data_C03
# 
_chem_comp.id                                    C03 
_chem_comp.name                                  "(2R)-2-(4-CHLORO-3-{[3-(6-METHOXY-1,2-BENZISOXAZOL-3-YL)-2-METHYL-6-(TRIFLUOROMETHOXY)-1H-INDOL-1-YL]METHYL}PHENOXY)PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H22 Cl F3 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        574.932 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C03 
_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        ? 
_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 
C03 C1   C1   C  0 1 Y N N 15.706 5.023  15.804 -3.797  -12.053 -0.936 C1   C03 1  
C03 C2   C2   C  0 1 Y N N 14.569 4.894  15.008 -5.119  -12.511 -0.873 C2   C03 2  
C03 C3   C3   C  0 1 Y N N 14.754 4.864  13.468 -6.105  -11.871 -1.651 C3   C03 3  
C03 C4   C4   C  0 1 Y N N 15.960 4.968  12.879 -5.730  -10.798 -2.462 C4   C03 4  
C03 C5   C5   C  0 1 Y N N 17.124 5.101  13.706 -4.413  -10.330 -2.535 C5   C03 5  
C03 C6   C6   C  0 1 Y N N 17.001 5.126  15.173 -3.452  -10.980 -1.755 C6   C03 6  
C03 C10  C10  C  0 1 N N N 13.652 4.727  12.563 -7.503  -12.063 -1.831 C10  C03 7  
C03 C11  C11  C  0 1 N N N 14.340 4.766  11.325 -7.942  -11.119 -2.731 C11  C03 8  
C03 N12  N12  N  0 1 N N N 15.763 4.916  11.483 -6.865  -10.361 -3.106 N12  C03 9  
C03 C13  C13  C  0 1 N N N 12.176 4.587  12.897 -8.294  -13.079 -1.169 C13  C03 10 
C03 C14  C14  C  0 1 N N N 13.679 4.667  9.952  -9.297  -10.870 -3.269 C14  C03 11 
C03 C18  C18  C  0 1 N N N 16.845 5.003  10.458 -6.913  -9.256  -4.041 C18  C03 12 
C03 O19  O19  O  0 1 N N N 18.177 5.248  15.884 -2.157  -10.556 -1.798 O19  C03 13 
C03 C20  C20  C  0 1 N N N 18.837 4.152  16.465 -1.557  -10.105 -0.590 C20  C03 14 
C03 F21  F21  F  0 1 N N N 19.950 4.620  16.988 -2.477  -9.564  0.238  F21  C03 15 
C03 F22  F22  F  0 1 N N N 19.128 3.236  15.524 -0.650  -9.148  -0.887 F22  C03 16 
C03 F23  F23  F  0 1 N N N 18.082 3.626  17.422 -0.910  -11.111 0.038  F23  C03 17 
C03 C24  C24  C  0 1 Y N N 17.186 6.453  9.996  -7.190  -7.954  -3.339 C24  C03 18 
C03 C27  C27  C  0 1 Y N N 16.281 7.563  10.311 -7.356  -7.980  -1.959 C27  C03 19 
C03 C28  C28  C  0 1 Y N N 16.545 8.919  9.910  -7.615  -6.793  -1.274 C28  C03 20 
C03 C29  C29  C  0 1 Y N N 17.751 9.193  9.163  -7.706  -5.589  -1.973 C29  C03 21 
C03 C30  C30  C  0 1 Y N N 18.665 8.139  8.833  -7.538  -5.573  -3.358 C30  C03 22 
C03 C31  C31  C  0 1 Y N N 18.391 6.790  9.244  -7.279  -6.760  -4.043 C31  C03 23 
C03 CL1  CL1  CL 0 0 N N N 19.563 5.633  8.792  -7.079  -6.700  -5.756 CL1  C03 24 
C03 O36  O36  O  0 1 N N N 15.584 9.904  10.305 -7.779  -6.809  0.077  O36  C03 25 
C03 C37  C37  C  0 1 N N N 15.105 10.954 9.434  -8.322  -7.997  0.652  C37  C03 26 
C03 C38  C38  C  0 1 N N N 14.128 11.797 10.266 -9.082  -7.606  1.907  C38  C03 27 
C03 C42  C42  C  0 1 N N N 14.275 10.474 8.245  -7.181  -8.940  0.971  C42  C03 28 
C03 O44  O44  O  0 1 N N N 14.188 11.069 7.233  -5.996  -8.685  0.799  O44  C03 29 
C03 O45  O45  O  0 1 N N N 13.652 9.305  8.496  -7.615  -10.113 1.499  O45  C03 30 
C03 N46  N46  N  0 1 N N N 11.063 5.253  12.446 -8.894  -12.872 0.007  N46  C03 31 
C03 O47  O47  O  0 1 N N N 9.916  4.820  13.036 -9.543  -14.066 0.301  O47  C03 32 
C03 C48  C48  C  0 1 Y N N 10.216 3.832  13.919 -9.319  -14.960 -0.700 C48  C03 33 
C03 C49  C49  C  0 1 Y N N 11.632 3.655  13.847 -8.523  -14.375 -1.669 C49  C03 34 
C03 C50  C50  C  0 1 Y N N 9.393  3.083  14.769 -9.804  -16.263 -0.765 C50  C03 35 
C03 C51  C51  C  0 1 Y N N 9.984  2.060  15.640 -9.440  -16.997 -1.899 C51  C03 36 
C03 C52  C52  C  0 1 Y N N 11.396 1.837  15.600 -8.637  -16.440 -2.899 C52  C03 37 
C03 C53  C53  C  0 1 Y N N 12.215 2.601  14.737 -8.166  -15.123 -2.800 C53  C03 38 
C03 O57  O57  O  0 1 N N N 9.106  1.361  16.460 -9.879  -18.282 -2.030 O57  C03 39 
C03 C58  C58  C  0 1 N N N 8.373  2.054  17.447 -10.694 -18.797 -0.980 C58  C03 40 
C03 H1   H1   H  0 1 N N N 15.620 5.046  16.880 -3.037  -12.547 -0.335 H1   C03 41 
C03 H2   H2   H  0 1 N N N 13.587 4.817  15.451 -5.369  -13.350 -0.231 H2   C03 42 
C03 H5   H5   H  0 1 N N N 18.099 5.184  13.249 -4.143  -9.495  -3.174 H5   C03 43 
C03 H141 1H14 H  0 0 N N N 12.586 4.643  10.072 -9.566  -11.624 -4.025 H141 C03 44 
C03 H142 2H14 H  0 0 N N N 13.962 5.540  9.345  -10.064 -10.896 -2.478 H142 C03 45 
C03 H143 3H14 H  0 0 N N N 14.013 3.747  9.450  -9.375  -9.876  -3.740 H143 C03 46 
C03 H181 1H18 H  0 0 N N N 17.756 4.566  10.893 -7.683  -9.474  -4.791 H181 C03 47 
C03 H182 2H18 H  0 0 N N N 16.481 4.467  9.569  -5.957  -9.221  -4.578 H182 C03 48 
C03 H27  H27  H  0 1 N N N 15.379 7.354  10.867 -7.286  -8.916  -1.410 H27  C03 49 
C03 H29  H29  H  0 1 N N N 17.966 10.204 8.850  -7.907  -4.662  -1.444 H29  C03 50 
C03 H30  H30  H  0 1 N N N 19.562 8.360  8.274  -7.613  -4.626  -3.887 H30  C03 51 
C03 H37  H37  H  0 1 N N N 15.997 11.471 9.049  -8.985  -8.458  -0.087 H37  C03 52 
C03 H381 1H38 H  0 0 N N N 14.567 11.999 11.254 -8.649  -8.088  2.792  H381 C03 53 
C03 H382 2H38 H  0 0 N N N 13.934 12.749 9.750  -10.124 -7.936  1.844  H382 C03 54 
C03 H383 3H38 H  0 0 N N N 13.183 11.247 10.390 -9.068  -6.524  2.070  H383 C03 55 
C03 HO45 HO45 H  0 0 N N N 13.143 9.048  7.737  -6.909  -10.751 1.736  HO45 C03 56 
C03 H50  H50  H  0 1 N N N 8.327  3.257  14.784 -10.425 -16.683 0.017  H50  C03 57 
C03 H52  H52  H  0 1 N N N 11.839 1.081  16.232 -8.368  -17.032 -3.771 H52  C03 58 
C03 H53  H53  H  0 1 N N N 13.280 2.421  14.719 -7.542  -14.705 -3.585 H53  C03 59 
C03 H581 1H58 H  0 0 N N N 9.015  2.234  18.322 -11.678 -19.060 -1.377 H581 C03 60 
C03 H582 2H58 H  0 0 N N N 8.029  3.016  17.040 -10.796 -18.044 -0.194 H582 C03 61 
C03 H583 3H58 H  0 0 N N N 7.504  1.451  17.748 -10.220 -19.690 -0.567 H583 C03 62 
# 
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 
C03 C1  C2   DOUB Y N 1  
C03 C1  C6   SING Y N 2  
C03 C1  H1   SING N N 3  
C03 C2  C3   SING Y N 4  
C03 C2  H2   SING N N 5  
C03 C3  C10  SING N N 6  
C03 C3  C4   DOUB Y N 7  
C03 C4  N12  SING N N 8  
C03 C4  C5   SING Y N 9  
C03 C5  C6   DOUB Y N 10 
C03 C5  H5   SING N N 11 
C03 C6  O19  SING N N 12 
C03 C10 C11  DOUB N N 13 
C03 C10 C13  SING N N 14 
C03 C11 C14  SING N N 15 
C03 C11 N12  SING N N 16 
C03 N12 C18  SING N N 17 
C03 C13 N46  DOUB N N 18 
C03 C13 C49  SING N N 19 
C03 C14 H141 SING N N 20 
C03 C14 H142 SING N N 21 
C03 C14 H143 SING N N 22 
C03 C18 C24  SING N N 23 
C03 C18 H181 SING N N 24 
C03 C18 H182 SING N N 25 
C03 O19 C20  SING N N 26 
C03 C20 F22  SING N N 27 
C03 C20 F21  SING N N 28 
C03 C20 F23  SING N N 29 
C03 C24 C31  DOUB Y N 30 
C03 C24 C27  SING Y N 31 
C03 C27 C28  DOUB Y N 32 
C03 C27 H27  SING N N 33 
C03 C28 C29  SING Y N 34 
C03 C28 O36  SING N N 35 
C03 C29 C30  DOUB Y N 36 
C03 C29 H29  SING N N 37 
C03 C30 C31  SING Y N 38 
C03 C30 H30  SING N N 39 
C03 C31 CL1  SING N N 40 
C03 O36 C37  SING N N 41 
C03 C37 C42  SING N N 42 
C03 C37 C38  SING N N 43 
C03 C37 H37  SING N N 44 
C03 C38 H381 SING N N 45 
C03 C38 H382 SING N N 46 
C03 C38 H383 SING N N 47 
C03 C42 O44  DOUB N N 48 
C03 C42 O45  SING N N 49 
C03 O45 HO45 SING N N 50 
C03 N46 O47  SING N N 51 
C03 O47 C48  SING N N 52 
C03 C48 C49  DOUB Y N 53 
C03 C48 C50  SING Y N 54 
C03 C49 C53  SING Y N 55 
C03 C50 C51  DOUB Y N 56 
C03 C50 H50  SING N N 57 
C03 C51 C52  SING Y N 58 
C03 C51 O57  SING N N 59 
C03 C52 C53  DOUB Y N 60 
C03 C52 H52  SING N N 61 
C03 C53 H53  SING N N 62 
C03 O57 C58  SING N N 63 
C03 C58 H581 SING N N 64 
C03 C58 H582 SING N N 65 
C03 C58 H583 SING N N 66 
# 
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 
C03 SMILES           ACDLabs              10.04 O=C(O)C(Oc1cc(c(Cl)cc1)Cn5c2cc(OC(F)(F)F)ccc2c(c4noc3cc(OC)ccc34)c5C)C                                                                                                                                 
C03 InChI            InChI                1.02b InChI=1/C28H22ClF3N2O6/c1-14-25(26-21-8-4-17(37-3)12-24(21)40-33-26)20-7-5-19(39-28(30,31)32)11-23(20)34(14)13-16-10-18(6-9-22(16)29)38-15(2)27(35)36/h4-12,15H,13H2,1-3H3,(H,35,36)/t15-/m1/s1/f/h35H 
C03 InChIKey         InChI                1.02b SCDKVHCGNOYKFK-GRSAJJRVDC                                                                                                                                                                              
C03 SMILES_CANONICAL CACTVS               3.341 COc1ccc2c(onc2c3c(C)n(Cc4cc(O[C@H](C)C(O)=O)ccc4Cl)c5cc(OC(F)(F)F)ccc35)c1                                                                                                                             
C03 SMILES           CACTVS               3.341 COc1ccc2c(onc2c3c(C)n(Cc4cc(O[CH](C)C(O)=O)ccc4Cl)c5cc(OC(F)(F)F)ccc35)c1                                                                                                                              
C03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c2ccc(cc2n1Cc3cc(ccc3Cl)O[C@H](C)C(=O)O)OC(F)(F)F)c4c5ccc(cc5on4)OC                                                                                                                               
C03 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c2ccc(cc2n1Cc3cc(ccc3Cl)OC(C)C(=O)O)OC(F)(F)F)c4c5ccc(cc5on4)OC                                                                                                                                   
# 
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 
C03 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-(4-chloro-3-{[3-(6-methoxy-1,2-benzisoxazol-3-yl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)propanoic acid" 
C03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[4-chloro-3-[[3-(6-methoxy-1,2-benzoxazol-3-yl)-2-methyl-6-(trifluoromethoxy)indol-1-yl]methyl]phenoxy]propanoic acid"       
# 
