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 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 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 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" C03 InChI InChI 1.03 "InChI=1S/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" C03 InChIKey InChI 1.03 SCDKVHCGNOYKFK-OAHLLOKOSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C03 "Create component" 2007-04-05 RCSB C03 "Modify descriptor" 2011-06-04 RCSB #