data_OQS # _chem_comp.id OQS _chem_comp.name "N-[2-chloro-5-(trifluoromethyl)phenyl]-2-[1-(4-methoxyphenyl)-4-oxo-1,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H15 Cl F3 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-07-02 _chem_comp.pdbx_modified_date 2020-02-21 _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 477.824 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OQS _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 6PMA _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 OQS C4 C1 C 0 1 Y N N 14.276 1.209 13.616 -5.864 1.545 -0.459 C4 OQS 1 OQS C14 C2 C 0 1 N N N 9.135 4.646 24.691 4.879 2.818 0.003 C14 OQS 2 OQS C5 C3 C 0 1 Y N N 13.443 0.673 14.585 -5.138 0.366 -0.351 C5 OQS 3 OQS C6 C4 C 0 1 Y N N 15.541 0.085 17.367 -2.893 0.092 -3.098 C6 OQS 4 OQS C11 C5 C 0 1 Y N N 11.543 1.859 24.147 4.120 -0.874 0.284 C11 OQS 5 OQS C7 C6 C 0 1 Y N N 14.322 0.105 18.064 -2.153 -0.565 -2.097 C7 OQS 6 OQS C8 C7 C 0 1 N N N 13.928 -0.054 19.419 -0.842 -1.212 -2.046 C8 OQS 7 OQS C9 C8 C 0 1 N N N 12.086 -0.146 21.006 0.846 -2.414 -0.758 C9 OQS 8 OQS C10 C9 C 0 1 N N N 11.959 1.137 21.773 1.888 -1.405 -0.349 C10 OQS 9 OQS C12 C10 C 0 1 Y N N 10.541 2.786 23.943 4.032 0.465 -0.071 C12 OQS 10 OQS C13 C11 C 0 1 Y N N 10.172 3.633 24.962 4.974 1.364 0.390 C13 OQS 11 OQS N1 N1 N 0 1 Y N N 13.960 0.436 15.898 -4.078 0.113 -1.232 N1 OQS 12 OQS N2 N2 N 0 1 Y N N 15.330 0.314 16.092 -4.024 0.488 -2.580 N2 OQS 13 OQS C3 C12 C 0 1 Y N N 13.774 1.524 12.363 -6.905 1.797 0.413 C3 OQS 14 OQS N3 N3 N 0 1 N N N 12.554 0.058 19.631 -0.457 -1.753 -0.867 N3 OQS 15 OQS C1 C13 C 0 1 N N N 12.853 2.075 9.854 -8.524 0.126 3.243 C1 OQS 16 OQS O1 O1 O 0 1 N N N 11.947 1.564 10.820 -8.250 1.121 2.255 O1 OQS 17 OQS C2 C14 C 0 1 Y N N 12.436 1.270 12.063 -7.225 0.872 1.397 C2 OQS 18 OQS O2 O2 O 0 1 N N N 14.655 -0.267 20.374 -0.124 -1.263 -3.029 O2 OQS 19 OQS O3 O3 O 0 1 N N N 11.828 2.205 21.200 1.574 -0.248 -0.166 O3 OQS 20 OQS N4 N4 N 0 1 N N N 11.953 0.977 23.113 3.170 -1.788 -0.186 N4 OQS 21 OQS F1 F1 F 0 1 N N N 8.260 4.244 23.803 4.282 2.927 -1.257 F1 OQS 22 OQS F2 F2 F 0 1 N N N 8.449 4.968 25.709 4.106 3.502 0.947 F2 OQS 23 OQS F3 F3 F 0 1 N N N 9.658 5.785 24.287 6.163 3.374 -0.039 F3 OQS 24 OQS C15 C15 C 0 1 Y N N 10.823 3.599 26.171 6.004 0.932 1.205 C15 OQS 25 OQS C16 C16 C 0 1 Y N N 11.811 2.673 26.401 6.095 -0.401 1.561 C16 OQS 26 OQS C17 C17 C 0 1 Y N N 12.172 1.815 25.387 5.156 -1.305 1.104 C17 OQS 27 OQS CL1 CL1 CL 0 0 N N N 13.450 0.666 25.671 5.271 -2.979 1.552 CL1 OQS 28 OQS C18 C18 C 0 1 N N N 11.681 0.265 18.606 -1.273 -1.684 0.216 C18 OQS 29 OQS N5 N5 N 0 1 N N N 12.011 0.418 17.356 -2.441 -1.114 0.189 N5 OQS 30 OQS C19 C19 C 0 1 Y N N 13.341 0.327 17.102 -2.926 -0.545 -0.925 C19 OQS 31 OQS C20 C20 C 0 1 Y N N 12.118 0.389 14.273 -5.463 -0.561 0.630 C20 OQS 32 OQS C21 C21 C 0 1 Y N N 11.615 0.669 13.008 -6.501 -0.306 1.505 C21 OQS 33 OQS H1 H1 H 0 1 N N N 15.319 1.382 13.838 -5.612 2.267 -1.222 H1 OQS 34 OQS H2 H2 H 0 1 N N N 16.508 -0.092 17.814 -2.576 0.247 -4.119 H2 OQS 35 OQS H3 H3 H 0 1 N N N 11.101 -0.635 20.973 1.116 -2.845 -1.722 H3 OQS 36 OQS H4 H4 H 0 1 N N N 12.802 -0.798 21.528 0.791 -3.203 -0.009 H4 OQS 37 OQS H5 H5 H 0 1 N N N 10.047 2.846 22.984 3.228 0.803 -0.708 H5 OQS 38 OQS H6 H6 H 0 1 N N N 14.419 1.966 11.619 -7.470 2.713 0.329 H6 OQS 39 OQS H7 H7 H 0 1 N N N 12.318 2.262 8.911 -9.363 0.448 3.860 H7 OQS 40 OQS H8 H8 H 0 1 N N N 13.288 3.016 10.221 -8.775 -0.815 2.752 H8 OQS 41 OQS H9 H9 H 0 1 N N N 13.656 1.343 9.681 -7.644 -0.016 3.871 H9 OQS 42 OQS H10 H10 H 0 1 N N N 12.293 0.092 23.430 3.434 -2.698 -0.394 H10 OQS 43 OQS H11 H11 H 0 1 N N N 10.557 4.304 26.945 6.739 1.638 1.564 H11 OQS 44 OQS H12 H12 H 0 1 N N N 12.298 2.619 27.364 6.901 -0.735 2.197 H12 OQS 45 OQS H13 H13 H 0 1 N N N 10.630 0.305 18.850 -0.936 -2.125 1.143 H13 OQS 46 OQS H14 H14 H 0 1 N N N 11.475 -0.053 15.020 -4.899 -1.478 0.715 H14 OQS 47 OQS H15 H15 H 0 1 N N N 10.593 0.421 12.762 -6.751 -1.025 2.270 H15 OQS 48 # # 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 OQS C1 O1 SING N N 1 OQS O1 C2 SING N N 2 OQS C2 C3 DOUB Y N 3 OQS C2 C21 SING Y N 4 OQS C3 C4 SING Y N 5 OQS C21 C20 DOUB Y N 6 OQS C4 C5 DOUB Y N 7 OQS C20 C5 SING Y N 8 OQS C5 N1 SING N N 9 OQS N1 N2 SING Y N 10 OQS N1 C19 SING Y N 11 OQS N2 C6 DOUB Y N 12 OQS C19 N5 SING N N 13 OQS C19 C7 DOUB Y N 14 OQS N5 C18 DOUB N N 15 OQS C6 C7 SING Y N 16 OQS C7 C8 SING N N 17 OQS C18 N3 SING N N 18 OQS C8 N3 SING N N 19 OQS C8 O2 DOUB N N 20 OQS N3 C9 SING N N 21 OQS C9 C10 SING N N 22 OQS O3 C10 DOUB N N 23 OQS C10 N4 SING N N 24 OQS N4 C11 SING N N 25 OQS F1 C14 SING N N 26 OQS C12 C11 DOUB Y N 27 OQS C12 C13 SING Y N 28 OQS C11 C17 SING Y N 29 OQS F3 C14 SING N N 30 OQS C14 C13 SING N N 31 OQS C14 F2 SING N N 32 OQS C13 C15 DOUB Y N 33 OQS C17 CL1 SING N N 34 OQS C17 C16 DOUB Y N 35 OQS C15 C16 SING Y N 36 OQS C4 H1 SING N N 37 OQS C6 H2 SING N N 38 OQS C9 H3 SING N N 39 OQS C9 H4 SING N N 40 OQS C12 H5 SING N N 41 OQS C3 H6 SING N N 42 OQS C1 H7 SING N N 43 OQS C1 H8 SING N N 44 OQS C1 H9 SING N N 45 OQS N4 H10 SING N N 46 OQS C15 H11 SING N N 47 OQS C16 H12 SING N N 48 OQS C18 H13 SING N N 49 OQS C20 H14 SING N N 50 OQS C21 H15 SING N N 51 # # 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 OQS SMILES ACDLabs 12.01 "c4c(n3ncc2C(N(CC(Nc1c(ccc(C(F)(F)F)c1)Cl)=O)C=Nc23)=O)ccc(c4)OC" OQS InChI InChI 1.03 "InChI=1S/C21H15ClF3N5O3/c1-33-14-5-3-13(4-6-14)30-19-15(9-27-30)20(32)29(11-26-19)10-18(31)28-17-8-12(21(23,24)25)2-7-16(17)22/h2-9,11H,10H2,1H3,(H,28,31)" OQS InChIKey InChI 1.03 VVMPLFOVCSRJQQ-UHFFFAOYSA-N OQS SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)n2ncc3C(=O)N(CC(=O)Nc4cc(ccc4Cl)C(F)(F)F)C=Nc23" OQS SMILES CACTVS 3.385 "COc1ccc(cc1)n2ncc3C(=O)N(CC(=O)Nc4cc(ccc4Cl)C(F)(F)F)C=Nc23" OQS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)n2c3c(cn2)C(=O)N(C=N3)CC(=O)Nc4cc(ccc4Cl)C(F)(F)F" OQS SMILES "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)n2c3c(cn2)C(=O)N(C=N3)CC(=O)Nc4cc(ccc4Cl)C(F)(F)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 OQS "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-chloro-5-(trifluoromethyl)phenyl]-2-[1-(4-methoxyphenyl)-4-oxo-1,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-yl]acetamide" OQS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-chloranyl-5-(trifluoromethyl)phenyl]-2-[1-(4-methoxyphenyl)-4-oxidanylidene-pyrazolo[3,4-d]pyrimidin-5-yl]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 OQS "Create component" 2019-07-02 RCSB OQS "Initial release" 2020-02-26 RCSB ##