data_KGO # _chem_comp.id KGO _chem_comp.name "N-[1-methyl-5-(methylcarbamoyl)-1H-pyrazol-4-yl]-6-[(3S)-oxolan-3-yl]-3-[(pyrimidin-5-yl)amino]pyrazine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N9 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 423.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KGO _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 5SKK _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 KGO C1 C1 C 0 1 Y N N -56.118 77.811 -11.610 -4.251 -0.851 0.098 C1 KGO 1 KGO N2 N1 N 0 1 Y N N -57.151 77.411 -10.746 -4.958 -2.026 0.116 N2 KGO 2 KGO N3 N2 N 0 1 Y N N -57.128 76.110 -10.506 -4.146 -3.021 0.101 N3 KGO 3 KGO C4 C2 C 0 1 Y N N -56.033 75.578 -11.125 -2.904 -2.617 0.073 C4 KGO 4 KGO C5 C3 C 0 1 Y N N -55.410 76.618 -11.916 -2.907 -1.213 0.069 C5 KGO 5 KGO C6 C4 C 0 1 N N N -55.715 79.171 -12.074 -4.798 0.508 0.101 C6 KGO 6 KGO C7 C5 C 0 1 N N N -58.005 78.343 -10.037 -6.419 -2.130 0.149 C7 KGO 7 KGO O8 O1 O 0 1 N N N -54.517 79.400 -12.356 -5.022 1.072 1.156 O8 KGO 8 KGO N9 N3 N 0 1 N N N -56.645 80.193 -12.215 -5.055 1.134 -1.065 N9 KGO 9 KGO C10 C6 C 0 1 N N N -56.244 81.443 -12.826 -5.499 2.530 -1.064 C10 KGO 10 KGO N11 N4 N 0 1 N N N -54.379 76.580 -12.829 -1.800 -0.362 0.042 N11 KGO 11 KGO O12 O2 O 0 1 N N N -49.619 78.770 -13.035 3.141 5.160 -0.116 O12 KGO 12 KGO C13 C7 C 0 1 N N N -49.130 78.568 -14.362 2.426 4.284 -1.003 C13 KGO 13 KGO C14 C8 C 0 1 N N R -50.383 78.596 -15.208 1.293 3.631 -0.188 C14 KGO 14 KGO C15 C9 C 0 1 N N N -51.162 79.732 -14.545 1.419 4.271 1.217 C15 KGO 15 KGO C16 C10 C 0 1 N N N -50.777 79.615 -13.084 2.214 5.566 0.913 C16 KGO 16 KGO N17 N5 N 0 1 Y N N -51.343 75.137 -16.220 2.961 0.310 0.008 N17 KGO 17 KGO C18 C11 C 0 1 Y N N -50.731 76.324 -16.116 2.776 1.615 -0.062 C18 KGO 18 KGO C19 C12 C 0 1 Y N N -51.121 77.298 -15.163 1.491 2.140 -0.108 C19 KGO 19 KGO N20 N6 N 0 1 Y N N -52.117 77.007 -14.285 0.445 1.340 -0.083 N20 KGO 20 KGO C21 C13 C 0 1 Y N N -52.737 75.782 -14.375 0.616 0.023 -0.013 C21 KGO 21 KGO C22 C14 C 0 1 Y N N -52.347 74.810 -15.343 1.915 -0.508 0.035 C22 KGO 22 KGO N23 N7 N 0 1 N N N -52.950 73.576 -15.389 2.105 -1.877 0.109 N23 KGO 23 KGO C24 C15 C 0 1 N N N -53.886 75.467 -13.430 -0.555 -0.877 0.016 C24 KGO 24 KGO O25 O3 O 0 1 N N N -54.415 74.352 -13.217 -0.396 -2.083 0.016 O25 KGO 25 KGO C26 C16 C 0 1 Y N N -52.540 72.404 -16.069 3.394 -2.410 0.014 C26 KGO 26 KGO C27 C17 C 0 1 Y N N -53.386 71.285 -16.093 3.637 -3.749 0.310 C27 KGO 27 KGO N28 N8 N 0 1 Y N N -53.042 70.127 -16.639 4.871 -4.215 0.207 N28 KGO 28 KGO C29 C18 C 0 1 Y N N -51.849 70.118 -17.280 5.861 -3.431 -0.169 C29 KGO 29 KGO N30 N9 N 0 1 Y N N -50.965 71.124 -17.377 5.672 -2.159 -0.457 N30 KGO 30 KGO C31 C19 C 0 1 Y N N -51.309 72.248 -16.770 4.468 -1.618 -0.385 C31 KGO 31 KGO H32 H1 H 0 1 N N N -55.691 74.557 -11.039 -2.030 -3.251 0.056 H32 KGO 32 KGO H35 H2 H 0 1 N N N -58.606 77.798 -9.294 -6.798 -2.249 -0.866 H35 KGO 33 KGO H33 H3 H 0 1 N N N -57.384 79.094 -9.527 -6.708 -2.993 0.749 H33 KGO 34 KGO H34 H4 H 0 1 N N N -58.673 78.845 -10.752 -6.838 -1.225 0.590 H34 KGO 35 KGO H36 H5 H 0 1 N N N -57.585 80.066 -11.897 -4.945 0.660 -1.904 H36 KGO 36 KGO H37 H6 H 0 1 N N N -57.103 82.130 -12.854 -5.655 2.862 -2.091 H37 KGO 37 KGO H39 H7 H 0 1 N N N -55.432 81.895 -12.237 -6.434 2.614 -0.510 H39 KGO 38 KGO H38 H8 H 0 1 N N N -55.892 81.254 -13.851 -4.740 3.153 -0.592 H38 KGO 39 KGO H40 H9 H 0 1 N N N -53.955 77.453 -13.071 -1.928 0.599 0.042 H40 KGO 40 KGO H41 H10 H 0 1 N N N -48.440 79.374 -14.654 2.006 4.856 -1.830 H41 KGO 41 KGO H42 H11 H 0 1 N N N -48.618 77.598 -14.449 3.098 3.514 -1.385 H42 KGO 42 KGO H43 H12 H 0 1 N N N -50.136 78.864 -16.246 0.323 3.865 -0.627 H43 KGO 43 KGO H44 H13 H 0 1 N N N -50.861 80.707 -14.955 0.437 4.504 1.628 H44 KGO 44 KGO H45 H14 H 0 1 N N N -52.245 79.597 -14.679 1.977 3.621 1.891 H45 KGO 45 KGO H47 H15 H 0 1 N N N -51.600 79.166 -12.509 2.749 5.905 1.800 H47 KGO 46 KGO H46 H16 H 0 1 N N N -50.541 80.607 -12.672 1.549 6.347 0.544 H46 KGO 47 KGO H48 H17 H 0 1 N N N -49.911 76.547 -16.782 3.628 2.279 -0.083 H48 KGO 48 KGO H49 H18 H 0 1 N N N -53.800 73.494 -14.868 1.344 -2.466 0.227 H49 KGO 49 KGO H50 H19 H 0 1 N N N -54.365 71.371 -15.645 2.830 -4.397 0.619 H50 KGO 50 KGO H51 H20 H 0 1 N N N -51.577 69.195 -17.770 6.857 -3.843 -0.242 H51 KGO 51 KGO H52 H21 H 0 1 N N N -50.627 73.084 -16.807 4.320 -0.576 -0.627 H52 KGO 52 # 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 KGO C1 N2 SING Y N 1 KGO N2 N3 SING Y N 2 KGO N3 C4 DOUB Y N 3 KGO C1 C5 DOUB Y N 4 KGO C4 C5 SING Y N 5 KGO C1 C6 SING N N 6 KGO N2 C7 SING N N 7 KGO C6 O8 DOUB N N 8 KGO C6 N9 SING N N 9 KGO N9 C10 SING N N 10 KGO C5 N11 SING N N 11 KGO O12 C13 SING N N 12 KGO C13 C14 SING N N 13 KGO C14 C15 SING N N 14 KGO O12 C16 SING N N 15 KGO C15 C16 SING N N 16 KGO N17 C18 DOUB Y N 17 KGO C14 C19 SING N N 18 KGO C18 C19 SING Y N 19 KGO C19 N20 DOUB Y N 20 KGO N20 C21 SING Y N 21 KGO N17 C22 SING Y N 22 KGO C21 C22 DOUB Y N 23 KGO C22 N23 SING N N 24 KGO N11 C24 SING N N 25 KGO C21 C24 SING N N 26 KGO C24 O25 DOUB N N 27 KGO N23 C26 SING N N 28 KGO C26 C27 DOUB Y N 29 KGO C27 N28 SING Y N 30 KGO N28 C29 DOUB Y N 31 KGO C29 N30 SING Y N 32 KGO C26 C31 SING Y N 33 KGO N30 C31 DOUB Y N 34 KGO C4 H32 SING N N 35 KGO C7 H35 SING N N 36 KGO C7 H33 SING N N 37 KGO C7 H34 SING N N 38 KGO N9 H36 SING N N 39 KGO C10 H37 SING N N 40 KGO C10 H39 SING N N 41 KGO C10 H38 SING N N 42 KGO N11 H40 SING N N 43 KGO C13 H41 SING N N 44 KGO C13 H42 SING N N 45 KGO C14 H43 SING N N 46 KGO C15 H44 SING N N 47 KGO C15 H45 SING N N 48 KGO C16 H47 SING N N 49 KGO C16 H46 SING N N 50 KGO C18 H48 SING N N 51 KGO N23 H49 SING N N 52 KGO C27 H50 SING N N 53 KGO C29 H51 SING N N 54 KGO C31 H52 SING N N 55 # 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 KGO SMILES ACDLabs 12.01 "CNC(=O)c1n(C)ncc1NC(=O)c1nc(cnc1Nc1cncnc1)C1CCOC1" KGO InChI InChI 1.03 "InChI=1S/C19H21N9O3/c1-20-19(30)16-14(8-24-28(16)2)27-18(29)15-17(25-12-5-21-10-22-6-12)23-7-13(26-15)11-3-4-31-9-11/h5-8,10-11H,3-4,9H2,1-2H3,(H,20,30)(H,23,25)(H,27,29)" KGO InChIKey InChI 1.03 RSBKLGMFVRXKKC-UHFFFAOYSA-N KGO SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1n(C)ncc1NC(=O)c2nc(cnc2Nc3cncnc3)[C@H]4CCOC4" KGO SMILES CACTVS 3.385 "CNC(=O)c1n(C)ncc1NC(=O)c2nc(cnc2Nc3cncnc3)[CH]4CCOC4" KGO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1c(cnn1C)NC(=O)c2c(ncc(n2)[C@H]3CCOC3)Nc4cncnc4" KGO SMILES "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1c(cnn1C)NC(=O)c2c(ncc(n2)C3CCOC3)Nc4cncnc4" # 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 KGO "SYSTEMATIC NAME" ACDLabs 12.01 "N-[1-methyl-5-(methylcarbamoyl)-1H-pyrazol-4-yl]-6-[(3S)-oxolan-3-yl]-3-[(pyrimidin-5-yl)amino]pyrazine-2-carboxamide" KGO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[1-methyl-5-(methylcarbamoyl)pyrazol-4-yl]-6-[(3~{R})-oxolan-3-yl]-3-(pyrimidin-5-ylamino)pyrazine-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 KGO "Create component" 2022-02-03 RCSB KGO "Initial release" 2022-10-12 RCSB #