data_KYM # _chem_comp.id KYM _chem_comp.name "(2Z)-2-{[4-(3-cyclopropyl-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carbonyl)phenyl]methylidene}-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-01-24 _chem_comp.pdbx_modified_date 2019-08-09 _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 455.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KYM _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 6NRI _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 KYM O2 O1 O 0 1 N N N 21.165 -9.711 6.774 -2.048 -1.194 -2.932 O2 KYM 1 KYM C13 C1 C 0 1 N N N 22.174 -10.325 7.060 -2.158 -0.289 -2.127 C13 KYM 2 KYM N1 N1 N 0 1 N N N 22.282 -11.654 6.852 -3.380 0.107 -1.721 N1 KYM 3 KYM C17 C2 C 0 1 N N N 23.354 -12.469 7.421 -3.542 1.262 -0.818 C17 KYM 4 KYM C16 C3 C 0 1 Y N N 22.569 -13.093 8.539 -4.572 0.871 0.215 C16 KYM 5 KYM N3 N2 N 0 1 Y N N 22.934 -13.284 9.783 -4.894 1.487 1.311 N3 KYM 6 KYM N4 N3 N 0 1 Y N N 21.853 -13.873 10.439 -5.826 0.830 1.913 N4 KYM 7 KYM C18 C4 C 0 1 Y N N 20.888 -14.013 9.556 -6.133 -0.237 1.220 C18 KYM 8 KYM C19 C5 C 0 1 N N N 19.547 -14.633 9.809 -7.175 -1.266 1.577 C19 KYM 9 KYM C21 C6 C 0 1 N N N 19.063 -15.745 8.916 -7.816 -1.173 2.963 C21 KYM 10 KYM C20 C7 C 0 1 N N N 19.423 -16.044 10.319 -8.621 -0.788 1.720 C20 KYM 11 KYM N2 N4 N 0 1 Y N N 21.282 -13.526 8.331 -5.343 -0.242 0.128 N2 KYM 12 KYM C15 C8 C 0 1 N N N 20.558 -13.418 7.046 -5.286 -1.225 -0.952 C15 KYM 13 KYM C14 C9 C 0 1 N N N 21.282 -12.442 6.116 -4.591 -0.596 -2.171 C14 KYM 14 KYM C12 C10 C 0 1 Y N N 23.380 -9.565 7.511 -0.950 0.373 -1.590 C12 KYM 15 KYM C11 C11 C 0 1 Y N N 24.494 -9.519 6.677 0.157 -0.393 -1.214 C11 KYM 16 KYM C10 C12 C 0 1 Y N N 25.605 -8.774 7.023 1.278 0.219 -0.715 C10 KYM 17 KYM C22 C13 C 0 1 Y N N 23.415 -8.851 8.706 -0.914 1.764 -1.463 C22 KYM 18 KYM C23 C14 C 0 1 Y N N 24.521 -8.088 9.041 0.205 2.379 -0.965 C23 KYM 19 KYM C9 C15 C 0 1 Y N N 25.636 -8.021 8.198 1.313 1.612 -0.582 C9 KYM 20 KYM C8 C16 C 0 1 N N N 26.836 -7.216 8.387 2.513 2.270 -0.047 C8 KYM 21 KYM C7 C17 C 0 1 N N N 27.169 -6.320 9.319 3.631 1.543 0.203 C7 KYM 22 KYM C6 C18 C 0 1 N N N 28.286 -5.378 9.248 4.935 2.072 0.639 C6 KYM 23 KYM O1 O2 O 0 1 N N N 29.125 -5.302 8.351 5.238 3.233 0.850 O1 KYM 24 KYM O3 O3 O 0 1 N N N 26.437 -6.070 10.464 3.750 0.199 0.101 O3 KYM 25 KYM C24 C19 C 0 1 Y N N 27.019 -5.017 11.144 4.991 -0.221 0.418 C24 KYM 26 KYM C1 C20 C 0 1 Y N N 26.663 -4.474 12.383 5.555 -1.508 0.451 C1 KYM 27 KYM C C21 C 0 1 N N N 25.504 -4.928 13.207 4.737 -2.683 0.095 C KYM 28 KYM O O4 O 0 1 N N N 25.167 -4.269 14.205 3.574 -2.539 -0.228 O KYM 29 KYM N N5 N 0 1 N N N 24.870 -6.042 12.831 5.280 -3.917 0.127 N KYM 30 KYM C5 C22 C 0 1 Y N N 28.136 -4.549 10.463 5.793 0.876 0.764 C5 KYM 31 KYM C4 C23 C 0 1 Y N N 28.923 -3.546 11.020 7.123 0.692 1.134 C4 KYM 32 KYM C3 C24 C 0 1 Y N N 28.578 -3.011 12.250 7.664 -0.578 1.159 C3 KYM 33 KYM C2 C25 C 0 1 Y N N 27.457 -3.460 12.921 6.890 -1.672 0.821 C2 KYM 34 KYM H1 H1 H 0 1 N N N 23.732 -13.217 6.709 -2.594 1.489 -0.331 H1 KYM 35 KYM H2 H2 H 0 1 N N N 24.191 -11.858 7.790 -3.889 2.128 -1.380 H2 KYM 36 KYM H3 H3 H 0 1 N N N 18.767 -13.940 10.157 -7.012 -2.262 1.163 H3 KYM 37 KYM H4 H4 H 0 1 N N N 18.009 -15.777 8.601 -8.075 -2.106 3.461 H4 KYM 38 KYM H5 H5 H 0 1 N N N 19.701 -16.108 8.097 -7.484 -0.366 3.617 H5 KYM 39 KYM H6 H6 H 0 1 N N N 18.636 -16.298 11.045 -8.819 0.271 1.556 H6 KYM 40 KYM H7 H7 H 0 1 N N N 20.328 -16.629 10.540 -9.410 -1.469 1.401 H7 KYM 41 KYM H8 H8 H 0 1 N N N 19.537 -13.053 7.233 -4.725 -2.099 -0.621 H8 KYM 42 KYM H9 H9 H 0 1 N N N 20.512 -14.408 6.570 -6.298 -1.525 -1.225 H9 KYM 43 KYM H10 H10 H 0 1 N N N 20.545 -11.759 5.668 -5.265 0.112 -2.653 H10 KYM 44 KYM H11 H11 H 0 1 N N N 21.787 -13.010 5.321 -4.316 -1.377 -2.880 H11 KYM 45 KYM H12 H12 H 0 1 N N N 24.490 -10.072 5.749 0.129 -1.468 -1.317 H12 KYM 46 KYM H13 H13 H 0 1 N N N 26.466 -8.774 6.372 2.132 -0.373 -0.424 H13 KYM 47 KYM H14 H14 H 0 1 N N N 22.571 -8.893 9.378 -1.768 2.355 -1.758 H14 KYM 48 KYM H15 H15 H 0 1 N N N 24.523 -7.535 9.969 0.233 3.454 -0.868 H15 KYM 49 KYM H16 H16 H 0 1 N N N 27.595 -7.373 7.635 2.506 3.332 0.148 H16 KYM 50 KYM H17 H17 H 0 1 N N N 24.090 -6.376 13.360 6.208 -4.032 0.385 H17 KYM 51 KYM H18 H18 H 0 1 N N N 25.175 -6.542 12.020 4.742 -4.689 -0.107 H18 KYM 52 KYM H19 H19 H 0 1 N N N 29.797 -3.187 10.497 7.732 1.543 1.401 H19 KYM 53 KYM H20 H20 H 0 1 N N N 29.190 -2.237 12.688 8.696 -0.718 1.446 H20 KYM 54 KYM H21 H21 H 0 1 N N N 27.192 -3.022 13.872 7.322 -2.661 0.846 H21 KYM 55 # # 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 KYM C14 N1 SING N N 1 KYM C14 C15 SING N N 2 KYM C11 C10 DOUB Y N 3 KYM C11 C12 SING Y N 4 KYM O2 C13 DOUB N N 5 KYM N1 C13 SING N N 6 KYM N1 C17 SING N N 7 KYM C10 C9 SING Y N 8 KYM C15 N2 SING N N 9 KYM C13 C12 SING N N 10 KYM C17 C16 SING N N 11 KYM C12 C22 DOUB Y N 12 KYM C9 C8 SING N N 13 KYM C9 C23 DOUB Y N 14 KYM N2 C16 SING Y N 15 KYM N2 C18 SING Y N 16 KYM O1 C6 DOUB N N 17 KYM C8 C7 DOUB N Z 18 KYM C16 N3 DOUB Y N 19 KYM C22 C23 SING Y N 20 KYM C21 C19 SING N N 21 KYM C21 C20 SING N N 22 KYM C6 C7 SING N N 23 KYM C6 C5 SING N N 24 KYM C7 O3 SING N N 25 KYM C18 C19 SING N N 26 KYM C18 N4 DOUB Y N 27 KYM N3 N4 SING Y N 28 KYM C19 C20 SING N N 29 KYM C5 C4 DOUB Y N 30 KYM C5 C24 SING Y N 31 KYM O3 C24 SING N N 32 KYM C4 C3 SING Y N 33 KYM C24 C1 DOUB Y N 34 KYM C3 C2 DOUB Y N 35 KYM C1 C2 SING Y N 36 KYM C1 C SING N N 37 KYM N C SING N N 38 KYM C O DOUB N N 39 KYM C17 H1 SING N N 40 KYM C17 H2 SING N N 41 KYM C19 H3 SING N N 42 KYM C21 H4 SING N N 43 KYM C21 H5 SING N N 44 KYM C20 H6 SING N N 45 KYM C20 H7 SING N N 46 KYM C15 H8 SING N N 47 KYM C15 H9 SING N N 48 KYM C14 H10 SING N N 49 KYM C14 H11 SING N N 50 KYM C11 H12 SING N N 51 KYM C10 H13 SING N N 52 KYM C22 H14 SING N N 53 KYM C23 H15 SING N N 54 KYM C8 H16 SING N N 55 KYM N H17 SING N N 56 KYM N H18 SING N N 57 KYM C4 H19 SING N N 58 KYM C3 H20 SING N N 59 KYM C2 H21 SING N N 60 # # 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 KYM SMILES ACDLabs 12.01 "O=C(c1ccc(cc1)\C=C2/Oc3c(cccc3C2=O)C(=O)N)N6Cc5nnc(C4CC4)n5CC6" KYM InChI InChI 1.03 "InChI=1S/C25H21N5O4/c26-23(32)18-3-1-2-17-21(31)19(34-22(17)18)12-14-4-6-16(7-5-14)25(33)29-10-11-30-20(13-29)27-28-24(30)15-8-9-15/h1-7,12,15H,8-11,13H2,(H2,26,32)/b19-12-" KYM InChIKey InChI 1.03 JJCAYWVTBMMQMQ-UNOMPAQXSA-N KYM SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1cccc2C(=O)/C(Oc12)=C/c3ccc(cc3)C(=O)N4CCn5c(C4)nnc5C6CC6" KYM SMILES CACTVS 3.385 "NC(=O)c1cccc2C(=O)C(Oc12)=Cc3ccc(cc3)C(=O)N4CCn5c(C4)nnc5C6CC6" KYM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)C(=O)N)O/C(=C\c3ccc(cc3)C(=O)N4CCn5c(nnc5C6CC6)C4)/C2=O" KYM SMILES "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)C(=O)N)OC(=Cc3ccc(cc3)C(=O)N4CCn5c(nnc5C6CC6)C4)C2=O" # # 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 KYM "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-2-{[4-(3-cyclopropyl-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carbonyl)phenyl]methylidene}-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide" KYM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{Z})-2-[[4-[(3-cyclopropyl-6,8-dihydro-5~{H}-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)carbonyl]phenyl]methylidene]-3-oxidanylidene-1-benzofuran-7-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 KYM "Create component" 2019-01-24 RCSB KYM "Initial release" 2019-08-14 RCSB ##