  
TSN  C8   C9    SING  N  N  22  
TSN  C8   C14   SING  N  N  23  
TSN  C8   H8    SING  N  N  24  
TSN  C9   C10   DOUB  N  E  25  
TSN  C9   H9    SING  N  N  26  
TSN  C10  C11   SING  N  N  27  
TSN  C10  C15   SING  N  N  28  
TSN  C11  C12   DOUB  N  E  29  
TSN  C11  H111  SING  N  N  30  
TSN  C12  C13   SING  N  N  31  
TSN  C12  H121  SING  N  N  32  
TSN  C14  H141  SING  N  N  33  
TSN  C14  H142  SING  N  N  34  
TSN  C14  H143  SING  N  N  35  
TSN  C15  H151  SING  N  N  36  
TSN  C15  H152  SING  N  N  37  
TSN  C15  H153  SING  N  N  38  
TSN  C17  H171  SING  N  N  39  
TSN  C17  H172  SING  N  N  40  
TSN  C17  H173  SING  N  N  41  
TSN  C16  H161  SING  N  N  42  
TSN  C16  H162  SING  N  N  43  
TSN  C16  H163  SING  N  N  44  
#   #
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
TSN  SMILES            ACDLabs               10.04  "O=C(NO)\C=C\C(=C\C(C(=O)c1ccc(N(C)C)cc1)C)C"  
TSN  SMILES_CANONICAL  CACTVS                3.341  "C[C@H](\C=C(C)\C=C\C(=O)NO)C(=O)c1ccc(cc1)N(C)C"  
TSN  SMILES            CACTVS                3.341  "C[CH](C=C(C)C=CC(=O)NO)C(=O)c1ccc(cc1)N(C)C"  
TSN  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@H](\C=C(/C)\C=C\C(=O)NO)C(=O)c1ccc(cc1)N(C)C"  
TSN  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C=C(C)C=CC(=O)NO)C(=O)c1ccc(cc1)N(C)C"  
TSN  InChI             InChI                 1.03   "InChI=1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1"  
TSN  InChIKey          InChI                 1.03   RTKIYFITIVXBLE-QEQCGCAPSA-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
TSN  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide"  
TSN  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2E,4E,6R)-7-(4-dimethylaminophenyl)-N-hydroxy-4,6-dimethyl-7-oxo-hepta-2,4-dienamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
TSN  "Create component"   1999-07-30  EBI   
TSN  "Modify descriptor"  2011-06-04  RCSB  
TSN  "Modify synonyms"    2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     TSN
_pdbx_chem_comp_synonyms.name        "7-[4-(DIMETHYLAMINO)PHENYL]-N-HYDROXY-4,6-DIMETHYL-7-OXO-2,4-HEPTADIENAMIDE"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
