data_3XY # _chem_comp.id 3XY _chem_comp.name "5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 F3 N6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-136 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-08 _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 470.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XY _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 4X5Z _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 3XY C4 C1 C 0 1 Y N N 13.392 7.675 12.558 -4.966 -1.589 -0.485 C4 3XY 1 3XY C5 C2 C 0 1 Y N N 13.690 9.009 12.422 -3.823 -0.896 -0.078 C5 3XY 2 3XY C6 C3 C 0 1 Y N N 12.651 9.868 12.075 -2.564 -1.487 -0.358 C6 3XY 3 3XY N1 N1 N 0 1 Y N N 11.401 9.371 11.803 -2.529 -2.654 -0.985 N1 3XY 4 3XY N3 N2 N 0 1 Y N N 12.149 7.161 12.330 -4.828 -2.761 -1.116 N3 3XY 5 3XY FAB F1 F 0 1 N N N 19.338 7.706 12.458 -7.035 2.496 -0.737 FAB 3XY 6 3XY CBG C4 C 0 1 N N N 18.045 7.685 12.191 -6.176 2.939 0.275 CBG 3XY 7 3XY FAC F2 F 0 1 N N N 17.697 6.422 11.929 -4.925 3.242 -0.275 FAC 3XY 8 3XY FAD F3 F 0 1 N N N 17.825 8.417 11.128 -6.712 4.083 0.874 FAD 3XY 9 3XY CAQ C5 C 0 1 N N N 17.225 8.203 13.370 -6.018 1.839 1.326 CAQ 3XY 10 3XY CAY C6 C 0 1 Y N N 15.747 8.162 13.027 -5.441 0.605 0.681 CAY 3XY 11 3XY SAV S1 S 0 1 Y N N 14.787 6.771 13.074 -6.400 -0.675 -0.037 SAV 3XY 12 3XY CAK C7 C 0 1 Y N N 14.999 9.264 12.695 -4.150 0.352 0.584 CAK 3XY 13 3XY C2 C8 C 0 1 Y N N 11.123 8.026 11.983 -3.640 -3.269 -1.349 C2 3XY 14 3XY NAT N3 N 0 1 N N N 12.846 11.207 11.920 -1.392 -0.855 0.016 NAT 3XY 15 3XY CBE C9 C 0 1 N N N 11.716 12.102 11.545 -0.098 -1.476 -0.279 CBE 3XY 16 3XY CAM C10 C 0 1 N N N 11.809 13.280 12.499 0.982 -0.394 -0.358 CAM 3XY 17 3XY CAO C11 C 0 1 N N N 10.761 14.358 12.179 2.341 -1.054 -0.607 CAO 3XY 18 3XY CAL C12 C 0 1 N N N 11.825 12.526 10.059 0.261 -2.464 0.834 CAL 3XY 19 3XY CAN C13 C 0 1 N N N 10.931 13.723 9.793 1.640 -3.064 0.551 CAN 3XY 20 3XY NBF N4 N 0 1 N N N 11.047 14.848 10.798 2.639 -1.989 0.485 NBF 3XY 21 3XY CAP C14 C 0 1 N N N 10.069 15.907 10.381 3.995 -2.538 0.353 CAP 3XY 22 3XY CAW C15 C 0 1 Y N N 10.153 17.126 11.206 5.004 -1.433 0.535 CAW 3XY 23 3XY CAI C16 C 0 1 Y N N 9.020 17.666 11.862 5.426 -0.718 -0.548 CAI 3XY 24 3XY CBA C17 C 0 1 Y N N 9.107 18.834 12.568 6.363 0.310 -0.382 CBA 3XY 25 3XY CAJ C18 C 0 1 Y N N 8.180 19.528 13.289 6.986 1.212 -1.278 CAJ 3XY 26 3XY CAX C19 C 0 1 Y N N 8.807 20.595 13.818 7.822 2.003 -0.555 CAX 3XY 27 3XY CAE C20 C 0 1 N N N 8.330 21.640 14.632 8.641 3.050 -1.087 CAE 3XY 28 3XY NAA N5 N 0 1 N N N 7.923 22.452 15.280 9.292 3.880 -1.509 NAA 3XY 29 3XY NAU N6 N 0 1 Y N N 10.068 20.572 13.484 7.754 1.637 0.775 NAU 3XY 30 3XY CBB C21 C 0 1 Y N N 10.264 19.493 12.705 6.862 0.597 0.903 CBB 3XY 31 3XY CAH C22 C 0 1 Y N N 11.399 19.025 12.103 6.417 -0.146 1.992 CAH 3XY 32 3XY CAG C23 C 0 1 Y N N 11.361 17.867 11.319 5.491 -1.149 1.804 CAG 3XY 33 3XY H1 H1 H 0 1 N N N 17.413 7.571 14.251 -5.349 2.183 2.115 H1 3XY 34 3XY H2 H2 H 0 1 N N N 17.520 9.239 13.592 -6.992 1.603 1.754 H2 3XY 35 3XY H3 H3 H 0 1 N N N 15.418 10.259 12.653 -3.395 1.023 0.967 H3 3XY 36 3XY H4 H4 H 0 1 N N N 10.117 7.655 11.854 -3.568 -4.219 -1.858 H4 3XY 37 3XY H5 H5 H 0 1 N N N 13.543 11.314 11.210 -1.427 -0.001 0.474 H5 3XY 38 3XY H6 H6 H 0 1 N N N 10.760 11.580 11.700 -0.156 -2.003 -1.232 H6 3XY 39 3XY H7 H7 H 0 1 N N N 11.648 12.920 13.526 0.754 0.289 -1.177 H7 3XY 40 3XY H8 H8 H 0 1 N N N 12.812 13.724 12.420 1.012 0.160 0.580 H8 3XY 41 3XY H9 H9 H 0 1 N N N 10.840 15.187 12.898 2.314 -1.596 -1.552 H9 3XY 42 3XY H10 H10 H 0 1 N N N 9.750 13.927 12.225 3.114 -0.287 -0.649 H10 3XY 43 3XY H11 H11 H 0 1 N N N 11.513 11.689 9.418 0.280 -1.944 1.791 H11 3XY 44 3XY H12 H12 H 0 1 N N N 12.868 12.793 9.832 -0.483 -3.261 0.867 H12 3XY 45 3XY H13 H13 H 0 1 N N N 11.186 14.125 8.801 1.905 -3.758 1.349 H13 3XY 46 3XY H14 H14 H 0 1 N N N 9.888 13.375 9.790 1.617 -3.597 -0.400 H14 3XY 47 3XY H16 H16 H 0 1 N N N 10.271 16.178 9.334 4.153 -3.303 1.113 H16 3XY 48 3XY H17 H17 H 0 1 N N N 9.052 15.497 10.464 4.114 -2.979 -0.637 H17 3XY 49 3XY H18 H18 H 0 1 N N N 8.074 17.148 11.804 5.038 -0.944 -1.531 H18 3XY 50 3XY H19 H19 H 0 1 N N N 7.139 19.270 13.412 6.826 1.262 -2.345 H19 3XY 51 3XY H20 H20 H 0 1 N N N 10.763 21.237 13.758 8.253 2.046 1.499 H20 3XY 52 3XY H21 H21 H 0 1 N N N 12.332 19.553 12.234 6.793 0.065 2.982 H21 3XY 53 3XY H22 H22 H 0 1 N N N 12.249 17.536 10.800 5.143 -1.721 2.651 H22 3XY 54 # # 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 3XY CAN CAL SING N N 1 3XY CAN NBF SING N N 2 3XY CAL CBE SING N N 3 3XY CAP NBF SING N N 4 3XY CAP CAW SING N N 5 3XY NBF CAO SING N N 6 3XY FAD CBG SING N N 7 3XY CAW CAG DOUB Y N 8 3XY CAW CAI SING Y N 9 3XY CAG CAH SING Y N 10 3XY CBE NAT SING N N 11 3XY CBE CAM SING N N 12 3XY N1 C2 DOUB Y N 13 3XY N1 C6 SING Y N 14 3XY CAI CBA DOUB Y N 15 3XY NAT C6 SING N N 16 3XY FAC CBG SING N N 17 3XY C2 N3 SING Y N 18 3XY C6 C5 DOUB Y N 19 3XY CAH CBB DOUB Y N 20 3XY CAO CAM SING N N 21 3XY CBG FAB SING N N 22 3XY CBG CAQ SING N N 23 3XY N3 C4 DOUB Y N 24 3XY C5 C4 SING Y N 25 3XY C5 CAK SING Y N 26 3XY C4 SAV SING Y N 27 3XY CBA CBB SING Y N 28 3XY CBA CAJ SING Y N 29 3XY CAK CAY DOUB Y N 30 3XY CBB NAU SING Y N 31 3XY CAY SAV SING Y N 32 3XY CAY CAQ SING N N 33 3XY CAJ CAX DOUB Y N 34 3XY NAU CAX SING Y N 35 3XY CAX CAE SING N N 36 3XY CAE NAA TRIP N N 37 3XY CAQ H1 SING N N 38 3XY CAQ H2 SING N N 39 3XY CAK H3 SING N N 40 3XY C2 H4 SING N N 41 3XY NAT H5 SING N N 42 3XY CBE H6 SING N N 43 3XY CAM H7 SING N N 44 3XY CAM H8 SING N N 45 3XY CAO H9 SING N N 46 3XY CAO H10 SING N N 47 3XY CAL H11 SING N N 48 3XY CAL H12 SING N N 49 3XY CAN H13 SING N N 50 3XY CAN H14 SING N N 51 3XY CAP H16 SING N N 52 3XY CAP H17 SING N N 53 3XY CAI H18 SING N N 54 3XY CAJ H19 SING N N 55 3XY NAU H20 SING N N 56 3XY CAH H21 SING N N 57 3XY CAG H22 SING N N 58 # # 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 3XY SMILES ACDLabs 12.01 "N#Cc2nc1ccc(cc1c2)CN5CCC(Nc3ncnc4sc(cc34)CC(F)(F)F)CC5" 3XY InChI InChI 1.03 "InChI=1S/C23H21F3N6S/c24-23(25,26)10-18-9-19-21(28-13-29-22(19)33-18)31-16-3-5-32(6-4-16)12-14-1-2-20-15(7-14)8-17(11-27)30-20/h1-2,7-9,13,16,30H,3-6,10,12H2,(H,28,29,31)" 3XY InChIKey InChI 1.03 PSOJDGBGVBEYJX-UHFFFAOYSA-N 3XY SMILES_CANONICAL CACTVS 3.385 "FC(F)(F)Cc1sc2ncnc(NC3CCN(CC3)Cc4ccc5[nH]c(cc5c4)C#N)c2c1" 3XY SMILES CACTVS 3.385 "FC(F)(F)Cc1sc2ncnc(NC3CCN(CC3)Cc4ccc5[nH]c(cc5c4)C#N)c2c1" 3XY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc([nH]2)C#N" 3XY SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc([nH]2)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 3XY "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" 3XY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[4-[[6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidin-4-yl]amino]piperidin-1-yl]methyl]-1H-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 3XY "Create component" 2014-12-08 RCSB 3XY "Modify synonyms" 2015-01-02 RCSB 3XY "Initial release" 2015-04-15 RCSB 3XY "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3XY _pdbx_chem_comp_synonyms.name MI-136 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##