data_59Q # _chem_comp.id 59Q _chem_comp.name "4-{4-[5-(difluoromethyl)-1,3,4-thiadiazol-2-yl]piperazin-1-yl}-6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 F5 N6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-319 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-27 _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 436.426 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59Q _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 5DDB _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 59Q C4 C1 C 0 1 Y N N 10.945 7.547 -12.319 -3.879 -1.966 0.164 C4 59Q 1 59Q C5 C2 C 0 1 Y N N 10.817 8.858 -12.005 -2.701 -1.218 0.096 C5 59Q 2 59Q C6 C3 C 0 1 Y N N 11.910 9.516 -11.503 -1.505 -1.907 -0.231 C6 59Q 3 59Q N1 N1 N 0 1 Y N N 13.051 8.854 -11.302 -1.557 -3.212 -0.455 N1 59Q 4 59Q N3 N2 N 0 1 Y N N 12.085 6.921 -12.138 -3.831 -3.282 -0.079 N3 59Q 5 59Q FAC F1 F 0 1 N N N 5.113 7.979 -12.278 -6.087 1.901 -0.935 FAC 59Q 6 59Q CBB C4 C 0 1 N N N 6.366 7.837 -12.020 -5.058 2.609 -0.305 CBB 59Q 7 59Q FAD F2 F 0 1 N N N 6.584 6.607 -11.878 -3.953 2.685 -1.158 FAD 59Q 8 59Q FAE F3 F 0 1 N N N 6.588 8.378 -10.957 -5.501 3.901 0.001 FAE 59Q 9 59Q CAL C5 C 0 1 N N N 7.257 8.452 -13.127 -4.659 1.888 0.984 CAL 59Q 10 59Q CAS C6 C 0 1 Y N N 8.744 8.290 -12.768 -4.182 0.497 0.655 CAS 59Q 11 59Q SAR S1 S 0 1 Y N N 9.570 6.880 -12.959 -5.224 -0.911 0.575 SAR 59Q 12 59Q CAG C7 C 0 1 Y N N 9.548 9.257 -12.272 -2.930 0.185 0.386 CAG 59Q 13 59Q C2 C8 C 0 1 Y N N 13.208 7.539 -11.653 -2.698 -3.874 -0.378 C2 59Q 14 59Q NBA N3 N 0 1 N N N 11.998 10.832 -11.164 -0.303 -1.228 -0.316 NBA 59Q 15 59Q CAK C9 C 0 1 N N N 11.023 11.807 -11.716 -0.012 -0.514 0.935 CAK 59Q 16 59Q CAI C10 C 0 1 N N N 11.717 13.056 -12.288 1.282 0.287 0.774 CAI 59Q 17 59Q CAJ C11 C 0 1 N N N 13.076 11.325 -10.275 0.794 -2.140 -0.666 CAJ 59Q 18 59Q CAH C12 C 0 1 N N N 12.995 12.849 -10.087 2.089 -1.339 -0.828 CAH 59Q 19 59Q NAZ N4 N 0 1 N N N 12.776 13.552 -11.377 2.380 -0.626 0.424 NAZ 59Q 20 59Q CAU C13 C 0 1 Y N N 13.564 14.585 -11.703 3.585 0.056 0.338 CAU 59Q 21 59Q SAQ S2 S 0 1 Y N N 13.637 15.329 -13.161 5.153 -0.648 -0.062 SAQ 59Q 22 59Q NAP N5 N 0 1 Y N N 14.430 15.157 -10.861 3.762 1.331 0.534 NAP 59Q 23 59Q NAO N6 N 0 1 Y N N 15.104 16.155 -11.411 4.933 1.783 0.414 NAO 59Q 24 59Q CAT C14 C 0 1 Y N N 14.771 16.370 -12.686 5.875 0.954 0.104 CAT 59Q 25 59Q CAY C15 C 0 1 N N N 15.379 17.444 -13.574 7.331 1.295 -0.087 CAY 59Q 26 59Q FAA F4 F 0 1 N N N 14.470 18.452 -13.779 8.104 0.567 0.824 FAA 59Q 27 59Q FAB F5 F 0 1 N N N 15.747 16.877 -14.794 7.718 0.971 -1.392 FAB 59Q 28 59Q H1 H1 H 0 1 N N N 7.023 9.522 -13.228 -3.858 2.440 1.476 H1 59Q 29 59Q H2 H2 H 0 1 N N N 7.056 7.941 -14.080 -5.520 1.829 1.650 H2 59Q 30 59Q H3 H3 H 0 1 N N N 9.207 10.268 -12.102 -2.135 0.916 0.384 H3 59Q 31 59Q H4 H4 H 0 1 N N N 14.152 7.024 -11.554 -2.698 -4.937 -0.567 H4 59Q 32 59Q H5 H5 H 0 1 N N N 10.338 12.118 -10.913 -0.833 0.164 1.167 H5 59Q 33 59Q H6 H6 H 0 1 N N N 10.450 11.320 -12.519 0.105 -1.234 1.746 H6 59Q 34 59Q H7 H7 H 0 1 N N N 12.170 12.801 -13.258 1.156 1.025 -0.019 H7 59Q 35 59Q H8 H8 H 0 1 N N N 10.967 13.848 -12.430 1.516 0.794 1.710 H8 59Q 36 59Q H9 H9 H 0 1 N N N 12.981 10.838 -9.293 0.920 -2.878 0.126 H9 59Q 37 59Q H10 H10 H 0 1 N N N 14.050 11.070 -10.718 0.561 -2.647 -1.602 H10 59Q 38 59Q H11 H11 H 0 1 N N N 13.937 13.204 -9.643 2.910 -2.018 -1.059 H11 59Q 39 59Q H12 H12 H 0 1 N N N 12.160 13.080 -9.409 1.972 -0.620 -1.638 H12 59Q 40 59Q H13 H13 H 0 1 N N N 16.271 17.840 -13.066 7.479 2.362 0.081 H13 59Q 41 # # 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 59Q FAB CAY SING N N 1 59Q FAA CAY SING N N 2 59Q CAY CAT SING N N 3 59Q SAQ CAT SING Y N 4 59Q SAQ CAU SING Y N 5 59Q CAL CAS SING N N 6 59Q CAL CBB SING N N 7 59Q SAR CAS SING Y N 8 59Q SAR C4 SING Y N 9 59Q CAS CAG DOUB Y N 10 59Q CAT NAO DOUB Y N 11 59Q C4 N3 DOUB Y N 12 59Q C4 C5 SING Y N 13 59Q CAI CAK SING N N 14 59Q CAI NAZ SING N N 15 59Q FAC CBB SING N N 16 59Q CAG C5 SING Y N 17 59Q N3 C2 SING Y N 18 59Q CBB FAD SING N N 19 59Q CBB FAE SING N N 20 59Q C5 C6 DOUB Y N 21 59Q CAK NBA SING N N 22 59Q CAU NAZ SING N N 23 59Q CAU NAP DOUB Y N 24 59Q C2 N1 DOUB Y N 25 59Q C6 N1 SING Y N 26 59Q C6 NBA SING N N 27 59Q NAO NAP SING Y N 28 59Q NAZ CAH SING N N 29 59Q NBA CAJ SING N N 30 59Q CAJ CAH SING N N 31 59Q CAL H1 SING N N 32 59Q CAL H2 SING N N 33 59Q CAG H3 SING N N 34 59Q C2 H4 SING N N 35 59Q CAK H5 SING N N 36 59Q CAK H6 SING N N 37 59Q CAI H7 SING N N 38 59Q CAI H8 SING N N 39 59Q CAJ H9 SING N N 40 59Q CAJ H10 SING N N 41 59Q CAH H11 SING N N 42 59Q CAH H12 SING N N 43 59Q CAY H13 SING N N 44 # # 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 59Q SMILES ACDLabs 12.01 "c12ncnc(c1cc(CC(F)(F)F)s2)N3CCN(CC3)c4nnc(s4)C(F)F" 59Q InChI InChI 1.03 "InChI=1S/C15H13F5N6S2/c16-10(17)13-23-24-14(28-13)26-3-1-25(2-4-26)11-9-5-8(6-15(18,19)20)27-12(9)22-7-21-11/h5,7,10H,1-4,6H2" 59Q InChIKey InChI 1.03 BWDQNSFITDYIRC-UHFFFAOYSA-N 59Q SMILES_CANONICAL CACTVS 3.385 "FC(F)c1sc(nn1)N2CCN(CC2)c3ncnc4sc(CC(F)(F)F)cc34" 59Q SMILES CACTVS 3.385 "FC(F)c1sc(nn1)N2CCN(CC2)c3ncnc4sc(CC(F)(F)F)cc34" 59Q SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(sc2c1c(ncn2)N3CCN(CC3)c4nnc(s4)C(F)F)CC(F)(F)F" 59Q SMILES "OpenEye OEToolkits" 1.9.2 "c1c(sc2c1c(ncn2)N3CCN(CC3)c4nnc(s4)C(F)F)CC(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 59Q "SYSTEMATIC NAME" ACDLabs 12.01 "4-{4-[5-(difluoromethyl)-1,3,4-thiadiazol-2-yl]piperazin-1-yl}-6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidine" 59Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-[5-[bis(fluoranyl)methyl]-1,3,4-thiadiazol-2-yl]piperazin-1-yl]-6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 59Q "Create component" 2015-08-27 RCSB 59Q "Initial release" 2015-09-09 RCSB 59Q "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 59Q _pdbx_chem_comp_synonyms.name MI-319 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##