data_EK8 # _chem_comp.id EK8 _chem_comp.name "(2R)-2-benzyl-3-[3-({[4-(piperidin-1-yl)benzoyl]amino}methyl)-4-propoxyphenyl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H38 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-10 _chem_comp.pdbx_modified_date 2013-04-26 _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 514.655 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EK8 _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 3VSP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 EK8 N89 N89 N 0 1 N N N 17.441 74.601 7.897 7.376 1.321 -0.383 N89 EK8 1 EK8 C80 C80 C 0 1 N N N 18.084 75.729 8.752 8.307 1.658 0.701 C80 EK8 2 EK8 C81 C81 C 0 1 N N N 17.185 76.978 8.467 9.654 2.076 0.108 C81 EK8 3 EK8 C82 C82 C 0 1 N N N 17.202 77.267 6.957 10.215 0.926 -0.732 C82 EK8 4 EK8 C83 C83 C 0 1 N N N 16.740 75.992 6.098 9.206 0.562 -1.824 C83 EK8 5 EK8 C84 C84 C 0 1 N N N 17.579 74.785 6.430 7.872 0.188 -1.175 C84 EK8 6 EK8 C99 C99 C 0 1 Y N N 17.606 72.201 8.587 5.073 0.723 -0.757 C99 EK8 7 EK8 C98 C98 C 0 1 Y N N 16.826 73.459 8.446 6.104 1.063 0.114 C98 EK8 8 EK8 C19 C19 C 0 1 Y N N 15.411 73.464 8.909 5.863 1.144 1.483 C19 EK8 9 EK8 C17 C17 C 0 1 Y N N 14.803 72.262 9.485 4.605 0.889 1.979 C17 EK8 10 EK8 C87 C87 C 0 1 Y N N 15.593 71.015 9.622 3.568 0.547 1.106 C87 EK8 11 EK8 C22 C22 C 0 1 Y N N 16.993 71.004 9.163 3.812 0.467 -0.268 C22 EK8 12 EK8 C97 C97 C 0 1 N N N 15.013 69.862 10.179 2.218 0.272 1.634 C97 EK8 13 EK8 O99 O99 O 0 1 N N N 13.841 69.498 9.896 2.007 0.342 2.830 O99 EK8 14 EK8 N99 N99 N 0 1 N N N 15.879 69.188 11.060 1.219 -0.057 0.792 N99 EK8 15 EK8 C15 C15 C 0 1 N N N 15.500 67.961 11.757 -0.121 -0.330 1.316 C15 EK8 16 EK8 C8 C8 C 0 1 Y N N 16.597 67.482 12.613 -1.046 -0.672 0.176 C8 EK8 17 EK8 C9 C9 C 0 1 Y N N 17.871 67.005 12.032 -1.041 -1.949 -0.363 C9 EK8 18 EK8 O3 O3 O 0 1 N N N 18.042 67.007 10.629 -0.202 -2.895 0.135 O3 EK8 19 EK8 C12 C12 C 0 1 N N N 19.055 67.900 10.169 -0.250 -4.189 -0.470 C12 EK8 20 EK8 C13 C13 C 0 1 N N N 19.672 67.344 8.932 0.757 -5.112 0.219 C13 EK8 21 EK8 C14 C14 C 0 1 N N N 19.198 68.148 7.755 0.705 -6.497 -0.429 C14 EK8 22 EK8 C10 C10 C 0 1 Y N N 18.942 66.532 12.951 -1.894 -2.260 -1.413 C10 EK8 23 EK8 C11 C11 C 0 1 Y N N 18.764 66.530 14.399 -2.746 -1.297 -1.917 C11 EK8 24 EK8 C6 C6 C 0 1 Y N N 17.494 67.009 14.976 -2.750 -0.024 -1.377 C6 EK8 25 EK8 C5 C5 C 0 1 N N N 17.262 67.035 16.465 -3.681 1.025 -1.929 C5 EK8 26 EK8 C2 C2 C 0 1 N N R 18.457 67.527 17.331 -5.056 0.881 -1.274 C2 EK8 27 EK8 C3 C3 C 0 1 N N N 18.582 69.095 17.270 -4.947 1.206 0.217 C3 EK8 28 EK8 C4 C4 C 0 1 Y N N 19.731 69.715 18.067 -6.273 0.947 0.886 C4 EK8 29 EK8 C51 C51 C 0 1 Y N N 19.500 70.355 19.336 -6.548 -0.301 1.414 C51 EK8 30 EK8 C52 C52 C 0 1 Y N N 20.571 70.939 20.107 -7.764 -0.539 2.027 C52 EK8 31 EK8 C53 C53 C 0 1 Y N N 21.917 70.893 19.601 -8.704 0.471 2.112 C53 EK8 32 EK8 C54 C54 C 0 1 Y N N 22.184 70.248 18.313 -8.429 1.718 1.584 C54 EK8 33 EK8 C55 C55 C 0 1 Y N N 21.095 69.663 17.543 -7.211 1.958 0.976 C55 EK8 34 EK8 C7 C7 C 0 1 Y N N 16.416 67.482 14.080 -1.905 0.287 -0.328 C7 EK8 35 EK8 C1 C1 C 0 1 N N N 18.157 66.934 18.638 -6.025 1.834 -1.926 C1 EK8 36 EK8 O1 O1 O 0 1 N N N 18.039 65.732 18.843 -5.649 2.923 -2.290 O1 EK8 37 EK8 O2 O2 O 0 1 N N N 18.001 67.780 19.698 -7.305 1.472 -2.103 O2 EK8 38 EK8 H1 H1 H 0 1 N N N 18.065 75.469 9.821 7.898 2.480 1.288 H1 EK8 39 EK8 H2 H2 H 0 1 N N N 19.122 75.914 8.438 8.447 0.788 1.343 H2 EK8 40 EK8 H3 H3 H 0 1 N N N 17.577 77.848 9.014 9.517 2.954 -0.523 H3 EK8 41 EK8 H4 H4 H 0 1 N N N 16.154 76.774 8.793 10.349 2.312 0.913 H4 EK8 42 EK8 H5 H5 H 0 1 N N N 18.224 77.545 6.660 11.154 1.235 -1.192 H5 EK8 43 EK8 H6 H6 H 0 1 N N N 16.519 78.103 6.747 10.390 0.060 -0.094 H6 EK8 44 EK8 H7 H7 H 0 1 N N N 16.847 76.221 5.028 9.061 1.416 -2.486 H7 EK8 45 EK8 H8 H8 H 0 1 N N N 15.686 75.770 6.322 9.581 -0.285 -2.399 H8 EK8 46 EK8 H9 H9 H 0 1 N N N 17.208 73.899 5.894 8.014 -0.675 -0.524 H9 EK8 47 EK8 H10 H10 H 0 1 N N N 18.631 74.962 6.161 7.146 -0.058 -1.951 H10 EK8 48 EK8 H11 H11 H 0 1 N N N 18.635 72.171 8.261 5.261 0.665 -1.819 H11 EK8 49 EK8 H12 H12 H 0 1 N N N 14.825 74.366 8.819 6.665 1.408 2.157 H12 EK8 50 EK8 H13 H13 H 0 1 N N N 13.774 72.284 9.812 4.420 0.951 3.041 H13 EK8 51 EK8 H14 H14 H 0 1 N N N 17.575 70.099 9.253 3.012 0.207 -0.945 H14 EK8 52 EK8 H15 H15 H 0 1 N N N 16.792 69.565 11.216 1.388 -0.113 -0.162 H15 EK8 53 EK8 H16 H16 H 0 1 N N N 14.617 68.160 12.382 -0.075 -1.169 2.011 H16 EK8 54 EK8 H17 H17 H 0 1 N N N 15.257 67.186 11.015 -0.495 0.552 1.836 H17 EK8 55 EK8 H18 H18 H 0 1 N N N 19.826 68.014 10.946 -1.253 -4.602 -0.364 H18 EK8 56 EK8 H19 H19 H 0 1 N N N 18.609 68.881 9.949 -0.002 -4.105 -1.528 H19 EK8 57 EK8 H20 H20 H 0 1 N N N 19.371 66.293 8.808 1.760 -4.699 0.112 H20 EK8 58 EK8 H21 H21 H 0 1 N N N 20.768 67.405 9.005 0.509 -5.196 1.276 H21 EK8 59 EK8 H22 H22 H 0 1 N N N 19.646 67.749 6.833 -0.298 -6.910 -0.323 H22 EK8 60 EK8 H23 H23 H 0 1 N N N 18.102 68.086 7.686 0.953 -6.413 -1.487 H23 EK8 61 EK8 H24 H24 H 0 1 N N N 19.499 69.198 7.883 1.423 -7.155 0.062 H24 EK8 62 EK8 H25 H25 H 0 1 N N N 19.875 66.181 12.535 -1.891 -3.254 -1.835 H25 EK8 63 EK8 H26 H26 H 0 1 N N N 19.557 66.180 15.044 -3.411 -1.539 -2.733 H26 EK8 64 EK8 H27 H27 H 0 1 N N N 16.408 67.699 16.661 -3.279 2.015 -1.717 H27 EK8 65 EK8 H28 H28 H 0 1 N N N 17.012 66.013 16.785 -3.776 0.894 -3.007 H28 EK8 66 EK8 H29 H29 H 0 1 N N N 19.383 67.090 16.929 -5.413 -0.141 -1.398 H29 EK8 67 EK8 H30 H30 H 0 1 N N N 18.713 69.380 16.216 -4.182 0.576 0.671 H30 EK8 68 EK8 H31 H31 H 0 1 N N N 17.642 69.521 17.651 -4.676 2.254 0.342 H31 EK8 69 EK8 H32 H32 H 0 1 N N N 18.493 70.399 19.723 -5.813 -1.090 1.347 H32 EK8 70 EK8 H33 H33 H 0 1 N N N 20.363 71.408 21.058 -7.979 -1.513 2.440 H33 EK8 71 EK8 H34 H34 H 0 1 N N N 22.726 71.331 20.167 -9.654 0.285 2.591 H34 EK8 72 EK8 H35 H35 H 0 1 N N N 23.194 70.206 17.932 -9.164 2.507 1.650 H35 EK8 73 EK8 H36 H36 H 0 1 N N N 21.294 69.194 16.591 -6.994 2.934 0.567 H36 EK8 74 EK8 H37 H37 H 0 1 N N N 15.486 67.831 14.503 -1.913 1.280 0.095 H37 EK8 75 EK8 H38 H38 H 0 1 N N N 17.813 67.276 20.481 -7.889 2.117 -2.526 H38 EK8 76 # 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 EK8 C83 C84 SING N N 1 EK8 C83 C82 SING N N 2 EK8 C84 N89 SING N N 3 EK8 C82 C81 SING N N 4 EK8 C14 C13 SING N N 5 EK8 N89 C98 SING N N 6 EK8 N89 C80 SING N N 7 EK8 C98 C99 DOUB Y N 8 EK8 C98 C19 SING Y N 9 EK8 C81 C80 SING N N 10 EK8 C99 C22 SING Y N 11 EK8 C19 C17 DOUB Y N 12 EK8 C13 C12 SING N N 13 EK8 C22 C87 DOUB Y N 14 EK8 C17 C87 SING Y N 15 EK8 C87 C97 SING N N 16 EK8 O99 C97 DOUB N N 17 EK8 C12 O3 SING N N 18 EK8 C97 N99 SING N N 19 EK8 O3 C9 SING N N 20 EK8 N99 C15 SING N N 21 EK8 C15 C8 SING N N 22 EK8 C9 C8 DOUB Y N 23 EK8 C9 C10 SING Y N 24 EK8 C8 C7 SING Y N 25 EK8 C10 C11 DOUB Y N 26 EK8 C7 C6 DOUB Y N 27 EK8 C11 C6 SING Y N 28 EK8 C6 C5 SING N N 29 EK8 C5 C2 SING N N 30 EK8 C3 C2 SING N N 31 EK8 C3 C4 SING N N 32 EK8 C2 C1 SING N N 33 EK8 C55 C4 DOUB Y N 34 EK8 C55 C54 SING Y N 35 EK8 C4 C51 SING Y N 36 EK8 C54 C53 DOUB Y N 37 EK8 C1 O1 DOUB N N 38 EK8 C1 O2 SING N N 39 EK8 C51 C52 DOUB Y N 40 EK8 C53 C52 SING Y N 41 EK8 C80 H1 SING N N 42 EK8 C80 H2 SING N N 43 EK8 C81 H3 SING N N 44 EK8 C81 H4 SING N N 45 EK8 C82 H5 SING N N 46 EK8 C82 H6 SING N N 47 EK8 C83 H7 SING N N 48 EK8 C83 H8 SING N N 49 EK8 C84 H9 SING N N 50 EK8 C84 H10 SING N N 51 EK8 C99 H11 SING N N 52 EK8 C19 H12 SING N N 53 EK8 C17 H13 SING N N 54 EK8 C22 H14 SING N N 55 EK8 N99 H15 SING N N 56 EK8 C15 H16 SING N N 57 EK8 C15 H17 SING N N 58 EK8 C12 H18 SING N N 59 EK8 C12 H19 SING N N 60 EK8 C13 H20 SING N N 61 EK8 C13 H21 SING N N 62 EK8 C14 H22 SING N N 63 EK8 C14 H23 SING N N 64 EK8 C14 H24 SING N N 65 EK8 C10 H25 SING N N 66 EK8 C11 H26 SING N N 67 EK8 C5 H27 SING N N 68 EK8 C5 H28 SING N N 69 EK8 C2 H29 SING N N 70 EK8 C3 H30 SING N N 71 EK8 C3 H31 SING N N 72 EK8 C51 H32 SING N N 73 EK8 C52 H33 SING N N 74 EK8 C53 H34 SING N N 75 EK8 C54 H35 SING N N 76 EK8 C55 H36 SING N N 77 EK8 C7 H37 SING N N 78 EK8 O2 H38 SING N N 79 # 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 EK8 SMILES ACDLabs 12.01 "O=C(O)C(Cc1ccccc1)Cc2cc(c(OCCC)cc2)CNC(=O)c3ccc(cc3)N4CCCCC4" EK8 InChI InChI 1.03 "InChI=1S/C32H38N2O4/c1-2-19-38-30-16-11-25(21-27(32(36)37)20-24-9-5-3-6-10-24)22-28(30)23-33-31(35)26-12-14-29(15-13-26)34-17-7-4-8-18-34/h3,5-6,9-16,22,27H,2,4,7-8,17-21,23H2,1H3,(H,33,35)(H,36,37)/t27-/m1/s1" EK8 InChIKey InChI 1.03 ISYAJDFASPMBOB-HHHXNRCGSA-N EK8 SMILES_CANONICAL CACTVS 3.370 "CCCOc1ccc(C[C@@H](Cc2ccccc2)C(O)=O)cc1CNC(=O)c3ccc(cc3)N4CCCCC4" EK8 SMILES CACTVS 3.370 "CCCOc1ccc(C[CH](Cc2ccccc2)C(O)=O)cc1CNC(=O)c3ccc(cc3)N4CCCCC4" EK8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)N3CCCCC3)C[C@@H](Cc4ccccc4)C(=O)O" EK8 SMILES "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)N3CCCCC3)CC(Cc4ccccc4)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 EK8 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-benzyl-3-[3-({[4-(piperidin-1-yl)benzoyl]amino}methyl)-4-propoxyphenyl]propanoic acid" EK8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-(phenylmethyl)-3-[3-[[(4-piperidin-1-ylphenyl)carbonylamino]methyl]-4-propoxy-phenyl]propanoic 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 EK8 "Create component" 2012-05-10 PDBJ EK8 "Initial release" 2013-05-01 RCSB #