data_8S2 # _chem_comp.id 8S2 _chem_comp.name "(2~{S},4~{S})-~{N}1-(1-aminocarbonylindol-3-yl)-4-azanyl-~{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 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-01 _chem_comp.pdbx_modified_date 2017-06-23 _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 490.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8S2 _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 5NB6 _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 8S2 C6 C1 C 0 1 Y N N -5.612 -15.983 -6.265 -5.050 0.438 -0.081 C6 8S2 1 8S2 C7 C2 C 0 1 Y N N -4.401 -15.338 -6.439 -4.128 -0.351 -0.750 C7 8S2 2 8S2 C10 C3 C 0 1 Y N N -4.137 -15.287 -4.003 -3.217 -1.061 1.358 C10 8S2 3 8S2 C20 C4 C 0 1 N N S -0.505 -13.130 -5.191 0.000 -2.827 -0.976 C20 8S2 4 8S2 C26 C5 C 0 1 N N S 1.198 -13.086 -3.508 1.245 -4.882 -0.680 C26 8S2 5 8S2 C28 C6 C 0 1 N N N 0.690 -13.998 -4.665 -0.207 -4.341 -0.762 C28 8S2 6 8S2 F1 F1 F 0 1 N N N -6.601 -14.330 -8.283 -6.175 2.878 0.757 F1 8S2 7 8S2 C2 C7 C 0 1 N N N -7.239 -15.449 -7.938 -6.878 1.957 -0.027 C2 8S2 8 8S2 F3 F2 F 0 1 N N N -8.078 -15.124 -6.913 -7.634 1.120 0.801 F3 8S2 9 8S2 F4 F3 F 0 1 N N N -7.823 -16.016 -9.036 -7.730 2.642 -0.901 F4 8S2 10 8S2 O5 O1 O 0 1 N N N -6.302 -16.373 -7.419 -5.954 1.171 -0.783 O5 8S2 11 8S2 C9 C8 C 0 1 Y N N -3.675 -14.997 -5.293 -3.209 -1.102 -0.030 C9 8S2 12 8S2 C12 C9 C 0 1 Y N N -5.371 -15.920 -3.852 -4.137 -0.273 2.022 C12 8S2 13 8S2 C14 C10 C 0 1 Y N N -6.098 -16.263 -4.975 -5.053 0.475 1.307 C14 8S2 14 8S2 N16 N1 N 0 1 N N N -2.450 -14.410 -5.483 -2.277 -1.901 -0.702 N16 8S2 15 8S2 C18 C11 C 0 1 N N N -1.840 -13.536 -4.652 -1.035 -2.053 -0.201 C18 8S2 16 8S2 O19 O2 O 0 1 N N N -2.302 -12.979 -3.675 -0.751 -1.568 0.873 O19 8S2 17 8S2 N22 N2 N 0 1 N N N -0.117 -11.775 -4.889 1.345 -2.496 -0.483 N22 8S2 18 8S2 C23 C12 C 0 1 N N N 1.104 -11.653 -4.097 1.968 -3.722 0.048 C23 8S2 19 8S2 N31 N3 N 0 1 N N N 0.366 -13.346 -2.321 1.302 -6.118 0.112 N31 8S2 20 8S2 C34 C13 C 0 1 N N N -0.884 -10.720 -5.380 1.914 -1.275 -0.512 C34 8S2 21 8S2 O35 O3 O 0 1 N N N -1.932 -11.008 -6.041 1.304 -0.331 -0.976 O35 8S2 22 8S2 N36 N4 N 0 1 N N N -0.535 -9.446 -5.192 3.158 -1.099 -0.026 N36 8S2 23 8S2 C38 C14 C 0 1 Y N N -1.249 -8.318 -5.608 3.752 0.175 -0.056 C38 8S2 24 8S2 C39 C15 C 0 1 Y N N -1.011 -7.502 -6.674 3.197 1.304 -0.531 C39 8S2 25 8S2 N41 N5 N 0 1 Y N N -2.059 -6.518 -6.730 4.082 2.353 -0.391 N41 8S2 26 8S2 C42 C16 C 0 1 Y N N -2.968 -6.716 -5.684 5.251 1.901 0.192 C42 8S2 27 8S2 C43 C17 C 0 1 Y N N -2.560 -7.834 -4.955 5.093 0.525 0.432 C43 8S2 28 8S2 C44 C18 C 0 1 Y N N -3.294 -8.240 -3.829 6.125 -0.201 1.026 C44 8S2 29 8S2 C46 C19 C 0 1 Y N N -4.472 -7.540 -3.447 7.294 0.437 1.378 C46 8S2 30 8S2 C48 C20 C 0 1 Y N N -4.896 -6.400 -4.177 7.448 1.796 1.145 C48 8S2 31 8S2 C50 C21 C 0 1 Y N N -4.144 -5.964 -5.302 6.440 2.525 0.550 C50 8S2 32 8S2 C52 C22 C 0 1 N N N -2.153 -5.547 -7.664 3.843 3.625 -0.767 C52 8S2 33 8S2 O53 O4 O 0 1 N N N -3.038 -4.661 -7.725 4.692 4.478 -0.600 O53 8S2 34 8S2 N54 N6 N 0 1 N N N -1.115 -5.454 -8.557 2.662 3.951 -1.328 N54 8S2 35 8S2 H1 H1 H 0 1 N N N -4.029 -15.106 -7.426 -4.124 -0.381 -1.829 H1 8S2 36 8S2 H2 H2 H 0 1 N N N -3.547 -15.024 -3.138 -2.503 -1.646 1.919 H2 8S2 37 8S2 H3 H3 H 0 1 N N N -0.533 -13.250 -6.284 -0.074 -2.589 -2.038 H3 8S2 38 8S2 H4 H4 H 0 1 N N N 2.251 -13.323 -3.296 1.660 -5.039 -1.675 H4 8S2 39 8S2 H5 H5 H 0 1 N N N 0.352 -14.977 -4.295 -0.742 -4.529 0.169 H5 8S2 40 8S2 H6 H6 H 0 1 N N N 1.459 -14.144 -5.437 -0.735 -4.781 -1.608 H6 8S2 41 8S2 H7 H7 H 0 1 N N N -5.754 -16.140 -2.866 -4.142 -0.242 3.101 H7 8S2 42 8S2 H8 H8 H 0 1 N N N -7.054 -16.753 -4.861 -5.771 1.090 1.828 H8 8S2 43 8S2 H9 H9 H 0 1 N N N -1.959 -14.653 -6.320 -2.525 -2.344 -1.528 H9 8S2 44 8S2 H10 H10 H 0 1 N N N 1.974 -11.414 -4.726 1.811 -3.792 1.124 H10 8S2 45 8S2 H11 H11 H 0 1 N N N 1.002 -10.894 -3.307 3.034 -3.736 -0.182 H11 8S2 46 8S2 H12 H12 H 0 1 N N N 0.675 -12.770 -1.564 2.253 -6.442 0.209 H12 8S2 47 8S2 H13 H13 H 0 1 N N N -0.589 -13.136 -2.531 0.870 -5.989 1.015 H13 8S2 48 8S2 H15 H15 H 0 1 N N N 0.323 -9.281 -4.705 3.645 -1.852 0.345 H15 8S2 49 8S2 H16 H16 H 0 1 N N N -0.179 -7.581 -7.358 2.208 1.378 -0.958 H16 8S2 50 8S2 H17 H17 H 0 1 N N N -2.962 -9.089 -3.249 6.008 -1.259 1.209 H17 8S2 51 8S2 H18 H18 H 0 1 N N N -5.046 -7.878 -2.597 8.094 -0.123 1.838 H18 8S2 52 8S2 H19 H19 H 0 1 N N N -5.786 -5.866 -3.879 8.369 2.286 1.425 H19 8S2 53 8S2 H20 H20 H 0 1 N N N -4.444 -5.089 -5.860 6.570 3.583 0.374 H20 8S2 54 8S2 H21 H21 H 0 1 N N N -1.089 -4.703 -9.217 1.984 3.270 -1.462 H21 8S2 55 8S2 H22 H22 H 0 1 N N N -0.385 -6.137 -8.548 2.490 4.866 -1.599 H22 8S2 56 # 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 8S2 F4 C2 SING N N 1 8S2 N54 C52 SING N N 2 8S2 F1 C2 SING N N 3 8S2 C2 O5 SING N N 4 8S2 C2 F3 SING N N 5 8S2 O53 C52 DOUB N N 6 8S2 C52 N41 SING N N 7 8S2 O5 C6 SING N N 8 8S2 N41 C39 SING Y N 9 8S2 N41 C42 SING Y N 10 8S2 C39 C38 DOUB Y N 11 8S2 C7 C6 DOUB Y N 12 8S2 C7 C9 SING Y N 13 8S2 C6 C14 SING Y N 14 8S2 O35 C34 DOUB N N 15 8S2 C42 C50 DOUB Y N 16 8S2 C42 C43 SING Y N 17 8S2 C38 N36 SING N N 18 8S2 C38 C43 SING Y N 19 8S2 N16 C9 SING N N 20 8S2 N16 C18 SING N N 21 8S2 C34 N36 SING N N 22 8S2 C34 N22 SING N N 23 8S2 C50 C48 SING Y N 24 8S2 C9 C10 DOUB Y N 25 8S2 C20 N22 SING N N 26 8S2 C20 C28 SING N N 27 8S2 C20 C18 SING N N 28 8S2 C14 C12 DOUB Y N 29 8S2 C43 C44 DOUB Y N 30 8S2 N22 C23 SING N N 31 8S2 C28 C26 SING N N 32 8S2 C18 O19 DOUB N N 33 8S2 C48 C46 DOUB Y N 34 8S2 C23 C26 SING N N 35 8S2 C10 C12 SING Y N 36 8S2 C44 C46 SING Y N 37 8S2 C26 N31 SING N N 38 8S2 C7 H1 SING N N 39 8S2 C10 H2 SING N N 40 8S2 C20 H3 SING N N 41 8S2 C26 H4 SING N N 42 8S2 C28 H5 SING N N 43 8S2 C28 H6 SING N N 44 8S2 C12 H7 SING N N 45 8S2 C14 H8 SING N N 46 8S2 N16 H9 SING N N 47 8S2 C23 H10 SING N N 48 8S2 C23 H11 SING N N 49 8S2 N31 H12 SING N N 50 8S2 N31 H13 SING N N 51 8S2 N36 H15 SING N N 52 8S2 C39 H16 SING N N 53 8S2 C44 H17 SING N N 54 8S2 C46 H18 SING N N 55 8S2 C48 H19 SING N N 56 8S2 C50 H20 SING N N 57 8S2 N54 H21 SING N N 58 8S2 N54 H22 SING N N 59 # 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 8S2 InChI InChI 1.03 "InChI=1S/C22H21F3N6O4/c23-22(24,25)35-14-5-3-4-13(9-14)28-19(32)18-8-12(26)10-31(18)21(34)29-16-11-30(20(27)33)17-7-2-1-6-15(16)17/h1-7,9,11-12,18H,8,10,26H2,(H2,27,33)(H,28,32)(H,29,34)/t12-,18-/m0/s1" 8S2 InChIKey InChI 1.03 BOUWILWEXWTKKH-SGTLLEGYSA-N 8S2 SMILES_CANONICAL CACTVS 3.385 "N[C@H]1C[C@H](N(C1)C(=O)Nc2cn(C(N)=O)c3ccccc23)C(=O)Nc4cccc(OC(F)(F)F)c4" 8S2 SMILES CACTVS 3.385 "N[CH]1C[CH](N(C1)C(=O)Nc2cn(C(N)=O)c3ccccc23)C(=O)Nc4cccc(OC(F)(F)F)c4" 8S2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3C[C@H](C[C@H]3C(=O)Nc4cccc(c4)OC(F)(F)F)N" 8S2 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3CC(CC3C(=O)Nc4cccc(c4)OC(F)(F)F)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 8S2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},4~{S})-~{N}1-(1-aminocarbonylindol-3-yl)-4-azanyl-~{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 8S2 "Create component" 2017-03-01 EBI 8S2 "Initial release" 2017-06-28 RCSB #