data_8WK # _chem_comp.id 8WK _chem_comp.name "5-[[1-[(3~{S})-4,4-bis(fluoranyl)-3-(3-fluoranylpyrazol-1-yl)butanoyl]-4-oxidanyl-piperidin-4-yl]methyl]-1-(4-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 F4 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-17 _chem_comp.pdbx_modified_date 2017-10-13 _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 533.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8WK _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 5NGE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8WK CAJ C1 C 0 1 Y N N 59.874 -43.348 86.722 7.633 -1.019 1.097 CAJ 8WK 1 8WK CAH C2 C 0 1 Y N N 59.384 -42.357 85.868 8.868 -1.052 0.479 CAH 8WK 2 8WK CAZ C3 C 0 1 Y N N 59.920 -41.069 85.877 8.979 -0.742 -0.866 CAZ 8WK 3 8WK FAD F1 F 0 1 N N N 59.408 -40.055 84.998 10.188 -0.775 -1.468 FAD 8WK 4 8WK CAI C4 C 0 1 Y N N 60.975 -40.810 86.746 7.853 -0.398 -1.594 CAI 8WK 5 8WK CAK C5 C 0 1 Y N N 61.442 -41.837 87.566 6.616 -0.363 -0.980 CAK 8WK 6 8WK CBB C6 C 0 1 Y N N 60.899 -43.111 87.568 6.503 -0.674 0.368 CBB 8WK 7 8WK NBJ N1 N 0 1 Y N N 61.394 -44.106 88.359 5.248 -0.646 0.992 NBJ 8WK 8 8WK NAW N2 N 0 1 Y N N 60.731 -44.906 89.204 4.818 -1.507 2.009 NAW 8WK 9 8WK CAN C7 C 0 1 Y N N 61.582 -45.772 89.762 3.598 -1.198 2.355 CAN 8WK 10 8WK CBD C8 C 0 1 Y N N 62.791 -45.555 89.288 3.176 -0.109 1.569 CBD 8WK 11 8WK CBC C9 C 0 1 N N N 63.955 -46.179 89.552 1.946 0.678 1.478 CBC 8WK 12 8WK OAB O1 O 0 1 N N N 63.981 -47.136 90.367 0.990 0.440 2.194 OAB 8WK 13 8WK CBE C10 C 0 1 Y N N 62.681 -44.531 88.407 4.240 0.226 0.716 CBE 8WK 14 8WK NAV N3 N 0 1 N N N 63.777 -44.096 87.736 4.095 1.248 -0.141 NAV 8WK 15 8WK CAO C11 C 0 1 N N N 65.012 -44.720 88.002 2.995 1.941 -0.205 CAO 8WK 16 8WK NBH N4 N 0 1 N N N 65.095 -45.753 88.896 1.911 1.681 0.570 NBH 8WK 17 8WK CAU C12 C 0 1 N N N 66.416 -46.320 89.141 0.708 2.506 0.441 CAU 8WK 18 8WK CBK C13 C 0 1 N N N 67.144 -45.452 90.205 -0.218 1.896 -0.613 CBK 8WK 19 8WK CAR C14 C 0 1 N N N 68.508 -45.972 90.378 -1.475 2.759 -0.748 CAR 8WK 20 8WK CAP C15 C 0 1 N N N 69.248 -45.000 91.327 -2.384 2.164 -1.829 CAP 8WK 21 8WK OAC O2 O 0 1 N N N 67.307 -44.009 89.817 0.461 1.844 -1.870 OAC 8WK 22 8WK CAS C16 C 0 1 N N N 66.411 -45.559 91.563 -0.612 0.480 -0.188 CAS 8WK 23 8WK CAQ C17 C 0 1 N N N 67.171 -44.838 92.677 -1.511 -0.140 -1.262 CAQ 8WK 24 8WK NBG N5 N 0 1 N N N 68.619 -45.186 92.667 -2.649 0.757 -1.502 NBG 8WK 25 8WK CAY C18 C 0 1 N N N 69.350 -45.611 93.754 -3.914 0.297 -1.422 CAY 8WK 26 8WK OAA O3 O 0 1 N N N 70.557 -45.851 93.709 -4.845 1.048 -1.621 OAA 8WK 27 8WK CAT C19 C 0 1 N N N 68.680 -45.786 95.134 -4.170 -1.149 -1.086 CAT 8WK 28 8WK CBL C20 C 0 1 N N S 68.798 -47.242 95.545 -5.674 -1.375 -0.920 CBL 8WK 29 8WK CBF C21 C 0 1 N N N 67.949 -47.613 96.824 -5.944 -2.865 -0.696 CBF 8WK 30 8WK FAF F2 F 0 1 N N N 68.266 -48.859 97.265 -5.601 -3.579 -1.849 FAF 8WK 31 8WK FAG F3 F 0 1 N N N 68.185 -46.705 97.898 -5.178 -3.321 0.381 FAG 8WK 32 8WK NBI N6 N 0 1 Y N N 68.351 -48.057 94.467 -6.159 -0.613 0.233 NBI 8WK 33 8WK NAX N7 N 0 1 Y N N 67.177 -48.000 93.854 -6.730 0.666 0.194 NAX 8WK 34 8WK CBA C22 C 0 1 Y N N 67.230 -48.996 92.952 -7.038 1.014 1.418 CBA 8WK 35 8WK FAE F4 F 0 1 N N N 66.355 -49.279 92.200 -7.606 2.182 1.791 FAE 8WK 36 8WK CAL C23 C 0 1 Y N N 68.370 -49.666 93.003 -6.672 -0.032 2.274 CAL 8WK 37 8WK CAM C24 C 0 1 Y N N 69.076 -49.073 93.966 -6.139 -1.020 1.519 CAM 8WK 38 8WK H1 H1 H 0 1 N N N 59.421 -44.328 86.705 7.547 -1.265 2.145 H1 8WK 39 8WK H2 H2 H 0 1 N N N 58.577 -42.592 85.190 9.748 -1.319 1.046 H2 8WK 40 8WK H3 H3 H 0 1 N N N 61.425 -39.829 86.785 7.941 -0.156 -2.643 H3 8WK 41 8WK H4 H4 H 0 1 N N N 62.267 -41.629 88.231 5.738 -0.095 -1.549 H4 8WK 42 8WK H5 H5 H 0 1 N N N 61.320 -46.529 90.486 3.012 -1.693 3.115 H5 8WK 43 8WK H6 H6 H 0 1 N N N 65.903 -44.379 87.495 2.938 2.752 -0.915 H6 8WK 44 8WK H7 H7 H 0 1 N N N 66.313 -47.350 89.512 0.190 2.546 1.400 H7 8WK 45 8WK H8 H8 H 0 1 N N N 66.996 -46.323 88.206 0.990 3.515 0.138 H8 8WK 46 8WK H9 H9 H 0 1 N N N 68.475 -46.979 90.820 -2.006 2.778 0.204 H9 8WK 47 8WK H10 H10 H 0 1 N N N 69.022 -46.015 89.406 -1.192 3.773 -1.028 H10 8WK 48 8WK H11 H11 H 0 1 N N N 70.319 -45.246 91.369 -3.323 2.716 -1.860 H11 8WK 49 8WK H12 H12 H 0 1 N N N 69.123 -43.962 90.986 -1.888 2.227 -2.798 H12 8WK 50 8WK H13 H13 H 0 1 N N N 67.758 -43.543 90.511 1.269 1.314 -1.859 H13 8WK 51 8WK H14 H14 H 0 1 N N N 65.412 -45.109 91.465 0.286 -0.127 -0.069 H14 8WK 52 8WK H15 H15 H 0 1 N N N 66.310 -46.621 91.830 -1.151 0.521 0.758 H15 8WK 53 8WK H16 H16 H 0 1 N N N 67.064 -43.752 92.537 -0.944 -0.265 -2.185 H16 8WK 54 8WK H17 H17 H 0 1 N N N 66.741 -45.127 93.647 -1.872 -1.110 -0.921 H17 8WK 55 8WK H18 H18 H 0 1 N N N 69.185 -45.149 95.875 -3.794 -1.781 -1.890 H18 8WK 56 8WK H19 H19 H 0 1 N N N 67.619 -45.503 95.070 -3.660 -1.402 -0.156 H19 8WK 57 8WK H20 H20 H 0 1 N N N 69.853 -47.460 95.766 -6.193 -1.043 -1.819 H20 8WK 58 8WK H21 H21 H 0 1 N N N 66.888 -47.569 96.537 -7.002 -3.013 -0.479 H21 8WK 59 8WK H22 H22 H 0 1 N N N 68.664 -50.510 92.396 -6.796 -0.048 3.347 H22 8WK 60 8WK H23 H23 H 0 1 N N N 70.065 -49.361 94.290 -5.760 -1.965 1.882 H23 8WK 61 # 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 8WK FAD CAZ SING N N 1 8WK CAH CAZ DOUB Y N 2 8WK CAH CAJ SING Y N 3 8WK CAZ CAI SING Y N 4 8WK CAJ CBB DOUB Y N 5 8WK CAI CAK DOUB Y N 6 8WK CAK CBB SING Y N 7 8WK CBB NBJ SING N N 8 8WK NAV CAO DOUB N N 9 8WK NAV CBE SING N N 10 8WK CAO NBH SING N N 11 8WK NBJ CBE SING Y N 12 8WK NBJ NAW SING Y N 13 8WK CBE CBD DOUB Y N 14 8WK NBH CAU SING N N 15 8WK NBH CBC SING N N 16 8WK CAU CBK SING N N 17 8WK NAW CAN DOUB Y N 18 8WK CBD CBC SING N N 19 8WK CBD CAN SING Y N 20 8WK CBC OAB DOUB N N 21 8WK OAC CBK SING N N 22 8WK CBK CAR SING N N 23 8WK CBK CAS SING N N 24 8WK CAR CAP SING N N 25 8WK CAP NBG SING N N 26 8WK CAS CAQ SING N N 27 8WK FAE CBA SING N N 28 8WK NBG CAQ SING N N 29 8WK NBG CAY SING N N 30 8WK CBA CAL SING Y N 31 8WK CBA NAX DOUB Y N 32 8WK CAL CAM DOUB Y N 33 8WK OAA CAY DOUB N N 34 8WK CAY CAT SING N N 35 8WK NAX NBI SING Y N 36 8WK CAM NBI SING Y N 37 8WK NBI CBL SING N N 38 8WK CAT CBL SING N N 39 8WK CBL CBF SING N N 40 8WK CBF FAF SING N N 41 8WK CBF FAG SING N N 42 8WK CAJ H1 SING N N 43 8WK CAH H2 SING N N 44 8WK CAI H3 SING N N 45 8WK CAK H4 SING N N 46 8WK CAN H5 SING N N 47 8WK CAO H6 SING N N 48 8WK CAU H7 SING N N 49 8WK CAU H8 SING N N 50 8WK CAR H9 SING N N 51 8WK CAR H10 SING N N 52 8WK CAP H11 SING N N 53 8WK CAP H12 SING N N 54 8WK OAC H13 SING N N 55 8WK CAS H14 SING N N 56 8WK CAS H15 SING N N 57 8WK CAQ H16 SING N N 58 8WK CAQ H17 SING N N 59 8WK CAT H18 SING N N 60 8WK CAT H19 SING N N 61 8WK CBL H20 SING N N 62 8WK CBF H21 SING N N 63 8WK CAL H22 SING N N 64 8WK CAM H23 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 8WK InChI InChI 1.03 "InChI=1S/C24H23F4N7O3/c25-15-1-3-16(4-2-15)35-22-17(12-30-35)23(37)33(14-29-22)13-24(38)6-9-32(10-7-24)20(36)11-18(21(27)28)34-8-5-19(26)31-34/h1-5,8,12,14,18,21,38H,6-7,9-11,13H2/t18-/m0/s1" 8WK InChIKey InChI 1.03 BLSNYSFLZAWBIV-SFHVURJKSA-N 8WK SMILES_CANONICAL CACTVS 3.385 "OC1(CCN(CC1)C(=O)C[C@@H](C(F)F)n2ccc(F)n2)CN3C=Nc4n(ncc4C3=O)c5ccc(F)cc5" 8WK SMILES CACTVS 3.385 "OC1(CCN(CC1)C(=O)C[CH](C(F)F)n2ccc(F)n2)CN3C=Nc4n(ncc4C3=O)c5ccc(F)cc5" 8WK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2c3c(cn2)C(=O)N(C=N3)CC4(CCN(CC4)C(=O)C[C@@H](C(F)F)n5ccc(n5)F)O)F" 8WK SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2c3c(cn2)C(=O)N(C=N3)CC4(CCN(CC4)C(=O)CC(C(F)F)n5ccc(n5)F)O)F" # 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 8WK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[1-[(3~{S})-4,4-bis(fluoranyl)-3-(3-fluoranylpyrazol-1-yl)butanoyl]-4-oxidanyl-piperidin-4-yl]methyl]-1-(4-fluorophenyl)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 8WK "Create component" 2017-03-17 EBI 8WK "Initial release" 2017-10-18 RCSB #