data_0Y4 # _chem_comp.id 0Y4 _chem_comp.name "N-[5-({3-cyano-7-[(1-methyl-1H-imidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl}amino)-2-methylphenyl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-07 _chem_comp.pdbx_modified_date 2013-09-20 _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 401.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0Y4 _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 4GUB _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 0Y4 C1 C1 C 0 1 N N N 26.884 57.243 8.815 5.920 2.022 0.204 C1 INH 1 0Y4 C2 C2 C 0 1 Y N N 26.432 57.338 7.387 4.683 1.217 -0.102 C2 INH 2 0Y4 C3 C3 C 0 1 Y N N 25.554 58.345 7.044 3.581 1.833 -0.664 C3 INH 3 0Y4 C7 C7 C 0 1 Y N N 26.867 56.484 6.383 4.654 -0.143 0.176 C7 INH 4 0Y4 C9 C9 C 0 1 N N N 29.063 55.306 6.165 5.912 -2.105 0.655 C9 INH 5 0Y4 C11 C11 C 0 1 N N N 29.569 56.295 5.155 7.052 -2.790 1.363 C11 INH 6 0Y4 C13 C13 C 0 1 Y N N 25.566 57.291 2.268 0.008 -0.416 -0.835 C13 INH 7 0Y4 C14 C14 C 0 1 Y N N 24.809 57.715 1.064 -1.137 -1.125 -1.221 C14 INH 8 0Y4 C15 C15 C 0 1 Y N N 25.221 57.239 -0.117 -2.362 -0.531 -1.101 C15 INH 9 0Y4 N18 N18 N 0 1 Y N N 26.589 56.483 2.205 -0.103 0.815 -0.355 N18 INH 10 0Y4 C19 C19 C 0 1 Y N N 27.965 55.159 0.600 -1.688 2.670 0.227 C19 INH 11 0Y4 C20 C20 C 0 1 Y N N 27.856 55.073 -0.801 -3.091 2.731 0.115 C20 INH 12 0Y4 C22 C22 C 0 1 N N N 28.926 54.530 1.436 -0.826 3.703 0.718 C22 INH 13 0Y4 N23 N23 N 0 1 N N N 29.720 54.019 2.109 -0.142 4.522 1.108 N23 INH 14 0Y4 N29 N29 N 0 1 Y N N 23.884 59.468 -2.462 -5.701 -2.035 -0.776 N29 INH 15 0Y4 C30 C30 C 0 1 N N N 20.656 60.256 -1.110 -6.191 -1.156 2.658 C30 INH 16 0Y4 C4 C4 C 0 1 Y N N 25.121 58.504 5.738 2.445 1.100 -0.945 C4 INH 17 0Y4 C5 C5 C 0 1 Y N N 25.545 57.647 4.740 2.407 -0.261 -0.664 C5 INH 18 0Y4 C6 C6 C 0 1 Y N N 26.403 56.628 5.091 3.514 -0.883 -0.106 C6 INH 19 0Y4 N8 N8 N 0 1 N N N 27.761 55.434 6.626 5.773 -0.767 0.739 N8 INH 20 0Y4 O10 O10 O 0 1 N N N 29.792 54.398 6.530 5.120 -2.757 0.009 O10 INH 21 0Y4 N12 N12 N 0 1 N N N 25.055 57.832 3.435 1.257 -1.003 -0.949 N12 INH 22 0Y4 N16 N16 N 0 1 Y N N 26.293 56.390 -0.148 -2.438 0.746 -0.605 N16 INH 23 0Y4 C17 C17 C 0 1 Y N N 26.963 56.019 0.991 -1.296 1.399 -0.235 C17 INH 24 0Y4 N21 N21 N 0 1 Y N N 26.843 55.823 -1.236 -3.522 1.599 -0.371 N21 INH 25 0Y4 N24 N24 N 0 1 N N N 24.643 57.512 -1.341 -3.505 -1.205 -1.474 N24 INH 26 0Y4 C25 C25 C 0 1 Y N N 23.706 58.471 -1.543 -4.539 -1.401 -0.544 C25 INH 27 0Y4 C26 C26 C 0 1 Y N N 22.491 58.583 -0.899 -4.542 -0.984 0.742 C26 INH 28 0Y4 N27 N27 N 0 1 Y N N 21.939 59.697 -1.450 -5.739 -1.384 1.283 N27 INH 29 0Y4 C28 C28 C 0 1 Y N N 22.795 60.200 -2.386 -6.421 -2.027 0.313 C28 INH 30 0Y4 H1 H1 H 0 1 N N N 27.789 57.853 8.955 5.854 2.420 1.216 H1 INH 31 0Y4 H2 H2 H 0 1 N N N 26.087 57.612 9.477 6.799 1.382 0.121 H2 INH 32 0Y4 H3 H3 H 0 1 N N N 27.108 56.194 9.060 6.003 2.845 -0.506 H3 INH 33 0Y4 H4 H4 H 0 1 N N N 25.198 59.021 7.807 3.607 2.891 -0.882 H4 INH 34 0Y4 H5 H5 H 0 1 N N N 30.600 56.036 4.872 7.001 -3.863 1.181 H5 INH 35 0Y4 H6 H6 H 0 1 N N N 28.926 56.269 4.263 7.999 -2.402 0.987 H6 INH 36 0Y4 H7 H7 H 0 1 N N N 29.552 57.305 5.590 6.981 -2.600 2.434 H7 INH 37 0Y4 H8 H8 H 0 1 N N N 23.961 58.380 1.138 -1.052 -2.129 -1.609 H8 INH 38 0Y4 H9 H9 H 0 1 N N N 28.502 54.483 -1.434 -3.708 3.574 0.388 H9 INH 39 0Y4 H10 H10 H 0 1 N N N 20.186 59.645 -0.325 -6.730 -0.210 2.711 H10 INH 40 0Y4 H11 H11 H 0 1 N N N 20.790 61.284 -0.743 -6.851 -1.968 2.963 H11 INH 41 0Y4 H12 H12 H 0 1 N N N 20.012 60.266 -2.002 -5.328 -1.119 3.323 H12 INH 42 0Y4 H13 H13 H 0 1 N N N 24.443 59.309 5.496 1.585 1.584 -1.384 H13 INH 43 0Y4 H14 H14 H 0 1 N N N 26.721 55.924 4.336 3.488 -1.940 0.113 H14 INH 44 0Y4 H15 H15 H 0 1 N N N 27.421 54.689 7.199 6.448 -0.236 1.191 H15 INH 45 0Y4 H16 H16 H 0 1 N N N 24.250 58.418 3.340 1.334 -1.929 -1.228 H16 INH 46 0Y4 H17 H17 H 0 1 N N N 24.934 56.968 -2.128 -3.595 -1.544 -2.378 H17 INH 47 0Y4 H18 H18 H 0 1 N N N 22.077 57.939 -0.138 -3.756 -0.442 1.247 H18 INH 48 0Y4 H19 H19 H 0 1 N N N 22.604 61.080 -2.983 -7.403 -2.464 0.419 H19 INH 49 # 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 0Y4 N29 C28 DOUB Y N 1 0Y4 N29 C25 SING Y N 2 0Y4 C28 N27 SING Y N 3 0Y4 C25 N24 SING N N 4 0Y4 C25 C26 DOUB Y N 5 0Y4 N27 C30 SING N N 6 0Y4 N27 C26 SING Y N 7 0Y4 N24 C15 SING N N 8 0Y4 N21 C20 DOUB Y N 9 0Y4 N21 N16 SING Y N 10 0Y4 C20 C19 SING Y N 11 0Y4 N16 C15 SING Y N 12 0Y4 N16 C17 SING Y N 13 0Y4 C15 C14 DOUB Y N 14 0Y4 C19 C17 DOUB Y N 15 0Y4 C19 C22 SING N N 16 0Y4 C17 N18 SING Y N 17 0Y4 C14 C13 SING Y N 18 0Y4 C22 N23 TRIP N N 19 0Y4 N18 C13 DOUB Y N 20 0Y4 C13 N12 SING N N 21 0Y4 N12 C5 SING N N 22 0Y4 C5 C6 DOUB Y N 23 0Y4 C5 C4 SING Y N 24 0Y4 C6 C7 SING Y N 25 0Y4 C11 C9 SING N N 26 0Y4 C4 C3 DOUB Y N 27 0Y4 C9 O10 DOUB N N 28 0Y4 C9 N8 SING N N 29 0Y4 C7 N8 SING N N 30 0Y4 C7 C2 DOUB Y N 31 0Y4 C3 C2 SING Y N 32 0Y4 C2 C1 SING N N 33 0Y4 C1 H1 SING N N 34 0Y4 C1 H2 SING N N 35 0Y4 C1 H3 SING N N 36 0Y4 C3 H4 SING N N 37 0Y4 C11 H5 SING N N 38 0Y4 C11 H6 SING N N 39 0Y4 C11 H7 SING N N 40 0Y4 C14 H8 SING N N 41 0Y4 C20 H9 SING N N 42 0Y4 C30 H10 SING N N 43 0Y4 C30 H11 SING N N 44 0Y4 C30 H12 SING N N 45 0Y4 C4 H13 SING N N 46 0Y4 C6 H14 SING N N 47 0Y4 N8 H15 SING N N 48 0Y4 N12 H16 SING N N 49 0Y4 N24 H17 SING N N 50 0Y4 C26 H18 SING N N 51 0Y4 C28 H19 SING N N 52 # 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 0Y4 SMILES ACDLabs 12.01 "O=C(Nc1c(ccc(c1)Nc2nc4c(C#N)cnn4c(c2)Nc3ncn(c3)C)C)C" 0Y4 InChI InChI 1.03 "InChI=1S/C20H19N9O/c1-12-4-5-15(6-16(12)24-13(2)30)25-17-7-19(26-18-10-28(3)11-22-18)29-20(27-17)14(8-21)9-23-29/h4-7,9-11,26H,1-3H3,(H,24,30)(H,25,27)" 0Y4 InChIKey InChI 1.03 BVIIISKMMOOOPF-UHFFFAOYSA-N 0Y4 SMILES_CANONICAL CACTVS 3.370 "Cn1cnc(Nc2cc(Nc3ccc(C)c(NC(C)=O)c3)nc4n2ncc4C#N)c1" 0Y4 SMILES CACTVS 3.370 "Cn1cnc(Nc2cc(Nc3ccc(C)c(NC(C)=O)c3)nc4n2ncc4C#N)c1" 0Y4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1NC(=O)C)Nc2cc(n3c(n2)c(cn3)C#N)Nc4cn(cn4)C" 0Y4 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1NC(=O)C)Nc2cc(n3c(n2)c(cn3)C#N)Nc4cn(cn4)C" # 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 0Y4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[5-({3-cyano-7-[(1-methyl-1H-imidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl}amino)-2-methylphenyl]acetamide" 0Y4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[5-[[3-cyano-7-[(1-methylimidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methyl-phenyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0Y4 "Create component" 2012-09-07 RCSB 0Y4 "Initial release" 2013-09-25 RCSB #