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 2011-06-04 _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 Y 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 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" 208 InChI InChI 1.03 "InChI=1S/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" 208 InChIKey InChI 1.03 PAWOPJKHTZCKMT-QFIPXVFZSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 208 "Create component" 2006-05-11 RCSB 208 "Modify aromatic_flag" 2011-06-04 RCSB 208 "Modify descriptor" 2011-06-04 RCSB #