data_9Q9 # _chem_comp.id 9Q9 _chem_comp.name "1-cyclopentyl-6-({(2R)-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxopropan-2-yl}amino)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H23 F N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1-cyclopentyl-6-(((R)-1-((S)-3-fluoropyrrolidin-1-yl)-1-oxopropan-2-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-21 _chem_comp.pdbx_modified_date 2021-03-13 _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 362.402 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9Q9 _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 6A3N _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 9Q9 C4 C1 C 0 1 N N N -31.424 45.328 -10.057 -0.427 -1.958 -0.089 C4 9Q9 1 9Q9 C6 C2 C 0 1 Y N N -29.293 44.690 -9.934 -2.255 -0.555 0.098 C6 9Q9 2 9Q9 C7 C3 C 0 1 Y N N -29.338 44.422 -8.558 -3.065 -1.643 0.460 C7 9Q9 3 9Q9 C8 C4 C 0 1 N N N -30.585 44.638 -7.876 -2.477 -2.931 0.542 C8 9Q9 4 9Q9 C12 C5 C 0 1 Y N N -28.057 43.940 -8.254 -4.364 -1.141 0.674 C12 9Q9 5 9Q9 N3 N1 N 0 1 N N N -32.480 45.876 -10.704 0.906 -2.115 -0.373 N3 9Q9 6 9Q9 C13 C6 C 0 1 N N N -27.426 44.572 -11.688 -2.639 1.910 -0.226 C13 9Q9 7 9Q9 C1 C7 C 0 1 N N N -33.151 45.173 -12.977 3.162 -1.222 -0.416 C1 9Q9 8 9Q9 C2 C8 C 0 1 N N R -32.531 46.269 -12.102 1.717 -0.954 -0.748 C2 9Q9 9 9Q9 N5 N2 N 0 1 N N N -30.300 45.142 -10.727 -0.956 -0.758 -0.164 N5 9Q9 10 9Q9 N9 N3 N 0 1 N N N -31.587 45.072 -8.723 -1.161 -3.054 0.257 N9 9Q9 11 9Q9 N10 N4 N 0 1 Y N N -28.040 44.390 -10.359 -3.057 0.543 0.095 N10 9Q9 12 9Q9 N11 N5 N 0 1 Y N N -27.273 43.911 -9.324 -4.348 0.145 0.461 N11 9Q9 13 9Q9 O14 O1 O 0 1 N N N -34.323 44.880 -12.807 3.574 -2.362 -0.380 O14 9Q9 14 9Q9 O15 O2 O 0 1 N N N -30.785 44.537 -6.655 -3.142 -3.903 0.853 O15 9Q9 15 9Q9 C16 C9 C 0 1 N N N -27.011 43.269 -12.371 -2.959 2.851 0.953 C16 9Q9 16 9Q9 C17 C10 C 0 1 N N N -25.825 43.654 -13.265 -3.400 4.172 0.276 C17 9Q9 17 9Q9 C18 C11 C 0 1 N N N -25.534 45.130 -13.010 -4.210 3.675 -0.948 C18 9Q9 18 9Q9 C19 C12 C 0 1 N N N -26.165 45.435 -11.682 -3.434 2.434 -1.435 C19 9Q9 19 9Q9 C20 C13 C 0 1 N N N -33.344 47.548 -12.267 1.577 -0.697 -2.250 C20 9Q9 20 9Q9 N21 N6 N 0 1 N N N -32.418 44.629 -13.974 3.996 -0.195 -0.159 N21 9Q9 21 9Q9 C22 C14 C 0 1 N N N -32.981 43.708 -14.965 5.448 -0.305 0.075 C22 9Q9 22 9Q9 C23 C15 C 0 1 N N N -31.763 42.956 -15.482 5.813 0.953 0.901 C23 9Q9 23 9Q9 C24 C16 C 0 1 N N S -30.621 43.912 -15.365 4.885 2.023 0.266 C24 9Q9 24 9Q9 C25 C17 C 0 1 N N N -30.998 44.841 -14.257 3.611 1.221 -0.073 C25 9Q9 25 9Q9 F26 F1 F 0 1 N N N -29.471 43.191 -14.967 4.604 3.041 1.184 F26 9Q9 26 9Q9 H1 H1 H 0 1 N N N -27.746 43.630 -7.267 -5.227 -1.723 0.965 H1 9Q9 27 9Q9 H2 H2 H 0 1 N N N -33.309 46.025 -10.165 1.311 -2.995 -0.326 H2 9Q9 28 9Q9 H3 H3 H 0 1 N N N -28.161 45.067 -12.340 -1.571 1.932 -0.444 H3 9Q9 29 9Q9 H4 H4 H 0 1 N N N -31.509 46.460 -12.463 1.374 -0.078 -0.196 H4 9Q9 30 9Q9 H5 H5 H 0 1 N N N -32.497 45.209 -8.332 -0.738 -3.925 0.299 H5 9Q9 31 9Q9 H6 H6 H 0 1 N N N -27.838 42.868 -12.976 -3.768 2.444 1.558 H6 9Q9 32 9Q9 H7 H7 H 0 1 N N N -26.706 42.520 -11.625 -2.071 3.012 1.565 H7 9Q9 33 9Q9 H8 H8 H 0 1 N N N -26.083 43.497 -14.323 -4.032 4.757 0.945 H8 9Q9 34 9Q9 H9 H9 H 0 1 N N N -24.945 43.046 -13.008 -2.534 4.751 -0.044 H9 9Q9 35 9Q9 H10 H10 H 0 1 N N N -24.449 45.308 -12.971 -5.221 3.400 -0.650 H10 9Q9 36 9Q9 H11 H11 H 0 1 N N N -25.979 45.753 -13.800 -4.234 4.439 -1.725 H11 9Q9 37 9Q9 H12 H12 H 0 1 N N N -25.498 45.153 -10.854 -2.752 2.711 -2.239 H12 9Q9 38 9Q9 H13 H13 H 0 1 N N N -26.418 46.502 -11.601 -4.131 1.671 -1.782 H13 9Q9 39 9Q9 H14 H14 H 0 1 N N N -32.909 48.343 -11.643 2.228 0.127 -2.539 H14 9Q9 40 9Q9 H15 H15 H 0 1 N N N -33.328 47.859 -13.322 1.860 -1.595 -2.799 H15 9Q9 41 9Q9 H16 H16 H 0 1 N N N -34.383 47.365 -11.955 0.543 -0.441 -2.480 H16 9Q9 42 9Q9 H17 H17 H 0 1 N N N -33.477 44.259 -15.777 5.673 -1.209 0.640 H17 9Q9 43 9Q9 H18 H18 H 0 1 N N N -33.700 43.019 -14.498 5.986 -0.307 -0.873 H18 9Q9 44 9Q9 H19 H19 H 0 1 N N N -31.911 42.661 -16.531 5.576 0.807 1.955 H19 9Q9 45 9Q9 H20 H20 H 0 1 N N N -31.578 42.060 -14.872 6.862 1.219 0.772 H20 9Q9 46 9Q9 H21 H21 H 0 1 N N N -30.466 44.460 -16.306 5.333 2.434 -0.638 H21 9Q9 47 9Q9 H22 H22 H 0 1 N N N -30.399 44.621 -13.361 3.203 1.559 -1.026 H22 9Q9 48 9Q9 H23 H23 H 0 1 N N N -30.827 45.883 -14.565 2.870 1.351 0.717 H23 9Q9 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 9Q9 C23 C24 SING N N 1 9Q9 C23 C22 SING N N 2 9Q9 C24 F26 SING N N 3 9Q9 C24 C25 SING N N 4 9Q9 C22 N21 SING N N 5 9Q9 C25 N21 SING N N 6 9Q9 N21 C1 SING N N 7 9Q9 C17 C18 SING N N 8 9Q9 C17 C16 SING N N 9 9Q9 C18 C19 SING N N 10 9Q9 C1 O14 DOUB N N 11 9Q9 C1 C2 SING N N 12 9Q9 C16 C13 SING N N 13 9Q9 C20 C2 SING N N 14 9Q9 C2 N3 SING N N 15 9Q9 C13 C19 SING N N 16 9Q9 C13 N10 SING N N 17 9Q9 N5 C4 DOUB N N 18 9Q9 N5 C6 SING N N 19 9Q9 N3 C4 SING N N 20 9Q9 N10 C6 SING Y N 21 9Q9 N10 N11 SING Y N 22 9Q9 C4 N9 SING N N 23 9Q9 C6 C7 DOUB Y N 24 9Q9 N11 C12 DOUB Y N 25 9Q9 N9 C8 SING N N 26 9Q9 C7 C12 SING Y N 27 9Q9 C7 C8 SING N N 28 9Q9 C8 O15 DOUB N N 29 9Q9 C12 H1 SING N N 30 9Q9 N3 H2 SING N N 31 9Q9 C13 H3 SING N N 32 9Q9 C2 H4 SING N N 33 9Q9 N9 H5 SING N N 34 9Q9 C16 H6 SING N N 35 9Q9 C16 H7 SING N N 36 9Q9 C17 H8 SING N N 37 9Q9 C17 H9 SING N N 38 9Q9 C18 H10 SING N N 39 9Q9 C18 H11 SING N N 40 9Q9 C19 H12 SING N N 41 9Q9 C19 H13 SING N N 42 9Q9 C20 H14 SING N N 43 9Q9 C20 H15 SING N N 44 9Q9 C20 H16 SING N N 45 9Q9 C22 H17 SING N N 46 9Q9 C22 H18 SING N N 47 9Q9 C23 H19 SING N N 48 9Q9 C23 H20 SING N N 49 9Q9 C24 H21 SING N N 50 9Q9 C25 H22 SING N N 51 9Q9 C25 H23 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 9Q9 SMILES ACDLabs 12.01 "C=1(NC(c3c(N=1)n(C2CCCC2)nc3)=O)NC(C(=O)N4CCC(F)C4)C" 9Q9 InChI InChI 1.03 "InChI=1S/C17H23FN6O2/c1-10(16(26)23-7-6-11(18)9-23)20-17-21-14-13(15(25)22-17)8-19-24(14)12-4-2-3-5-12/h8,10-12H,2-7,9H2,1H3,(H2,20,21,22,25)/t10-,11+/m1/s1" 9Q9 InChIKey InChI 1.03 HOQGZKUBNCAZBE-MNOVXSKESA-N 9Q9 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](NC1=Nc2n(ncc2C(=O)N1)C3CCCC3)C(=O)N4CC[C@H](F)C4" 9Q9 SMILES CACTVS 3.385 "C[CH](NC1=Nc2n(ncc2C(=O)N1)C3CCCC3)C(=O)N4CC[CH](F)C4" 9Q9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](C(=O)N1CC[C@@H](C1)F)NC2=Nc3c(cnn3C4CCCC4)C(=O)N2" 9Q9 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(=O)N1CCC(C1)F)NC2=Nc3c(cnn3C4CCCC4)C(=O)N2" # # 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 9Q9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-cyclopentyl-6-({(2R)-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxopropan-2-yl}amino)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" 9Q9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-cyclopentyl-6-[[(2~{R})-1-[(3~{S})-3-fluoranylpyrrolidin-1-yl]-1-oxidanylidene-propan-2-yl]amino]-5~{H}-pyrazolo[3,4-d]pyrimidin-4-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9Q9 "Create component" 2018-06-21 PDBJ 9Q9 "Initial release" 2019-04-10 RCSB 9Q9 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9Q9 _pdbx_chem_comp_synonyms.name "1-cyclopentyl-6-(((R)-1-((S)-3-fluoropyrrolidin-1-yl)-1-oxopropan-2-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##