data_3XW # _chem_comp.id 3XW _chem_comp.name "4-methyl-1-(1H-pyrazol-4-ylmethyl)-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 "C28 H27 F3 N8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-503 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 564.628 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XW _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 4X5Y _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 3XW C4 C1 C 0 1 Y N N 13.219 7.646 12.476 -5.951 1.529 -1.445 C4 3XW 1 3XW C5 C2 C 0 1 Y N N 13.472 8.979 12.390 -5.127 0.746 -0.633 C5 3XW 2 3XW C6 C3 C 0 1 Y N N 12.454 9.801 12.010 -3.932 1.336 -0.148 C6 3XW 3 3XW N1 N1 N 0 1 Y N N 11.242 9.310 11.723 -3.653 2.587 -0.482 N1 3XW 4 3XW N3 N2 N 0 1 Y N N 12.034 7.103 12.177 -5.584 2.785 -1.727 N3 3XW 5 3XW FAC F1 F 0 1 N N N 17.589 8.518 11.175 -9.444 -1.019 0.086 FAC 3XW 6 3XW CBN C4 C 0 1 N N N 17.813 7.679 12.181 -8.540 -2.075 0.243 CBN 3XW 7 3XW FAD F2 F 0 1 N N N 19.097 7.726 12.519 -7.809 -1.893 1.422 FAD 3XW 8 3XW FAE F3 F 0 1 N N N 17.499 6.443 11.805 -9.241 -3.284 0.311 FAE 3XW 9 3XW CAT C5 C 0 1 N N N 16.921 8.096 13.428 -7.582 -2.109 -0.950 CAT 3XW 10 3XW CBD C6 C 0 1 Y N N 15.459 8.137 13.041 -6.826 -0.807 -1.023 CBD 3XW 11 3XW SAZ S1 S 0 1 Y N N 14.540 6.888 12.986 -7.367 0.601 -1.918 SAZ 3XW 12 3XW CAM C7 C 0 1 Y N N 14.774 9.230 12.723 -5.671 -0.584 -0.428 CAM 3XW 13 3XW C2 C8 C 0 1 Y N N 10.985 7.942 11.816 -4.467 3.286 -1.254 C2 3XW 14 3XW NAX N3 N 0 1 N N N 12.656 11.139 11.923 -3.071 0.617 0.661 NAX 3XW 15 3XW CBK C9 C 0 1 N N N 11.621 12.146 11.547 -1.839 1.238 1.155 CBK 3XW 16 3XW CAO C10 C 0 1 N N N 11.690 13.328 12.500 -1.402 0.548 2.450 CAO 3XW 17 3XW CAQ C11 C 0 1 N N N 10.709 14.404 12.139 -0.083 1.160 2.928 CAQ 3XW 18 3XW CAN C12 C 0 1 N N N 11.854 12.702 10.139 -0.733 1.087 0.107 CAN 3XW 19 3XW CAP C13 C 0 1 N N N 10.959 13.944 9.871 0.566 1.684 0.653 CAP 3XW 20 3XW NBL N4 N 0 1 N N N 11.116 15.003 10.872 0.942 0.989 1.891 NBL 3XW 21 3XW CAR C14 C 0 1 N N N 10.148 16.089 10.542 2.255 1.441 2.370 CAR 3XW 22 3XW CBE C15 C 0 1 Y N N 10.193 17.291 11.301 3.332 0.904 1.463 CBE 3XW 23 3XW CBB C16 C 0 1 Y N N 9.046 17.777 11.937 3.669 -0.418 1.522 CBB 3XW 24 3XW CAA C17 C 0 1 N N N 7.864 17.053 11.841 2.965 -1.334 2.490 CAA 3XW 25 3XW CAH C18 C 0 1 Y N N 11.347 18.055 11.411 3.970 1.757 0.571 CAH 3XW 26 3XW CAI C19 C 0 1 Y N N 11.298 19.233 12.159 4.957 1.286 -0.267 CAI 3XW 27 3XW CBJ C20 C 0 1 Y N N 10.175 19.646 12.755 5.321 -0.056 -0.221 CBJ 3XW 28 3XW CBG C21 C 0 1 Y N N 9.054 18.926 12.646 4.669 -0.920 0.681 CBG 3XW 29 3XW CAL C22 C 0 1 Y N N 8.099 19.578 13.340 5.235 -2.206 0.502 CAL 3XW 30 3XW CBC C23 C 0 1 Y N N 8.640 20.689 13.858 6.184 -2.110 -0.467 CBC 3XW 31 3XW CAF C24 C 0 1 N N N 8.033 21.632 14.638 6.991 -3.191 -0.947 CAF 3XW 32 3XW NAB N5 N 0 1 N N N 7.600 22.358 15.228 7.632 -4.048 -1.329 NAB 3XW 33 3XW NBM N6 N 0 1 Y N N 9.901 20.731 13.494 6.246 -0.805 -0.912 NBM 3XW 34 3XW CAS C25 C 0 1 N N N 10.787 21.798 13.917 7.142 -0.302 -1.956 CAS 3XW 35 3XW CBA C26 C 0 1 Y N N 10.898 22.977 12.964 8.428 0.171 -1.329 CBA 3XW 36 3XW CAJ C27 C 0 1 Y N N 9.966 23.820 12.596 9.533 -0.581 -1.116 CAJ 3XW 37 3XW NAU N7 N 0 1 Y N N 10.614 24.630 11.765 10.462 0.209 -0.537 NAU 3XW 38 3XW NAY N8 N 0 1 Y N N 11.759 24.349 11.629 9.910 1.488 -0.390 NAY 3XW 39 3XW CAK C28 C 0 1 Y N N 12.036 23.288 12.370 8.693 1.465 -0.871 CAK 3XW 40 3XW H1 H1 H 0 1 N N N 17.062 7.363 14.236 -6.878 -2.931 -0.828 H1 3XW 41 3XW H2 H2 H 0 1 N N N 17.231 9.091 13.779 -8.151 -2.251 -1.869 H2 3XW 42 3XW H4 H4 H 0 1 N N N 15.204 10.221 12.727 -5.172 -1.330 0.173 H4 3XW 43 3XW H5 H5 H 0 1 N N N 10.001 7.546 11.614 -4.204 4.304 -1.504 H5 3XW 44 3XW H6 H6 H 0 1 N N N 12.980 11.417 12.827 -3.282 -0.299 0.901 H6 3XW 45 3XW H7 H7 H 0 1 N N N 10.621 11.691 11.598 -2.017 2.296 1.348 H7 3XW 46 3XW H8 H8 H 0 1 N N N 11.470 12.975 13.519 -2.167 0.689 3.214 H8 3XW 47 3XW H9 H9 H 0 1 N N N 12.706 13.749 12.469 -1.263 -0.517 2.266 H9 3XW 48 3XW H10 H10 H 0 1 N N N 9.704 13.969 12.037 -0.227 2.223 3.126 H10 3XW 49 3XW H11 H11 H 0 1 N N N 10.698 15.173 12.925 0.238 0.661 3.843 H11 3XW 50 3XW H12 H12 H 0 1 N N N 12.910 12.992 10.038 -0.584 0.030 -0.114 H12 3XW 51 3XW H13 H13 H 0 1 N N N 11.616 11.922 9.401 -1.021 1.613 -0.804 H13 3XW 52 3XW H14 H14 H 0 1 N N N 11.220 14.355 8.885 1.359 1.565 -0.085 H14 3XW 53 3XW H15 H15 H 0 1 N N N 9.907 13.621 9.867 0.419 2.743 0.861 H15 3XW 54 3XW H17 H17 H 0 1 N N N 10.313 16.363 9.490 2.288 2.530 2.367 H17 3XW 55 3XW H18 H18 H 0 1 N N N 9.138 15.670 10.657 2.418 1.075 3.384 H18 3XW 56 3XW H19 H19 H 0 1 N N N 7.805 16.334 12.672 2.132 -1.824 1.986 H19 3XW 57 3XW H20 H20 H 0 1 N N N 7.007 17.741 11.891 3.665 -2.088 2.851 H20 3XW 58 3XW H21 H21 H 0 1 N N N 7.843 16.510 10.884 2.590 -0.753 3.332 H21 3XW 59 3XW H22 H22 H 0 1 N N N 12.262 17.745 10.929 3.688 2.799 0.534 H22 3XW 60 3XW H23 H23 H 0 1 N N N 12.194 19.828 12.259 5.446 1.957 -0.957 H23 3XW 61 3XW H24 H24 H 0 1 N N N 7.074 19.259 13.458 4.961 -3.102 1.039 H24 3XW 62 3XW H25 H25 H 0 1 N N N 10.423 22.177 14.883 7.356 -1.100 -2.667 H25 3XW 63 3XW H26 H26 H 0 1 N N N 11.793 21.371 14.046 6.664 0.529 -2.476 H26 3XW 64 3XW H27 H27 H 0 1 N N N 8.928 23.850 12.894 9.650 -1.625 -1.364 H27 3XW 65 3XW H28 H28 H 0 1 N N N 10.179 25.401 11.300 11.354 -0.062 -0.270 H28 3XW 66 3XW H29 H29 H 0 1 N N N 12.987 22.785 12.468 8.010 2.302 -0.905 H29 3XW 67 # # 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 3XW C4 C5 DOUB Y N 1 3XW C4 N3 SING Y N 2 3XW C4 SAZ SING Y N 3 3XW C5 C6 SING Y N 4 3XW C5 CAM SING Y N 5 3XW C6 N1 DOUB Y N 6 3XW C6 NAX SING N N 7 3XW N1 C2 SING Y N 8 3XW N3 C2 DOUB Y N 9 3XW FAC CBN SING N N 10 3XW CBN FAD SING N N 11 3XW CBN FAE SING N N 12 3XW CBN CAT SING N N 13 3XW CAT CBD SING N N 14 3XW CBD SAZ SING Y N 15 3XW CBD CAM DOUB Y N 16 3XW NAX CBK SING N N 17 3XW CBK CAO SING N N 18 3XW CBK CAN SING N N 19 3XW CAO CAQ SING N N 20 3XW CAQ NBL SING N N 21 3XW CAN CAP SING N N 22 3XW CAP NBL SING N N 23 3XW NBL CAR SING N N 24 3XW CAR CBE SING N N 25 3XW CBE CBB DOUB Y N 26 3XW CBE CAH SING Y N 27 3XW CBB CAA SING N N 28 3XW CBB CBG SING Y N 29 3XW CAH CAI DOUB Y N 30 3XW CAI CBJ SING Y N 31 3XW CBJ CBG DOUB Y N 32 3XW CBJ NBM SING Y N 33 3XW CBG CAL SING Y N 34 3XW CAL CBC DOUB Y N 35 3XW CBC CAF SING N N 36 3XW CBC NBM SING Y N 37 3XW CAF NAB TRIP N N 38 3XW NBM CAS SING N N 39 3XW CAS CBA SING N N 40 3XW CBA CAJ DOUB Y N 41 3XW CBA CAK SING Y N 42 3XW CAJ NAU SING Y N 43 3XW NAU NAY SING Y N 44 3XW NAY CAK DOUB Y N 45 3XW CAT H1 SING N N 46 3XW CAT H2 SING N N 47 3XW CAM H4 SING N N 48 3XW C2 H5 SING N N 49 3XW NAX H6 SING N N 50 3XW CBK H7 SING N N 51 3XW CAO H8 SING N N 52 3XW CAO H9 SING N N 53 3XW CAQ H10 SING N N 54 3XW CAQ H11 SING N N 55 3XW CAN H12 SING N N 56 3XW CAN H13 SING N N 57 3XW CAP H14 SING N N 58 3XW CAP H15 SING N N 59 3XW CAR H17 SING N N 60 3XW CAR H18 SING N N 61 3XW CAA H19 SING N N 62 3XW CAA H20 SING N N 63 3XW CAA H21 SING N N 64 3XW CAH H22 SING N N 65 3XW CAI H23 SING N N 66 3XW CAL H24 SING N N 67 3XW CAS H25 SING N N 68 3XW CAS H26 SING N N 69 3XW CAJ H27 SING N N 70 3XW NAU H28 SING N N 71 3XW CAK H29 SING N N 72 # # 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 3XW SMILES ACDLabs 12.01 "N#Cc2n(c1ccc(c(c1c2)C)CN5CCC(Nc3ncnc4sc(cc34)CC(F)(F)F)CC5)Cc6cnnc6" 3XW InChI InChI 1.03 "InChI=1S/C28H27F3N8S/c1-17-19(2-3-25-23(17)8-21(11-32)39(25)14-18-12-35-36-13-18)15-38-6-4-20(5-7-38)37-26-24-9-22(10-28(29,30)31)40-27(24)34-16-33-26/h2-3,8-9,12-13,16,20H,4-7,10,14-15H2,1H3,(H,35,36)(H,33,34,37)" 3XW InChIKey InChI 1.03 DETOMBLLEOZTMZ-UHFFFAOYSA-N 3XW SMILES_CANONICAL CACTVS 3.385 "Cc1c(CN2CCC(CC2)Nc3ncnc4sc(CC(F)(F)F)cc34)ccc5n(Cc6c[nH]nc6)c(cc15)C#N" 3XW SMILES CACTVS 3.385 "Cc1c(CN2CCC(CC2)Nc3ncnc4sc(CC(F)(F)F)cc34)ccc5n(Cc6c[nH]nc6)c(cc15)C#N" 3XW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(ccc2c1cc(n2Cc3c[nH]nc3)C#N)CN4CCC(CC4)Nc5c6cc(sc6ncn5)CC(F)(F)F" 3XW SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(ccc2c1cc(n2Cc3c[nH]nc3)C#N)CN4CCC(CC4)Nc5c6cc(sc6ncn5)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 3XW "SYSTEMATIC NAME" ACDLabs 12.01 "4-methyl-1-(1H-pyrazol-4-ylmethyl)-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" 3XW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-methyl-1-(1H-pyrazol-4-ylmethyl)-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 3XW "Create component" 2014-12-08 RCSB 3XW "Modify synonyms" 2015-01-27 RCSB 3XW "Initial release" 2015-04-15 RCSB 3XW "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3XW _pdbx_chem_comp_synonyms.name MI-503 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##