data_XX5
#

_chem_comp.id                                   XX5
_chem_comp.name                                 "(S,S)-2-{1-CARBOXY-2-[3-(3,5-DICHLORO-BENZYL)-3H-IMIDAZOL-4-YL]-ETHYLAMINO}-4-METHYL-PENTANOIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H23 Cl2 N3 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        MLN-4760
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-10-30
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       428.310
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XX5
_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       1R4L
_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
XX5  O1    O1    O   0  1  N  N  N  38.275  6.568  23.496   4.684  -0.667   5.064  O1    XX5   1  
XX5  C2    C2    C   0  1  N  N  N  38.329  6.978  24.645   3.966  -1.504   5.600  C2    XX5   2  
XX5  O3    O3    O   0  1  N  N  N  38.258  8.171  24.888   4.287  -2.082   6.783  O3    XX5   3  
XX5  C4    C4    C   0  1  N  N  S  38.497  5.953  25.798   2.683  -2.023   4.972  C4    XX5   4  
XX5  C5    C5    C   0  1  N  N  N  37.212  5.541  26.544   2.897  -3.291   4.132  C5    XX5   5  
XX5  C6    C6    C   0  1  N  N  N  35.846  6.059  26.119   1.659  -3.925   3.459  C6    XX5   6  
XX5  C7    C7    C   0  1  N  N  N  34.829  5.531  27.110   0.635  -4.299   4.538  C7    XX5   7  
XX5  C8    C8    C   0  1  N  N  N  35.445  5.521  24.741   0.994  -3.028   2.418  C8    XX5   8  
XX5  N9    N9    N   0  1  N  N  N  39.477  6.366  26.812   1.953  -1.010   4.255  N9    XX5   9  
XX5  C10   C10   C   0  1  N  N  S  40.870  6.006  26.523   1.559   0.092   5.132  C10   XX5  10  
XX5  C11   C11   C   0  1  N  N  N  41.104  4.529  26.073   0.696  -0.405   6.283  C11   XX5  11  
XX5  O12   O12   O   0  1  N  N  N  41.443  4.331  24.910   1.251  -0.267   7.511  O12   XX5  12  
XX5  O13   O13   O   0  1  N  N  N  40.957  3.615  26.874  -0.414  -0.901   6.119  O13   XX5  13  
XX5  C14   C14   C   0  1  N  N  N  41.777  6.341  27.739   0.813   1.182   4.351  C14   XX5  14  
XX5  C15   C15   C   0  1  Y  N  N  43.235  6.162  27.357   0.845   2.525   5.038  C15   XX5  15  
XX5  C16   C16   C   0  1  Y  N  N  43.858  6.771  26.249  -0.004   3.071   5.935  C16   XX5  16  
XX5  N17   N17   N   0  1  Y  N  N  45.121  6.364  26.246   0.427   4.326   6.287  N17   XX5  17  
XX5  C18   C18   C   0  1  Y  N  N  45.264  5.543  27.309   1.529   4.508   5.593  C18   XX5  18  
XX5  N19   N19   N   0  1  Y  N  N  44.158  5.367  28.044   1.821   3.425   4.812  N19   XX5  19  
XX5  C20   C20   C   0  1  N  N  N  43.951  4.519  29.301   2.959   3.305   3.931  C20   XX5  20  
XX5  C21   C21   C   0  1  Y  N  N  43.925  5.153  30.723   2.641   3.811   2.551  C21   XX5  21  
XX5  C22   C22   C   0  1  Y  N  N  44.666  6.346  30.990   1.961   5.012   2.403  C22   XX5  22  
XX5  C23   C23   C   0  1  Y  N  N  44.653  6.950  32.307   1.667   5.483   1.123  C23   XX5  23  
XX5  CL24  CL24  CL  0  0  N  N  N  45.569  8.433  32.649   0.824   6.970   0.926  CL24  XX5  24  
XX5  C25   C25   C   0  1  Y  N  N  43.905  6.381  33.369   2.056   4.748   0.003  C25   XX5  25  
XX5  C26   C26   C   0  1  Y  N  N  43.171  4.591  31.824   3.033   3.072   1.443  C26   XX5  26  
XX5  C27   C27   C   0  1  Y  N  N  43.162  5.207  33.146   2.739   3.542   0.163  C27   XX5  27  
XX5  CL28  CL28  CL  0  0  N  N  N  42.225  4.519  34.516   3.221   2.636  -1.218  CL28  XX5  28  
XX5  HC4   HC4   H   0  1  N  N  N  38.859  5.064  25.230   2.028  -2.279   5.815  HC4   XX5  29  
XX5  HC51  1HC5  H   0  0  N  N  N  37.350  5.782  27.624   3.607  -3.037   3.332  HC51  XX5  30  
XX5  HC52  2HC5  H   0  0  N  N  N  37.167  4.427  26.560   3.399  -4.048   4.751  HC52  XX5  31  
XX5  HC6   HC6   H   0  1  N  N  N  35.884  7.173  26.082   1.957  -4.856   2.963  HC6   XX5  32  
XX5  HC71  1HC7  H   0  0  N  N  N  35.080  5.784  28.167   1.075  -4.978   5.275  HC71  XX5  33  
XX5  HC72  2HC7  H   0  0  N  N  N  33.828  5.911  26.799   0.273  -3.410   5.067  HC72  XX5  34  
XX5  HC73  3HC7  H   0  0  N  N  N  34.860  4.421  27.214  -0.230  -4.806   4.096  HC73  XX5  35  
XX5  HC81  1HC8  H   0  0  N  N  N  35.487  4.407  24.710   0.803  -2.026   2.817  HC81  XX5  36  
XX5  HC82  2HC8  H   0  0  N  N  N  34.444  5.901  24.430   1.615  -2.937   1.522  HC82  XX5  37  
XX5  HC83  3HC8  H   0  0  N  N  N  36.223  5.744  23.974   0.036  -3.448   2.093  HC83  XX5  38  
XX5  HN9   HN9   H   0  1  N  N  N  39.206  6.008  27.728   2.531  -0.630   3.497  HN9   XX5  39  
XX5  H10   H10   H   0  1  N  N  N  41.146  6.626  25.638   2.485   0.479   5.572  H10   XX5  40  
XX5  H12   H12   H   0  1  N  N  N  41.585  3.433  24.636   0.697  -0.593   8.252  H12   XX5  41  
XX5  H141  1H14  H   0  0  N  N  N  41.504  5.747  28.642   1.249   1.301   3.350  H141  XX5  42  
XX5  H142  2H14  H   0  0  N  N  N  41.572  7.358  28.147  -0.228   0.878   4.178  H142  XX5  43  
XX5  H16   H16   H   0  1  N  N  N  43.425  7.458  25.502  -0.905   2.651   6.359  H16   XX5  44  
XX5  H18   H18   H   0  1  N  N  N  46.218  5.050  27.560   2.149   5.393   5.615  H18   XX5  45  
XX5  H201  1H20  H   0  0  N  N  N  44.723  3.714  29.300   3.264   2.251   3.906  H201  XX5  46  
XX5  H202  2H20  H   0  0  N  N  N  43.009  3.938  29.169   3.795   3.860   4.374  H202  XX5  47  
XX5  H22   H22   H   0  1  N  N  N  45.252  6.803  30.175   1.660   5.582   3.279  H22   XX5  48  
XX5  H25   H25   H   0  1  N  N  N  43.901  6.851  34.367   1.827   5.115  -0.995  H25   XX5  49  
XX5  H26   H26   H   0  1  N  N  N  42.589  3.670  31.651   3.565   2.132   1.573  H26   XX5  50  
XX5  HO1   HO1   H   0  1  N  N  N  38.162  8.655  24.076   5.133  -1.782   7.176  HO1   XX5  51  
#   #
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
XX5  O1   C2    DOUB  N  N   1  
XX5  C2   O3    SING  N  N   2  
XX5  C2   C4    SING  N  N   3  
XX5  C4   C5    SING  N  N   4  
XX5  C4   N9    SING  N  N   5  
XX5  C4   HC4   SING  N  N   6  
XX5  C5   C6    SING  N  N   7  
XX5  C5   HC51  SING  N  N   8  
XX5  C5   HC52  SING  N  N   9  
XX5  C6   C7    SING  N  N  10  
XX5  C6   C8    SING  N  N  11  
XX5  C6   HC6   SING  N  N  12  
XX5  C7   HC71  SING  N  N  13  
XX5  C7   HC72  SING  N  N  14  
XX5  C7   HC73  SING  N  N  15  
XX5  C8   HC81  SING  N  N  16  
XX5  C8   HC82  SING  N  N  17  
XX5  C8   HC83  SING  N  N  18  
XX5  N9   C10   SING  N  N  19  
XX5  N9   HN9   SING  N  N  20  
XX5  C10  C11   SING  N  N  21  
XX5  C10  C14   SING  N  N  22  
XX5  C10  H10   SING  N  N  23  
XX5  C11  O12   SING  N  N  24  
XX5  C11  O13   DOUB  N  N  25  
XX5  O12  H12   SING  N  N  26  
XX5  C14  C15   SING  N  N  27  
XX5  C14  H141  SING  N  N  28  
XX5  C14  H142  SING  N  N  29  
XX5  C15  C16   DOUB  Y  N  30  
XX5  C15  N19   SING  Y  N  31  
XX5  C16  N17   SING  Y  N  32  
XX5  C16  H16   SING  N  N  33  
XX5  N17  C18   DOUB  Y  N  34  
XX5  C18  N19   SING  Y  N  35  
XX5  C18  H18   SING  N  N  36  
XX5  N19  C20   SING  N  N  37  
XX5  C20  C21   SING  N  N  38  
XX5  C20  H201  SING  N  N  39  
XX5  C20  H202  SING  N  N  40  
XX5  C21  C22   DOUB  Y  N  41  
XX5  C21  C26   SING  Y  N  42  
XX5  C22  C23   SING  Y  N  43  
XX5  C22  H22   SING  N  N  44  
XX5  C23  CL24  SING  N  N  45  
XX5  C23  C25   DOUB  Y  N  46  
XX5  C25  C27   SING  Y  N  47  
XX5  C25  H25   SING  N  N  48  
XX5  C26  C27   DOUB  Y  N  49  
XX5  C26  H26   SING  N  N  50  
XX5  C27  CL28  SING  N  N  51  
XX5  HO1  O3    SING  N  N  52  
#   #
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
XX5  SMILES            ACDLabs               10.04  "O=C(O)C(NC(C(=O)O)Cc1cncn1Cc2cc(Cl)cc(Cl)c2)CC(C)C"  
XX5  SMILES_CANONICAL  CACTVS                3.341  "CC(C)C[C@H](N[C@@H](Cc1cncn1Cc2cc(Cl)cc(Cl)c2)C(O)=O)C(O)=O"  
XX5  SMILES            CACTVS                3.341  "CC(C)C[CH](N[CH](Cc1cncn1Cc2cc(Cl)cc(Cl)c2)C(O)=O)C(O)=O"  
XX5  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC(C)C[C@@H](C(=O)O)N[C@@H](Cc1cncn1Cc2cc(cc(c2)Cl)Cl)C(=O)O"  
XX5  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C)CC(C(=O)O)NC(Cc1cncn1Cc2cc(cc(c2)Cl)Cl)C(=O)O"  
XX5  InChI             InChI                 1.03   "InChI=1S/C19H23Cl2N3O4/c1-11(2)3-16(18(25)26)23-17(19(27)28)7-15-8-22-10-24(15)9-12-4-13(20)6-14(21)5-12/h4-6,8,10-11,16-17,23H,3,7,9H2,1-2H3,(H,25,26)(H,27,28)/t16-,17-/m0/s1"  
XX5  InChIKey          InChI                 1.03   NTCCRGGIJNDEAB-IRXDYDNUSA-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
XX5  "SYSTEMATIC NAME"  ACDLabs               10.04  "N-[(1S)-1-carboxy-3-methylbutyl]-3-(3,5-dichlorobenzyl)-L-histidine"  
XX5  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-[[(2S)-3-[3-[(3,5-dichlorophenyl)methyl]imidazol-4-yl]-1-hydroxy-1-oxo-propan-2-yl]amino]-4-methyl-pentanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
XX5  "Create component"   2003-10-30  RCSB  
XX5  "Modify descriptor"  2011-06-04  RCSB  
XX5  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     XX5
_pdbx_chem_comp_synonyms.name        MLN-4760
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
