data_5Y4 # _chem_comp.id 5Y4 _chem_comp.name "~{N}-[5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-[2-(dimethylamino)ethyl-methyl-amino]phenyl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 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 447.536 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5Y4 _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 5H8G _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 5Y4 C1 C1 C 0 1 N N N 10.959 -1.089 28.604 -2.871 3.786 1.073 C1 5Y4 1 5Y4 C2 C2 C 0 1 Y N N 10.488 -1.587 31.059 -2.265 1.909 -0.260 C2 5Y4 2 5Y4 C3 C3 C 0 1 Y N N 10.555 -2.978 31.093 -0.915 2.203 -0.150 C3 5Y4 3 5Y4 N6 N1 N 0 1 Y N N 11.978 -8.757 28.693 4.728 -2.631 0.532 N6 5Y4 4 5Y4 C7 C4 C 0 1 Y N N 9.996 -0.892 32.174 -2.669 0.697 -0.820 C7 5Y4 5 5Y4 C8 C5 C 0 1 N N N 8.992 1.251 31.337 -4.432 0.276 -2.341 C8 5Y4 6 5Y4 C9 C6 C 0 1 N N N 10.175 1.188 33.552 -4.366 -0.824 -0.185 C9 5Y4 7 5Y4 C10 C7 C 0 1 N N N 10.904 2.571 33.502 -5.887 -0.984 -0.121 C10 5Y4 8 5Y4 C11 C8 C 0 1 N N N 12.440 4.035 32.357 -7.659 -2.268 0.914 C11 5Y4 9 5Y4 C12 C9 C 0 1 N N N 13.262 2.049 33.400 -5.773 -3.402 -0.096 C12 5Y4 10 5Y4 C13 C10 C 0 1 Y N N 10.614 -6.035 31.359 2.306 0.574 -0.239 C13 5Y4 11 5Y4 C14 C11 C 0 1 Y N N 10.664 -7.351 31.815 3.680 0.850 -0.250 C14 5Y4 12 5Y4 C15 C12 C 0 1 Y N N 11.018 -8.391 30.955 4.565 -0.162 -0.003 C15 5Y4 13 5Y4 C16 C13 C 0 1 Y N N 11.456 -6.637 29.314 2.737 -1.645 0.252 C16 5Y4 14 5Y4 C19 C14 C 0 1 N N N 12.096 -5.425 27.157 1.304 -3.702 0.643 C19 5Y4 15 5Y4 C20 C15 C 0 1 N N N 10.814 -10.260 32.634 6.427 1.412 -0.354 C20 5Y4 16 5Y4 C21 C16 C 0 1 N N N 9.412 -10.477 33.030 7.531 1.999 0.527 C21 5Y4 17 5Y4 C22 C17 C 0 1 N N N 10.289 -11.632 32.748 7.859 1.508 -0.884 C22 5Y4 18 5Y4 N7 N2 N 0 1 N N N 12.267 -4.560 26.425 0.312 -4.250 0.726 N7 5Y4 19 5Y4 C17 C18 C 0 1 Y N N 11.940 -6.577 27.998 2.554 -3.012 0.538 C17 5Y4 20 5Y4 C18 C19 C 0 1 Y N N 12.246 -7.908 27.684 3.837 -3.570 0.702 C18 5Y4 21 5Y4 N4 N3 N 0 1 Y N N 11.484 -7.977 29.688 4.085 -1.421 0.250 N4 5Y4 22 5Y4 N8 N4 N 0 1 N N N 11.097 -9.740 31.299 5.922 0.081 -0.008 N8 5Y4 23 5Y4 N5 N5 N 0 1 Y N N 11.012 -5.668 30.129 1.877 -0.655 0.009 N5 5Y4 24 5Y4 N3 N6 N 0 1 N N N 10.251 -5.081 32.294 1.396 1.587 -0.487 N3 5Y4 25 5Y4 C4 C20 C 0 1 Y N N 10.160 -3.676 32.226 0.031 1.291 -0.598 C4 5Y4 26 5Y4 C5 C21 C 0 1 Y N N 9.677 -2.982 33.329 -0.374 0.085 -1.154 C5 5Y4 27 5Y4 C6 C22 C 0 1 Y N N 9.626 -1.601 33.317 -1.720 -0.211 -1.265 C6 5Y4 28 5Y4 N N7 N 0 1 N N N 10.950 -0.837 29.941 -3.222 2.825 0.196 N 5Y4 29 5Y4 O O1 O 0 1 N N N 11.528 -0.365 27.800 -1.752 3.801 1.541 O 5Y4 30 5Y4 C C23 C 0 1 N N N 10.070 -2.216 28.155 -3.867 4.846 1.467 C 5Y4 31 5Y4 N1 N8 N 0 1 N N N 9.971 0.577 32.187 -4.033 0.396 -0.932 N1 5Y4 32 5Y4 N2 N9 N 0 1 N N N 12.132 2.647 32.696 -6.220 -2.204 0.626 N2 5Y4 33 5Y4 H1 H1 H 0 1 N N N 10.917 -3.518 30.231 -0.600 3.141 0.282 H1 5Y4 34 5Y4 H2 H2 H 0 1 N N N 9.093 2.340 31.453 -3.858 -0.521 -2.814 H2 5Y4 35 5Y4 H3 H3 H 0 1 N N N 9.168 0.976 30.287 -5.495 0.043 -2.399 H3 5Y4 36 5Y4 H4 H4 H 0 1 N N N 7.978 0.944 31.632 -4.238 1.218 -2.855 H4 5Y4 37 5Y4 H5 H5 H 0 1 N N N 9.191 1.328 34.024 -3.966 -0.752 0.826 H5 5Y4 38 5Y4 H6 H6 H 0 1 N N N 10.778 0.496 34.159 -3.931 -1.688 -0.687 H6 5Y4 39 5Y4 H7 H7 H 0 1 N N N 11.166 2.846 34.534 -6.322 -0.120 0.382 H7 5Y4 40 5Y4 H8 H8 H 0 1 N N N 10.194 3.306 33.096 -6.287 -1.056 -1.132 H8 5Y4 41 5Y4 H9 H9 H 0 1 N N N 11.586 4.482 31.827 -7.878 -3.181 1.468 H9 5Y4 42 5Y4 H10 H10 H 0 1 N N N 12.637 4.602 33.279 -7.950 -1.403 1.510 H10 5Y4 43 5Y4 H11 H11 H 0 1 N N N 13.330 4.066 31.711 -8.217 -2.269 -0.022 H11 5Y4 44 5Y4 H12 H12 H 0 1 N N N 13.026 1.005 33.653 -6.315 -3.481 -1.039 H12 5Y4 45 5Y4 H13 H13 H 0 1 N N N 14.152 2.077 32.755 -4.704 -3.328 -0.296 H13 5Y4 46 5Y4 H14 H14 H 0 1 N N N 13.460 2.614 34.323 -5.969 -4.286 0.510 H14 5Y4 47 5Y4 H15 H15 H 0 1 N N N 10.426 -7.568 32.846 4.036 1.850 -0.450 H15 5Y4 48 5Y4 H16 H16 H 0 1 N N N 11.496 -9.938 33.435 5.691 2.102 -0.766 H16 5Y4 49 5Y4 H17 H17 H 0 1 N N N 9.093 -10.267 34.062 7.521 3.076 0.696 H17 5Y4 50 5Y4 H18 H18 H 0 1 N N N 8.598 -10.222 32.335 7.881 1.396 1.365 H18 5Y4 51 5Y4 H19 H19 H 0 1 N N N 10.129 -12.237 31.843 8.425 0.581 -0.975 H19 5Y4 52 5Y4 H20 H20 H 0 1 N N N 10.623 -12.283 33.570 8.065 2.261 -1.644 H20 5Y4 53 5Y4 H21 H21 H 0 1 N N N 12.654 -8.219 26.733 4.049 -4.604 0.931 H21 5Y4 54 5Y4 H22 H22 H 0 1 N N N 10.467 -10.214 30.684 6.542 -0.630 0.217 H22 5Y4 55 5Y4 H23 H23 H 0 1 N N N 10.007 -5.460 33.187 1.703 2.502 -0.585 H23 5Y4 56 5Y4 H24 H24 H 0 1 N N N 9.340 -3.525 34.200 0.364 -0.624 -1.501 H24 5Y4 57 5Y4 H25 H25 H 0 1 N N N 9.298 -1.068 34.197 -2.032 -1.149 -1.698 H25 5Y4 58 5Y4 H26 H26 H 0 1 N N N 11.345 0.048 30.186 -4.138 2.768 -0.120 H26 5Y4 59 5Y4 H27 H27 H 0 1 N N N 10.043 -2.247 27.056 -4.429 4.511 2.339 H27 5Y4 60 5Y4 H28 H28 H 0 1 N N N 10.464 -3.169 28.539 -3.339 5.769 1.708 H28 5Y4 61 5Y4 H29 H29 H 0 1 N N N 9.053 -2.057 28.542 -4.553 5.026 0.640 H29 5Y4 62 # 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 5Y4 N7 C19 TRIP N N 1 5Y4 C19 C17 SING N N 2 5Y4 C18 C17 SING Y N 3 5Y4 C18 N6 DOUB Y N 4 5Y4 O C1 DOUB N N 5 5Y4 C17 C16 DOUB Y N 6 5Y4 C C1 SING N N 7 5Y4 C1 N SING N N 8 5Y4 N6 N4 SING Y N 9 5Y4 C16 N4 SING Y N 10 5Y4 C16 N5 SING Y N 11 5Y4 N4 C15 SING Y N 12 5Y4 N C2 SING N N 13 5Y4 N5 C13 DOUB Y N 14 5Y4 C15 N8 SING N N 15 5Y4 C15 C14 DOUB Y N 16 5Y4 C2 C3 DOUB Y N 17 5Y4 C2 C7 SING Y N 18 5Y4 C3 C4 SING Y N 19 5Y4 N8 C20 SING N N 20 5Y4 C8 N1 SING N N 21 5Y4 C13 C14 SING Y N 22 5Y4 C13 N3 SING N N 23 5Y4 C7 N1 SING N N 24 5Y4 C7 C6 DOUB Y N 25 5Y4 N1 C9 SING N N 26 5Y4 C4 N3 SING N N 27 5Y4 C4 C5 DOUB Y N 28 5Y4 C11 N2 SING N N 29 5Y4 C20 C22 SING N N 30 5Y4 C20 C21 SING N N 31 5Y4 N2 C12 SING N N 32 5Y4 N2 C10 SING N N 33 5Y4 C22 C21 SING N N 34 5Y4 C6 C5 SING Y N 35 5Y4 C10 C9 SING N N 36 5Y4 C3 H1 SING N N 37 5Y4 C8 H2 SING N N 38 5Y4 C8 H3 SING N N 39 5Y4 C8 H4 SING N N 40 5Y4 C9 H5 SING N N 41 5Y4 C9 H6 SING N N 42 5Y4 C10 H7 SING N N 43 5Y4 C10 H8 SING N N 44 5Y4 C11 H9 SING N N 45 5Y4 C11 H10 SING N N 46 5Y4 C11 H11 SING N N 47 5Y4 C12 H12 SING N N 48 5Y4 C12 H13 SING N N 49 5Y4 C12 H14 SING N N 50 5Y4 C14 H15 SING N N 51 5Y4 C20 H16 SING N N 52 5Y4 C21 H17 SING N N 53 5Y4 C21 H18 SING N N 54 5Y4 C22 H19 SING N N 55 5Y4 C22 H20 SING N N 56 5Y4 C18 H21 SING N N 57 5Y4 N8 H22 SING N N 58 5Y4 N3 H23 SING N N 59 5Y4 C5 H24 SING N N 60 5Y4 C6 H25 SING N N 61 5Y4 N H26 SING N N 62 5Y4 C H27 SING N N 63 5Y4 C H28 SING N N 64 5Y4 C H29 SING N N 65 # 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 5Y4 InChI InChI 1.03 "InChI=1S/C23H29N9O/c1-15(33)26-19-11-18(7-8-20(19)31(4)10-9-30(2)3)27-21-12-22(28-17-5-6-17)32-23(29-21)16(13-24)14-25-32/h7-8,11-12,14,17,28H,5-6,9-10H2,1-4H3,(H,26,33)(H,27,29)" 5Y4 InChIKey InChI 1.03 SRABOMKMQRYXIK-UHFFFAOYSA-N 5Y4 SMILES_CANONICAL CACTVS 3.385 "CN(C)CCN(C)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1NC(C)=O" 5Y4 SMILES CACTVS 3.385 "CN(C)CCN(C)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1NC(C)=O" 5Y4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(=O)Nc1cc(ccc1N(C)CCN(C)C)Nc2cc(n3c(n2)c(cn3)C#N)NC4CC4" 5Y4 SMILES "OpenEye OEToolkits" 2.0.4 "CC(=O)Nc1cc(ccc1N(C)CCN(C)C)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 5Y4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-[2-(dimethylamino)ethyl-methyl-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 5Y4 "Create component" 2016-01-03 RCSB 5Y4 "Initial release" 2016-02-10 RCSB #