data_JJD # _chem_comp.id JJD _chem_comp.name "2-[(4R)-4-(4-cyanophenyl)-5-ethanoyl-6-methyl-2-oxidanylidene-1-[3-(trifluoromethyl)phenyl]-4H-pyrimidin-3-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H18 F3 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-17 _chem_comp.pdbx_modified_date 2015-08-14 _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 457.402 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JJD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5A09 _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 JJD C1 C1 C 0 1 N N R -4.858 35.903 -4.825 1.510 -0.480 1.192 C1 JJD 1 JJD N2 N2 N 0 1 N N N -5.261 37.014 -3.938 0.935 0.876 1.174 N2 JJD 2 JJD C3 C3 C 0 1 N N N -5.926 36.800 -2.784 -0.266 1.056 0.589 C3 JJD 3 JJD N4 N4 N 0 1 N N N -5.903 35.567 -2.248 -0.946 0.048 0.030 N4 JJD 4 JJD C5 C5 C 0 1 N N N -5.063 34.590 -2.733 -0.499 -1.241 -0.004 C5 JJD 5 JJD C6 C6 C 0 1 N N N -4.521 34.706 -3.987 0.694 -1.580 0.544 C6 JJD 6 JJD C7 C7 C 0 1 Y N N -5.932 35.686 -5.853 2.849 -0.426 0.503 C7 JJD 7 JJD C8 C8 C 0 1 Y N N -5.720 36.095 -7.172 4.004 -0.683 1.221 C8 JJD 8 JJD C9 C9 C 0 1 Y N N -6.713 35.972 -8.156 5.233 -0.635 0.596 C9 JJD 9 JJD C10 C10 C 0 1 Y N N -7.949 35.412 -7.794 5.310 -0.328 -0.764 C10 JJD 10 JJD C11 C11 C 0 1 Y N N -8.176 35.012 -6.477 4.140 -0.071 -1.482 C11 JJD 11 JJD C12 C12 C 0 1 Y N N -7.176 35.139 -5.502 2.918 -0.127 -0.846 C12 JJD 12 JJD C13 C13 C 0 1 N N N -8.877 35.310 -8.676 6.582 -0.276 -1.419 C13 JJD 13 JJD N14 N14 N 0 1 N N N -9.757 35.283 -9.430 7.592 -0.236 -1.939 N14 JJD 14 JJD C15 C15 C 0 1 N N N -3.581 33.793 -4.634 1.158 -2.906 0.511 C15 JJD 15 JJD O16 O16 O 0 1 N N N -3.072 32.911 -3.941 0.540 -3.750 -0.107 O16 JJD 16 JJD C17 C17 C 0 1 N N N -3.291 33.862 -6.089 2.421 -3.281 1.243 C17 JJD 17 JJD C18 C18 C 0 1 Y N N -6.593 35.407 -0.998 -2.188 0.331 -0.553 C18 JJD 18 JJD C19 C19 C 0 1 Y N N -7.857 34.829 -1.003 -3.360 -0.027 0.098 C19 JJD 19 JJD C20 C20 C 0 1 Y N N -8.555 34.639 0.179 -4.583 0.254 -0.479 C20 JJD 20 JJD C21 C21 C 0 1 Y N N -8.008 35.013 1.418 -4.640 0.893 -1.705 C21 JJD 21 JJD C22 C22 C 0 1 Y N N -6.716 35.580 1.452 -3.474 1.252 -2.355 C22 JJD 22 JJD C23 C23 C 0 1 Y N N -6.041 35.776 0.231 -2.248 0.978 -1.781 C23 JJD 23 JJD C24 C24 C 0 1 N N N -9.929 34.057 0.076 -5.856 -0.135 0.226 C24 JJD 24 JJD F25 F25 F 0 1 N N N -10.156 33.345 1.164 -6.269 0.913 1.055 F25 JJD 25 JJD F26 F26 F 0 1 N N N -10.066 33.293 -0.998 -6.852 -0.401 -0.720 F26 JJD 26 JJD F27 F27 F 0 1 N N N -10.751 35.101 -0.017 -5.630 -1.279 0.999 F27 JJD 27 JJD C28 C28 C 0 1 N N N -4.754 33.413 -1.857 -1.344 -2.303 -0.659 C28 JJD 28 JJD O29 O29 O 0 1 N N N -6.568 37.713 -2.208 -0.747 2.172 0.570 O29 JJD 29 JJD C30 C30 C 0 1 N N N -5.281 38.388 -4.414 1.652 2.002 1.777 C30 JJD 30 JJD C31 C31 C 0 1 N N N -3.862 38.930 -4.563 2.430 2.731 0.712 C31 JJD 31 JJD O32 O32 O 0 1 N N N -2.920 38.370 -3.958 3.260 3.729 1.052 O32 JJD 32 JJD O33 O33 O 0 1 N N N -3.682 39.909 -5.312 2.306 2.417 -0.448 O33 JJD 33 JJD H1 H1 H 0 1 N N N -3.944 36.207 -5.356 1.682 -0.758 2.232 H1 JJD 34 JJD H8 H8 H 0 1 N N N -4.764 36.518 -7.442 3.943 -0.920 2.272 H8 JJD 35 JJD H9 H9 H 0 1 N N N -6.531 36.301 -9.169 6.134 -0.835 1.157 H9 JJD 36 JJD H11 H11 H 0 1 N N N -9.136 34.599 -6.204 4.193 0.168 -2.534 H11 JJD 37 JJD H12 H12 H 0 1 N N N -7.362 34.818 -4.488 2.012 0.068 -1.402 H12 JJD 38 JJD H17 H17 H 0 1 N N N -2.605 33.048 -6.366 2.778 -2.424 1.814 H17 JJD 39 JJD H17A H17A H 0 0 N N N -4.229 33.760 -6.655 2.215 -4.109 1.921 H17A JJD 40 JJD H17B H17B H 0 0 N N N -2.824 34.830 -6.324 3.182 -3.581 0.523 H17B JJD 41 JJD H19 H19 H 0 1 N N N -8.301 34.524 -1.939 -3.316 -0.527 1.054 H19 JJD 42 JJD H21 H21 H 0 1 N N N -8.568 34.869 2.330 -5.597 1.111 -2.154 H21 JJD 43 JJD H22 H22 H 0 1 N N N -6.257 35.856 2.390 -3.521 1.750 -3.312 H22 JJD 44 JJD H23 H23 H 0 1 N N N -5.060 36.228 0.246 -1.338 1.262 -2.287 H23 JJD 45 JJD H28 H28 H 0 1 N N N -4.074 32.729 -2.387 -2.278 -1.861 -1.005 H28 JJD 46 JJD H28A H28A H 0 0 N N N -4.274 33.762 -0.931 -0.804 -2.724 -1.507 H28A JJD 47 JJD H28B H28B H 0 0 N N N -5.687 32.885 -1.611 -1.559 -3.091 0.062 H28B JJD 48 JJD H30 H30 H 0 1 N N N -5.785 38.424 -5.391 0.936 2.684 2.236 H30 JJD 49 JJD H30A H30A H 0 0 N N N -5.831 39.011 -3.694 2.338 1.630 2.538 H30A JJD 50 JJD HO32 HO32 H 0 0 N N N -2.103 38.808 -4.168 3.737 4.167 0.334 HO32 JJD 51 # 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 JJD C7 C1 SING N N 1 JJD C1 C6 SING N N 2 JJD C1 N2 SING N N 3 JJD C1 H1 SING N N 4 JJD C30 N2 SING N N 5 JJD N2 C3 SING N N 6 JJD C3 N4 SING N N 7 JJD C3 O29 DOUB N N 8 JJD C5 N4 SING N N 9 JJD N4 C18 SING N N 10 JJD C6 C5 DOUB N N 11 JJD C5 C28 SING N N 12 JJD C15 C6 SING N N 13 JJD C8 C7 DOUB Y N 14 JJD C7 C12 SING Y N 15 JJD C9 C8 SING Y N 16 JJD C8 H8 SING N N 17 JJD C9 C10 DOUB Y N 18 JJD C9 H9 SING N N 19 JJD C13 C10 SING N N 20 JJD C10 C11 SING Y N 21 JJD C11 C12 DOUB Y N 22 JJD C11 H11 SING N N 23 JJD C12 H12 SING N N 24 JJD N14 C13 TRIP N N 25 JJD C17 C15 SING N N 26 JJD C15 O16 DOUB N N 27 JJD C17 H17 SING N N 28 JJD C17 H17A SING N N 29 JJD C17 H17B SING N N 30 JJD C19 C18 DOUB Y N 31 JJD C18 C23 SING Y N 32 JJD C19 C20 SING Y N 33 JJD C19 H19 SING N N 34 JJD C24 C20 SING N N 35 JJD C20 C21 DOUB Y N 36 JJD C21 C22 SING Y N 37 JJD C21 H21 SING N N 38 JJD C23 C22 DOUB Y N 39 JJD C22 H22 SING N N 40 JJD C23 H23 SING N N 41 JJD F26 C24 SING N N 42 JJD F27 C24 SING N N 43 JJD C24 F25 SING N N 44 JJD C28 H28 SING N N 45 JJD C28 H28A SING N N 46 JJD C28 H28B SING N N 47 JJD C31 C30 SING N N 48 JJD C30 H30 SING N N 49 JJD C30 H30A SING N N 50 JJD O33 C31 DOUB N N 51 JJD C31 O32 SING N N 52 JJD O32 HO32 SING N N 53 # 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 JJD InChI InChI 1.03 "InChI=1S/C23H18F3N3O4/c1-13-20(14(2)30)21(16-8-6-15(11-27)7-9-16)28(12-19(31)32)22(33)29(13)18-5-3-4-17(10-18)23(24,25)26/h3-10,21H,12H2,1-2H3,(H,31,32)/t21-/m1/s1" JJD InChIKey InChI 1.03 RRKQYMJDNSVFCG-OAQYLSRUSA-N JJD SMILES_CANONICAL CACTVS 3.385 "CC(=O)C1=C(C)N(C(=O)N(CC(O)=O)[C@@H]1c2ccc(cc2)C#N)c3cccc(c3)C(F)(F)F" JJD SMILES CACTVS 3.385 "CC(=O)C1=C(C)N(C(=O)N(CC(O)=O)[CH]1c2ccc(cc2)C#N)c3cccc(c3)C(F)(F)F" JJD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C([C@H](N(C(=O)N1c2cccc(c2)C(F)(F)F)CC(=O)O)c3ccc(cc3)C#N)C(=O)C" JJD SMILES "OpenEye OEToolkits" 1.7.6 "CC1=C(C(N(C(=O)N1c2cccc(c2)C(F)(F)F)CC(=O)O)c3ccc(cc3)C#N)C(=O)C" # 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 JJD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4R)-4-(4-cyanophenyl)-5-ethanoyl-6-methyl-2-oxidanylidene-1-[3-(trifluoromethyl)phenyl]-4H-pyrimidin-3-yl]ethanoic 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 JJD "Create component" 2015-04-17 EBI JJD "Initial release" 2015-08-19 RCSB #