data_5Y3 # _chem_comp.id 5Y3 _chem_comp.name "~{N}-[2-[2-azanylethyl(methyl)amino]-5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]phenyl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-03 _chem_comp.pdbx_modified_date 2016-02-05 _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 419.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5Y3 _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 5H8E _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 5Y3 C1 C1 C 0 1 N N N 16.431 65.287 37.545 3.716 -3.198 1.078 C1 5Y3 1 5Y3 C2 C2 C 0 1 Y N N 16.305 64.984 35.011 2.905 -1.377 -0.224 C2 5Y3 2 5Y3 C3 C3 C 0 1 Y N N 17.287 65.858 34.551 1.598 -1.831 -0.139 C3 5Y3 3 5Y3 N6 N1 N 0 1 Y N N 22.303 69.903 35.205 -4.589 2.285 0.538 N6 5Y3 4 5Y3 C7 C4 C 0 1 Y N N 15.421 64.410 34.083 3.168 -0.113 -0.751 C7 5Y3 5 5Y3 C8 C5 C 0 1 N N N 13.193 63.767 35.047 4.891 0.550 -2.232 C8 5Y3 6 5Y3 C9 C6 C 0 1 N N N 14.489 62.064 33.720 4.660 1.587 -0.056 C9 5Y3 7 5Y3 C10 C7 C 0 1 N N N 15.819 61.331 33.798 6.149 1.926 0.039 C10 5Y3 8 5Y3 C11 C8 C 0 1 Y N N 19.280 67.890 33.343 -1.792 -0.595 -0.248 C11 5Y3 9 5Y3 C12 C9 C 0 1 Y N N 20.115 68.644 32.513 -3.124 -1.032 -0.286 C12 5Y3 10 5Y3 C13 C10 C 0 1 Y N N 21.193 69.360 33.039 -4.126 -0.138 -0.036 C13 5Y3 11 5Y3 C14 C11 C 0 1 Y N N 20.516 68.463 35.177 -2.490 1.548 0.272 C14 5Y3 12 5Y3 C15 C12 C 0 1 Y N N 20.933 68.584 36.498 -2.476 2.921 0.584 C15 5Y3 13 5Y3 C16 C13 C 0 1 Y N N 22.089 69.379 36.438 -3.818 3.320 0.737 C16 5Y3 14 5Y3 C19 C14 C 0 1 N N N 22.704 71.277 30.119 -7.187 -2.170 -0.992 C19 5Y3 15 5Y3 C20 C15 C 0 1 N N N 21.225 71.297 30.240 -6.817 -2.647 0.414 C20 5Y3 16 5Y3 N7 N2 N 0 1 N N N 19.903 67.446 38.550 -0.400 4.413 0.827 N7 5Y3 17 5Y3 C17 C16 C 0 1 N N N 20.352 67.962 37.640 -1.318 3.753 0.719 C17 5Y3 18 5Y3 N4 N3 N 0 1 Y N N 21.359 69.271 34.422 -3.802 1.165 0.246 N4 5Y3 19 5Y3 N8 N4 N 0 1 N N N 22.111 70.063 32.251 -5.444 -0.539 -0.066 N8 5Y3 20 5Y3 C18 C17 C 0 1 N N N 21.999 70.175 30.799 -5.782 -1.914 -0.443 C18 5Y3 21 5Y3 N5 N5 N 0 1 Y N N 19.456 67.809 34.673 -1.516 0.671 0.028 N5 5Y3 22 5Y3 N3 N6 N 0 1 N N N 18.270 67.176 32.721 -0.765 -1.488 -0.498 N3 5Y3 23 5Y3 C4 C18 C 0 1 Y N N 17.314 66.258 33.215 0.556 -1.030 -0.584 C4 5Y3 24 5Y3 C5 C19 C 0 1 Y N N 16.459 65.655 32.300 0.822 0.226 -1.114 C5 5Y3 25 5Y3 C6 C20 C 0 1 Y N N 15.485 64.773 32.735 2.123 0.683 -1.195 C6 5Y3 26 5Y3 N1 N7 N 0 1 N N N 14.485 63.360 34.531 4.488 0.352 -0.833 N1 5Y3 27 5Y3 N2 N8 N 0 1 N N N 16.020 60.683 35.112 6.321 3.161 0.816 N2 5Y3 28 5Y3 N N9 N 0 1 N N N 16.085 64.669 36.384 3.960 -2.184 0.225 N 5Y3 29 5Y3 O O1 O 0 1 N N N 16.482 64.701 38.619 2.602 -3.354 1.532 O 5Y3 30 5Y3 C C21 C 0 1 N N N 16.534 66.784 37.465 4.826 -4.142 1.463 C 5Y3 31 5Y3 H1 H1 H 0 1 N N N 18.035 66.230 35.236 1.391 -2.808 0.273 H1 5Y3 32 5Y3 H2 H2 H 0 1 N N N 13.302 64.705 35.611 4.233 1.283 -2.699 H2 5Y3 33 5Y3 H3 H3 H 0 1 N N N 12.496 63.922 34.210 5.919 0.911 -2.266 H3 5Y3 34 5Y3 H4 H4 H 0 1 N N N 12.800 62.983 35.711 4.820 -0.396 -2.768 H4 5Y3 35 5Y3 H5 H5 H 0 1 N N N 14.281 62.306 32.667 4.255 1.444 0.947 H5 5Y3 36 5Y3 H6 H6 H 0 1 N N N 13.699 61.403 34.107 4.132 2.403 -0.548 H6 5Y3 37 5Y3 H7 H7 H 0 1 N N N 15.846 60.560 33.014 6.677 1.110 0.532 H7 5Y3 38 5Y3 H8 H8 H 0 1 N N N 16.632 62.053 33.630 6.554 2.069 -0.963 H8 5Y3 39 5Y3 H9 H9 H 0 1 N N N 19.924 68.673 31.450 -3.355 -2.063 -0.510 H9 5Y3 40 5Y3 H10 H10 H 0 1 N N N 22.738 69.555 37.283 -4.154 4.317 0.980 H10 5Y3 41 5Y3 H11 H11 H 0 1 N N N 23.174 71.108 29.139 -7.293 -2.927 -1.769 H11 5Y3 42 5Y3 H12 H12 H 0 1 N N N 23.314 71.983 30.702 -7.859 -1.316 -1.073 H12 5Y3 43 5Y3 H13 H13 H 0 1 N N N 20.737 72.018 30.912 -7.246 -2.106 1.258 H13 5Y3 44 5Y3 H14 H14 H 0 1 N N N 20.598 71.143 29.350 -6.680 -3.718 0.562 H14 5Y3 45 5Y3 H15 H15 H 0 1 N N N 23.001 69.643 32.426 -6.148 0.089 0.162 H15 5Y3 46 5Y3 H16 H16 H 0 1 N N N 21.941 69.228 30.243 -4.965 -2.503 -0.858 H16 5Y3 47 5Y3 H17 H17 H 0 1 N N N 18.204 67.340 31.737 -0.959 -2.431 -0.615 H17 5Y3 48 5Y3 H18 H18 H 0 1 N N N 16.555 65.875 31.247 0.009 0.848 -1.460 H18 5Y3 49 5Y3 H19 H19 H 0 1 N N N 14.774 64.365 32.032 2.327 1.661 -1.607 H19 5Y3 50 5Y3 H20 H20 H 0 1 N N N 16.903 60.214 35.121 7.297 3.407 0.893 H20 5Y3 51 5Y3 H21 H21 H 0 1 N N N 16.004 61.377 35.832 5.788 3.918 0.415 H21 5Y3 52 5Y3 H23 H23 H 0 1 N N N 15.572 63.822 36.521 4.865 -2.012 -0.078 H23 5Y3 53 5Y3 H24 H24 H 0 1 N N N 16.653 67.198 38.477 4.854 -4.975 0.761 H24 5Y3 54 5Y3 H25 H25 H 0 1 N N N 17.404 67.059 36.851 5.778 -3.612 1.438 H25 5Y3 55 5Y3 H26 H26 H 0 1 N N N 15.620 67.190 37.008 4.648 -4.521 2.470 H26 5Y3 56 # 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 5Y3 C19 C20 SING N N 1 5Y3 C19 C18 SING N N 2 5Y3 C20 C18 SING N N 3 5Y3 C18 N8 SING N N 4 5Y3 N8 C13 SING N N 5 5Y3 C5 C6 DOUB Y N 6 5Y3 C5 C4 SING Y N 7 5Y3 C12 C13 DOUB Y N 8 5Y3 C12 C11 SING Y N 9 5Y3 N3 C4 SING N N 10 5Y3 N3 C11 SING N N 11 5Y3 C6 C7 SING Y N 12 5Y3 C13 N4 SING Y N 13 5Y3 C4 C3 DOUB Y N 14 5Y3 C11 N5 DOUB Y N 15 5Y3 C9 C10 SING N N 16 5Y3 C9 N1 SING N N 17 5Y3 C10 N2 SING N N 18 5Y3 C7 N1 SING N N 19 5Y3 C7 C2 DOUB Y N 20 5Y3 N4 C14 SING Y N 21 5Y3 N4 N6 SING Y N 22 5Y3 N1 C8 SING N N 23 5Y3 C3 C2 SING Y N 24 5Y3 N5 C14 SING Y N 25 5Y3 C2 N SING N N 26 5Y3 C14 C15 DOUB Y N 27 5Y3 N6 C16 DOUB Y N 28 5Y3 N C1 SING N N 29 5Y3 C16 C15 SING Y N 30 5Y3 C15 C17 SING N N 31 5Y3 C C1 SING N N 32 5Y3 C1 O DOUB N N 33 5Y3 C17 N7 TRIP N N 34 5Y3 C3 H1 SING N N 35 5Y3 C8 H2 SING N N 36 5Y3 C8 H3 SING N N 37 5Y3 C8 H4 SING N N 38 5Y3 C9 H5 SING N N 39 5Y3 C9 H6 SING N N 40 5Y3 C10 H7 SING N N 41 5Y3 C10 H8 SING N N 42 5Y3 C12 H9 SING N N 43 5Y3 C16 H10 SING N N 44 5Y3 C19 H11 SING N N 45 5Y3 C19 H12 SING N N 46 5Y3 C20 H13 SING N N 47 5Y3 C20 H14 SING N N 48 5Y3 N8 H15 SING N N 49 5Y3 C18 H16 SING N N 50 5Y3 N3 H17 SING N N 51 5Y3 C5 H18 SING N N 52 5Y3 C6 H19 SING N N 53 5Y3 N2 H20 SING N N 54 5Y3 N2 H21 SING N N 55 5Y3 N H23 SING N N 56 5Y3 C H24 SING N N 57 5Y3 C H25 SING N N 58 5Y3 C H26 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 5Y3 InChI InChI 1.03 "InChI=1S/C21H25N9O/c1-13(31)25-17-9-16(5-6-18(17)29(2)8-7-22)26-19-10-20(27-15-3-4-15)30-21(28-19)14(11-23)12-24-30/h5-6,9-10,12,15,27H,3-4,7-8,22H2,1-2H3,(H,25,31)(H,26,28)" 5Y3 InChIKey InChI 1.03 FBMJGDCKBKUMJF-UHFFFAOYSA-N 5Y3 SMILES_CANONICAL CACTVS 3.385 "CN(CCN)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1NC(C)=O" 5Y3 SMILES CACTVS 3.385 "CN(CCN)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1NC(C)=O" 5Y3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(=O)Nc1cc(ccc1N(C)CCN)Nc2cc(n3c(n2)c(cn3)C#N)NC4CC4" 5Y3 SMILES "OpenEye OEToolkits" 2.0.4 "CC(=O)Nc1cc(ccc1N(C)CCN)Nc2cc(n3c(n2)c(cn3)C#N)NC4CC4" # 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 5Y3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[2-[2-azanylethyl(methyl)amino]-5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]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 5Y3 "Create component" 2016-01-03 RCSB 5Y3 "Initial release" 2016-02-10 RCSB #