data_LKY # _chem_comp.id LKY _chem_comp.name "3-cyano-N-(3-{[(3S)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl}-5-fluoro-2-methylphenyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 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 2019-02-28 _chem_comp.pdbx_modified_date 2020-02-28 _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 462.559 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LKY _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 6O3Z _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 LKY C1 C1 C 0 1 Y N N 4.748 -28.121 14.867 -0.988 0.046 1.252 C1 LKY 1 LKY C11 C2 C 0 1 N N N 11.504 -24.645 14.945 6.199 -0.115 -1.561 C11 LKY 2 LKY C12 C3 C 0 1 N N N 12.412 -24.309 16.108 7.664 -0.406 -1.947 C12 LKY 3 LKY C13 C4 C 0 1 N N N 13.222 -23.093 15.738 8.361 0.959 -2.087 C13 LKY 4 LKY C14 C5 C 0 1 N N N 12.989 -22.814 14.273 7.295 2.031 -1.781 C14 LKY 5 LKY C15 C6 C 0 1 N N N 11.870 -23.718 13.811 6.249 1.290 -0.912 C15 LKY 6 LKY C16 C7 C 0 1 N N S 7.786 -24.973 15.139 3.930 -2.042 0.863 C16 LKY 7 LKY C18 C8 C 0 1 N N N 7.147 -24.010 14.168 5.120 -2.758 1.506 C18 LKY 8 LKY C19 C9 C 0 1 N N N 7.045 -26.271 15.007 3.184 -1.228 1.924 C19 LKY 9 LKY C2 C10 C 0 1 N N N 5.191 -27.931 13.460 -0.967 -1.427 1.572 C2 LKY 10 LKY C20 C11 C 0 1 Y N N 5.298 -28.633 17.137 0.068 2.194 1.304 C20 LKY 11 LKY C21 C12 C 0 1 Y N N 3.976 -28.485 17.491 -1.032 2.755 0.676 C21 LKY 12 LKY C23 C13 C 0 1 Y N N 3.040 -28.158 16.532 -2.112 1.962 0.334 C23 LKY 13 LKY C24 C14 C 0 1 Y N N 3.421 -27.975 15.220 -2.093 0.604 0.622 C24 LKY 14 LKY C26 C15 C 0 1 N N N 1.452 -26.766 14.579 -4.402 0.352 0.109 C26 LKY 15 LKY C28 C16 C 0 1 Y N N 0.502 -26.473 13.510 -5.533 -0.480 -0.354 C28 LKY 16 LKY C29 C17 C 0 1 Y N N 0.803 -26.783 12.207 -5.342 -1.839 -0.612 C29 LKY 17 LKY C3 C18 C 0 1 Y N N 5.679 -28.450 15.828 0.089 0.842 1.591 C3 LKY 18 LKY C30 C19 C 0 1 Y N N -0.115 -26.487 11.225 -6.399 -2.619 -1.040 C30 LKY 19 LKY C31 C20 C 0 1 Y N N -1.316 -25.898 11.552 -7.649 -2.061 -1.216 C31 LKY 20 LKY C32 C21 C 0 1 Y N N -1.606 -25.599 12.865 -7.854 -0.702 -0.961 C32 LKY 21 LKY C33 C22 C 0 1 N N N -2.856 -24.992 13.211 -9.152 -0.126 -1.144 C33 LKY 22 LKY C35 C23 C 0 1 Y N N -0.689 -25.886 13.849 -6.793 0.090 -0.529 C35 LKY 23 LKY C4 C24 C 0 1 N N N 7.109 -28.622 15.451 1.287 0.236 2.274 C4 LKY 24 LKY C6 C25 C 0 1 N N N 9.214 -27.547 14.942 2.714 0.551 0.344 C6 LKY 25 LKY C7 C26 C 0 1 N N N 9.565 -26.336 14.115 3.449 -0.193 -0.787 C7 LKY 26 LKY C9 C27 C 0 1 N N N 10.111 -24.313 15.372 5.702 -1.137 -0.571 C9 LKY 27 LKY F22 F1 F 0 1 N N N 3.596 -28.669 18.781 -1.049 4.077 0.398 F22 LKY 28 LKY N25 N1 N 0 1 N N N 2.459 -27.642 14.252 -3.184 -0.200 0.278 N25 LKY 29 LKY N34 N2 N 0 1 N N N -3.874 -24.515 13.505 -10.182 0.332 -1.289 N34 LKY 30 LKY N5 N3 N 0 1 N N N 7.873 -27.366 15.545 2.137 -0.427 1.276 N5 LKY 31 LKY N8 N4 N 0 1 N N N 9.179 -25.153 14.826 4.412 -1.125 -0.182 N8 LKY 32 LKY O10 O1 O 0 1 N N N 9.853 -23.388 16.127 6.463 -1.969 -0.124 O10 LKY 33 LKY O27 O2 O 0 1 N N N 1.283 -26.224 15.659 -4.570 1.534 0.338 O27 LKY 34 LKY H1 H1 H 0 1 N N N 11.600 -25.701 14.651 5.566 -0.106 -2.448 H1 LKY 35 LKY H2 H2 H 0 1 N N N 11.808 -24.096 17.002 8.147 -0.993 -1.166 H2 LKY 36 LKY H3 H3 H 0 1 N N N 14.290 -23.286 15.917 9.182 1.034 -1.374 H3 LKY 37 LKY H4 H4 H 0 1 N N N 13.904 -23.026 13.700 7.735 2.859 -1.225 H4 LKY 38 LKY H5 H5 H 0 1 N N N 10.996 -23.112 13.530 5.277 1.780 -0.976 H5 LKY 39 LKY H6 H6 H 0 1 N N N 7.671 -24.588 16.163 3.256 -2.776 0.423 H6 LKY 40 LKY H7 H7 H 0 1 N N N 6.084 -23.884 14.421 4.775 -3.336 2.364 H7 LKY 41 LKY H8 H8 H 0 1 N N N 7.656 -23.037 14.229 5.578 -3.427 0.778 H8 LKY 42 LKY H9 H9 H 0 1 N N N 7.236 -24.407 13.146 5.853 -2.021 1.835 H9 LKY 43 LKY H10 H10 H 0 1 N N N 6.102 -26.214 15.570 2.728 -1.905 2.648 H10 LKY 44 LKY H11 H11 H 0 1 N N N 6.828 -26.463 13.946 3.884 -0.567 2.435 H11 LKY 45 LKY H12 H12 H 0 1 N N N 5.462 -26.877 13.299 -0.537 -1.974 0.733 H12 LKY 46 LKY H13 H13 H 0 1 N N N 6.065 -28.568 13.262 -0.364 -1.596 2.464 H13 LKY 47 LKY H14 H14 H 0 1 N N N 4.373 -28.207 12.778 -1.985 -1.775 1.750 H14 LKY 48 LKY H15 H15 H 0 1 N N N 6.033 -28.892 17.884 0.911 2.814 1.570 H15 LKY 49 LKY H16 H16 H 0 1 N N N 2.003 -28.045 16.811 -2.970 2.399 -0.155 H16 LKY 50 LKY H17 H17 H 0 1 N N N 1.744 -27.251 11.957 -4.366 -2.281 -0.477 H17 LKY 51 LKY H18 H18 H 0 1 N N N 0.108 -26.718 10.194 -6.246 -3.669 -1.239 H18 LKY 52 LKY H19 H19 H 0 1 N N N -2.033 -25.670 10.777 -8.471 -2.677 -1.551 H19 LKY 53 LKY H20 H20 H 0 1 N N N -0.906 -25.651 14.881 -6.946 1.140 -0.327 H20 LKY 54 LKY H21 H21 H 0 1 N N N 7.159 -28.988 14.415 1.856 1.020 2.773 H21 LKY 55 LKY H22 H22 H 0 1 N N N 7.565 -29.363 16.124 0.954 -0.496 3.011 H22 LKY 56 LKY H23 H23 H 0 1 N N N 9.209 -28.440 14.300 3.421 1.187 0.877 H23 LKY 57 LKY H24 H24 H 0 1 N N N 9.960 -27.674 15.740 1.919 1.165 -0.078 H24 LKY 58 LKY H25 H25 H 0 1 N N N 9.031 -26.379 13.154 2.727 -0.750 -1.386 H25 LKY 59 LKY H26 H26 H 0 1 N N N 10.649 -26.318 13.931 3.977 0.522 -1.417 H26 LKY 60 LKY H27 H27 H 0 1 N N N 2.506 -28.038 13.335 -3.064 -1.156 0.161 H27 LKY 61 LKY H29 H29 H 0 1 N N N 13.084 -25.156 16.312 7.701 -0.944 -2.895 H29 LKY 62 LKY H30 H30 H 0 1 N N N 12.899 -22.231 16.340 8.737 1.084 -3.103 H30 LKY 63 LKY H31 H31 H 0 1 N N N 12.704 -21.761 14.132 6.841 2.391 -2.704 H31 LKY 64 LKY H32 H32 H 0 1 N N N 12.203 -24.307 12.943 6.583 1.225 0.123 H32 LKY 65 # # 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 LKY C30 C31 DOUB Y N 1 LKY C30 C29 SING Y N 2 LKY C31 C32 SING Y N 3 LKY C29 C28 DOUB Y N 4 LKY C32 C33 SING N N 5 LKY C32 C35 DOUB Y N 6 LKY C33 N34 TRIP N N 7 LKY C2 C1 SING N N 8 LKY C28 C35 SING Y N 9 LKY C28 C26 SING N N 10 LKY C15 C14 SING N N 11 LKY C15 C11 SING N N 12 LKY C7 N8 SING N N 13 LKY C7 C6 SING N N 14 LKY C18 C16 SING N N 15 LKY N25 C26 SING N N 16 LKY N25 C24 SING N N 17 LKY C14 C13 SING N N 18 LKY C26 O27 DOUB N N 19 LKY N8 C16 SING N N 20 LKY N8 C9 SING N N 21 LKY C1 C24 DOUB Y N 22 LKY C1 C3 SING Y N 23 LKY C6 N5 SING N N 24 LKY C11 C9 SING N N 25 LKY C11 C12 SING N N 26 LKY C19 C16 SING N N 27 LKY C19 N5 SING N N 28 LKY C24 C23 SING Y N 29 LKY C9 O10 DOUB N N 30 LKY C4 N5 SING N N 31 LKY C4 C3 SING N N 32 LKY C13 C12 SING N N 33 LKY C3 C20 DOUB Y N 34 LKY C23 C21 DOUB Y N 35 LKY C20 C21 SING Y N 36 LKY C21 F22 SING N N 37 LKY C11 H1 SING N N 38 LKY C12 H2 SING N N 39 LKY C13 H3 SING N N 40 LKY C14 H4 SING N N 41 LKY C15 H5 SING N N 42 LKY C16 H6 SING N N 43 LKY C18 H7 SING N N 44 LKY C18 H8 SING N N 45 LKY C18 H9 SING N N 46 LKY C19 H10 SING N N 47 LKY C19 H11 SING N N 48 LKY C2 H12 SING N N 49 LKY C2 H13 SING N N 50 LKY C2 H14 SING N N 51 LKY C20 H15 SING N N 52 LKY C23 H16 SING N N 53 LKY C29 H17 SING N N 54 LKY C30 H18 SING N N 55 LKY C31 H19 SING N N 56 LKY C35 H20 SING N N 57 LKY C4 H21 SING N N 58 LKY C4 H22 SING N N 59 LKY C6 H23 SING N N 60 LKY C6 H24 SING N N 61 LKY C7 H25 SING N N 62 LKY C7 H26 SING N N 63 LKY N25 H27 SING N N 64 LKY C12 H29 SING N N 65 LKY C13 H30 SING N N 66 LKY C14 H31 SING N N 67 LKY C15 H32 SING N N 68 # # 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 LKY SMILES ACDLabs 12.01 "c1(c(cc(cc1CN2CC(C)N(CC2)C(C3CCCC3)=O)F)NC(=O)c4cc(ccc4)C#N)C" LKY InChI InChI 1.03 "InChI=1S/C27H31FN4O2/c1-18-16-31(10-11-32(18)27(34)21-7-3-4-8-21)17-23-13-24(28)14-25(19(23)2)30-26(33)22-9-5-6-20(12-22)15-29/h5-6,9,12-14,18,21H,3-4,7-8,10-11,16-17H2,1-2H3,(H,30,33)/t18-/m0/s1" LKY InChIKey InChI 1.03 AQGBWBMWWNRWNU-SFHVURJKSA-N LKY SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CN(CCN1C(=O)C2CCCC2)Cc3cc(F)cc(NC(=O)c4cccc(c4)C#N)c3C" LKY SMILES CACTVS 3.385 "C[CH]1CN(CCN1C(=O)C2CCCC2)Cc3cc(F)cc(NC(=O)c4cccc(c4)C#N)c3C" LKY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cc(cc1NC(=O)c2cccc(c2)C#N)F)CN3CCN([C@H](C3)C)C(=O)C4CCCC4" LKY SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c(cc(cc1NC(=O)c2cccc(c2)C#N)F)CN3CCN(C(C3)C)C(=O)C4CCCC4" # # 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 LKY "SYSTEMATIC NAME" ACDLabs 12.01 "3-cyano-N-(3-{[(3S)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl}-5-fluoro-2-methylphenyl)benzamide" LKY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-cyano-~{N}-[3-[[(3~{S})-4-cyclopentylcarbonyl-3-methyl-piperazin-1-yl]methyl]-5-fluoranyl-2-methyl-phenyl]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 LKY "Create component" 2019-02-28 RCSB LKY "Initial release" 2020-03-04 RCSB ##