data_208
# 
_chem_comp.id                                    208 
_chem_comp.name                                  "(2S)-3-(1-{[2-(2-CHLOROPHENYL)-5-METHYL-1,3-OXAZOL-4-YL]METHYL}-1H-INDOL-5-YL)-2-ETHOXYPROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H23 Cl N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-11 
_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                        438.903 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     208 
_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        2GTK 
_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 
208 C30  C30  C  0 1 N N N 0.296  28.768 15.475 -5.415 -0.441 3.224  C30  208 1  
208 C28  C28  C  0 1 N N N -0.120 27.804 16.587 -5.621 -0.063 1.756  C28  208 2  
208 O25  O25  O  0 1 N N N 0.398  28.243 17.838 -4.840 -0.927 0.927  O25  208 3  
208 C15  C15  C  0 1 N N S -0.024 27.405 18.911 -5.074 -0.526 -0.424 C15  208 4  
208 C13  C13  C  0 1 N N N -1.382 27.811 19.402 -6.247 -1.292 -0.980 C13  208 5  
208 O22  O22  O  0 1 N N N -2.117 26.922 19.926 -6.651 -1.078 -2.242 O22  208 6  
208 O20  O20  O  0 1 N N N -1.721 29.030 19.325 -6.823 -2.099 -0.290 O20  208 7  
208 C19  C19  C  0 1 N N N 0.977  27.468 20.068 -3.830 -0.817 -1.265 C19  208 8  
208 C18  C18  C  0 1 Y N N 2.221  26.684 19.770 -2.688 0.042  -0.786 C18  208 9  
208 C21  C21  C  0 1 Y N N 3.264  27.267 19.013 -1.843 -0.429 0.209  C21  208 10 
208 C17  C17  C  0 1 Y N N 2.336  25.394 20.262 -2.489 1.276  -1.340 C17  208 11 
208 C11  C11  C  0 1 Y N N 3.519  24.678 20.012 -1.434 2.073  -0.893 C11  208 12 
208 C12  C12  C  0 1 Y N N 3.945  23.365 20.395 -0.945 3.408  -1.249 C12  208 13 
208 C10  C10  C  0 1 Y N N 5.205  23.197 19.919 0.124  3.653  -0.476 C10  208 14 
208 C8   C8   C  0 1 Y N N 4.536  25.281 19.286 -0.575 1.601  0.116  C8   208 15 
208 C14  C14  C  0 1 Y N N 4.437  26.574 18.758 -0.793 0.340  0.661  C14  208 16 
208 N4   N4   N  0 1 Y N N 5.622  24.369 19.227 0.361  2.585  0.346  N4   208 17 
208 C9   C9   C  0 1 N N N 6.929  24.596 18.596 1.448  2.500  1.325  C9   208 18 
208 C3   C3   C  0 1 Y N N 6.870  24.244 17.143 2.626  1.794  0.706  C3   208 19 
208 C7   C7   C  0 1 Y N N 7.154  24.954 16.039 3.672  2.382  0.097  C7   208 20 
208 C26  C26  C  0 1 N N N 7.630  26.367 15.890 3.882  3.863  -0.086 C26  208 21 
208 O5   O5   O  0 1 Y N N 6.943  24.182 14.914 4.501  1.401  -0.311 O5   208 22 
208 N2   N2   N  0 1 Y N N 6.458  22.971 16.695 2.817  0.467  0.659  N2   208 23 
208 C1   C1   C  0 1 Y N N 6.517  22.969 15.321 3.951  0.227  0.044  C1   208 24 
208 C6   C6   C  0 1 Y N N 6.175  21.842 14.477 4.527  -1.110 -0.215 C6   208 25 
208 C16  C16  C  0 1 Y N N 6.386  21.850 13.083 3.856  -2.257 0.213  C16  208 26 
208 CL23 CL23 CL 0 0 N N N 7.072  23.242 12.275 2.338  -2.119 1.045  CL23 208 27 
208 C27  C27  C  0 1 Y N N 6.055  20.733 12.314 4.397  -3.503 -0.038 C27  208 28 
208 C31  C31  C  0 1 Y N N 5.511  19.608 12.919 5.606  -3.614 -0.700 C31  208 29 
208 C29  C29  C  0 1 Y N N 5.293  19.590 14.299 6.278  -2.480 -1.121 C29  208 30 
208 C24  C24  C  0 1 Y N N 5.621  20.695 15.069 5.746  -1.230 -0.882 C24  208 31 
208 H301 1H30 H  0 0 N N N -0.469 28.767 14.684 -6.010 0.218  3.856  H301 208 32 
208 H302 2H30 H  0 0 N N N 1.260  28.447 15.053 -5.727 -1.474 3.380  H302 208 33 
208 H303 3H30 H  0 0 N N N 0.396  29.783 15.887 -4.361 -0.337 3.481  H303 208 34 
208 H281 1H28 H  0 0 N N N 0.280  26.804 16.364 -6.675 -0.167 1.498  H281 208 35 
208 H282 2H28 H  0 0 N N N -1.218 27.767 16.642 -5.309 0.970  1.599  H282 208 36 
208 H15  H15  H  0 1 N N N -0.075 26.373 18.532 -5.291 0.542  -0.454 H15  208 37 
208 HO22 HO22 H  0 0 N N N -2.924 27.318 20.233 -7.403 -1.570 -2.599 HO22 208 38 
208 H191 1H19 H  0 0 N N N 0.501  27.032 20.959 -3.561 -1.868 -1.165 H191 208 39 
208 H192 2H19 H  0 0 N N N 1.254  28.519 20.238 -4.038 -0.594 -2.312 H192 208 40 
208 H21  H21  H  0 1 N N N 3.144  28.269 18.627 -2.010 -1.407 0.634  H21  208 41 
208 H17  H17  H  0 1 N N N 1.531  24.947 20.827 -3.147 1.633  -2.118 H17  208 42 
208 H12  H12  H  0 1 N N N 3.371  22.644 20.957 -1.366 4.069  -1.992 H12  208 43 
208 H10  H10  H  0 1 N N N 5.802  22.306 20.046 0.711  4.559  -0.499 H10  208 44 
208 H14  H14  H  0 1 N N N 5.237  27.011 18.179 -0.141 -0.035 1.437  H14  208 45 
208 H91  1H9  H  0 1 N N N 7.681  23.962 19.089 1.744  3.505  1.627  H91  208 46 
208 H92  2H9  H  0 1 N N N 7.203  25.656 18.701 1.108  1.943  2.198  H92  208 47 
208 H261 1H26 H  0 0 N N N 6.895  26.942 15.308 4.779  4.032  -0.681 H261 208 48 
208 H262 2H26 H  0 0 N N N 8.598  26.374 15.368 3.021  4.292  -0.597 H262 208 49 
208 H263 3H26 H  0 0 N N N 7.747  26.822 16.885 3.999  4.337  0.889  H263 208 50 
208 H27  H27  H  0 1 N N N 6.222  20.744 11.247 3.877  -4.392 0.288  H27  208 51 
208 H31  H31  H  0 1 N N N 5.256  18.745 12.322 6.027  -4.590 -0.890 H31  208 52 
208 H29  H29  H  0 1 N N N 4.868  18.714 14.766 7.222  -2.574 -1.637 H29  208 53 
208 H24  H24  H  0 1 N N N 5.449  20.674 16.135 6.272  -0.346 -1.212 H24  208 54 
# 
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 
208 C30 C28  SING N N 1  
208 C30 H301 SING N N 2  
208 C30 H302 SING N N 3  
208 C30 H303 SING N N 4  
208 C28 O25  SING N N 5  
208 C28 H281 SING N N 6  
208 C28 H282 SING N N 7  
208 O25 C15  SING N N 8  
208 C15 C13  SING N N 9  
208 C15 C19  SING N N 10 
208 C15 H15  SING N N 11 
208 C13 O22  SING N N 12 
208 C13 O20  DOUB N N 13 
208 O22 HO22 SING N N 14 
208 C19 C18  SING N N 15 
208 C19 H191 SING N N 16 
208 C19 H192 SING N N 17 
208 C18 C21  SING Y N 18 
208 C18 C17  DOUB Y N 19 
208 C21 C14  DOUB Y N 20 
208 C21 H21  SING N N 21 
208 C17 C11  SING Y N 22 
208 C17 H17  SING N N 23 
208 C11 C12  SING Y N 24 
208 C11 C8   DOUB Y N 25 
208 C12 C10  DOUB Y N 26 
208 C12 H12  SING N N 27 
208 C10 N4   SING Y N 28 
208 C10 H10  SING N N 29 
208 C8  C14  SING Y N 30 
208 C8  N4   SING Y N 31 
208 C14 H14  SING N N 32 
208 N4  C9   SING N N 33 
208 C9  C3   SING N N 34 
208 C9  H91  SING N N 35 
208 C9  H92  SING N N 36 
208 C3  C7   DOUB Y N 37 
208 C3  N2   SING Y N 38 
208 C7  C26  SING N N 39 
208 C7  O5   SING Y N 40 
208 C26 H261 SING N N 41 
208 C26 H262 SING N N 42 
208 C26 H263 SING N N 43 
208 O5  C1   SING Y N 44 
208 N2  C1   DOUB Y N 45 
208 C1  C6   SING N N 46 
208 C6  C16  DOUB Y N 47 
208 C6  C24  SING Y N 48 
208 C16 CL23 SING N N 49 
208 C16 C27  SING Y N 50 
208 C27 C31  DOUB Y N 51 
208 C27 H27  SING N N 52 
208 C31 C29  SING Y N 53 
208 C31 H31  SING N N 54 
208 C29 C24  DOUB Y N 55 
208 C29 H29  SING N N 56 
208 C24 H24  SING N N 57 
# 
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 
208 SMILES           ACDLabs              10.04 O=C(O)C(OCC)Cc1cc2c(cc1)n(cc2)Cc3nc(oc3C)c4c(Cl)cccc4                                                                                                                       
208 InChI            InChI                1.02b InChI=1/C24H23ClN2O4/c1-3-30-22(24(28)29)13-16-8-9-21-17(12-16)10-11-27(21)14-20-15(2)31-23(26-20)18-6-4-5-7-19(18)25/h4-12,22H,3,13-14H2,1-2H3,(H,28,29)/t22-/m0/s1/f/h28H 
208 InChIKey         InChI                1.02b PAWOPJKHTZCKMT-ZESNZGOYDU                                                                                                                                                   
208 SMILES_CANONICAL CACTVS               3.341 CCO[C@@H](Cc1ccc2n(Cc3nc(oc3C)c4ccccc4Cl)ccc2c1)C(O)=O                                                                                                                      
208 SMILES           CACTVS               3.341 CCO[CH](Cc1ccc2n(Cc3nc(oc3C)c4ccccc4Cl)ccc2c1)C(O)=O                                                                                                                        
208 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCO[C@@H](Cc1ccc2c(c1)ccn2Cc3c(oc(n3)c4ccccc4Cl)C)C(=O)O                                                                                                                    
208 SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(Cc1ccc2c(c1)ccn2Cc3c(oc(n3)c4ccccc4Cl)C)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 
208 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid" 
208 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-[1-[[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl]indol-5-yl]-2-ethoxy-propanoic acid"    
# 
