data_99J # _chem_comp.id 99J _chem_comp.name "6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-2-(prop-2-en-1-yl)-1-{6-[(1S)-2,2,2-trifluoro-1-hydroxyethyl]pyridin-2-yl}-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 F3 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RAC-IV-016 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 540.540 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 99J _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 5VD4 _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 99J C10 C1 C 0 1 Y N N -7.962 7.952 12.792 -3.946 0.230 0.747 C10 99J 1 99J N12 N1 N 0 1 N N N -6.678 6.334 13.933 -2.125 1.614 -0.029 N12 99J 2 99J C13 C2 C 0 1 Y N N -5.945 5.169 14.026 -1.253 0.557 -0.191 C13 99J 3 99J C15 C3 C 0 1 Y N N -5.246 3.286 15.339 -0.955 -1.712 -0.491 C15 99J 4 99J C17 C4 C 0 1 N N N -3.669 1.739 14.003 1.593 -2.381 -0.652 C17 99J 5 99J C20 C5 C 0 1 N N N -2.347 0.873 12.146 4.072 -2.057 -0.688 C20 99J 6 99J C21 C6 C 0 1 N N N -3.209 -0.066 11.441 4.550 -2.506 0.669 C21 99J 7 99J C22 C7 C 0 1 N N N -4.217 -0.748 12.014 5.037 -3.712 0.826 C22 99J 8 99J C24 C8 C 0 1 Y N N -4.497 3.555 13.091 0.916 -0.192 -0.360 C24 99J 9 99J C26 C9 C 0 1 Y N N -3.520 3.477 10.933 3.154 0.824 -0.303 C26 99J 10 99J C28 C10 C 0 1 Y N N -1.869 3.779 9.211 5.315 1.634 -0.268 C28 99J 11 99J C01 C11 C 0 1 N N N -8.325 12.828 6.693 -9.579 -1.936 -0.696 C01 99J 12 99J N02 N2 N 0 1 N N N -7.910 11.534 7.304 -10.007 -0.778 0.101 N02 99J 13 99J C03 C12 C 0 1 N N N -6.820 11.696 8.308 -9.346 -0.769 1.414 C03 99J 14 99J C04 C13 C 0 1 N N N -6.433 10.309 8.863 -7.838 -0.586 1.222 C04 99J 15 99J N05 N3 N 0 1 N N N -7.563 9.719 9.549 -7.588 0.671 0.501 N05 99J 16 99J C06 C14 C 0 1 N N N -8.882 10.265 9.301 -8.249 0.662 -0.811 C06 99J 17 99J C07 C15 C 0 1 N N N -9.065 10.734 7.830 -9.757 0.479 -0.619 C07 99J 18 99J C08 C16 C 0 1 Y N N -7.326 8.875 10.611 -6.216 0.909 0.370 C08 99J 19 99J C09 C17 C 0 1 Y N N -8.214 8.812 11.708 -5.301 -0.003 0.880 C09 99J 20 99J C11 C18 C 0 1 Y N N -6.819 7.120 12.812 -3.499 1.376 0.102 C11 99J 21 99J N14 N4 N 0 1 Y N N -5.948 4.448 15.185 -1.750 -0.667 -0.332 N14 99J 22 99J C16 C19 C 0 1 Y N N -4.494 2.821 14.256 0.422 -1.507 -0.508 C16 99J 23 99J O18 O1 O 0 1 N N N -3.390 0.817 14.801 1.581 -3.588 -0.801 O18 99J 24 99J N19 N5 N 0 1 N N N -3.212 1.863 12.733 2.686 -1.592 -0.588 N19 99J 25 99J N23 N6 N 0 1 N N N -3.728 2.946 12.176 2.290 -0.262 -0.411 N23 99J 26 99J N25 N7 N 0 1 Y N N -5.209 4.694 12.993 0.051 0.798 -0.206 N25 99J 27 99J N27 N8 N 0 1 Y N N -2.283 3.313 10.411 4.462 0.632 -0.366 N27 99J 28 99J C29 C20 C 0 1 Y N N -2.788 4.520 8.434 4.868 2.929 -0.094 C29 99J 29 99J C30 C21 C 0 1 Y N N -4.087 4.740 8.934 3.503 3.174 -0.028 C30 99J 30 99J C31 C22 C 0 1 Y N N -4.461 4.229 10.192 2.634 2.103 -0.134 C31 99J 31 99J C32 C23 C 0 1 N N S -0.474 3.471 8.805 6.795 1.361 -0.347 C32 99J 32 99J O33 O2 O 0 1 N N N 0.167 4.614 8.240 7.120 0.869 -1.648 O33 99J 33 99J C34 C24 C 0 1 N N N -0.422 2.286 7.809 7.178 0.317 0.704 C34 99J 34 99J F35 F1 F 0 1 N N N 0.874 1.993 7.447 8.552 0.064 0.631 F35 99J 35 99J F36 F2 F 0 1 N N N -1.152 2.565 6.680 6.859 0.799 1.978 F36 99J 36 99J F37 F3 F 0 1 N N N -0.973 1.160 8.377 6.472 -0.867 0.463 F37 99J 37 99J C38 C25 C 0 1 Y N N -5.924 7.192 11.706 -4.414 2.285 -0.413 C38 99J 38 99J C39 C26 C 0 1 Y N N -6.177 8.050 10.625 -5.768 2.050 -0.283 C39 99J 39 99J H101 H1 H 0 0 N N N -8.652 7.927 13.622 -3.235 -0.477 1.147 H101 99J 40 99J H121 H2 H 0 0 N N N -7.153 6.637 14.760 -1.786 2.523 -0.006 H121 99J 41 99J H151 H3 H 0 0 N N N -5.271 2.742 16.272 -1.365 -2.704 -0.605 H151 99J 42 99J H201 H4 H 0 0 N N N -1.779 0.352 12.931 4.703 -1.243 -1.044 H201 99J 43 99J H202 H5 H 0 0 N N N -1.648 1.349 11.442 4.126 -2.891 -1.387 H202 99J 44 99J H211 H6 H 0 0 N N N -3.027 -0.225 10.388 4.492 -1.833 1.512 H211 99J 45 99J H221 H7 H 0 0 N N N -4.813 -1.428 11.424 5.095 -4.384 -0.017 H221 99J 46 99J H222 H8 H 0 0 N N N -4.430 -0.616 13.064 5.380 -4.033 1.798 H222 99J 47 99J H012 H9 H 0 0 N N N -7.436 13.364 6.329 -8.512 -1.859 -0.905 H012 99J 48 99J H013 H10 H 0 0 N N N -9.007 12.634 5.852 -9.776 -2.852 -0.139 H013 99J 49 99J H011 H11 H 0 0 N N N -8.839 13.441 7.448 -10.133 -1.955 -1.634 H011 99J 50 99J H032 H13 H 0 0 N N N -5.944 12.158 7.829 -9.739 0.052 2.013 H032 99J 51 99J H031 H14 H 0 0 N N N -7.169 12.337 9.131 -9.535 -1.714 1.922 H031 99J 52 99J H042 H15 H 0 0 N N N -6.129 9.656 8.032 -7.350 -0.550 2.195 H042 99J 53 99J H041 H16 H 0 0 N N N -5.596 10.419 9.568 -7.441 -1.421 0.645 H041 99J 54 99J H062 H17 H 0 0 N N N -9.039 11.126 9.968 -8.060 1.607 -1.320 H062 99J 55 99J H061 H18 H 0 0 N N N -9.631 9.490 9.520 -7.856 -0.159 -1.411 H061 99J 56 99J H071 H19 H 0 0 N N N -9.972 11.354 7.774 -10.245 0.443 -1.593 H071 99J 57 99J H072 H20 H 0 0 N N N -9.189 9.845 7.195 -10.154 1.314 -0.043 H072 99J 58 99J H091 H21 H 0 0 N N N -9.098 9.432 11.714 -5.649 -0.894 1.381 H091 99J 59 99J H291 H22 H 0 0 N N N -2.499 4.912 7.470 5.574 3.743 -0.015 H291 99J 60 99J H301 H23 H 0 0 N N N -4.799 5.303 8.350 3.129 4.178 0.108 H301 99J 61 99J H311 H24 H 0 0 N N N -5.451 4.409 10.585 1.566 2.258 -0.087 H311 99J 62 99J H321 H25 H 0 0 N N N 0.081 3.164 9.704 7.344 2.284 -0.159 H321 99J 63 99J H331 H26 H 0 0 N N N 0.131 5.335 8.857 6.666 0.048 -1.883 H331 99J 64 99J H381 H27 H 0 0 N N N -5.037 6.576 11.699 -4.066 3.176 -0.914 H381 99J 65 99J H391 H28 H 0 0 N N N -5.487 8.081 9.795 -6.480 2.759 -0.680 H391 99J 66 # # 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 99J F36 C34 SING N N 1 99J C01 N02 SING N N 2 99J N02 C07 SING N N 3 99J N02 C03 SING N N 4 99J F35 C34 SING N N 5 99J C34 F37 SING N N 6 99J C34 C32 SING N N 7 99J C07 C06 SING N N 8 99J O33 C32 SING N N 9 99J C03 C04 SING N N 10 99J C29 C30 DOUB Y N 11 99J C29 C28 SING Y N 12 99J C32 C28 SING N N 13 99J C04 N05 SING N N 14 99J C30 C31 SING Y N 15 99J C28 N27 DOUB Y N 16 99J C06 N05 SING N N 17 99J N05 C08 SING N N 18 99J C31 C26 DOUB Y N 19 99J N27 C26 SING Y N 20 99J C08 C39 DOUB Y N 21 99J C08 C09 SING Y N 22 99J C39 C38 SING Y N 23 99J C26 N23 SING N N 24 99J C21 C22 DOUB N N 25 99J C21 C20 SING N N 26 99J C38 C11 DOUB Y N 27 99J C09 C10 DOUB Y N 28 99J C20 N19 SING N N 29 99J N23 N19 SING N N 30 99J N23 C24 SING N N 31 99J N19 C17 SING N N 32 99J C10 C11 SING Y N 33 99J C11 N12 SING N N 34 99J N25 C24 DOUB Y N 35 99J N25 C13 SING Y N 36 99J C24 C16 SING Y N 37 99J N12 C13 SING N N 38 99J C17 C16 SING N N 39 99J C17 O18 DOUB N N 40 99J C13 N14 DOUB Y N 41 99J C16 C15 DOUB Y N 42 99J N14 C15 SING Y N 43 99J C10 H101 SING N N 44 99J N12 H121 SING N N 45 99J C15 H151 SING N N 46 99J C20 H201 SING N N 47 99J C20 H202 SING N N 48 99J C21 H211 SING N N 49 99J C22 H221 SING N N 50 99J C22 H222 SING N N 51 99J C01 H012 SING N N 52 99J C01 H013 SING N N 53 99J C01 H011 SING N N 54 99J C03 H032 SING N N 55 99J C03 H031 SING N N 56 99J C04 H042 SING N N 57 99J C04 H041 SING N N 58 99J C06 H062 SING N N 59 99J C06 H061 SING N N 60 99J C07 H071 SING N N 61 99J C07 H072 SING N N 62 99J C09 H091 SING N N 63 99J C29 H291 SING N N 64 99J C30 H301 SING N N 65 99J C31 H311 SING N N 66 99J C32 H321 SING N N 67 99J O33 H331 SING N N 68 99J C38 H381 SING N N 69 99J C39 H391 SING N N 70 # # 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 99J SMILES ACDLabs 12.01 "c5c(Nc2ncc1C(=O)N(C\C=C)N(c1n2)c3nc(ccc3)C(O)C(F)(F)F)ccc(N4CCN(C)CC4)c5" 99J InChI InChI 1.03 "InChI=1S/C26H27F3N8O2/c1-3-11-36-24(39)19-16-30-25(31-17-7-9-18(10-8-17)35-14-12-34(2)13-15-35)33-23(19)37(36)21-6-4-5-20(32-21)22(38)26(27,28)29/h3-10,16,22,38H,1,11-15H2,2H3,(H,30,31,33)/t22-/m0/s1" 99J InChIKey InChI 1.03 DQUHCAHRQQRKGR-QFIPXVFZSA-N 99J SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(Nc3ncc4C(=O)N(CC=C)N(c5cccc(n5)[C@H](O)C(F)(F)F)c4n3)cc2" 99J SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(Nc3ncc4C(=O)N(CC=C)N(c5cccc(n5)[CH](O)C(F)(F)F)c4n3)cc2" 99J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)c2ccc(cc2)Nc3ncc4c(n3)N(N(C4=O)CC=C)c5cccc(n5)[C@@H](C(F)(F)F)O" 99J SMILES "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)c2ccc(cc2)Nc3ncc4c(n3)N(N(C4=O)CC=C)c5cccc(n5)C(C(F)(F)F)O" # # 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 99J "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-2-(prop-2-en-1-yl)-1-{6-[(1S)-2,2,2-trifluoro-1-hydroxyethyl]pyridin-2-yl}-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one" 99J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-2-prop-2-enyl-1-[6-[(1~{S})-2,2,2-tris(fluoranyl)-1-oxidanyl-ethyl]pyridin-2-yl]pyrazolo[3,4-d]pyrimidin-3-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 99J "Create component" 2017-04-11 RCSB 99J "Initial release" 2018-04-04 RCSB 99J "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 99J _pdbx_chem_comp_synonyms.name RAC-IV-016 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##