data_EK1 # _chem_comp.id EK1 _chem_comp.name "(2R)-2-benzyl-3-[4-propoxy-3-({[4-(pyrimidin-2-yl)benzoyl]amino}methyl)phenyl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H31 N3 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 509.596 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EK1 _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 3VSO _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 EK1 N81 N81 N 0 1 Y N N 16.619 75.693 8.073 8.561 -1.370 -0.704 N81 EK1 1 EK1 C82 C82 C 0 1 Y N N 17.129 74.471 7.898 7.596 -1.133 0.173 C82 EK1 2 EK1 N83 N83 N 0 1 Y N N 18.152 74.231 7.060 7.826 -1.145 1.479 N83 EK1 3 EK1 C84 C84 C 0 1 Y N N 18.714 75.234 6.382 9.036 -1.395 1.949 C84 EK1 4 EK1 C85 C85 C 0 1 Y N N 18.227 76.524 6.537 10.069 -1.648 1.059 C85 EK1 5 EK1 C86 C86 C 0 1 Y N N 17.153 76.727 7.413 9.793 -1.627 -0.300 C86 EK1 6 EK1 C99 C99 C 0 1 Y N N 17.280 72.142 8.626 5.198 -0.597 0.591 C99 EK1 7 EK1 C98 C98 C 0 1 Y N N 16.550 73.327 8.584 6.226 -0.848 -0.317 C98 EK1 8 EK1 C19 C19 C 0 1 Y N N 15.282 73.395 9.144 5.965 -0.831 -1.688 C19 EK1 9 EK1 C17 C17 C 0 1 Y N N 14.741 72.274 9.773 4.693 -0.566 -2.144 C17 EK1 10 EK1 C87 C87 C 0 1 Y N N 15.479 71.095 9.817 3.664 -0.315 -1.235 C87 EK1 11 EK1 C22 C22 C 0 1 Y N N 16.738 71.041 9.246 3.925 -0.333 0.137 C22 EK1 12 EK1 C97 C97 C 0 1 N N N 14.941 69.878 10.473 2.298 -0.030 -1.724 C97 EK1 13 EK1 O99 O99 O 0 1 N N N 13.897 69.419 10.072 2.071 -0.014 -2.918 O99 EK1 14 EK1 N99 N99 N 0 1 N N N 15.760 69.282 11.613 1.304 0.212 -0.846 N99 EK1 15 EK1 C15 C15 C 0 1 N N N 15.450 68.104 12.427 -0.049 0.494 -1.331 C15 EK1 16 EK1 C8 C8 C 0 1 Y N N 16.578 67.574 13.298 -0.965 0.728 -0.157 C8 EK1 17 EK1 C9 C9 C 0 1 Y N N 17.732 67.164 12.652 -0.978 1.961 0.478 C9 EK1 18 EK1 O3 O3 O 0 1 N N N 17.776 67.254 11.245 -0.166 2.960 0.042 O3 EK1 19 EK1 C12 C12 C 0 1 N N N 18.923 66.932 10.575 -0.233 4.203 0.744 C12 EK1 20 EK1 C13 C13 C 0 1 N N N 19.443 67.952 9.592 0.744 5.198 0.114 C13 EK1 21 EK1 C14 C14 C 0 1 N N N 18.842 69.270 9.622 0.673 6.529 0.865 C14 EK1 22 EK1 C10 C10 C 0 1 Y N N 18.807 66.673 13.384 -1.822 2.173 1.559 C10 EK1 23 EK1 C11 C11 C 0 1 Y N N 18.736 66.593 14.773 -2.647 1.156 1.999 C11 EK1 24 EK1 C6 C6 C 0 1 Y N N 17.580 67.010 15.442 -2.631 -0.072 1.365 C6 EK1 25 EK1 C5 C5 C 0 1 N N N 17.532 66.907 16.992 -3.531 -1.180 1.848 C5 EK1 26 EK1 C2 C2 C 0 1 N N R 18.687 67.529 17.818 -4.919 -1.018 1.223 C2 EK1 27 EK1 C3 C3 C 0 1 N N N 18.728 69.008 17.478 -4.825 -1.227 -0.289 C3 EK1 28 EK1 C4 C4 C 0 1 Y N N 19.781 69.919 18.231 -6.165 -0.947 -0.919 C4 EK1 29 EK1 C51 C51 C 0 1 Y N N 19.838 69.933 19.618 -6.474 0.330 -1.348 C51 EK1 30 EK1 C52 C52 C 0 1 Y N N 20.754 70.721 20.284 -7.704 0.587 -1.926 C52 EK1 31 EK1 C53 C53 C 0 1 Y N N 21.626 71.510 19.548 -8.624 -0.434 -2.075 C53 EK1 32 EK1 C54 C54 C 0 1 Y N N 21.568 71.493 18.161 -8.314 -1.711 -1.646 C54 EK1 33 EK1 C55 C55 C 0 1 Y N N 20.653 70.699 17.488 -7.083 -1.969 -1.074 C55 EK1 34 EK1 C7 C7 C 0 1 Y N N 16.504 67.499 14.703 -1.795 -0.284 0.284 C7 EK1 35 EK1 C1 C1 C 0 1 N N N 18.579 67.439 19.286 -5.858 -2.038 1.814 C1 EK1 36 EK1 O1 O1 O 0 1 N N N 19.302 66.635 19.936 -5.453 -3.143 2.089 O1 EK1 37 EK1 O2 O2 O 0 1 N N N 17.780 68.204 19.946 -7.143 -1.719 2.034 O2 EK1 38 EK1 H1 H1 H 0 1 N N N 19.543 75.043 5.717 9.217 -1.403 3.014 H1 EK1 39 EK1 H2 H2 H 0 1 N N N 18.665 77.350 5.996 11.067 -1.855 1.417 H2 EK1 40 EK1 H3 H3 H 0 1 N N N 16.755 77.721 7.556 10.575 -1.820 -1.020 H3 EK1 41 EK1 H4 H4 H 0 1 N N N 18.261 72.088 8.177 5.399 -0.615 1.652 H4 EK1 42 EK1 H5 H5 H 0 1 N N N 14.716 74.313 9.093 6.762 -1.026 -2.391 H5 EK1 43 EK1 H6 H6 H 0 1 N N N 13.760 72.320 10.221 4.492 -0.553 -3.205 H6 EK1 44 EK1 H7 H7 H 0 1 N N N 17.303 70.121 9.288 3.128 -0.143 0.841 H7 EK1 45 EK1 H8 H8 H 0 1 N N N 14.610 68.364 13.088 -0.031 1.384 -1.961 H8 EK1 46 EK1 H9 H9 H 0 1 N N N 18.735 66.001 10.021 -1.246 4.601 0.682 H9 EK1 47 EK1 H10 H10 H 0 1 N N N 19.293 67.544 8.582 1.757 4.800 0.176 H10 EK1 48 EK1 H11 H11 H 0 1 N N N 19.314 69.906 8.858 0.938 6.371 1.911 H11 EK1 49 EK1 H12 H12 H 0 1 N N N 17.765 69.186 9.415 1.369 7.237 0.417 H12 EK1 50 EK1 H13 H13 H 0 1 N N N 18.991 69.718 10.615 -0.340 6.926 0.804 H13 EK1 51 EK1 H14 H14 H 0 1 N N N 19.702 66.352 12.873 -1.834 3.132 2.055 H14 EK1 52 EK1 H15 H15 H 0 1 N N N 19.575 66.208 15.334 -3.304 1.321 2.840 H15 EK1 53 EK1 H16 H16 H 0 1 N N N 16.602 67.394 17.320 -3.112 -2.143 1.556 H16 EK1 54 EK1 H17 H17 H 0 1 N N N 17.494 65.837 17.244 -3.614 -1.134 2.934 H17 EK1 55 EK1 H18 H18 H 0 1 N N N 19.631 67.066 17.494 -5.295 -0.016 1.429 H18 EK1 56 EK1 H19 H19 H 0 1 N N N 18.937 69.090 16.401 -4.080 -0.548 -0.704 H19 EK1 57 EK1 H20 H20 H 0 1 N N N 17.730 69.419 17.690 -4.534 -2.257 -0.497 H20 EK1 58 EK1 H21 H21 H 0 1 N N N 19.155 69.318 20.184 -5.756 1.128 -1.231 H21 EK1 59 EK1 H22 H22 H 0 1 N N N 20.792 70.724 21.363 -7.945 1.585 -2.260 H22 EK1 60 EK1 H23 H23 H 0 1 N N N 22.348 72.135 20.052 -9.584 -0.234 -2.526 H23 EK1 61 EK1 H24 H24 H 0 1 N N N 22.250 72.111 17.595 -9.033 -2.509 -1.762 H24 EK1 62 EK1 H25 H25 H 0 1 N N N 20.620 70.688 16.409 -6.841 -2.967 -0.739 H25 EK1 63 EK1 H26 H26 H 0 1 N N N 15.607 67.823 15.211 -1.788 -1.243 -0.213 H26 EK1 64 EK1 H27 H27 H 0 1 N N N 17.869 68.029 20.875 -7.707 -2.407 2.415 H27 EK1 65 EK1 H28 H28 H 0 1 N N N 16.614 69.754 11.832 1.485 0.199 0.106 H28 EK1 66 EK1 H29 H29 H 0 1 N N N 15.144 67.296 11.746 -0.411 -0.354 -1.911 H29 EK1 67 EK1 H30 H30 H 0 1 N N N 19.710 66.760 11.324 0.032 4.045 1.789 H30 EK1 68 EK1 H31 H31 H 0 1 N N N 20.519 68.075 9.782 0.479 5.356 -0.931 H31 EK1 69 # 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 EK1 C84 C85 DOUB Y N 1 EK1 C84 N83 SING Y N 2 EK1 C85 C86 SING Y N 3 EK1 N83 C82 DOUB Y N 4 EK1 C86 N81 DOUB Y N 5 EK1 C82 N81 SING Y N 6 EK1 C82 C98 SING N N 7 EK1 C98 C99 DOUB Y N 8 EK1 C98 C19 SING Y N 9 EK1 C99 C22 SING Y N 10 EK1 C19 C17 DOUB Y N 11 EK1 C22 C87 DOUB Y N 12 EK1 C13 C14 SING N N 13 EK1 C13 C12 SING N N 14 EK1 C17 C87 SING Y N 15 EK1 C87 C97 SING N N 16 EK1 O99 C97 DOUB N N 17 EK1 C97 N99 SING N N 18 EK1 C12 O3 SING N N 19 EK1 O3 C9 SING N N 20 EK1 N99 C15 SING N N 21 EK1 C15 C8 SING N N 22 EK1 C9 C8 DOUB Y N 23 EK1 C9 C10 SING Y N 24 EK1 C8 C7 SING Y N 25 EK1 C10 C11 DOUB Y N 26 EK1 C7 C6 DOUB Y N 27 EK1 C11 C6 SING Y N 28 EK1 C6 C5 SING N N 29 EK1 C5 C2 SING N N 30 EK1 C3 C2 SING N N 31 EK1 C3 C4 SING N N 32 EK1 C55 C54 DOUB Y N 33 EK1 C55 C4 SING Y N 34 EK1 C2 C1 SING N N 35 EK1 C54 C53 SING Y N 36 EK1 C4 C51 DOUB Y N 37 EK1 C1 O1 DOUB N N 38 EK1 C1 O2 SING N N 39 EK1 C53 C52 DOUB Y N 40 EK1 C51 C52 SING Y N 41 EK1 C84 H1 SING N N 42 EK1 C85 H2 SING N N 43 EK1 C86 H3 SING N N 44 EK1 C99 H4 SING N N 45 EK1 C19 H5 SING N N 46 EK1 C17 H6 SING N N 47 EK1 C22 H7 SING N N 48 EK1 C15 H8 SING N N 49 EK1 C12 H9 SING N N 50 EK1 C13 H10 SING N N 51 EK1 C14 H11 SING N N 52 EK1 C14 H12 SING N N 53 EK1 C14 H13 SING N N 54 EK1 C10 H14 SING N N 55 EK1 C11 H15 SING N N 56 EK1 C5 H16 SING N N 57 EK1 C5 H17 SING N N 58 EK1 C2 H18 SING N N 59 EK1 C3 H19 SING N N 60 EK1 C3 H20 SING N N 61 EK1 C51 H21 SING N N 62 EK1 C52 H22 SING N N 63 EK1 C53 H23 SING N N 64 EK1 C54 H24 SING N N 65 EK1 C55 H25 SING N N 66 EK1 C7 H26 SING N N 67 EK1 O2 H27 SING N N 68 EK1 N99 H28 SING N N 69 EK1 C15 H29 SING N N 70 EK1 C12 H30 SING N N 71 EK1 C13 H31 SING N N 72 # 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 EK1 SMILES ACDLabs 12.01 "O=C(O)C(Cc1ccccc1)Cc2cc(c(OCCC)cc2)CNC(=O)c4ccc(c3ncccn3)cc4" EK1 InChI InChI 1.03 "InChI=1S/C31H31N3O4/c1-2-17-38-28-14-9-23(19-26(31(36)37)18-22-7-4-3-5-8-22)20-27(28)21-34-30(35)25-12-10-24(11-13-25)29-32-15-6-16-33-29/h3-16,20,26H,2,17-19,21H2,1H3,(H,34,35)(H,36,37)/t26-/m1/s1" EK1 InChIKey InChI 1.03 DEAVJKJURZRSJV-AREMUKBSSA-N EK1 SMILES_CANONICAL CACTVS 3.370 "CCCOc1ccc(C[C@@H](Cc2ccccc2)C(O)=O)cc1CNC(=O)c3ccc(cc3)c4ncccn4" EK1 SMILES CACTVS 3.370 "CCCOc1ccc(C[CH](Cc2ccccc2)C(O)=O)cc1CNC(=O)c3ccc(cc3)c4ncccn4" EK1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)c3ncccn3)C[C@@H](Cc4ccccc4)C(=O)O" EK1 SMILES "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)c3ncccn3)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 EK1 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-benzyl-3-[4-propoxy-3-({[4-(pyrimidin-2-yl)benzoyl]amino}methyl)phenyl]propanoic acid" EK1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-(phenylmethyl)-3-[4-propoxy-3-[[(4-pyrimidin-2-ylphenyl)carbonylamino]methyl]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 EK1 "Create component" 2012-05-10 PDBJ EK1 "Initial release" 2013-05-01 RCSB #