data_MKA # _chem_comp.id MKA _chem_comp.name "4-fluoro-N-{(2S)-1-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propan-2-yl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-04-08 _chem_comp.pdbx_modified_date 2020-02-14 _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 396.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MKA _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 6OHQ _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 MKA C17 C1 C 0 1 Y N N 12.082 18.848 2.524 6.962 0.253 -0.264 C17 MKA 1 MKA C12 C2 C 0 1 N N N 15.419 22.401 2.796 1.705 0.855 1.535 C12 MKA 2 MKA C13 C3 C 0 1 N N N 16.073 21.036 2.785 2.461 0.909 0.204 C13 MKA 3 MKA C3 C4 C 0 1 N N N 18.690 25.124 -1.698 -3.362 4.072 0.096 C3 MKA 4 MKA C1 C5 C 0 1 N N N 17.499 24.013 0.176 -1.086 3.245 0.708 C1 MKA 5 MKA C2 C6 C 0 1 N N S 17.896 23.929 -1.290 -2.321 2.979 -0.154 C2 MKA 6 MKA C11 C7 C 0 1 N N N 16.253 23.418 2.027 0.820 2.097 1.664 C11 MKA 7 MKA N N1 N 0 1 N N N 16.713 23.836 -2.112 -2.889 1.675 0.195 N MKA 8 MKA CA C8 C 0 1 N N N 16.490 22.659 -2.766 -3.641 1.005 -0.701 CA MKA 9 MKA O O1 O 0 1 N N N 17.133 19.603 5.093 1.621 -1.877 0.117 O MKA 10 MKA CB C9 C 0 1 Y N N 15.301 22.624 -3.595 -4.213 -0.310 -0.349 CB MKA 11 MKA CG1 C10 C 0 1 Y N N 14.300 23.553 -3.413 -4.992 -1.006 -1.276 CG1 MKA 12 MKA CG2 C11 C 0 1 Y N N 15.248 21.622 -4.543 -3.973 -0.865 0.910 CG2 MKA 13 MKA CD1 C12 C 0 1 Y N N 13.188 23.445 -4.222 -5.524 -2.233 -0.942 CD1 MKA 14 MKA C14 C13 C 0 1 N N N 16.030 19.349 4.634 2.794 -1.565 0.019 C14 MKA 15 MKA C15 C14 C 0 1 Y N N 14.190 19.382 3.357 4.651 -0.352 -0.091 C15 MKA 16 MKA C16 C15 C 0 1 Y N N 13.214 19.634 2.426 5.639 0.621 -0.115 C16 MKA 17 MKA C18 C16 C 0 1 Y N N 11.935 17.872 3.492 7.306 -1.082 -0.392 C18 MKA 18 MKA C19 C17 C 0 1 Y N N 14.035 18.420 4.308 4.999 -1.699 -0.209 C19 MKA 19 MKA C20 C18 C 0 1 Y N N 12.920 17.630 4.425 6.330 -2.058 -0.364 C20 MKA 20 MKA C21 C19 C 0 1 N N N 16.451 20.664 1.371 1.453 1.004 -0.943 C21 MKA 21 MKA C22 C20 C 0 1 N N N 17.358 21.741 0.803 0.575 2.242 -0.743 C22 MKA 22 MKA C7 C21 C 0 1 Y N N 14.125 21.544 -5.337 -4.505 -2.095 1.231 C7 MKA 23 MKA C8 C22 C 0 1 Y N N 13.109 22.450 -5.169 -5.287 -2.776 0.311 C8 MKA 24 MKA F1 F1 F 0 1 N N N 12.023 22.354 -5.952 -5.806 -3.982 0.631 F1 MKA 25 MKA N1 N2 N 0 1 N N N 16.608 22.973 0.692 -0.128 2.142 0.544 N1 MKA 26 MKA N3 N3 N 0 1 N N N 15.444 19.973 3.556 3.266 -0.305 0.049 N3 MKA 27 MKA N4 N4 N 0 1 N N N 15.172 18.385 5.112 3.815 -2.429 -0.136 N4 MKA 28 MKA O1 O2 O 0 1 N N N 17.207 21.676 -2.675 -3.847 1.484 -1.800 O1 MKA 29 MKA H1 H1 H 0 1 N N N 11.281 19.002 1.817 7.731 1.011 -0.287 H1 MKA 30 MKA H2 H2 H 0 1 N N N 15.312 22.739 3.837 1.084 -0.040 1.564 H2 MKA 31 MKA H3 H3 H 0 1 N N N 14.425 22.326 2.330 2.419 0.830 2.358 H3 MKA 32 MKA H4 H4 H 0 1 N N N 17.040 21.202 3.283 3.113 1.783 0.191 H4 MKA 33 MKA H5 H5 H 0 1 N N N 19.592 25.197 -1.073 -4.243 3.883 -0.518 H5 MKA 34 MKA H6 H6 H 0 1 N N N 18.983 25.026 -2.754 -3.646 4.069 1.149 H6 MKA 35 MKA H7 H7 H 0 1 N N N 18.081 26.031 -1.569 -2.940 5.043 -0.163 H7 MKA 36 MKA H8 H8 H 0 1 N N N 18.424 23.981 0.771 -0.619 4.180 0.396 H8 MKA 37 MKA H9 H9 H 0 1 N N N 16.999 24.981 0.328 -1.381 3.317 1.754 H9 MKA 38 MKA H10 H10 H 0 1 N N N 18.512 23.029 -1.432 -2.038 2.982 -1.207 H10 MKA 39 MKA H11 H11 H 0 1 N N N 17.179 23.608 2.590 0.270 2.054 2.604 H11 MKA 40 MKA H12 H12 H 0 1 N N N 15.677 24.351 1.943 1.443 2.991 1.648 H12 MKA 41 MKA H13 H13 H 0 1 N N N 16.080 24.605 -2.199 -2.725 1.293 1.071 H13 MKA 42 MKA H14 H14 H 0 1 N N N 14.382 24.332 -2.669 -5.178 -0.584 -2.253 H14 MKA 43 MKA H15 H15 H 0 1 N N N 16.062 20.921 -4.659 -3.371 -0.331 1.630 H15 MKA 44 MKA H16 H16 H 0 1 N N N 12.374 24.146 -4.111 -6.126 -2.773 -1.658 H16 MKA 45 MKA H17 H17 H 0 1 N N N 13.323 20.395 1.668 5.375 1.663 -0.015 H17 MKA 46 MKA H18 H18 H 0 1 N N N 11.028 17.286 3.518 8.342 -1.361 -0.513 H18 MKA 47 MKA H19 H19 H 0 1 N N N 12.821 16.875 5.191 6.602 -3.098 -0.464 H19 MKA 48 MKA H20 H20 H 0 1 N N N 15.543 20.584 0.755 1.986 1.086 -1.891 H20 MKA 49 MKA H21 H21 H 0 1 N N N 16.980 19.699 1.372 0.827 0.112 -0.954 H21 MKA 50 MKA H22 H22 H 0 1 N N N 17.716 21.436 -0.191 1.199 3.135 -0.748 H22 MKA 51 MKA H23 H23 H 0 1 N N N 18.218 21.891 1.473 -0.154 2.304 -1.551 H23 MKA 52 MKA H24 H24 H 0 1 N N N 14.045 20.773 -6.089 -4.323 -2.523 2.206 H24 MKA 53 MKA H26 H26 H 0 1 N N N 15.334 17.776 5.888 3.739 -3.395 -0.188 H26 MKA 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 MKA F1 C8 SING N N 1 MKA C7 C8 DOUB Y N 2 MKA C7 CG2 SING Y N 3 MKA C8 CD1 SING Y N 4 MKA CG2 CB DOUB Y N 5 MKA CD1 CG1 DOUB Y N 6 MKA CB CG1 SING Y N 7 MKA CB CA SING N N 8 MKA CA O1 DOUB N N 9 MKA CA N SING N N 10 MKA N C2 SING N N 11 MKA C3 C2 SING N N 12 MKA C2 C1 SING N N 13 MKA C1 N1 SING N N 14 MKA N1 C22 SING N N 15 MKA N1 C11 SING N N 16 MKA C22 C21 SING N N 17 MKA C21 C13 SING N N 18 MKA C11 C12 SING N N 19 MKA C16 C17 DOUB Y N 20 MKA C16 C15 SING Y N 21 MKA C17 C18 SING Y N 22 MKA C13 C12 SING N N 23 MKA C13 N3 SING N N 24 MKA C15 N3 SING N N 25 MKA C15 C19 DOUB Y N 26 MKA C18 C20 DOUB Y N 27 MKA N3 C14 SING N N 28 MKA C19 C20 SING Y N 29 MKA C19 N4 SING N N 30 MKA C14 O DOUB N N 31 MKA C14 N4 SING N N 32 MKA C17 H1 SING N N 33 MKA C12 H2 SING N N 34 MKA C12 H3 SING N N 35 MKA C13 H4 SING N N 36 MKA C3 H5 SING N N 37 MKA C3 H6 SING N N 38 MKA C3 H7 SING N N 39 MKA C1 H8 SING N N 40 MKA C1 H9 SING N N 41 MKA C2 H10 SING N N 42 MKA C11 H11 SING N N 43 MKA C11 H12 SING N N 44 MKA N H13 SING N N 45 MKA CG1 H14 SING N N 46 MKA CG2 H15 SING N N 47 MKA CD1 H16 SING N N 48 MKA C16 H17 SING N N 49 MKA C18 H18 SING N N 50 MKA C20 H19 SING N N 51 MKA C21 H20 SING N N 52 MKA C21 H21 SING N N 53 MKA C22 H22 SING N N 54 MKA C22 H23 SING N N 55 MKA C7 H24 SING N N 56 MKA N4 H26 SING N N 57 # # 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 MKA SMILES ACDLabs 12.01 "c4ccc3c(N(C2CCN(CC(C)NC(=O)c1ccc(cc1)F)CC2)C(=O)N3)c4" MKA InChI InChI 1.03 "InChI=1S/C22H25FN4O2/c1-15(24-21(28)16-6-8-17(23)9-7-16)14-26-12-10-18(11-13-26)27-20-5-3-2-4-19(20)25-22(27)29/h2-9,15,18H,10-14H2,1H3,(H,24,28)(H,25,29)/t15-/m0/s1" MKA InChIKey InChI 1.03 KKKBWVASRHMJPO-HNNXBMFYSA-N MKA SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CN1CCC(CC1)N2C(=O)Nc3ccccc23)NC(=O)c4ccc(F)cc4" MKA SMILES CACTVS 3.385 "C[CH](CN1CCC(CC1)N2C(=O)Nc3ccccc23)NC(=O)c4ccc(F)cc4" MKA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](CN1CCC(CC1)N2c3ccccc3NC2=O)NC(=O)c4ccc(cc4)F" MKA SMILES "OpenEye OEToolkits" 2.0.7 "CC(CN1CCC(CC1)N2c3ccccc3NC2=O)NC(=O)c4ccc(cc4)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 MKA "SYSTEMATIC NAME" ACDLabs 12.01 "4-fluoro-N-{(2S)-1-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propan-2-yl}benzamide" MKA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-fluoranyl-~{N}-[(2~{S})-1-[4-(2-oxidanylidene-3~{H}-benzimidazol-1-yl)piperidin-1-yl]propan-2-yl]benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MKA "Create component" 2019-04-08 RCSB MKA "Initial release" 2020-02-19 RCSB ##