data_58R # _chem_comp.id 58R _chem_comp.name ;2-{2-cyano-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indol-1-yl}aceta mide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 F3 N7 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-389 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-21 _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 527.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 58R _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 5DB2 _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 58R C4 C1 C 0 1 Y N N 13.476 7.784 12.545 -6.140 -1.493 -0.235 C4 58R 1 58R C5 C2 C 0 1 Y N N 13.735 9.135 12.436 -4.942 -0.832 0.050 C5 58R 2 58R C6 C3 C 0 1 Y N N 12.689 9.945 12.010 -3.732 -1.508 -0.250 C6 58R 3 58R N1 N1 N 0 1 Y N N 11.449 9.446 11.732 -3.789 -2.720 -0.781 N1 58R 4 58R N3 N2 N 0 1 Y N N 12.269 7.244 12.304 -6.095 -2.717 -0.776 N3 58R 5 58R FAD F1 F 0 1 N N N 19.339 7.769 12.422 -8.023 2.662 -0.705 FAD 58R 6 58R CBK C4 C 0 1 N N N 18.062 7.710 12.147 -7.085 3.137 0.219 CBK 58R 7 58R FAE F2 F 0 1 N N N 17.715 6.467 11.860 -5.857 3.330 -0.420 FAE 58R 8 58R FAF F3 F 0 1 N N N 17.835 8.396 11.071 -7.530 4.351 0.752 FAF 58R 9 58R CAT C5 C 0 1 N N N 17.285 8.212 13.378 -6.919 2.116 1.347 CAT 58R 10 58R CBA C6 C 0 1 Y N N 15.799 8.231 13.027 -6.439 0.807 0.772 CBA 58R 11 58R SAX S1 S 0 1 Y N N 14.793 6.882 13.030 -7.499 -0.474 0.215 SAX 58R 12 58R CAM C7 C 0 1 Y N N 15.068 9.363 12.686 -5.170 0.481 0.625 CAM 58R 13 58R C2 C8 C 0 1 Y N N 11.270 8.088 11.902 -4.948 -3.303 -1.032 C2 58R 14 58R NAW N3 N 0 1 N N N 12.855 11.302 11.914 -2.511 -0.910 0.007 NAW 58R 15 58R CBH C9 C 0 1 N N N 11.803 12.274 11.580 -1.268 -1.619 -0.307 CBH 58R 16 58R CAO C10 C 0 1 N N N 11.894 13.446 12.556 -0.144 -0.604 -0.533 CAO 58R 17 58R CAQ C11 C 0 1 N N N 10.887 14.527 12.291 1.165 -1.351 -0.801 CAQ 58R 18 58R CAN C12 C 0 1 N N N 11.983 12.815 10.212 -0.891 -2.534 0.861 CAN 58R 19 58R CAP C13 C 0 1 N N N 10.926 13.884 9.981 0.439 -3.226 0.552 CAP 58R 20 58R NBI N4 N 0 1 N N N 11.111 15.048 10.912 1.482 -2.213 0.345 NBI 58R 21 58R CAS C14 C 0 1 N N N 10.082 16.088 10.589 2.800 -2.840 0.184 CAS 58R 22 58R CAZ C15 C 0 1 Y N N 10.189 17.299 11.410 3.869 -1.778 0.220 CAZ 58R 23 58R CAK C16 C 0 1 Y N N 9.005 17.820 11.981 4.260 -1.173 -0.939 CAK 58R 24 58R CAI C17 C 0 1 Y N N 11.396 18.003 11.585 4.443 -1.421 1.433 CAI 58R 25 58R CAJ C18 C 0 1 Y N N 11.418 19.178 12.382 5.421 -0.453 1.488 CAJ 58R 26 58R CBG C19 C 0 1 Y N N 10.240 19.671 12.862 5.841 0.175 0.320 CBG 58R 27 58R CBD C20 C 0 1 Y N N 9.082 18.983 12.692 5.253 -0.186 -0.909 CBD 58R 28 58R CAL C21 C 0 1 Y N N 8.089 19.715 13.325 5.865 0.610 -1.908 CAL 58R 29 58R CBB C22 C 0 1 Y N N 8.681 20.790 13.855 6.778 1.411 -1.298 CBB 58R 30 58R CAG C23 C 0 1 N N N 8.090 21.901 14.647 7.615 2.368 -1.958 CAG 58R 31 58R NAA N5 N 0 1 N N N 7.667 22.712 15.210 8.278 3.127 -2.481 NAA 58R 32 58R N N6 N 0 1 Y N N 10.009 20.801 13.617 6.772 1.153 0.058 N 58R 33 58R CA C24 C 0 1 N N N 11.046 21.799 14.050 7.614 1.818 1.056 CA 58R 34 58R C C25 C 0 1 N N N 11.170 22.894 13.020 8.900 1.049 1.221 C 58R 35 58R O O1 O 0 1 N N N 10.169 23.346 12.450 9.094 0.045 0.569 O 58R 36 58R NAB N7 N 0 1 N N N 12.415 23.379 12.876 9.834 1.478 2.093 NAB 58R 37 58R H1 H1 H 0 1 N N N 17.458 7.537 14.229 -6.188 2.486 2.067 H1 58R 38 58R H2 H2 H 0 1 N N N 17.619 9.227 13.641 -7.876 1.965 1.845 H2 58R 39 58R H3 H3 H 0 1 N N N 15.512 10.345 12.622 -4.363 1.139 0.911 H3 58R 40 58R H4 H4 H 0 1 N N N 10.293 7.671 11.708 -4.951 -4.292 -1.465 H4 58R 41 58R H5 H5 H 0 1 N N N 13.564 11.432 11.221 -2.478 -0.022 0.396 H5 58R 42 58R H6 H6 H 0 1 N N N 10.813 11.803 11.669 -1.407 -2.215 -1.209 H6 58R 43 58R H7 H7 H 0 1 N N N 11.734 13.064 13.575 -0.387 0.023 -1.391 H7 58R 44 58R H8 H8 H 0 1 N N N 12.901 13.883 12.482 -0.032 0.019 0.354 H8 58R 45 58R H9 H9 H 0 1 N N N 11.014 15.340 13.021 1.057 -1.963 -1.697 H9 58R 46 58R H10 H10 H 0 1 N N N 9.870 14.116 12.373 1.970 -0.632 -0.948 H10 58R 47 58R H11 H11 H 0 1 N N N 11.864 12.008 9.474 -0.791 -1.942 1.770 H11 58R 48 58R H12 H12 H 0 1 N N N 12.986 13.256 10.115 -1.669 -3.286 0.999 H12 58R 49 58R H13 H13 H 0 1 N N N 10.999 14.241 8.943 0.717 -3.868 1.388 H13 58R 50 58R H14 H14 H 0 1 N N N 9.931 13.446 10.149 0.334 -3.829 -0.350 H14 58R 51 58R H16 H16 H 0 1 N N N 10.196 16.373 9.533 2.966 -3.550 0.993 H16 58R 52 58R H17 H17 H 0 1 N N N 9.085 15.650 10.745 2.839 -3.363 -0.772 H17 58R 53 58R H18 H18 H 0 1 N N N 8.061 17.310 11.858 3.806 -1.455 -1.878 H18 58R 54 58R H19 H19 H 0 1 N N N 12.302 17.650 11.115 4.120 -1.907 2.341 H19 58R 55 58R H20 H20 H 0 1 N N N 12.352 19.673 12.604 5.861 -0.181 2.437 H20 58R 56 58R H21 H21 H 0 1 N N N 7.040 19.465 13.379 5.645 0.585 -2.966 H21 58R 57 58R H22 H22 H 0 1 N N N 12.016 21.292 14.161 7.837 2.832 0.726 H22 58R 58 58R H23 H23 H 0 1 N N N 10.749 22.238 15.014 7.087 1.854 2.010 H23 58R 59 58R H24 H24 H 0 1 N N N 12.581 24.160 12.274 9.679 2.281 2.614 H24 58R 60 58R H25 H25 H 0 1 N N N 13.176 22.959 13.371 10.661 0.983 2.199 H25 58R 61 # # 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 58R CAP CAN SING N N 1 58R CAP NBI SING N N 2 58R CAN CBH SING N N 3 58R CAS NBI SING N N 4 58R CAS CAZ SING N N 5 58R NBI CAQ SING N N 6 58R FAF CBK SING N N 7 58R CAZ CAI DOUB Y N 8 58R CAZ CAK SING Y N 9 58R CBH NAW SING N N 10 58R CBH CAO SING N N 11 58R CAI CAJ SING Y N 12 58R N1 C2 DOUB Y N 13 58R N1 C6 SING Y N 14 58R FAE CBK SING N N 15 58R C2 N3 SING Y N 16 58R NAW C6 SING N N 17 58R CAK CBD DOUB Y N 18 58R C6 C5 DOUB Y N 19 58R CBK FAD SING N N 20 58R CBK CAT SING N N 21 58R CAQ CAO SING N N 22 58R N3 C4 DOUB Y N 23 58R CAJ CBG DOUB Y N 24 58R C5 C4 SING Y N 25 58R C5 CAM SING Y N 26 58R O C DOUB N N 27 58R C4 SAX SING Y N 28 58R CAM CBA DOUB Y N 29 58R CBD CBG SING Y N 30 58R CBD CAL SING Y N 31 58R CBG N SING Y N 32 58R NAB C SING N N 33 58R C CA SING N N 34 58R CBA SAX SING Y N 35 58R CBA CAT SING N N 36 58R CAL CBB DOUB Y N 37 58R N CBB SING Y N 38 58R N CA SING N N 39 58R CBB CAG SING N N 40 58R CAG NAA TRIP N N 41 58R CAT H1 SING N N 42 58R CAT H2 SING N N 43 58R CAM H3 SING N N 44 58R C2 H4 SING N N 45 58R NAW H5 SING N N 46 58R CBH H6 SING N N 47 58R CAO H7 SING N N 48 58R CAO H8 SING N N 49 58R CAQ H9 SING N N 50 58R CAQ H10 SING N N 51 58R CAN H11 SING N N 52 58R CAN H12 SING N N 53 58R CAP H13 SING N N 54 58R CAP H14 SING N N 55 58R CAS H16 SING N N 56 58R CAS H17 SING N N 57 58R CAK H18 SING N N 58 58R CAI H19 SING N N 59 58R CAJ H20 SING N N 60 58R CAL H21 SING N N 61 58R CA H22 SING N N 62 58R CA H23 SING N N 63 58R NAB H24 SING N N 64 58R NAB H25 SING N N 65 # # 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 58R SMILES ACDLabs 12.01 "c12sc(CC(F)(F)F)cc1c(ncn2)NC3CCN(CC3)Cc4ccc5n(c(cc5c4)C#N)CC(=O)N" 58R InChI InChI 1.03 "InChI=1S/C25H24F3N7OS/c26-25(27,28)10-19-9-20-23(31-14-32-24(20)37-19)33-17-3-5-34(6-4-17)12-15-1-2-21-16(7-15)8-18(11-29)35(21)13-22(30)36/h1-2,7-9,14,17H,3-6,10,12-13H2,(H2,30,36)(H,31,32,33)" 58R InChIKey InChI 1.03 QILXUBJKJXLPJR-UHFFFAOYSA-N 58R SMILES_CANONICAL CACTVS 3.385 "NC(=O)Cn1c(cc2cc(CN3CCC(CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N" 58R SMILES CACTVS 3.385 "NC(=O)Cn1c(cc2cc(CN3CCC(CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N" 58R SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2CC(=O)N)C#N" 58R SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2CC(=O)N)C#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 58R "SYSTEMATIC NAME" ACDLabs 12.01 "2-{2-cyano-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indol-1-yl}acetamide" 58R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[2-cyano-5-[[4-[[6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidin-4-yl]amino]piperidin-1-yl]methyl]indol-1-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 58R "Create component" 2015-08-21 RCSB 58R "Modify synonyms" 2015-08-27 RCSB 58R "Initial release" 2016-03-30 RCSB 58R "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 58R _pdbx_chem_comp_synonyms.name MI-389 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##