data_58P # _chem_comp.id 58P _chem_comp.name ;1-[(2S)-2,3-dihydroxypropyl]-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1 H-indole-2-carbonitrile ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 F3 N6 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-352 _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 544.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 58P _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 5DB0 _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 58P C4 C1 C 0 1 Y N N -11.061 -7.708 -12.541 6.503 1.465 0.432 C4 58P 1 58P C5 C2 C 0 1 Y N N -10.768 -9.039 -12.418 5.293 0.767 0.437 C5 58P 2 58P C6 C3 C 0 1 Y N N -11.800 -9.893 -12.013 4.103 1.515 0.237 C6 58P 3 58P N1 N1 N 0 1 Y N N -13.043 -9.420 -11.724 4.192 2.824 0.058 N1 58P 4 58P N3 N2 N 0 1 Y N N -12.274 -7.177 -12.291 6.490 2.791 0.242 N3 58P 5 58P FAE F1 F 0 1 N N N -6.816 -6.457 -11.762 8.432 -2.443 -1.013 FAE 58P 6 58P CBM C4 C 0 1 N N N -6.463 -7.655 -12.162 7.435 -3.133 -0.316 CBM 58P 7 58P FAF F2 F 0 1 N N N -6.638 -8.388 -11.130 6.255 -3.131 -1.066 FAF 58P 8 58P FAG F3 F 0 1 N N N -5.161 -7.649 -12.437 7.847 -4.452 -0.098 FAG 58P 9 58P CAU C5 C 0 1 N N N -7.298 -8.046 -13.411 7.186 -2.448 1.029 CAU 58P 10 58P CBB C6 C 0 1 Y N N -8.776 -8.130 -13.046 6.742 -1.027 0.795 CBB 58P 11 58P SAZ S1 S 0 1 Y N N -9.748 -6.767 -13.058 7.832 0.343 0.688 SAZ 58P 12 58P CAN C7 C 0 1 Y N N -9.428 -9.271 -12.700 5.485 -0.654 0.654 CAN 58P 13 58P C2 C8 C 0 1 Y N N -13.244 -8.044 -11.882 5.362 3.438 0.062 C2 58P 14 58P NAY N3 N 0 1 N N N -11.599 -11.208 -11.909 2.871 0.887 0.230 NAY 58P 15 58P CBI C9 C 0 1 N N N -12.676 -12.189 -11.652 1.651 1.670 0.023 CBI 58P 16 58P CAQ C10 C 0 1 N N N -12.534 -13.384 -12.572 1.400 1.841 -1.477 CAQ 58P 17 58P CAS C11 C 0 1 N N N -13.580 -14.467 -12.307 0.092 2.607 -1.687 CAS 58P 18 58P CAP C12 C 0 1 N N N -12.554 -12.660 -10.245 0.461 0.940 0.652 CAP 58P 19 58P CAR C13 C 0 1 N N N -13.537 -13.785 -9.977 -0.820 1.732 0.380 CAR 58P 20 58P NBJ N4 N 0 1 N N N -13.368 -14.898 -10.924 -1.015 1.867 -1.069 NBJ 58P 21 58P CAT C14 C 0 1 N N N -14.386 -15.951 -10.639 -2.305 2.502 -1.369 CAT 58P 22 58P CBA C15 C 0 1 Y N N -14.307 -17.200 -11.432 -3.426 1.593 -0.934 CBA 58P 23 58P CAL C16 C 0 1 Y N N -15.465 -17.724 -12.028 -3.927 1.696 0.331 CAL 58P 24 58P CAJ C17 C 0 1 Y N N -13.126 -17.959 -11.551 -3.943 0.663 -1.827 CAJ 58P 25 58P CAK C18 C 0 1 Y N N -13.135 -19.161 -12.274 -4.967 -0.177 -1.449 CAK 58P 26 58P CBH C19 C 0 1 Y N N -14.277 -19.614 -12.819 -5.491 -0.096 -0.162 CBH 58P 27 58P CBE C20 C 0 1 Y N N -15.430 -18.913 -12.692 -4.968 0.852 0.739 CBE 58P 28 58P CAM C21 C 0 1 Y N N -16.397 -19.622 -13.331 -5.684 0.706 1.952 CAM 58P 29 58P CBC C22 C 0 1 Y N N -15.820 -20.738 -13.806 -6.595 -0.288 1.779 CBC 58P 30 58P CAH C23 C 0 1 N N N -16.431 -21.813 -14.570 -7.522 -0.745 2.769 CAH 58P 31 58P NAA N5 N 0 1 N N N -16.883 -22.650 -15.150 -8.258 -1.108 3.555 NAA 58P 32 58P NBK N6 N 0 1 Y N N -14.519 -20.758 -13.513 -6.489 -0.779 0.493 NBK 58P 33 58P CAV C24 C 0 1 N N N -13.553 -21.826 -13.818 -7.301 -1.857 -0.077 CAV 58P 34 58P CBL C25 C 0 1 N N S -13.576 -22.850 -12.639 -8.554 -1.265 -0.725 CBL 58P 35 58P OAD O1 O 0 1 N N N -13.168 -22.249 -11.385 -9.373 -0.666 0.282 OAD 58P 36 58P CAO C26 C 0 1 N N N -12.616 -23.995 -12.979 -9.339 -2.374 -1.428 CAO 58P 37 58P OAB O2 O 0 1 N N N -12.403 -24.755 -11.777 -10.445 -1.804 -2.130 OAB 58P 38 58P H1 H1 H 0 1 N N N -6.959 -9.024 -13.784 6.409 -2.986 1.572 H1 58P 39 58P H2 H2 H 0 1 N N N -7.159 -7.286 -14.194 8.106 -2.450 1.614 H2 58P 40 58P H3 H3 H 0 1 N N N -8.960 -10.243 -12.650 4.663 -1.354 0.689 H3 58P 41 58P H4 H4 H 0 1 N N N -14.225 -7.645 -11.667 5.392 4.507 -0.087 H4 58P 42 58P H5 H5 H 0 1 N N N -11.177 -11.487 -12.772 2.815 -0.073 0.362 H5 58P 43 58P H6 H6 H 0 1 N N N -13.659 -11.720 -11.806 1.763 2.650 0.488 H6 58P 44 58P H7 H7 H 0 1 N N N -11.534 -13.820 -12.430 2.224 2.398 -1.923 H7 58P 45 58P H8 H8 H 0 1 N N N -12.640 -13.041 -13.612 1.327 0.860 -1.948 H8 58P 46 58P H9 H9 H 0 1 N N N -14.594 -14.058 -12.429 0.171 3.593 -1.229 H9 58P 47 58P H10 H10 H 0 1 N N N -13.440 -15.312 -12.997 -0.097 2.718 -2.755 H10 58P 48 58P H11 H11 H 0 1 N N N -11.530 -13.024 -10.072 0.373 -0.055 0.215 H11 58P 49 58P H12 H12 H 0 1 N N N -12.766 -11.823 -9.563 0.614 0.853 1.728 H12 58P 50 58P H13 H13 H 0 1 N N N -14.560 -13.392 -10.069 -1.671 1.207 0.814 H13 58P 51 58P H14 H14 H 0 1 N N N -13.378 -14.160 -8.955 -0.736 2.722 0.829 H14 58P 52 58P H16 H16 H 0 1 N N N -15.378 -15.509 -10.815 -2.378 3.449 -0.835 H16 58P 53 58P H17 H17 H 0 1 N N N -14.290 -16.226 -9.578 -2.380 2.684 -2.441 H17 58P 54 58P H18 H18 H 0 1 N N N -16.394 -17.178 -11.959 -3.521 2.425 1.017 H18 58P 55 58P H19 H19 H 0 1 N N N -12.214 -17.615 -11.086 -3.539 0.598 -2.826 H19 58P 56 58P H20 H20 H 0 1 N N N -12.221 -19.724 -12.393 -5.363 -0.897 -2.151 H20 58P 57 58P H21 H21 H 0 1 N N N -17.434 -19.341 -13.437 -5.533 1.282 2.854 H21 58P 58 58P H22 H22 H 0 1 N N N -13.836 -22.329 -14.755 -6.720 -2.390 -0.830 H22 58P 59 58P H23 H23 H 0 1 N N N -12.545 -21.399 -13.921 -7.593 -2.549 0.713 H23 58P 60 58P H24 H24 H 0 1 N N N -14.595 -23.255 -12.548 -8.263 -0.508 -1.453 H24 58P 61 58P H25 H25 H 0 1 N N N -13.196 -22.903 -10.696 -9.670 -1.283 0.965 H25 58P 62 58P H26 H26 H 0 1 N N N -13.058 -24.637 -13.755 -8.687 -2.889 -2.133 H26 58P 63 58P H27 H27 H 0 1 N N N -11.660 -23.588 -13.340 -9.705 -3.085 -0.687 H27 58P 64 58P H28 H28 H 0 1 N N N -11.810 -25.474 -11.958 -10.988 -2.451 -2.600 H28 58P 65 # # 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 58P NAA CAH TRIP N N 1 58P CAH CBC SING N N 2 58P CAV NBK SING N N 3 58P CAV CBL SING N N 4 58P CBC NBK SING Y N 5 58P CBC CAM DOUB Y N 6 58P NBK CBH SING Y N 7 58P CAU CBB SING N N 8 58P CAU CBM SING N N 9 58P CAM CBE SING Y N 10 58P SAZ CBB SING Y N 11 58P SAZ C4 SING Y N 12 58P CBB CAN DOUB Y N 13 58P CAO CBL SING N N 14 58P CAO OAB SING N N 15 58P CBH CBE DOUB Y N 16 58P CBH CAK SING Y N 17 58P CAN C5 SING Y N 18 58P CBE CAL SING Y N 19 58P CBL OAD SING N N 20 58P CAQ CAS SING N N 21 58P CAQ CBI SING N N 22 58P C4 C5 DOUB Y N 23 58P C4 N3 SING Y N 24 58P FAG CBM SING N N 25 58P C5 C6 SING Y N 26 58P CAS NBJ SING N N 27 58P N3 C2 DOUB Y N 28 58P CAK CAJ DOUB Y N 29 58P CBM FAE SING N N 30 58P CBM FAF SING N N 31 58P CAL CBA DOUB Y N 32 58P C6 NAY SING N N 33 58P C6 N1 DOUB Y N 34 58P NAY CBI SING N N 35 58P C2 N1 SING Y N 36 58P CBI CAP SING N N 37 58P CAJ CBA SING Y N 38 58P CBA CAT SING N N 39 58P NBJ CAT SING N N 40 58P NBJ CAR SING N N 41 58P CAP CAR SING N N 42 58P CAU H1 SING N N 43 58P CAU H2 SING N N 44 58P CAN H3 SING N N 45 58P C2 H4 SING N N 46 58P NAY H5 SING N N 47 58P CBI H6 SING N N 48 58P CAQ H7 SING N N 49 58P CAQ H8 SING N N 50 58P CAS H9 SING N N 51 58P CAS H10 SING N N 52 58P CAP H11 SING N N 53 58P CAP H12 SING N N 54 58P CAR H13 SING N N 55 58P CAR H14 SING N N 56 58P CAT H16 SING N N 57 58P CAT H17 SING N N 58 58P CAL H18 SING N N 59 58P CAJ H19 SING N N 60 58P CAK H20 SING N N 61 58P CAM H21 SING N N 62 58P CAV H22 SING N N 63 58P CAV H23 SING N N 64 58P CBL H24 SING N N 65 58P OAD H25 SING N N 66 58P CAO H26 SING N N 67 58P CAO H27 SING N N 68 58P OAB H28 SING N N 69 # # 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 58P SMILES ACDLabs 12.01 "c45c(c(NC1CCN(CC1)Cc2cc3c(cc2)n(c(c3)C#N)CC(O)CO)ncn4)cc(CC(F)(F)F)s5" 58P InChI InChI 1.03 "InChI=1S/C26H27F3N6O2S/c27-26(28,29)10-21-9-22-24(31-15-32-25(22)38-21)33-18-3-5-34(6-4-18)12-16-1-2-23-17(7-16)8-19(11-30)35(23)13-20(37)14-36/h1-2,7-9,15,18,20,36-37H,3-6,10,12-14H2,(H,31,32,33)/t20-/m0/s1" 58P InChIKey InChI 1.03 KCTFIWDZXROTJT-FQEVSTJZSA-N 58P SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](O)Cn1c(cc2cc(CN3CC[C@@H](CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N" 58P SMILES CACTVS 3.385 "OC[CH](O)Cn1c(cc2cc(CN3CC[CH](CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N" 58P SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2C[C@@H](CO)O)C#N" 58P SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2CC(CO)O)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 58P "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2S)-2,3-dihydroxypropyl]-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" 58P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[(2S)-2,3-bis(oxidanyl)propyl]-5-[[4-[[6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidin-4-yl]amino]piperidin-1-yl]methyl]indole-2-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 58P "Create component" 2015-08-21 RCSB 58P "Modify synonyms" 2015-08-27 RCSB 58P "Initial release" 2016-03-30 RCSB 58P "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 58P _pdbx_chem_comp_synonyms.name MI-352 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##