data_54S # _chem_comp.id 54S _chem_comp.name "N-[(2-chlorobiphenyl-4-yl)methyl]-beta-alanyl-N-(3-carboxyphenyl)-beta-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H26 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-24 _chem_comp.pdbx_modified_date 2016-07-22 _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 479.955 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 54S _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5CU3 _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 54S C11 C1 C 0 1 N N N 5.825 131.317 354.173 -1.238 0.958 -0.206 C11 54S 1 54S C12 C2 C 0 1 N N N 4.676 132.970 352.804 -3.560 1.625 -0.368 C12 54S 2 54S C13 C3 C 0 1 Y N N 4.348 134.430 352.622 -4.978 1.173 -0.125 C13 54S 3 54S C14 C4 C 0 1 Y N N 5.063 135.414 353.286 -5.576 1.410 1.099 C14 54S 4 54S C16 C5 C 0 1 Y N N 3.740 137.155 352.269 -7.582 0.346 0.321 C16 54S 5 54S C17 C6 C 0 1 Y N N 3.028 136.160 351.602 -6.977 0.115 -0.914 C17 54S 6 54S C18 C7 C 0 1 Y N N 3.320 134.821 351.773 -5.677 0.529 -1.130 C18 54S 7 54S C19 C8 C 0 1 Y N N 3.447 138.611 352.142 -8.978 -0.098 0.561 C19 54S 8 54S C20 C9 C 0 1 Y N N 4.467 139.555 352.217 -9.979 0.219 -0.354 C20 54S 9 54S C21 C10 C 0 1 Y N N 4.189 140.907 352.136 -11.276 -0.197 -0.127 C21 54S 10 54S C22 C11 C 0 1 Y N N 2.892 141.342 351.979 -11.581 -0.927 1.007 C22 54S 11 54S C23 C12 C 0 1 Y N N 1.870 140.423 351.896 -10.591 -1.244 1.919 C23 54S 12 54S CL CL1 CL 0 0 N N N 1.739 136.578 350.520 -7.853 -0.694 -2.175 CL 54S 13 54S C24 C13 C 0 1 Y N N 2.141 139.069 351.976 -9.290 -0.839 1.699 C24 54S 14 54S C15 C14 C 0 1 Y N N 4.770 136.753 353.117 -6.874 0.999 1.327 C15 54S 15 54S N2 N1 N 0 1 N N N 5.299 132.680 354.094 -2.633 0.553 0.017 N2 54S 16 54S C10 C15 C 0 1 N N N 6.477 131.026 355.507 -0.304 -0.182 0.206 C10 54S 17 54S C9 C16 C 0 1 N N N 6.921 129.591 355.629 1.126 0.234 -0.023 C9 54S 18 54S O3 O1 O 0 1 N N N 7.427 128.997 354.684 1.374 1.333 -0.471 O3 54S 19 54S N1 N2 N 0 1 N N N 6.736 129.022 356.816 2.130 -0.616 0.271 N1 54S 20 54S C8 C17 C 0 1 N N N 6.747 127.580 357.011 3.521 -0.212 0.048 C8 54S 21 54S C7 C18 C 0 1 N N N 7.910 127.131 357.869 4.455 -1.351 0.460 C7 54S 22 54S C6 C19 C 0 1 N N N 7.987 127.886 359.172 5.885 -0.936 0.231 C6 54S 23 54S O2 O2 O 0 1 N N N 6.985 128.335 359.720 6.133 0.164 -0.217 O2 54S 24 54S N N3 N 0 1 N N N 9.237 128.033 359.655 6.889 -1.786 0.525 N 54S 25 54S C5 C20 C 0 1 Y N N 9.635 128.602 360.888 8.211 -1.438 0.223 C5 54S 26 54S C4 C21 C 0 1 Y N N 8.703 129.040 361.820 9.110 -2.416 -0.186 C4 54S 27 54S C3 C22 C 0 1 Y N N 9.127 129.707 362.956 10.417 -2.078 -0.486 C3 54S 28 54S C2 C23 C 0 1 Y N N 10.474 129.949 363.164 10.838 -0.768 -0.380 C2 54S 29 54S C25 C24 C 0 1 Y N N 10.989 128.819 361.111 8.622 -0.119 0.326 C25 54S 30 54S C1 C25 C 0 1 Y N N 11.415 129.510 362.240 9.942 0.221 0.030 C1 54S 31 54S C C26 C 0 1 N N N 12.852 129.861 362.391 10.388 1.626 0.138 C 54S 32 54S O1 O3 O 0 1 N N N 13.702 129.407 361.645 9.604 2.487 0.485 O1 54S 33 54S O O4 O 0 1 N N N 13.123 130.652 363.383 11.663 1.952 -0.149 O 54S 34 54S H1 H1 H 0 1 N N N 4.996 130.609 354.023 -1.091 1.186 -1.261 H1 54S 35 54S H2 H2 H 0 1 N N N 6.572 131.180 353.377 -1.017 1.843 0.391 H2 54S 36 54S H3 H3 H 0 1 N N N 3.745 132.389 352.726 -3.429 1.857 -1.424 H3 54S 37 54S H4 H4 H 0 1 N N N 5.367 132.664 352.005 -3.355 2.514 0.228 H4 54S 38 54S H5 H5 H 0 1 N N N 5.866 135.128 353.949 -5.027 1.916 1.878 H5 54S 39 54S H6 H6 H 0 1 N N N 2.746 134.074 351.244 -5.206 0.351 -2.086 H6 54S 40 54S H7 H7 H 0 1 N N N 5.489 139.227 352.340 -9.742 0.790 -1.240 H7 54S 41 54S H8 H8 H 0 1 N N N 4.993 141.625 352.196 -12.053 0.049 -0.836 H8 54S 42 54S H9 H9 H 0 1 N N N 2.677 142.399 351.921 -12.597 -1.250 1.182 H9 54S 43 54S H10 H10 H 0 1 N N N 0.852 140.761 351.768 -10.835 -1.819 2.801 H10 54S 44 54S H11 H11 H 0 1 N N N 1.331 138.358 351.909 -8.518 -1.087 2.412 H11 54S 45 54S H12 H12 H 0 1 N N N 5.346 137.497 353.648 -7.339 1.181 2.285 H12 54S 46 54S H13 H13 H 0 1 N N N 6.052 133.322 354.237 -2.780 0.274 0.976 H13 54S 47 54S H15 H15 H 0 1 N N N 7.355 131.678 355.621 -0.452 -0.409 1.262 H15 54S 48 54S H16 H16 H 0 1 N N N 5.754 131.241 356.308 -0.525 -1.066 -0.391 H16 54S 49 54S H17 H17 H 0 1 N N N 6.583 129.611 357.610 1.932 -1.495 0.629 H17 54S 50 54S H18 H18 H 0 1 N N N 5.809 127.281 357.501 3.668 0.016 -1.007 H18 54S 51 54S H19 H19 H 0 1 N N N 6.820 127.090 356.029 3.742 0.673 0.645 H19 54S 52 54S H20 H20 H 0 1 N N N 7.795 126.059 358.088 4.307 -1.579 1.516 H20 54S 53 54S H21 H21 H 0 1 N N N 8.844 127.293 357.311 4.234 -2.236 -0.137 H21 54S 54 54S H22 H22 H 0 1 N N N 9.975 127.698 359.069 6.696 -2.638 0.945 H22 54S 55 54S H23 H23 H 0 1 N N N 7.650 128.861 361.659 8.787 -3.443 -0.270 H23 54S 56 54S H24 H24 H 0 1 N N N 8.403 130.041 363.684 11.111 -2.843 -0.803 H24 54S 57 54S H25 H25 H 0 1 N N N 10.795 130.481 364.047 11.859 -0.509 -0.614 H25 54S 58 54S H26 H26 H 0 1 N N N 11.715 128.449 360.403 7.923 0.643 0.640 H26 54S 59 54S H27 H27 H 0 1 N N N 14.060 130.805 363.420 11.908 2.883 -0.064 H27 54S 60 # 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 54S CL C17 SING N N 1 54S C17 C18 DOUB Y N 2 54S C17 C16 SING Y N 3 54S C18 C13 SING Y N 4 54S C23 C24 DOUB Y N 5 54S C23 C22 SING Y N 6 54S C24 C19 SING Y N 7 54S C22 C21 DOUB Y N 8 54S C21 C20 SING Y N 9 54S C19 C20 DOUB Y N 10 54S C19 C16 SING N N 11 54S C16 C15 DOUB Y N 12 54S C13 C12 SING N N 13 54S C13 C14 DOUB Y N 14 54S C12 N2 SING N N 15 54S C15 C14 SING Y N 16 54S N2 C11 SING N N 17 54S C11 C10 SING N N 18 54S O3 C9 DOUB N N 19 54S C10 C9 SING N N 20 54S C9 N1 SING N N 21 54S N1 C8 SING N N 22 54S C8 C7 SING N N 23 54S C7 C6 SING N N 24 54S C6 N SING N N 25 54S C6 O2 DOUB N N 26 54S N C5 SING N N 27 54S C5 C25 DOUB Y N 28 54S C5 C4 SING Y N 29 54S C25 C1 SING Y N 30 54S O1 C DOUB N N 31 54S C4 C3 DOUB Y N 32 54S C1 C SING N N 33 54S C1 C2 DOUB Y N 34 54S C O SING N N 35 54S C3 C2 SING Y N 36 54S C11 H1 SING N N 37 54S C11 H2 SING N N 38 54S C12 H3 SING N N 39 54S C12 H4 SING N N 40 54S C14 H5 SING N N 41 54S C18 H6 SING N N 42 54S C20 H7 SING N N 43 54S C21 H8 SING N N 44 54S C22 H9 SING N N 45 54S C23 H10 SING N N 46 54S C24 H11 SING N N 47 54S C15 H12 SING N N 48 54S N2 H13 SING N N 49 54S C10 H15 SING N N 50 54S C10 H16 SING N N 51 54S N1 H17 SING N N 52 54S C8 H18 SING N N 53 54S C8 H19 SING N N 54 54S C7 H20 SING N N 55 54S C7 H21 SING N N 56 54S N H22 SING N N 57 54S C4 H23 SING N N 58 54S C3 H24 SING N N 59 54S C2 H25 SING N N 60 54S C25 H26 SING N N 61 54S O H27 SING N N 62 # 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 54S SMILES ACDLabs 12.01 "C(CC(NCCC(Nc1cc(ccc1)C(O)=O)=O)=O)NCc2ccc(c(c2)Cl)c3ccccc3" 54S InChI InChI 1.03 "InChI=1S/C26H26ClN3O4/c27-23-15-18(9-10-22(23)19-5-2-1-3-6-19)17-28-13-11-24(31)29-14-12-25(32)30-21-8-4-7-20(16-21)26(33)34/h1-10,15-16,28H,11-14,17H2,(H,29,31)(H,30,32)(H,33,34)" 54S InChIKey InChI 1.03 NZDQDPKZQDWCOF-UHFFFAOYSA-N 54S SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cccc(NC(=O)CCNC(=O)CCNCc2ccc(c(Cl)c2)c3ccccc3)c1" 54S SMILES CACTVS 3.385 "OC(=O)c1cccc(NC(=O)CCNC(=O)CCNCc2ccc(c(Cl)c2)c3ccccc3)c1" 54S SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2Cl)CNCCC(=O)NCCC(=O)Nc3cccc(c3)C(=O)O" 54S SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2Cl)CNCCC(=O)NCCC(=O)Nc3cccc(c3)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 54S "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2-chlorobiphenyl-4-yl)methyl]-beta-alanyl-N-(3-carboxyphenyl)-beta-alaninamide" 54S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[3-[3-[(3-chloranyl-4-phenyl-phenyl)methylamino]propanoylamino]propanoylamino]benzoic 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 54S "Create component" 2015-07-24 EBI 54S "Initial release" 2016-07-27 RCSB #