data_KAQ # _chem_comp.id KAQ _chem_comp.name "(2~{S},4~{S})-~{N}-[(2~{S})-1-azanyl-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-methylsulfanyl-pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-08 _chem_comp.pdbx_modified_date 2019-08-23 _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 394.533 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KAQ _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 6RNI _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 KAQ C1 C1 C 0 1 N N N -32.179 -7.658 -34.029 -7.830 2.424 0.282 C1 KAQ 1 KAQ C2 C2 C 0 1 N N N -24.739 -16.962 -36.159 2.594 -3.680 0.059 C2 KAQ 2 KAQ C3 C3 C 0 1 Y N N -31.426 -9.452 -35.486 -5.725 1.895 -0.856 C3 KAQ 3 KAQ C7 C4 C 0 1 Y N N -29.189 -13.041 -36.050 -2.282 -0.566 -1.309 C7 KAQ 4 KAQ C8 C5 C 0 1 Y N N -28.439 -12.926 -33.800 -3.018 -1.939 0.531 C8 KAQ 5 KAQ C9 C6 C 0 1 Y N N -28.471 -14.207 -36.218 -1.160 -1.359 -1.444 C9 KAQ 6 KAQ C10 C7 C 0 1 Y N N -27.713 -14.089 -33.956 -1.891 -2.722 0.391 C10 KAQ 7 KAQ C11 C8 C 0 1 Y N N -31.416 -8.837 -34.252 -6.667 1.601 0.133 C11 KAQ 8 KAQ C12 C9 C 0 1 Y N N -29.939 -11.151 -34.648 -4.422 0.002 -0.162 C12 KAQ 9 KAQ C13 C10 C 0 1 Y N N -29.179 -12.378 -34.836 -3.218 -0.850 -0.316 C13 KAQ 10 KAQ C14 C11 C 0 1 Y N N -27.724 -14.733 -35.178 -0.965 -2.435 -0.596 C14 KAQ 11 KAQ C15 C12 C 0 1 N N N -24.883 -13.660 -37.026 2.357 -0.524 0.446 C15 KAQ 12 KAQ C16 C13 C 0 1 N N N -24.276 -13.517 -39.432 4.102 0.734 -0.822 C16 KAQ 13 KAQ C19 C14 C 0 1 N N S -24.149 -12.358 -40.393 4.828 2.043 -0.416 C19 KAQ 14 KAQ C20 C15 C 0 1 N N N -22.612 -10.993 -42.268 7.248 3.458 0.038 C20 KAQ 15 KAQ C21 C16 C 0 1 N N N -26.949 -15.998 -35.373 0.261 -3.297 -0.749 C21 KAQ 16 KAQ C22 C17 C 0 1 N N S -25.513 -15.706 -35.799 1.391 -2.737 0.117 C22 KAQ 17 KAQ N23 N1 N 0 1 N N N -32.823 -6.716 -33.828 -8.752 3.077 0.400 N23 KAQ 18 KAQ N25 N2 N 0 1 N N N -24.814 -11.575 -38.205 2.958 1.760 1.060 N25 KAQ 19 KAQ N26 N3 N 0 1 N N N -25.543 -14.859 -36.973 1.781 -1.416 -0.384 N26 KAQ 20 KAQ C4 C18 C 0 1 Y N N -30.672 -9.361 -33.218 -6.475 0.504 0.977 C4 KAQ 21 KAQ C5 C19 C 0 1 Y N N -30.688 -10.602 -35.676 -4.610 1.100 -1.001 C5 KAQ 22 KAQ C6 C20 C 0 1 Y N N -29.941 -10.511 -33.423 -5.357 -0.286 0.833 C6 KAQ 23 KAQ C17 C21 C 0 1 N N N -24.575 -11.156 -39.580 4.365 2.215 1.052 C17 KAQ 24 KAQ C18 C22 C 0 1 N N S -25.166 -12.980 -38.331 2.758 0.834 -0.070 C18 KAQ 25 KAQ N24 N4 N 0 1 N N N -24.709 -17.941 -35.088 3.719 -3.084 0.792 N24 KAQ 26 KAQ O27 O1 O 0 1 N N N -24.153 -13.212 -36.151 2.552 -0.814 1.607 O27 KAQ 27 KAQ S28 S1 S 0 1 N N N -22.413 -12.147 -40.888 6.629 1.843 -0.510 S28 KAQ 28 KAQ H1 H1 H 0 1 N N N -25.210 -17.422 -37.040 2.329 -4.635 0.513 H1 KAQ 29 KAQ H2 H2 H 0 1 N N N -23.705 -16.678 -36.402 2.882 -3.839 -0.980 H2 KAQ 30 KAQ H3 H3 H 0 1 N N N -32.006 -9.037 -36.297 -5.873 2.742 -1.509 H3 KAQ 31 KAQ H4 H4 H 0 1 N N N -29.764 -12.643 -36.873 -2.431 0.276 -1.968 H4 KAQ 32 KAQ H5 H5 H 0 1 N N N -28.430 -12.428 -32.842 -3.740 -2.164 1.302 H5 KAQ 33 KAQ H6 H6 H 0 1 N N N -28.492 -14.715 -37.171 -0.434 -1.139 -2.212 H6 KAQ 34 KAQ H7 H7 H 0 1 N N N -27.143 -14.491 -33.132 -1.730 -3.560 1.052 H7 KAQ 35 KAQ H8 H8 H 0 1 N N N -24.741 -14.384 -39.924 3.938 0.703 -1.900 H8 KAQ 36 KAQ H9 H9 H 0 1 N N N -23.292 -13.805 -39.034 4.663 -0.140 -0.493 H9 KAQ 37 KAQ H10 H10 H 0 1 N N N -24.758 -12.492 -41.299 4.497 2.881 -1.030 H10 KAQ 38 KAQ H11 H11 H 0 1 N N N -21.626 -10.755 -42.693 8.338 3.454 0.021 H11 KAQ 39 KAQ H12 H12 H 0 1 N N N -23.244 -11.453 -43.042 6.877 4.235 -0.631 H12 KAQ 40 KAQ H13 H13 H 0 1 N N N -23.088 -10.069 -41.908 6.901 3.655 1.052 H13 KAQ 41 KAQ H14 H14 H 0 1 N N N -27.438 -16.602 -36.151 0.032 -4.315 -0.433 H14 KAQ 42 KAQ H15 H15 H 0 1 N N N -26.935 -16.560 -34.427 0.573 -3.303 -1.794 H15 KAQ 43 KAQ H16 H16 H 0 1 N N N -24.996 -15.190 -34.977 1.048 -2.647 1.148 H16 KAQ 44 KAQ H17 H17 H 0 1 N N N -23.990 -11.462 -37.649 2.726 1.317 1.936 H17 KAQ 45 KAQ H19 H19 H 0 1 N N N -26.063 -15.160 -37.772 1.625 -1.184 -1.313 H19 KAQ 46 KAQ H20 H20 H 0 1 N N N -30.662 -8.874 -32.254 -7.202 0.276 1.742 H20 KAQ 47 KAQ H21 H21 H 0 1 N N N -30.694 -11.083 -36.643 -3.882 1.326 -1.766 H21 KAQ 48 KAQ H22 H22 H 0 1 N N N -29.358 -10.920 -32.611 -5.209 -1.137 1.482 H22 KAQ 49 KAQ H23 H23 H 0 1 N N N -23.780 -10.396 -39.601 4.968 1.595 1.716 H23 KAQ 50 KAQ H24 H24 H 0 1 N N N -25.498 -10.733 -40.003 4.427 3.262 1.349 H24 KAQ 51 KAQ H25 H25 H 0 1 N N N -26.225 -13.100 -38.605 1.988 1.223 -0.736 H25 KAQ 52 KAQ H26 H26 H 0 1 N N N -24.188 -18.742 -35.382 3.457 -2.867 1.742 H26 KAQ 53 KAQ H27 H27 H 0 1 N N N -24.275 -17.539 -34.281 4.527 -3.689 0.769 H27 KAQ 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 KAQ C20 S28 SING N N 1 KAQ S28 C19 SING N N 2 KAQ C19 C17 SING N N 3 KAQ C19 C16 SING N N 4 KAQ C17 N25 SING N N 5 KAQ C16 C18 SING N N 6 KAQ C18 N25 SING N N 7 KAQ C18 C15 SING N N 8 KAQ C15 N26 SING N N 9 KAQ C15 O27 DOUB N N 10 KAQ N26 C22 SING N N 11 KAQ C9 C7 DOUB Y N 12 KAQ C9 C14 SING Y N 13 KAQ C2 C22 SING N N 14 KAQ C2 N24 SING N N 15 KAQ C7 C13 SING Y N 16 KAQ C22 C21 SING N N 17 KAQ C5 C3 DOUB Y N 18 KAQ C5 C12 SING Y N 19 KAQ C3 C11 SING Y N 20 KAQ C21 C14 SING N N 21 KAQ C14 C10 DOUB Y N 22 KAQ C13 C12 SING N N 23 KAQ C13 C8 DOUB Y N 24 KAQ C12 C6 DOUB Y N 25 KAQ C11 C1 SING N N 26 KAQ C11 C4 DOUB Y N 27 KAQ C1 N23 TRIP N N 28 KAQ C10 C8 SING Y N 29 KAQ C6 C4 SING Y N 30 KAQ C2 H1 SING N N 31 KAQ C2 H2 SING N N 32 KAQ C3 H3 SING N N 33 KAQ C7 H4 SING N N 34 KAQ C8 H5 SING N N 35 KAQ C9 H6 SING N N 36 KAQ C10 H7 SING N N 37 KAQ C16 H8 SING N N 38 KAQ C16 H9 SING N N 39 KAQ C19 H10 SING N N 40 KAQ C20 H11 SING N N 41 KAQ C20 H12 SING N N 42 KAQ C20 H13 SING N N 43 KAQ C21 H14 SING N N 44 KAQ C21 H15 SING N N 45 KAQ C22 H16 SING N N 46 KAQ N25 H17 SING N N 47 KAQ N26 H19 SING N N 48 KAQ C4 H20 SING N N 49 KAQ C5 H21 SING N N 50 KAQ C6 H22 SING N N 51 KAQ C17 H23 SING N N 52 KAQ C17 H24 SING N N 53 KAQ C18 H25 SING N N 54 KAQ N24 H26 SING N N 55 KAQ N24 H27 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 KAQ InChI InChI 1.03 "InChI=1S/C22H26N4OS/c1-28-20-11-21(25-14-20)22(27)26-19(13-24)10-15-2-6-17(7-3-15)18-8-4-16(12-23)5-9-18/h2-9,19-21,25H,10-11,13-14,24H2,1H3,(H,26,27)/t19-,20-,21-/m0/s1" KAQ InChIKey InChI 1.03 BNJRFAPLBXBIIM-ACRUOGEOSA-N KAQ SMILES_CANONICAL CACTVS 3.385 "CS[C@@H]1CN[C@@H](C1)C(=O)N[C@H](CN)Cc2ccc(cc2)c3ccc(cc3)C#N" KAQ SMILES CACTVS 3.385 "CS[CH]1CN[CH](C1)C(=O)N[CH](CN)Cc2ccc(cc2)c3ccc(cc3)C#N" KAQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CS[C@H]1C[C@H](NC1)C(=O)N[C@@H](Cc2ccc(cc2)c3ccc(cc3)C#N)CN" KAQ SMILES "OpenEye OEToolkits" 2.0.7 "CSC1CC(NC1)C(=O)NC(Cc2ccc(cc2)c3ccc(cc3)C#N)CN" # _pdbx_chem_comp_identifier.comp_id KAQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{S},4~{S})-~{N}-[(2~{S})-1-azanyl-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-methylsulfanyl-pyrrolidine-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KAQ "Create component" 2019-05-08 EBI KAQ "Initial release" 2019-08-28 RCSB ##