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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h25,27H 
XX5 InChIKey         InChI                1.02b NTCCRGGIJNDEAB-HOVOORPJDI                                                                                                                                                                
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                                                                                                                                       
# 
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" 
# 
