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 
# 
