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 ? ##