data_8RT # _chem_comp.id 8RT _chem_comp.name "(2~{S})-~{N}1-(1-methylindol-3-yl)-~{N}2-[3-(trifluoromethyloxy)phenyl]pyrrolidine-1,2-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-28 _chem_comp.pdbx_modified_date 2018-03-16 _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 446.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8RT _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 5NAT _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 8RT C2 C1 C 0 1 N N N 7.434 -9.846 10.576 -6.739 -1.573 0.230 C2 8RT 1 8RT C41 C2 C 0 1 Y N N 0.421 -8.403 4.725 5.347 -0.862 -0.104 C41 8RT 2 8RT C42 C3 C 0 1 Y N N 0.785 -9.714 4.386 6.535 -0.221 -0.459 C42 8RT 3 8RT C44 C4 C 0 1 Y N N 1.554 -9.910 3.225 7.671 -0.955 -0.649 C44 8RT 4 8RT C46 C5 C 0 1 Y N N 1.940 -8.829 2.415 7.655 -2.334 -0.493 C46 8RT 5 8RT C48 C6 C 0 1 Y N N 1.585 -7.520 2.765 6.494 -2.987 -0.142 C48 8RT 6 8RT C50 C7 C 0 1 N N N 0.561 -4.868 3.888 3.581 -3.977 0.664 C50 8RT 7 8RT C12 C8 C 0 1 Y N N 4.610 -13.356 10.255 -3.621 -0.092 -1.954 C12 8RT 8 8RT C14 C9 C 0 1 Y N N 5.742 -12.657 10.662 -4.668 -0.580 -1.195 C14 8RT 9 8RT C18 C10 C 0 1 N N N 1.040 -10.791 9.896 -0.571 1.930 0.117 C18 8RT 10 8RT C20 C11 C 0 1 N N S -0.194 -9.969 10.197 0.422 2.931 0.650 C20 8RT 11 8RT C23 C12 C 0 1 N N N -2.225 -10.250 8.819 2.618 3.663 0.045 C23 8RT 12 8RT C26 C13 C 0 1 N N N -2.575 -10.462 10.307 1.691 4.896 0.101 C26 8RT 13 8RT C29 C14 C 0 1 N N N -1.221 -10.847 10.949 0.281 4.280 -0.099 C29 8RT 14 8RT F1 F1 F 0 1 N N N 8.478 -9.301 11.247 -6.062 -2.700 -0.248 F1 8RT 15 8RT F3 F2 F 0 1 N N N 7.843 -10.629 9.532 -7.334 -0.898 -0.841 F3 8RT 16 8RT F4 F3 F 0 1 N N N 6.631 -8.850 10.139 -7.727 -1.971 1.136 F4 8RT 17 8RT O5 O1 O 0 1 N N N 6.741 -10.627 11.527 -5.813 -0.703 0.886 O5 8RT 18 8RT C6 C15 C 0 1 Y N N 5.631 -11.343 11.111 -4.784 -0.222 0.140 C6 8RT 19 8RT C7 C16 C 0 1 Y N N 4.398 -10.702 11.149 -3.849 0.626 0.714 C7 8RT 20 8RT C9 C17 C 0 1 Y N N 3.271 -11.385 10.726 -2.799 1.115 -0.050 C9 8RT 21 8RT C10 C18 C 0 1 Y N N 3.369 -12.717 10.283 -2.688 0.753 -1.387 C10 8RT 22 8RT N16 N1 N 0 1 N N N 2.036 -10.699 10.796 -1.854 1.971 0.525 N16 8RT 23 8RT O19 O2 O 0 1 N N N 1.095 -11.477 8.876 -0.214 1.087 -0.678 O19 8RT 24 8RT N22 N2 N 0 1 N N N -0.908 -9.644 8.974 1.800 2.486 0.370 N22 8RT 25 8RT C32 C19 C 0 1 N N N -0.324 -8.846 8.028 2.236 1.212 0.407 C32 8RT 26 8RT O33 O3 O 0 1 N N N 0.778 -8.380 8.281 1.467 0.314 0.691 O33 8RT 27 8RT N34 N3 N 0 1 N N N -0.918 -8.475 6.853 3.526 0.933 0.131 N34 8RT 28 8RT C36 C20 C 0 1 Y N N -0.364 -7.741 5.836 3.982 -0.398 0.170 C36 8RT 29 8RT C37 C21 C 0 1 Y N N -0.340 -6.422 5.586 3.249 -1.488 0.466 C37 8RT 30 8RT N39 N4 N 0 1 Y N N 0.350 -6.194 4.477 4.039 -2.611 0.402 N39 8RT 31 8RT C40 C22 C 0 1 Y N N 0.810 -7.337 3.929 5.323 -2.260 0.050 C40 8RT 32 8RT H1 H1 H 0 1 N N N 0.483 -10.550 4.999 6.555 0.852 -0.584 H1 8RT 33 8RT H2 H2 H 0 1 N N N 1.854 -10.911 2.951 8.590 -0.458 -0.924 H2 8RT 34 8RT H3 H3 H 0 1 N N N 2.514 -9.008 1.518 8.562 -2.900 -0.641 H3 8RT 35 8RT H4 H4 H 0 1 N N N 1.895 -6.678 2.163 6.491 -4.060 -0.023 H4 8RT 36 8RT H5 H5 H 0 1 N N N 0.090 -4.104 4.524 3.231 -4.427 -0.265 H5 8RT 37 8RT H6 H6 H 0 1 N N N 1.640 -4.668 3.813 4.406 -4.567 1.064 H6 8RT 38 8RT H7 H7 H 0 1 N N N 0.112 -4.837 2.884 2.766 -3.956 1.387 H7 8RT 39 8RT H8 H8 H 0 1 N N N 4.690 -14.380 9.922 -3.530 -0.375 -2.993 H8 8RT 40 8RT H9 H9 H 0 1 N N N 6.710 -13.135 10.630 -5.396 -1.241 -1.642 H9 8RT 41 8RT H10 H10 H 0 1 N N N 0.057 -9.072 10.783 0.278 3.075 1.720 H10 8RT 42 8RT H11 H11 H 0 1 N N N -2.934 -9.572 8.322 3.036 3.559 -0.957 H11 8RT 43 8RT H12 H12 H 0 1 N N N -2.178 -11.201 8.268 3.421 3.770 0.774 H12 8RT 44 8RT H13 H13 H 0 1 N N N -2.972 -9.538 10.752 1.763 5.388 1.071 H13 8RT 45 8RT H14 H14 H 0 1 N N N -3.310 -11.272 10.426 1.926 5.592 -0.704 H14 8RT 46 8RT H15 H15 H 0 1 N N N -1.006 -11.916 10.800 0.072 4.120 -1.156 H15 8RT 47 8RT H16 H16 H 0 1 N N N -1.218 -10.619 12.025 -0.486 4.903 0.360 H16 8RT 48 8RT H17 H17 H 0 1 N N N 4.321 -9.685 11.504 -3.939 0.906 1.753 H17 8RT 49 8RT H18 H18 H 0 1 N N N 2.483 -13.246 9.964 -1.871 1.133 -1.982 H18 8RT 50 8RT H19 H19 H 0 1 N N N 1.891 -10.095 11.580 -2.123 2.595 1.218 H19 8RT 51 8RT H20 H20 H 0 1 N N N -1.863 -8.773 6.721 4.139 1.649 -0.095 H20 8RT 52 8RT H21 H21 H 0 1 N N N -0.810 -5.664 6.194 2.198 -1.481 0.716 H21 8RT 53 # 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 8RT C46 C48 DOUB Y N 1 8RT C46 C44 SING Y N 2 8RT C48 C40 SING Y N 3 8RT C44 C42 DOUB Y N 4 8RT C50 N39 SING N N 5 8RT C40 N39 SING Y N 6 8RT C40 C41 DOUB Y N 7 8RT C42 C41 SING Y N 8 8RT N39 C37 SING Y N 9 8RT C41 C36 SING Y N 10 8RT C37 C36 DOUB Y N 11 8RT C36 N34 SING N N 12 8RT N34 C32 SING N N 13 8RT C32 O33 DOUB N N 14 8RT C32 N22 SING N N 15 8RT C23 N22 SING N N 16 8RT C23 C26 SING N N 17 8RT O19 C18 DOUB N N 18 8RT N22 C20 SING N N 19 8RT F3 C2 SING N N 20 8RT C18 C20 SING N N 21 8RT C18 N16 SING N N 22 8RT F4 C2 SING N N 23 8RT C20 C29 SING N N 24 8RT C12 C10 DOUB Y N 25 8RT C12 C14 SING Y N 26 8RT C10 C9 SING Y N 27 8RT C26 C29 SING N N 28 8RT C2 F1 SING N N 29 8RT C2 O5 SING N N 30 8RT C14 C6 DOUB Y N 31 8RT C9 N16 SING N N 32 8RT C9 C7 DOUB Y N 33 8RT C6 C7 SING Y N 34 8RT C6 O5 SING N N 35 8RT C42 H1 SING N N 36 8RT C44 H2 SING N N 37 8RT C46 H3 SING N N 38 8RT C48 H4 SING N N 39 8RT C50 H5 SING N N 40 8RT C50 H6 SING N N 41 8RT C50 H7 SING N N 42 8RT C12 H8 SING N N 43 8RT C14 H9 SING N N 44 8RT C20 H10 SING N N 45 8RT C23 H11 SING N N 46 8RT C23 H12 SING N N 47 8RT C26 H13 SING N N 48 8RT C26 H14 SING N N 49 8RT C29 H15 SING N N 50 8RT C29 H16 SING N N 51 8RT C7 H17 SING N N 52 8RT C10 H18 SING N N 53 8RT N16 H19 SING N N 54 8RT N34 H20 SING N N 55 8RT C37 H21 SING N N 56 # 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 8RT InChI InChI 1.03 "InChI=1S/C22H21F3N4O3/c1-28-13-17(16-8-2-3-9-18(16)28)27-21(31)29-11-5-10-19(29)20(30)26-14-6-4-7-15(12-14)32-22(23,24)25/h2-4,6-9,12-13,19H,5,10-11H2,1H3,(H,26,30)(H,27,31)/t19-/m0/s1" 8RT InChIKey InChI 1.03 IRTQBCRDCGFMII-IBGZPJMESA-N 8RT SMILES_CANONICAL CACTVS 3.385 "Cn1cc(NC(=O)N2CCC[C@H]2C(=O)Nc3cccc(OC(F)(F)F)c3)c4ccccc14" 8RT SMILES CACTVS 3.385 "Cn1cc(NC(=O)N2CCC[CH]2C(=O)Nc3cccc(OC(F)(F)F)c3)c4ccccc14" 8RT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(c2c1cccc2)NC(=O)N3CCC[C@H]3C(=O)Nc4cccc(c4)OC(F)(F)F" 8RT SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(c2c1cccc2)NC(=O)N3CCCC3C(=O)Nc4cccc(c4)OC(F)(F)F" # 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 8RT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-~{N}1-(1-methylindol-3-yl)-~{N}2-[3-(trifluoromethyloxy)phenyl]pyrrolidine-1,2-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8RT "Create component" 2017-02-28 EBI 8RT "Initial release" 2018-03-21 RCSB #