data_433
# 
_chem_comp.id                                    433 
_chem_comp.name                                  "2-(4-{3-[1-[2-(2-CHLORO-6-FLUORO-PHENYL)-ETHYL]-3-(2,3-DICHLORO-PHENYL)-UREIDO]-PROPYL}-PHENOXY)-2-METHYL-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H28 Cl3 F N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GW2433 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        581.890 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     433 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GWX 
_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 
433 C1A  C1A  C  0 1 N N N -6.115 -4.421 12.874 0.680  0.843  8.976  C1A  433 1  
433 O1C  O1C  O  0 1 N N N -6.824 -3.766 13.652 0.643  2.048  9.056  O1C  433 2  
433 O1B  O1B  O  0 1 N N N -5.390 -5.346 13.241 0.673  0.096  10.092 O1B  433 3  
433 C1D  C1D  C  0 1 N N N -6.200 -4.060 11.463 0.733  0.178  7.625  C1D  433 4  
433 C1X  C1X  C  0 1 N N N -7.297 -5.090 10.920 -0.485 -0.729 7.454  C1X  433 5  
433 C1Y  C1Y  C  0 1 N N N -4.991 -4.386 10.651 2.010  -0.656 7.518  C1Y  433 6  
433 O1E  O1E  O  0 1 N N N -6.394 -2.599 11.396 0.730  1.177  6.603  O1E  433 7  
433 C1F  C1F  C  0 1 Y N N -5.418 -1.597 11.667 0.690  0.521  5.413  C1F  433 8  
433 C1G  C1G  C  0 1 Y N N -5.413 -0.593 10.741 -0.529 0.237  4.817  C1G  433 9  
433 C1I  C1I  C  0 1 Y N N -4.560 0.449  10.831 -0.567 -0.429 3.608  C1I  433 10 
433 C1K  C1K  C  0 1 Y N N -3.670 0.536  11.852 0.609  -0.813 2.992  C1K  433 11 
433 C1J  C1J  C  0 1 Y N N -3.635 -0.454 12.809 1.826  -0.530 3.583  C1J  433 12 
433 C1H  C1H  C  0 1 Y N N -4.487 -1.489 12.722 1.869  0.140  4.790  C1H  433 13 
433 C1L  C1L  C  0 1 N N N -2.727 1.716  11.935 0.564  -1.540 1.672  C1L  433 14 
433 C1M  C1M  C  0 1 N N N -1.669 2.221  11.040 0.595  -0.524 0.529  C1M  433 15 
433 C1N  C1N  C  0 1 N N N -0.950 1.155  10.188 0.550  -1.263 -0.810 C1N  433 16 
433 N2B  N2B  N  0 1 N N N 0.536  0.887  10.208 0.580  -0.290 -1.905 N2B  433 17 
433 C2C  C2C  C  0 1 N N N 1.361  0.751  11.550 1.862  0.142  -2.466 C2C  433 18 
433 C2A  C2A  C  0 1 N N N 1.255  0.993  9.042  -0.572 0.206  -2.396 C2A  433 19 
433 O2A  O2A  O  0 1 N N N 2.460  0.806  9.114  -0.547 1.013  -3.305 O2A  433 20 
433 N3A  N3A  N  0 1 N N N 0.607  1.225  7.769  -1.751 -0.191 -1.881 N3A  433 21 
433 C3B  C3B  C  0 1 Y N N 0.914  1.572  6.291  -2.940 0.418  -2.300 C3B  433 22 
433 C3C  C3C  C  0 1 Y N N 1.928  1.001  5.476  -2.916 1.706  -2.816 C3C  433 23 
433 C3E  C3E  C  0 1 Y N N 2.148  1.362  4.122  -4.090 2.306  -3.230 C3E  433 24 
433 C3G  C3G  C  0 1 Y N N 1.372  2.311  3.513  -5.289 1.625  -3.129 C3G  433 25 
433 C3F  C3F  C  0 1 Y N N 0.397  2.901  4.255  -5.318 0.341  -2.615 C3F  433 26 
433 CL3F CL3F CL 0 0 N N N -0.450 4.076  3.249  -6.826 -0.510 -2.490 CL3F 433 27 
433 C3D  C3D  C  0 1 Y N N 0.139  2.575  5.631  -4.145 -0.266 -2.204 C3D  433 28 
433 CL3D CL3D CL 0 0 N N N -1.109 3.323  6.590  -4.180 -1.878 -1.560 CL3D 433 29 
433 C2D  C2D  C  0 1 N N N 1.482  -0.413 12.613 2.253  -0.784 -3.619 C2D  433 30 
433 C2E  C2E  C  0 1 Y N N 2.408  -0.342 13.918 3.573  -0.339 -4.196 C2E  433 31 
433 C2F  C2F  C  0 1 Y N N 1.897  0.225  15.079 3.601  0.574  -5.233 C2F  433 32 
433 CL2F CL2F CL 0 0 N N N 0.255  0.883  15.168 2.117  1.214  -5.867 CL2F 433 33 
433 C2H  C2H  C  0 1 Y N N 2.665  0.311  16.242 4.813  0.986  -5.759 C2H  433 34 
433 C2J  C2J  C  0 1 Y N N 3.951  -0.150 16.314 5.995  0.477  -5.255 C2J  433 35 
433 C2I  C2I  C  0 1 Y N N 4.502  -0.706 15.184 5.968  -0.440 -4.222 C2I  433 36 
433 C2G  C2G  C  0 1 Y N N 3.734  -0.795 13.999 4.757  -0.849 -3.691 C2G  433 37 
433 F2G  F2G  F  0 1 N N N 4.364  -1.359 12.951 4.730  -1.746 -2.681 F2G  433 38 
433 HOB1 1HOB H  0 0 N N N -4.846 -5.847 12.644 0.638  0.522  10.959 HOB1 433 39 
433 H1X1 1H1X H  0 0 N N N -7.362 -4.814 9.841  -1.383 -0.118 7.361  H1X1 433 40 
433 H1X2 2H1X H  0 0 N N N -7.075 -6.164 11.119 -0.364 -1.335 6.557  H1X2 433 41 
433 H1X3 3H1X H  0 0 N N N -8.267 -5.078 11.469 -0.578 -1.380 8.323  H1X3 433 42 
433 H1Y1 1H1Y H  0 0 N N N -5.056 -4.110 9.572  2.878  0.003  7.523  H1Y1 433 43 
433 H1Y2 2H1Y H  0 0 N N N -4.084 -3.927 11.110 2.069  -1.340 8.365  H1Y2 433 44 
433 H1Y3 3H1Y H  0 0 N N N -4.737 -5.466 10.756 1.994  -1.228 6.590  H1Y3 433 45 
433 H1G1 1H1G H  0 0 N N N -6.119 -0.624 9.894  -1.448 0.536  5.299  H1G1 433 46 
433 H1I1 1H1I H  0 0 N N N -4.590 1.238  10.061 -1.517 -0.651 3.144  H1I1 433 47 
433 H1J1 1H1J H  0 0 N N N -2.921 -0.417 13.649 2.744  -0.831 3.099  H1J1 433 48 
433 H1H1 1H1H H  0 0 N N N -4.422 -2.250 13.517 2.821  0.361  5.251  H1H1 433 49 
433 H1L1 1H1L H  0 0 N N N -3.400 2.592  12.081 1.426  -2.203 1.593  H1L1 433 50 
433 H1L2 2H1L H  0 0 N N N -2.213 1.585  12.916 -0.351 -2.127 1.612  H1L2 433 51 
433 H1M1 1H1M H  0 0 N N N -2.078 3.022  10.381 -0.266 0.137  0.608  H1M1 433 52 
433 H1M2 2H1M H  0 0 N N N -0.922 2.807  11.625 1.512  0.062  0.589  H1M2 433 53 
433 H1N1 1H1N H  0 0 N N N -1.454 0.182  10.398 1.412  -1.925 -0.889 H1N1 433 54 
433 H1N2 2H1N H  0 0 N N N -1.225 1.353  9.126  -0.365 -1.850 -0.870 H1N2 433 55 
433 H2C1 1H2C H  0 0 N N N 2.414  0.958  11.248 1.771  1.163  -2.835 H2C1 433 56 
433 H2C2 2H2C H  0 0 N N N 1.059  1.641  12.149 2.629  0.102  -1.692 H2C2 433 57 
433 HN31 1HN3 H  0 0 N N N -0.383 1.105  7.981  -1.777 -0.900 -1.219 HN31 433 58 
433 H3C1 1H3C H  0 0 N N N 2.582  0.232  5.920  -1.980 2.240  -2.895 H3C1 433 59 
433 H3E1 1H3E H  0 0 N N N 2.946  0.890  3.524  -4.071 3.308  -3.631 H3E1 433 60 
433 H3G1 1H3G H  0 0 N N N 1.527  2.591  2.457  -6.205 2.097  -3.452 H3G1 433 61 
433 H2D1 1H2D H  0 0 N N N 0.448  -0.649 12.957 2.344  -1.805 -3.249 H2D1 433 62 
433 H2D2 2H2D H  0 0 N N N 1.770  -1.335 12.056 1.487  -0.744 -4.393 H2D2 433 63 
433 H2H1 1H2H H  0 0 N N N 2.234  0.766  17.149 4.835  1.703  -6.567 H2H1 433 64 
433 H2J1 1H2J H  0 0 N N N 4.525  -0.075 17.252 6.940  0.796  -5.669 H2J1 433 65 
433 H2I1 1H2I H  0 0 N N N 5.541  -1.073 15.227 6.892  -0.837 -3.828 H2I1 433 66 
# 
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 
433 C1A O1C  DOUB N N 1  
433 C1A O1B  SING N N 2  
433 C1A C1D  SING N N 3  
433 O1B HOB1 SING N N 4  
433 C1D C1X  SING N N 5  
433 C1D C1Y  SING N N 6  
433 C1D O1E  SING N N 7  
433 C1X H1X1 SING N N 8  
433 C1X H1X2 SING N N 9  
433 C1X H1X3 SING N N 10 
433 C1Y H1Y1 SING N N 11 
433 C1Y H1Y2 SING N N 12 
433 C1Y H1Y3 SING N N 13 
433 O1E C1F  SING N N 14 
433 C1F C1G  DOUB Y N 15 
433 C1F C1H  SING Y N 16 
433 C1G C1I  SING Y N 17 
433 C1G H1G1 SING N N 18 
433 C1I C1K  DOUB Y N 19 
433 C1I H1I1 SING N N 20 
433 C1K C1J  SING Y N 21 
433 C1K C1L  SING N N 22 
433 C1J C1H  DOUB Y N 23 
433 C1J H1J1 SING N N 24 
433 C1H H1H1 SING N N 25 
433 C1L C1M  SING N N 26 
433 C1L H1L1 SING N N 27 
433 C1L H1L2 SING N N 28 
433 C1M C1N  SING N N 29 
433 C1M H1M1 SING N N 30 
433 C1M H1M2 SING N N 31 
433 C1N N2B  SING N N 32 
433 C1N H1N1 SING N N 33 
433 C1N H1N2 SING N N 34 
433 N2B C2C  SING N N 35 
433 N2B C2A  SING N N 36 
433 C2C C2D  SING N N 37 
433 C2C H2C1 SING N N 38 
433 C2C H2C2 SING N N 39 
433 C2A O2A  DOUB N N 40 
433 C2A N3A  SING N N 41 
433 N3A C3B  SING N N 42 
433 N3A HN31 SING N N 43 
433 C3B C3C  DOUB Y N 44 
433 C3B C3D  SING Y N 45 
433 C3C C3E  SING Y N 46 
433 C3C H3C1 SING N N 47 
433 C3E C3G  DOUB Y N 48 
433 C3E H3E1 SING N N 49 
433 C3G C3F  SING Y N 50 
433 C3G H3G1 SING N N 51 
433 C3F CL3F SING N N 52 
433 C3F C3D  DOUB Y N 53 
433 C3D CL3D SING N N 54 
433 C2D C2E  SING N N 55 
433 C2D H2D1 SING N N 56 
433 C2D H2D2 SING N N 57 
433 C2E C2F  DOUB Y N 58 
433 C2E C2G  SING Y N 59 
433 C2F CL2F SING N N 60 
433 C2F C2H  SING Y N 61 
433 C2H C2J  DOUB Y N 62 
433 C2H H2H1 SING N N 63 
433 C2J C2I  SING Y N 64 
433 C2J H2J1 SING N N 65 
433 C2I C2G  DOUB Y N 66 
433 C2I H2I1 SING N N 67 
433 C2G F2G  SING N N 68 
# 
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 
433 SMILES           ACDLabs              10.04 Clc3c(NC(=O)N(CCc1c(F)cccc1Cl)CCCc2ccc(OC(C(=O)O)(C)C)cc2)cccc3Cl                                                                                                                                   
433 InChI            InChI                1.02b InChI=1/C28H28Cl3FN2O4/c1-28(2,26(35)36)38-19-13-11-18(12-14-19)6-5-16-34(17-15-20-21(29)7-3-9-23(20)32)27(37)33-24-10-4-8-22(30)25(24)31/h3-4,7-14H,5-6,15-17H2,1-2H3,(H,33,37)(H,35,36)/f/h33,35H 
433 InChIKey         InChI                1.02b YMWJDWJXIXITMD-BEFZCSJLCJ                                                                                                                                                                           
433 SMILES_CANONICAL CACTVS               3.341 CC(C)(Oc1ccc(CCCN(CCc2c(F)cccc2Cl)C(=O)Nc3cccc(Cl)c3Cl)cc1)C(O)=O                                                                                                                                   
433 SMILES           CACTVS               3.341 CC(C)(Oc1ccc(CCCN(CCc2c(F)cccc2Cl)C(=O)Nc3cccc(Cl)c3Cl)cc1)C(O)=O                                                                                                                                   
433 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)O)Oc1ccc(cc1)CCCN(CCc2c(cccc2Cl)F)C(=O)Nc3cccc(c3Cl)Cl                                                                                                                                   
433 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)O)Oc1ccc(cc1)CCCN(CCc2c(cccc2Cl)F)C(=O)Nc3cccc(c3Cl)Cl                                                                                                                                   
# 
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 
433 "SYSTEMATIC NAME" ACDLabs              10.04 "2-[4-(3-{[2-(2-chloro-6-fluorophenyl)ethyl][(2,3-dichlorophenyl)carbamoyl]amino}propyl)phenoxy]-2-methylpropanoic acid"  
433 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[3-[2-(2-chloro-6-fluoro-phenyl)ethyl-[(2,3-dichlorophenyl)carbamoyl]amino]propyl]phenoxy]-2-methyl-propanoic acid" 
# 
