data_KH6 # _chem_comp.id KH6 _chem_comp.name "N-[(4R)-6-cyano-2-phenylimidazo[1,2-a]pyridin-7-yl]-1-methyl-4-(morpholine-4-carbonyl)-1H-pyrazole-5-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2022-02-03 _chem_comp.pdbx_modified_date 2022-10-07 _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 455.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KH6 _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 5SKL _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 KH6 C5 C1 C 0 1 N N N 91.908 -9.180 14.039 1.538 -0.938 -0.115 C5 KH6 1 KH6 C7 C2 C 0 1 Y N N 95.068 -9.778 12.276 -1.074 -1.139 1.485 C7 KH6 2 KH6 C8 C3 C 0 1 Y N N 92.840 -10.577 11.722 -1.807 -0.890 -0.828 C8 KH6 3 KH6 C10 C4 C 0 1 Y N N 93.626 -9.822 12.530 -0.811 -1.225 0.044 C10 KH6 4 KH6 N12 N1 N 0 1 Y N N 90.623 -8.725 16.168 3.116 -2.502 -1.327 N12 KH6 5 KH6 C15 C5 C 0 1 Y N N 91.260 -6.733 16.723 5.089 -1.677 -0.784 C15 KH6 6 KH6 C26 C6 C 0 1 N N N 93.753 -4.047 14.098 5.521 2.359 1.217 C26 KH6 7 KH6 C28 C7 C 0 1 N N N 90.924 -3.730 13.871 5.599 2.592 -1.671 C28 KH6 8 KH6 C1 C8 C 0 1 Y N N 91.928 -7.066 15.539 4.099 -0.896 -0.165 C1 KH6 9 KH6 C2 C9 C 0 1 Y N N 91.502 -8.346 15.199 2.864 -1.434 -0.525 C2 KH6 10 KH6 C3 C10 C 0 1 Y N N 93.488 -11.287 10.681 -3.056 -0.471 -0.328 C3 KH6 11 KH6 N4 N2 N 0 1 Y N N 94.859 -11.241 10.470 -3.274 -0.394 1.024 N4 KH6 12 KH6 N6 N3 N 0 1 Y N N 92.973 -12.090 9.759 -4.167 -0.097 -0.949 N6 KH6 13 KH6 C9 C11 C 0 1 N N N 92.903 -6.169 14.870 4.324 0.280 0.701 C9 KH6 14 KH6 C11 C12 C 0 1 Y N N 93.962 -12.516 8.968 -5.101 0.215 -0.035 C11 KH6 15 KH6 N13 N4 N 0 1 Y N N 90.497 -7.719 17.105 4.503 -2.627 -1.465 N13 KH6 16 KH6 C14 C13 C 0 1 Y N N 95.645 -10.475 11.238 -2.302 -0.728 1.916 C14 KH6 17 KH6 C16 C14 C 0 1 Y N N 95.141 -11.992 9.354 -4.563 0.042 1.203 C16 KH6 18 KH6 N17 N5 N 0 1 N N N 93.147 -9.070 13.589 0.430 -1.641 -0.425 N17 KH6 19 KH6 N18 N6 N 0 1 N N N 92.700 -4.865 14.754 5.180 1.246 0.317 N18 KH6 20 KH6 C19 C15 C 0 1 N N N 95.856 -8.960 13.133 -0.055 -1.489 2.429 C19 KH6 21 KH6 N20 N7 N 0 1 N N N 96.467 -8.309 13.857 0.753 -1.766 3.178 N20 KH6 22 KH6 O21 O1 O 0 1 N N N 91.156 -9.987 13.528 1.443 0.102 0.507 O21 KH6 23 KH6 O22 O2 O 0 1 N N N 93.963 -6.540 14.423 3.736 0.375 1.761 O22 KH6 24 KH6 C23 C16 C 0 1 Y N N 93.734 -13.334 7.796 -6.480 0.679 -0.325 C23 KH6 25 KH6 O24 O3 O 0 1 N N N 91.844 -2.666 13.539 6.053 3.612 -0.779 O24 KH6 26 KH6 C25 C17 C 0 1 N N N 89.910 -10.005 16.226 2.109 -3.375 -1.937 C25 KH6 27 KH6 C27 C18 C 0 1 N N N 91.440 -4.286 15.212 5.802 1.221 -1.017 C27 KH6 28 KH6 C29 C19 C 0 1 N N N 93.158 -3.047 13.130 5.331 3.675 0.454 C29 KH6 29 KH6 C30 C20 C 0 1 Y N N 92.417 -13.506 7.370 -6.906 0.824 -1.644 C30 KH6 30 KH6 C31 C21 C 0 1 Y N N 94.801 -13.777 7.047 -7.356 0.966 0.720 C31 KH6 31 KH6 C32 C22 C 0 1 Y N N 92.179 -14.227 6.220 -8.189 1.256 -1.908 C32 KH6 32 KH6 C33 C23 C 0 1 Y N N 94.523 -14.508 5.902 -8.637 1.397 0.445 C33 KH6 33 KH6 C34 C24 C 0 1 Y N N 93.232 -14.740 5.488 -9.053 1.545 -0.866 C34 KH6 34 KH6 H1 H1 H 0 1 N N N 91.771 -10.634 11.865 -1.638 -0.944 -1.893 H1 KH6 35 KH6 H2 H2 H 0 1 N N N 91.362 -5.793 17.246 6.155 -1.523 -0.706 H2 KH6 36 KH6 H3 H3 H 0 1 N N N 94.317 -3.504 14.871 4.864 2.342 2.087 H3 KH6 37 KH6 H4 H4 H 0 1 N N N 94.433 -4.714 13.549 6.558 2.267 1.539 H4 KH6 38 KH6 H5 H5 H 0 1 N N N 89.902 -3.339 13.980 4.540 2.740 -1.885 H5 KH6 39 KH6 H6 H6 H 0 1 N N N 90.937 -4.511 13.096 6.168 2.641 -2.600 H6 KH6 40 KH6 H7 H7 H 0 1 N N N 96.706 -10.406 11.048 -2.503 -0.666 2.976 H7 KH6 41 KH6 H8 H8 H 0 1 N N N 96.104 -12.132 8.886 -5.058 0.212 2.147 H8 KH6 42 KH6 H9 H9 H 0 1 N N N 93.762 -8.418 14.031 0.499 -2.436 -0.976 H9 KH6 43 KH6 H10 H10 H 0 1 N N N 89.272 -10.029 17.121 1.796 -4.128 -1.214 H10 KH6 44 KH6 H11 H11 H 0 1 N N N 89.286 -10.118 15.327 1.247 -2.780 -2.239 H11 KH6 45 KH6 H12 H12 H 0 1 N N N 90.638 -10.828 16.272 2.536 -3.866 -2.811 H12 KH6 46 KH6 H13 H13 H 0 1 N N N 90.765 -5.047 15.629 5.332 0.449 -1.626 H13 KH6 47 KH6 H14 H14 H 0 1 N N N 91.598 -3.490 15.954 6.868 1.014 -0.921 H14 KH6 48 KH6 H15 H15 H 0 1 N N N 93.107 -3.500 12.129 4.272 3.827 0.248 H15 KH6 49 KH6 H16 H16 H 0 1 N N N 93.798 -2.153 13.096 5.708 4.502 1.055 H16 KH6 50 KH6 H17 H17 H 0 1 N N N 91.598 -13.081 7.932 -6.232 0.599 -2.457 H17 KH6 51 KH6 H18 H18 H 0 1 N N N 95.818 -13.563 7.341 -7.032 0.850 1.744 H18 KH6 52 KH6 H19 H19 H 0 1 N N N 91.164 -14.392 5.889 -8.521 1.370 -2.930 H19 KH6 53 KH6 H20 H20 H 0 1 N N N 95.341 -14.906 5.320 -9.317 1.620 1.254 H20 KH6 54 KH6 H21 H21 H 0 1 N N N 93.043 -15.319 4.596 -10.057 1.883 -1.078 H21 KH6 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 KH6 C1 C2 DOUB Y N 1 KH6 C1 C9 SING N N 2 KH6 C1 C15 SING Y N 3 KH6 C2 C5 SING N N 4 KH6 C2 N12 SING Y N 5 KH6 C3 N6 DOUB Y N 6 KH6 C3 C8 SING Y N 7 KH6 C3 N4 SING Y N 8 KH6 N4 C16 SING Y N 9 KH6 N4 C14 SING Y N 10 KH6 C5 N17 SING N N 11 KH6 C5 O21 DOUB N N 12 KH6 N6 C11 SING Y N 13 KH6 C7 C14 DOUB Y N 14 KH6 C7 C19 SING N N 15 KH6 C7 C10 SING Y N 16 KH6 C8 C10 DOUB Y N 17 KH6 C9 O22 DOUB N N 18 KH6 C9 N18 SING N N 19 KH6 C10 N17 SING N N 20 KH6 C11 C16 DOUB Y N 21 KH6 C11 C23 SING N N 22 KH6 N12 N13 SING Y N 23 KH6 N12 C25 SING N N 24 KH6 N13 C15 DOUB Y N 25 KH6 N18 C26 SING N N 26 KH6 N18 C27 SING N N 27 KH6 C19 N20 TRIP N N 28 KH6 C23 C30 DOUB Y N 29 KH6 C23 C31 SING Y N 30 KH6 O24 C29 SING N N 31 KH6 O24 C28 SING N N 32 KH6 C26 C29 SING N N 33 KH6 C27 C28 SING N N 34 KH6 C30 C32 SING Y N 35 KH6 C31 C33 DOUB Y N 36 KH6 C32 C34 DOUB Y N 37 KH6 C33 C34 SING Y N 38 KH6 C8 H1 SING N N 39 KH6 C15 H2 SING N N 40 KH6 C26 H3 SING N N 41 KH6 C26 H4 SING N N 42 KH6 C28 H5 SING N N 43 KH6 C28 H6 SING N N 44 KH6 C14 H7 SING N N 45 KH6 C16 H8 SING N N 46 KH6 N17 H9 SING N N 47 KH6 C25 H10 SING N N 48 KH6 C25 H11 SING N N 49 KH6 C25 H12 SING N N 50 KH6 C27 H13 SING N N 51 KH6 C27 H14 SING N N 52 KH6 C29 H15 SING N N 53 KH6 C29 H16 SING N N 54 KH6 C30 H17 SING N N 55 KH6 C31 H18 SING N N 56 KH6 C32 H19 SING N N 57 KH6 C33 H20 SING N N 58 KH6 C34 H21 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 KH6 SMILES ACDLabs 12.01 "O=C(c1cnn(C)c1C(=O)Nc1cc2nc(cn2cc1C#N)c1ccccc1)N1CCOCC1" KH6 InChI InChI 1.03 "InChI=1S/C24H21N7O3/c1-29-22(18(13-26-29)24(33)30-7-9-34-10-8-30)23(32)28-19-11-21-27-20(16-5-3-2-4-6-16)15-31(21)14-17(19)12-25/h2-6,11,13-15H,7-10H2,1H3,(H,28,32)" KH6 InChIKey InChI 1.03 XPAANSYBDVANMN-UHFFFAOYSA-N KH6 SMILES_CANONICAL CACTVS 3.385 "Cn1ncc(C(=O)N2CCOCC2)c1C(=O)Nc3cc4nc(cn4cc3C#N)c5ccccc5" KH6 SMILES CACTVS 3.385 "Cn1ncc(C(=O)N2CCOCC2)c1C(=O)Nc3cc4nc(cn4cc3C#N)c5ccccc5" KH6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1c(c(cn1)C(=O)N2CCOCC2)C(=O)Nc3cc4nc(cn4cc3C#N)c5ccccc5" KH6 SMILES "OpenEye OEToolkits" 2.0.7 "Cn1c(c(cn1)C(=O)N2CCOCC2)C(=O)Nc3cc4nc(cn4cc3C#N)c5ccccc5" # 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 KH6 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4R)-6-cyano-2-phenylimidazo[1,2-a]pyridin-7-yl]-1-methyl-4-(morpholine-4-carbonyl)-1H-pyrazole-5-carboxamide" KH6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(6-cyano-2-phenyl-imidazo[1,2-a]pyridin-7-yl)-2-methyl-4-morpholin-4-ylcarbonyl-pyrazole-3-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 KH6 "Create component" 2022-02-03 RCSB KH6 "Initial release" 2022-10-12 RCSB #