data_PD5 # _chem_comp.id PD5 _chem_comp.name "1-{4-[4-amino-1-(1-methylethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]phenyl}-3-[3-(trifluoromethyl)phenyl]urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F3 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1-(4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-06 _chem_comp.pdbx_modified_date 2020-06-17 _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 455.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PD5 _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 3EL8 _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 PD5 C4 C4 C 0 1 Y N N 6.201 8.119 6.717 6.065 0.833 -0.234 C4 PD5 1 PD5 C5 C5 C 0 1 Y N N 5.549 7.114 7.417 4.676 0.943 -0.031 C5 PD5 2 PD5 C6 C6 C 0 1 Y N N 6.305 6.071 7.938 4.122 2.224 0.132 C6 PD5 3 PD5 N1 N1 N 0 1 Y N N 7.632 6.079 7.741 4.936 3.274 0.087 N1 PD5 4 PD5 N3 N3 N 0 1 Y N N 7.531 8.063 6.559 6.797 1.946 -0.263 N3 PD5 5 PD5 CAA CAA C 0 1 N N N 4.515 11.274 5.900 8.027 -2.004 0.577 CAA PD5 6 PD5 CBE CBE C 0 1 N N N 5.528 10.183 5.549 7.674 -1.066 -0.579 CBE PD5 7 PD5 CAB CAB C 0 1 N N N 5.459 9.834 4.061 7.679 -1.850 -1.892 CAB PD5 8 PD5 NBF NBF N 0 1 Y N N 5.255 8.977 6.345 6.343 -0.496 -0.356 NBF PD5 9 PD5 NAS NAS N 0 1 Y N N 4.134 8.632 6.723 5.159 -1.232 -0.234 NAS PD5 10 PD5 C2 C2 C 0 1 Y N N 8.218 7.055 7.068 6.234 3.124 -0.105 C2 PD5 11 PD5 NAC NAC N 0 1 N N N 5.733 5.088 8.628 2.765 2.387 0.334 NAC PD5 12 PD5 CBB CBB C 0 1 Y N N 4.210 7.484 7.394 4.146 -0.419 -0.046 CBB PD5 13 PD5 CAZ CAZ C 0 1 Y N N 3.162 6.771 7.969 2.727 -0.811 0.129 CAZ PD5 14 PD5 CAO CAO C 0 1 Y N N 2.249 7.434 8.780 1.722 -0.111 -0.537 CAO PD5 15 PD5 CAM CAM C 0 1 Y N N 1.108 6.776 9.224 0.403 -0.477 -0.373 CAM PD5 16 PD5 CAN CAN C 0 1 Y N N 2.938 5.440 7.637 2.395 -1.884 0.955 CAN PD5 17 PD5 CAL CAL C 0 1 Y N N 1.795 4.784 8.082 1.075 -2.247 1.116 CAL PD5 18 PD5 CAX CAX C 0 1 Y N N 0.865 5.455 8.866 0.075 -1.544 0.455 CAX PD5 19 PD5 NAT NAT N 0 1 N N N -0.320 4.932 9.175 -1.264 -1.913 0.621 NAT PD5 20 PD5 CAV CAV C 0 1 N N N -0.737 3.696 8.915 -2.225 -0.968 0.651 CAV PD5 21 PD5 OAD OAD O 0 1 N N N -0.030 2.856 8.360 -1.921 0.209 0.627 OAD PD5 22 PD5 NAU NAU N 0 1 N N N -1.982 3.444 9.313 -3.522 -1.328 0.707 NAU PD5 23 PD5 CAY CAY C 0 1 Y N N -2.657 2.304 9.181 -4.523 -0.352 0.645 CAY PD5 24 PD5 CAP CAP C 0 1 Y N N -2.130 1.165 8.583 -5.708 -0.612 -0.029 CAP PD5 25 PD5 CAJ CAJ C 0 1 Y N N -3.962 2.276 9.662 -4.334 0.878 1.263 CAJ PD5 26 PD5 CAH CAH C 0 1 Y N N -4.740 1.132 9.546 -5.323 1.839 1.201 CAH PD5 27 PD5 CAK CAK C 0 1 Y N N -4.205 0.000 8.944 -6.501 1.579 0.524 CAK PD5 28 PD5 CBA CBA C 0 1 Y N N -2.902 0.013 8.464 -6.694 0.354 -0.088 CBA PD5 29 PD5 CBG CBG C 0 1 N N N -2.344 -1.259 7.827 -7.981 0.072 -0.820 CBG PD5 30 PD5 FAF FAF F 0 1 N N N -2.294 -2.218 8.745 -8.908 -0.487 0.065 FAF PD5 31 PD5 FAG FAG F 0 1 N N N -3.144 -1.641 6.838 -8.493 1.267 -1.339 FAG PD5 32 PD5 FAE FAE F 0 1 N N N -1.124 -1.056 7.345 -7.736 -0.824 -1.866 FAE PD5 33 PD5 HAA HAA H 0 1 N N N 4.272 11.218 6.971 7.293 -2.807 0.631 HAA PD5 34 PD5 HAAA HAAA H 0 0 N N N 4.945 12.260 5.673 9.018 -2.428 0.411 HAAA PD5 35 PD5 HAAB HAAB H 0 0 N N N 3.599 11.128 5.308 8.023 -1.445 1.513 HAAB PD5 36 PD5 HBE HBE H 0 1 N N N 6.536 10.561 5.777 8.408 -0.262 -0.632 HBE PD5 37 PD5 HAB HAB H 0 1 N N N 5.442 10.760 3.467 6.945 -2.654 -1.839 HAB PD5 38 PD5 HABA HABA H 0 0 N N N 6.340 9.236 3.784 7.428 -1.182 -2.716 HABA PD5 39 PD5 HABB HABB H 0 0 N N N 4.545 9.255 3.862 8.670 -2.274 -2.058 HABB PD5 40 PD5 H2 H2 H 0 1 N N N 9.289 7.028 6.930 6.858 4.004 -0.135 H2 PD5 41 PD5 HNAC HNAC H 0 0 N N N 5.589 4.300 8.030 2.216 1.625 0.576 HNAC PD5 42 PD5 HNAA HNAA H 0 0 N N N 6.327 4.825 9.388 2.362 3.263 0.233 HNAA PD5 43 PD5 HAO HAO H 0 1 N N N 2.426 8.460 9.065 1.976 0.719 -1.181 HAO PD5 44 PD5 HAM HAM H 0 1 N N N 0.402 7.297 9.854 -0.376 0.065 -0.889 HAM PD5 45 PD5 HAN HAN H 0 1 N N N 3.657 4.911 7.029 3.172 -2.431 1.469 HAN PD5 46 PD5 HAL HAL H 0 1 N N N 1.630 3.750 7.817 0.818 -3.078 1.756 HAL PD5 47 PD5 HNAT HNAT H 0 0 N N N -0.963 5.531 9.652 -1.501 -2.849 0.714 HNAT PD5 48 PD5 HNAU HNAU H 0 0 N N N -2.465 4.196 9.762 -3.763 -2.264 0.790 HNAU PD5 49 PD5 HAP HAP H 0 1 N N N -1.117 1.174 8.209 -5.859 -1.569 -0.507 HAP PD5 50 PD5 HAJ HAJ H 0 1 N N N -4.376 3.156 10.132 -3.415 1.081 1.793 HAJ PD5 51 PD5 HAH HAH H 0 1 N N N -5.753 1.122 9.921 -5.177 2.795 1.681 HAH PD5 52 PD5 HAK HAK H 0 1 N N N -4.805 -0.893 8.849 -7.273 2.332 0.477 HAK PD5 53 # # 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 PD5 NBF C4 SING Y N 1 PD5 N3 C4 DOUB Y N 2 PD5 C4 C5 SING Y N 3 PD5 CBB C5 SING Y N 4 PD5 C5 C6 DOUB Y N 5 PD5 N1 C6 SING Y N 6 PD5 C6 NAC SING N N 7 PD5 C2 N1 DOUB Y N 8 PD5 N3 C2 SING Y N 9 PD5 CBE CAA SING N N 10 PD5 CAA HAA SING N N 11 PD5 CAA HAAA SING N N 12 PD5 CAA HAAB SING N N 13 PD5 CAB CBE SING N N 14 PD5 CBE NBF SING N N 15 PD5 CBE HBE SING N N 16 PD5 CAB HAB SING N N 17 PD5 CAB HABA SING N N 18 PD5 CAB HABB SING N N 19 PD5 NBF NAS SING Y N 20 PD5 NAS CBB DOUB Y N 21 PD5 C2 H2 SING N N 22 PD5 NAC HNAC SING N N 23 PD5 NAC HNAA SING N N 24 PD5 CBB CAZ SING Y N 25 PD5 CAN CAZ DOUB Y N 26 PD5 CAZ CAO SING Y N 27 PD5 CAO CAM DOUB Y N 28 PD5 CAO HAO SING N N 29 PD5 CAX CAM SING Y N 30 PD5 CAM HAM SING N N 31 PD5 CAN CAL SING Y N 32 PD5 CAN HAN SING N N 33 PD5 CAL CAX DOUB Y N 34 PD5 CAL HAL SING N N 35 PD5 CAX NAT SING N N 36 PD5 CAV NAT SING N N 37 PD5 NAT HNAT SING N N 38 PD5 OAD CAV DOUB N N 39 PD5 CAV NAU SING N N 40 PD5 CAY NAU SING N N 41 PD5 NAU HNAU SING N N 42 PD5 CAP CAY DOUB Y N 43 PD5 CAY CAJ SING Y N 44 PD5 CBA CAP SING Y N 45 PD5 CAP HAP SING N N 46 PD5 CAH CAJ DOUB Y N 47 PD5 CAJ HAJ SING N N 48 PD5 CAK CAH SING Y N 49 PD5 CAH HAH SING N N 50 PD5 CBA CAK DOUB Y N 51 PD5 CAK HAK SING N N 52 PD5 CBG CBA SING N N 53 PD5 FAG CBG SING N N 54 PD5 FAE CBG SING N N 55 PD5 CBG FAF SING N N 56 # # 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 PD5 SMILES ACDLabs 10.04 "FC(F)(F)c1cc(ccc1)NC(=O)Nc4ccc(c3nn(c2ncnc(c23)N)C(C)C)cc4" PD5 SMILES_CANONICAL CACTVS 3.341 "CC(C)n1nc(c2ccc(NC(=O)Nc3cccc(c3)C(F)(F)F)cc2)c4c(N)ncnc14" PD5 SMILES CACTVS 3.341 "CC(C)n1nc(c2ccc(NC(=O)Nc3cccc(c3)C(F)(F)F)cc2)c4c(N)ncnc14" PD5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)n1c2c(c(n1)c3ccc(cc3)NC(=O)Nc4cccc(c4)C(F)(F)F)c(ncn2)N" PD5 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)n1c2c(c(n1)c3ccc(cc3)NC(=O)Nc4cccc(c4)C(F)(F)F)c(ncn2)N" PD5 InChI InChI 1.03 "InChI=1S/C22H20F3N7O/c1-12(2)32-20-17(19(26)27-11-28-20)18(31-32)13-6-8-15(9-7-13)29-21(33)30-16-5-3-4-14(10-16)22(23,24)25/h3-12H,1-2H3,(H2,26,27,28)(H2,29,30,33)" PD5 InChIKey InChI 1.03 LEERPLGXOHLQPF-UHFFFAOYSA-N # # 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 PD5 "SYSTEMATIC NAME" ACDLabs 10.04 "1-{4-[4-amino-1-(1-methylethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]phenyl}-3-[3-(trifluoromethyl)phenyl]urea" PD5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[4-(4-amino-1-propan-2-yl-pyrazolo[5,4-d]pyrimidin-3-yl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PD5 "Create component" 2008-10-06 RCSB PD5 "Modify aromatic_flag" 2011-06-04 RCSB PD5 "Modify descriptor" 2011-06-04 RCSB PD5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PD5 _pdbx_chem_comp_synonyms.name "1-(4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##