data_544
# 
_chem_comp.id                                    544 
_chem_comp.name                                  "2-(1-METHYL-3-OXO-3-PHENYL-PROPYLAMINO)-3-{4-[2-(5-METHYL-2-PHENYL-OXAZOL-4-YL)-ETHOXY]-PHENYL}-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H30 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GW409544 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        510.580 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     544 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1K74 
_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 
544 N    N    N 0 1 N N N 13.808 18.842 13.102 -2.665 -3.403 0.656  N    544 1  
544 CA   CA   C 0 1 N N S 14.588 20.079 13.520 -3.288 -2.261 0.048  CA   544 2  
544 CB   CB   C 0 1 N N N 13.612 21.252 13.904 -3.130 -1.013 0.926  CB   544 3  
544 CG   CG   C 0 1 Y N N 12.552 21.523 12.822 -1.688 -0.618 1.135  CG   544 4  
544 CD1  CD1  C 0 1 Y N N 11.203 21.049 13.012 -0.991 -1.139 2.214  CD1  544 5  
544 CD2  CD2  C 0 1 Y N N 12.894 22.238 11.628 -1.088 0.258  0.245  CD2  544 6  
544 CE1  CE1  C 0 1 Y N N 10.221 21.289 12.012 0.341  -0.773 2.408  CE1  544 7  
544 CE2  CE2  C 0 1 Y N N 11.922 22.469 10.653 0.244  0.623  0.439  CE2  544 8  
544 CZ   CZ   C 0 1 Y N N 10.553 21.996 10.826 0.959  0.108  1.520  CZ   544 9  
544 OH   OH   O 0 1 N N N 9.493  22.176 9.896  2.258  0.466  1.710  OH   544 10 
544 C1A  C1A  C 0 1 N N R 14.234 17.573 12.559 -2.668 -4.615 0.023  C1A  544 11 
544 C1F  C1F  C 0 1 N N N 13.243 16.648 12.257 -1.727 -5.573 0.130  C1F  544 12 
544 C1B  C1B  C 0 1 N N N 15.685 17.192 12.292 -3.856 -4.852 -0.875 C1B  544 13 
544 C1H  C1H  C 0 1 Y N N 10.758 15.749 12.052 0.704  -6.175 0.578  C1H  544 14 
544 C1I  C1I  C 0 1 Y N N 9.457  16.130 11.541 0.928  -6.385 -0.768 C1I  544 15 
544 C1J  C1J  C 0 1 Y N N 8.514  15.150 11.150 2.079  -7.067 -1.163 C1J  544 16 
544 C1K  C1K  C 0 1 Y N N 8.846  13.772 11.259 2.981  -7.526 -0.204 C1K  544 17 
544 C1L  C1L  C 0 1 Y N N 10.129 13.375 11.754 2.733  -7.303 1.151  C1L  544 18 
544 C1M  C1M  C 0 1 Y N N 11.077 14.355 12.147 1.583  -6.620 1.546  C1M  544 19 
544 C1G  C1G  C 0 1 N N N 11.684 16.784 12.441 -0.519 -5.449 0.998  C1G  544 20 
544 O1G  O1G  O 0 1 N N N 11.233 17.827 12.951 -0.512 -4.807 2.041  O1G  544 21 
544 O3F  O3F  O 0 1 Y N N 8.450  19.164 6.592  5.105  -3.153 0.870  O3F  544 22 
544 C3G  C3G  C 0 1 Y N N 9.206  19.780 5.605  4.911  -2.761 2.159  C3G  544 23 
544 N3H  N3H  N 0 1 Y N N 9.340  21.164 5.878  4.673  -1.480 2.329  N3H  544 24 
544 C3C  C3C  C 0 1 Y N N 8.655  21.364 7.075  4.717  -1.016 1.056  C3C  544 25 
544 C3D  C3D  C 0 1 Y N N 8.109  20.116 7.510  4.973  -1.997 0.161  C3D  544 26 
544 C3E  C3E  C 0 1 N N N 7.269  19.803 8.764  5.132  -2.083 -1.295 C3E  544 27 
544 C3I  C3I  C 0 1 Y N N 9.719  19.106 4.487  4.997  -3.809 3.137  C3I  544 28 
544 C3N  C3N  C 0 1 Y N N 10.499 19.772 3.470  4.424  -3.642 4.401  C3N  544 29 
544 C3M  C3M  C 0 1 Y N N 11.011 19.049 2.363  4.508  -4.661 5.350  C3M  544 30 
544 C3L  C3L  C 0 1 Y N N 10.762 17.663 2.244  5.164  -5.851 5.039  C3L  544 31 
544 C3K  C3K  C 0 1 Y N N 10.003 16.988 3.236  5.738  -6.023 3.779  C3K  544 32 
544 C3J  C3J  C 0 1 Y N N 9.485  17.703 4.349  5.655  -5.005 2.830  C3J  544 33 
544 C3A  C3A  C 0 1 N N N 9.699  23.030 8.732  3.021  0.781  0.546  C3A  544 34 
544 C3B  C3B  C 0 1 N N N 8.555  22.763 7.747  4.490  0.444  0.786  C3B  544 35 
544 O2   O2   O 0 1 N N N 16.690 20.642 14.442 -1.543 -2.202 -1.626 O2   544 36 
544 O1   O1   O 0 1 N N N 15.617 18.984 15.397 -3.610 -1.525 -2.240 O1   544 37 
544 C    C    C 0 1 N N N 15.704 19.885 14.527 -2.717 -1.998 -1.338 C    544 38 
544 HN   HN   H 0 1 N N N 13.121 19.188 12.433 -2.218 -3.363 1.539  HN   544 39 
544 HA1  1HA  H 0 1 N N N 15.161 20.362 12.606 -4.343 -2.524 -0.086 HA1  544 40 
544 HB1  1HB  H 0 1 N N N 14.180 22.180 14.149 -3.655 -0.160 0.477  HB1  544 41 
544 HB2  2HB  H 0 1 N N N 13.134 21.066 14.894 -3.616 -1.171 1.899  HB2  544 42 
544 HD11 1HD1 H 0 0 N N N 10.921 20.500 13.926 -1.464 -1.826 2.911  HD11 544 43 
544 HD21 1HD2 H 0 0 N N N 13.917 22.615 11.458 -1.637 0.665  -0.600 HD21 544 44 
544 HE11 1HE1 H 0 0 N N N 9.191  20.923 12.158 0.892  -1.178 3.252  HE11 544 45 
544 HE21 1HE2 H 0 0 N N N 12.234 23.022 9.751  0.719  1.311  -0.256 HE21 544 46 
544 H1F1 1H1F H 0 0 N N N 13.586 15.712 11.841 -1.842 -6.500 -0.425 H1F1 544 47 
544 H1B1 1H1B H 0 0 N N N 16.240 17.338 13.248 -3.817 -5.825 -1.376 H1B1 544 48 
544 H1B2 2H1B H 0 0 N N N 16.014 16.212 11.873 -3.905 -4.082 -1.652 H1B2 544 49 
544 H1B3 3H1B H 0 0 N N N 16.113 17.985 11.636 -4.784 -4.816 -0.293 H1B3 544 50 
544 H1I1 1H1I H 0 0 N N N 9.177  17.193 11.447 0.232  -6.031 -1.524 H1I1 544 51 
544 H1J1 1H1J H 0 0 N N N 7.528  15.458 10.763 2.271  -7.242 -2.217 H1J1 544 52 
544 H1K1 1H1K H 0 0 N N N 8.107  13.010 10.959 3.877  -8.058 -0.511 H1K1 544 53 
544 H1L1 1H1L H 0 0 N N N 10.389 12.306 11.833 3.435  -7.660 1.898  H1L1 544 54 
544 H1M1 1H1M H 0 0 N N N 12.062 14.033 12.526 1.399  -6.452 2.604  H1M1 544 55 
544 H3E1 1H3E H 0 0 N N N 7.780  18.977 9.312  5.931  -1.411 -1.657 H3E1 544 56 
544 H3E2 2H3E H 0 0 N N N 6.991  20.580 9.513  5.387  -3.106 -1.632 H3E2 544 57 
544 H3E3 3H3E H 0 0 N N N 6.327  19.314 8.423  4.205  -1.814 -1.837 H3E3 544 58 
544 H3N1 1H3N H 0 0 N N N 10.708 20.853 3.540  3.909  -2.720 4.658  H3N1 544 59 
544 H3M1 1H3M H 0 0 N N N 11.605 19.567 1.591  4.062  -4.526 6.331  H3M1 544 60 
544 H3L1 1H3L H 0 0 N N N 11.160 17.109 1.378  5.230  -6.645 5.778  H3L1 544 61 
544 H3K1 1H3K H 0 0 N N N 9.815  15.905 3.142  6.249  -6.951 3.537  H3K1 544 62 
544 H3J1 1H3J H 0 0 N N N 8.897  17.165 5.111  6.106  -5.155 1.852  H3J1 544 63 
544 H3A1 1H3A H 0 0 N N N 10.706 22.899 8.272  2.914  1.853  0.355  H3A1 544 64 
544 H3A2 2H3A H 0 0 N N N 9.798  24.108 8.998  2.611  0.229  -0.306 H3A2 544 65 
544 H3B1 1H3B H 0 0 N N N 7.564  22.900 8.239  4.871  1.037  1.628  H3B1 544 66 
544 H3B2 2H3B H 0 0 N N N 8.490  23.571 6.981  5.073  0.741  -0.095 H3B2 544 67 
544 HO11 1HO1 H 0 0 N N N 16.317 18.862 16.028 -3.244 -1.360 -3.134 HO11 544 68 
# 
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 
544 N   CA   SING N N 1  
544 N   C1A  SING N N 2  
544 N   HN   SING N N 3  
544 CA  CB   SING N N 4  
544 CA  C    SING N N 5  
544 CA  HA1  SING N N 6  
544 CB  CG   SING N N 7  
544 CB  HB1  SING N N 8  
544 CB  HB2  SING N N 9  
544 CG  CD1  DOUB Y N 10 
544 CG  CD2  SING Y N 11 
544 CD1 CE1  SING Y N 12 
544 CD1 HD11 SING N N 13 
544 CD2 CE2  DOUB Y N 14 
544 CD2 HD21 SING N N 15 
544 CE1 CZ   DOUB Y N 16 
544 CE1 HE11 SING N N 17 
544 CE2 CZ   SING Y N 18 
544 CE2 HE21 SING N N 19 
544 CZ  OH   SING N N 20 
544 OH  C3A  SING N N 21 
544 C1A C1F  DOUB N N 22 
544 C1A C1B  SING N N 23 
544 C1F C1G  SING N N 24 
544 C1F H1F1 SING N N 25 
544 C1B H1B1 SING N N 26 
544 C1B H1B2 SING N N 27 
544 C1B H1B3 SING N N 28 
544 C1H C1I  DOUB Y N 29 
544 C1H C1M  SING Y N 30 
544 C1H C1G  SING N N 31 
544 C1I C1J  SING Y N 32 
544 C1I H1I1 SING N N 33 
544 C1J C1K  DOUB Y N 34 
544 C1J H1J1 SING N N 35 
544 C1K C1L  SING Y N 36 
544 C1K H1K1 SING N N 37 
544 C1L C1M  DOUB Y N 38 
544 C1L H1L1 SING N N 39 
544 C1M H1M1 SING N N 40 
544 C1G O1G  DOUB N N 41 
544 O3F C3G  SING Y N 42 
544 O3F C3D  SING Y N 43 
544 C3G N3H  DOUB Y N 44 
544 C3G C3I  SING N N 45 
544 N3H C3C  SING Y N 46 
544 C3C C3D  DOUB Y N 47 
544 C3C C3B  SING N N 48 
544 C3D C3E  SING N N 49 
544 C3E H3E1 SING N N 50 
544 C3E H3E2 SING N N 51 
544 C3E H3E3 SING N N 52 
544 C3I C3N  DOUB Y N 53 
544 C3I C3J  SING Y N 54 
544 C3N C3M  SING Y N 55 
544 C3N H3N1 SING N N 56 
544 C3M C3L  DOUB Y N 57 
544 C3M H3M1 SING N N 58 
544 C3L C3K  SING Y N 59 
544 C3L H3L1 SING N N 60 
544 C3K C3J  DOUB Y N 61 
544 C3K H3K1 SING N N 62 
544 C3J H3J1 SING N N 63 
544 C3A C3B  SING N N 64 
544 C3A H3A1 SING N N 65 
544 C3A H3A2 SING N N 66 
544 C3B H3B1 SING N N 67 
544 C3B H3B2 SING N N 68 
544 O2  C    DOUB N N 69 
544 O1  C    SING N N 70 
544 O1  HO11 SING N N 71 
# 
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 
544 SMILES           ACDLabs              10.04 O=C(O)C(N/C(=C\C(=O)c1ccccc1)C)Cc4ccc(OCCc2nc(oc2C)c3ccccc3)cc4                                                                                                                                               
544 InChI            InChI                1.02b InChI=1/C31H30N2O5/c1-21(19-29(34)24-9-5-3-6-10-24)32-28(31(35)36)20-23-13-15-26(16-14-23)37-18-17-27-22(2)38-30(33-27)25-11-7-4-8-12-25/h3-16,19,28,32H,17-18,20H2,1-2H3,(H,35,36)/b21-19-/t28-/m0/s1/f/h35H 
544 InChIKey         InChI                1.02b GGUVRMBIEPYOKL-VHRPRPFQDC                                                                                                                                                                                     
544 SMILES_CANONICAL CACTVS               3.341 CC(/N[C@@H](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)C(O)=O)=C/C(=O)c4ccccc4                                                                                                                                          
544 SMILES           CACTVS               3.341 CC(N[CH](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)C(O)=O)=CC(=O)c4ccccc4                                                                                                                                              
544 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3ccc(cc3)C[C@@H](C(=O)O)N/C(=C\C(=O)c4ccccc4)/C                                                                                                                                       
544 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3ccc(cc3)CC(C(=O)O)NC(=CC(=O)c4ccccc4)C                                                                                                                                               
# 
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 
544 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1Z)-1-methyl-3-oxo-3-phenylprop-1-en-1-yl]-O-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethyl]-L-tyrosine                   
544 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-[[(Z)-4-oxo-4-phenyl-but-2-en-2-yl]amino]propanoic acid" 
# 
