data_59M # _chem_comp.id 59M _chem_comp.name "4-{4-[5-(fluoromethyl)-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 H14 F4 N6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-27 _chem_comp.pdbx_modified_date 2020-06-27 _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 418.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59M _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 5DDA _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 59M C4 C1 C 0 1 Y N N 10.989 7.501 -12.282 -2.210 -1.615 -1.394 C4 59M 1 59M C5 C2 C 0 1 Y N N 10.866 8.813 -11.976 -1.821 -1.450 -0.062 C5 59M 2 59M C6 C3 C 0 1 Y N N 11.944 9.477 -11.482 -0.635 -2.102 0.361 C6 59M 3 59M N1 N1 N 0 1 Y N N 13.099 8.835 -11.307 0.043 -2.830 -0.513 N1 59M 4 59M N3 N2 N 0 1 Y N N 12.130 6.851 -12.109 -1.457 -2.371 -2.203 N3 59M 5 59M FAB F1 F 0 1 N N N 5.133 7.989 -12.362 -4.244 2.480 -1.038 FAB 59M 6 59M CBA C4 C 0 1 N N N 6.410 7.803 -12.009 -4.426 2.216 0.324 CBA 59M 7 59M FAC F2 F 0 1 N N N 6.630 6.500 -11.860 -3.230 2.455 1.009 FAC 59M 8 59M FAD F3 F 0 1 N N N 6.631 8.422 -10.853 -5.428 3.050 0.830 FAD 59M 9 59M CAL C5 C 0 1 N N N 7.338 8.375 -13.101 -4.837 0.754 0.509 CAL 59M 10 59M CAS C6 C 0 1 Y N N 8.806 8.252 -12.716 -3.757 -0.145 -0.036 CAS 59M 11 59M SAR S1 S 0 1 Y N N 9.585 6.910 -12.875 -3.691 -0.718 -1.692 SAR 59M 12 59M CAF C7 C 0 1 Y N N 9.604 9.224 -12.236 -2.744 -0.604 0.672 CAF 59M 13 59M C2 C8 C 0 1 Y N N 13.247 7.499 -11.624 -0.366 -2.955 -1.763 C2 59M 14 59M NAZ N3 N 0 1 N N N 11.959 10.794 -11.160 -0.193 -1.980 1.667 NAZ 59M 15 59M CAK C9 C 0 1 N N N 12.928 11.386 -10.207 1.048 -2.738 1.875 CAK 59M 16 59M CAI C10 C 0 1 N N N 12.792 12.925 -10.156 2.163 -2.131 1.020 CAI 59M 17 59M CAJ C11 C 0 1 N N N 11.028 11.726 -11.860 -0.013 -0.568 2.032 CAJ 59M 18 59M CAH C12 C 0 1 N N N 11.751 12.948 -12.474 1.101 0.039 1.177 CAH 59M 19 59M NAY N4 N 0 1 N N N 12.708 13.543 -11.510 2.343 -0.719 1.386 NAY 59M 20 59M CAU C13 C 0 1 Y N N 13.544 14.520 -11.796 3.395 -0.153 0.680 CAU 59M 21 59M SAQ S2 S 0 1 Y N N 13.710 15.221 -13.194 3.957 1.515 0.808 SAQ 59M 22 59M NAP N5 N 0 1 Y N N 14.381 15.019 -10.888 4.149 -0.758 -0.191 NAP 59M 23 59M NAO N6 N 0 1 Y N N 15.065 15.886 -11.330 5.065 -0.086 -0.740 NAO 59M 24 59M CAT C14 C 0 1 Y N N 14.818 16.130 -12.616 5.193 1.155 -0.399 CAT 59M 25 59M CAG C15 C 0 1 N N N 15.573 17.195 -13.404 6.219 2.120 -0.933 CAG 59M 26 59M FAA F4 F 0 1 N N N 14.749 17.795 -14.207 5.704 2.773 -2.058 FAA 59M 27 59M H1 H1 H 0 1 N N N 7.168 7.824 -14.038 -4.979 0.548 1.570 H1 59M 28 59M H2 H2 H 0 1 N N N 7.097 9.438 -13.252 -5.768 0.568 -0.025 H2 59M 29 59M H3 H3 H 0 1 N N N 9.268 10.237 -12.074 -2.608 -0.364 1.716 H3 59M 30 59M H4 H4 H 0 1 N N N 14.190 6.987 -11.498 0.215 -3.557 -2.445 H4 59M 31 59M H5 H5 H 0 1 N N N 12.741 10.976 -9.204 1.330 -2.691 2.927 H5 59M 32 59M H6 H6 H 0 1 N N N 13.948 11.126 -10.525 0.893 -3.777 1.586 H6 59M 33 59M H7 H7 H 0 1 N N N 11.879 13.179 -9.597 3.092 -2.673 1.196 H7 59M 34 59M H8 H8 H 0 1 N N N 13.668 13.338 -9.635 1.893 -2.202 -0.033 H8 59M 35 59M H9 H9 H 0 1 N N N 10.521 11.176 -12.667 -0.943 -0.026 1.857 H9 59M 36 59M H10 H10 H 0 1 N N N 10.282 12.086 -11.137 0.257 -0.497 3.086 H10 59M 37 59M H11 H11 H 0 1 N N N 12.299 12.627 -13.372 0.819 -0.008 0.125 H11 59M 38 59M H12 H12 H 0 1 N N N 11.003 13.705 -12.752 1.256 1.078 1.466 H12 59M 39 59M H17 H17 H 0 1 N N N 16.008 17.928 -12.709 6.462 2.855 -0.166 H17 59M 40 59M H18 H18 H 0 1 N N N 16.376 16.721 -13.987 7.121 1.574 -1.212 H18 59M 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 59M C4 C5 SING Y N 1 59M C4 N3 DOUB Y N 2 59M C4 SAR SING Y N 3 59M C5 C6 DOUB Y N 4 59M C5 CAF SING Y N 5 59M C6 N1 SING Y N 6 59M C6 NAZ SING N N 7 59M N1 C2 DOUB Y N 8 59M N3 C2 SING Y N 9 59M FAB CBA SING N N 10 59M CBA FAC SING N N 11 59M CBA FAD SING N N 12 59M CBA CAL SING N N 13 59M CAL CAS SING N N 14 59M CAS SAR SING Y N 15 59M CAS CAF DOUB Y N 16 59M NAZ CAK SING N N 17 59M NAZ CAJ SING N N 18 59M CAK CAI SING N N 19 59M CAI NAY SING N N 20 59M CAJ CAH SING N N 21 59M CAH NAY SING N N 22 59M NAY CAU SING N N 23 59M CAU SAQ SING Y N 24 59M CAU NAP DOUB Y N 25 59M SAQ CAT SING Y N 26 59M NAP NAO SING Y N 27 59M NAO CAT DOUB Y N 28 59M CAT CAG SING N N 29 59M CAG FAA SING N N 30 59M CAL H1 SING N N 31 59M CAL H2 SING N N 32 59M CAF H3 SING N N 33 59M C2 H4 SING N N 34 59M CAK H5 SING N N 35 59M CAK H6 SING N N 36 59M CAI H7 SING N N 37 59M CAI H8 SING N N 38 59M CAJ H9 SING N N 39 59M CAJ H10 SING N N 40 59M CAH H11 SING N N 41 59M CAH H12 SING N N 42 59M CAG H17 SING N N 43 59M CAG H18 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 59M SMILES ACDLabs 12.01 "c14c(c(ncn1)N2CCN(CC2)c3sc(nn3)CF)cc(CC(F)(F)F)s4" 59M InChI InChI 1.03 "InChI=1S/C15H14F4N6S2/c16-7-11-22-23-14(27-11)25-3-1-24(2-4-25)12-10-5-9(6-15(17,18)19)26-13(10)21-8-20-12/h5,8H,1-4,6-7H2" 59M InChIKey InChI 1.03 CUBGJWXDIQEMAV-UHFFFAOYSA-N 59M SMILES_CANONICAL CACTVS 3.385 "FCc1sc(nn1)N2CCN(CC2)c3ncnc4sc(CC(F)(F)F)cc34" 59M SMILES CACTVS 3.385 "FCc1sc(nn1)N2CCN(CC2)c3ncnc4sc(CC(F)(F)F)cc34" 59M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(sc2c1c(ncn2)N3CCN(CC3)c4nnc(s4)CF)CC(F)(F)F" 59M SMILES "OpenEye OEToolkits" 1.9.2 "c1c(sc2c1c(ncn2)N3CCN(CC3)c4nnc(s4)CF)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 59M "SYSTEMATIC NAME" ACDLabs 12.01 "4-{4-[5-(fluoromethyl)-1,3,4-thiadiazol-2-yl]piperazin-1-yl}-6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidine" 59M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-[5-(fluoranylmethyl)-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 59M "Create component" 2015-08-27 RCSB 59M "Initial release" 2015-09-09 RCSB 59M "Other modification" 2020-06-27 RCSB ##