data_5JU # _chem_comp.id 5JU _chem_comp.name "N~2~-{[2-chloro-3-(2-methylpyridin-3-yl)-1-benzothiophen-5-yl]carbamoyl}-N-(3-{methyl[(3R)-1-(5H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]amino}propyl)glycinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H36 Cl N9 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-05 _chem_comp.pdbx_modified_date 2017-03-17 _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 646.205 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5JU _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 5E3Z _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5JU C1 C1 C 0 1 Y N N 34.917 -10.857 10.103 -9.380 2.072 1.416 C1 5JU 1 5JU C3 C2 C 0 1 Y N N 34.221 -12.200 11.940 -9.784 4.161 0.531 C3 5JU 2 5JU C41 C3 C 0 1 N N N 39.026 -6.208 13.961 -1.012 -1.005 -0.244 C41 5JU 3 5JU C43 C4 C 0 1 N N N 37.192 -3.558 20.625 6.265 -0.415 1.776 C43 5JU 4 5JU C45 C5 C 0 1 N N N 36.044 -10.617 9.071 -9.046 1.222 2.615 C45 5JU 5 5JU C11 C6 C 0 1 Y N N 35.325 -7.256 10.247 -6.885 -0.068 -0.506 C11 5JU 6 5JU C12 C7 C 0 1 Y N N 33.443 -8.868 9.337 -9.422 0.003 0.017 C12 5JU 7 5JU C13 C8 C 0 1 Y N N 32.502 -8.793 8.385 -10.451 -0.834 0.155 C13 5JU 8 5JU C16 C9 C 0 1 Y N N 35.878 -5.956 10.147 -5.795 -0.862 -0.791 C16 5JU 9 5JU C18 C10 C 0 1 N N N 37.427 -6.145 12.096 -3.424 -0.914 -0.582 C18 5JU 10 5JU C20 C11 C 0 1 Y N N 34.060 2.920 19.143 12.327 0.401 0.187 C20 5JU 11 5JU C21 C12 C 0 1 Y N N 34.555 4.189 18.830 13.462 -0.208 0.725 C21 5JU 12 5JU C23 C13 C 0 1 Y N N 36.580 3.268 18.159 12.078 -1.741 1.755 C23 5JU 13 5JU C25 C14 C 0 1 Y N N 34.881 1.777 18.973 11.075 -0.116 0.468 C25 5JU 14 5JU C26 C15 C 0 1 N N N 32.676 3.232 19.669 12.845 1.558 -0.630 C26 5JU 15 5JU C27 C16 C 0 1 N N N 32.528 4.566 19.598 14.348 1.463 -0.445 C27 5JU 16 5JU C30 C17 C 0 1 N N N 33.261 0.190 19.976 10.007 0.538 -1.524 C30 5JU 17 5JU N2 N1 N 0 1 Y N N 35.094 -11.894 10.959 -9.499 3.377 1.553 N2 5JU 18 5JU C4 C18 C 0 1 Y N N 33.033 -11.461 12.071 -9.972 3.641 -0.737 C4 5JU 19 5JU C5 C19 C 0 1 Y N N 32.802 -10.381 11.208 -9.859 2.276 -0.933 C5 5JU 20 5JU C6 C20 C 0 1 Y N N 33.735 -10.080 10.203 -9.555 1.470 0.170 C6 5JU 21 5JU C7 C21 C 0 1 Y N N 34.230 -7.577 9.446 -8.152 -0.648 -0.298 C7 5JU 22 5JU C8 C22 C 0 1 Y N N 33.745 -6.677 8.511 -8.286 -2.034 -0.389 C8 5JU 23 5JU C9 C23 C 0 1 Y N N 34.286 -5.386 8.370 -7.170 -2.824 -0.684 C9 5JU 24 5JU C10 C24 C 0 1 Y N N 35.358 -5.030 9.209 -5.939 -2.245 -0.879 C10 5JU 25 5JU S14 S1 S 0 1 Y N N 32.390 -7.274 7.572 -9.956 -2.497 -0.088 S14 5JU 26 5JU CL CL1 CL 0 0 N N N 31.277 -10.000 8.055 -12.073 -0.338 0.528 CL15 5JU 27 5JU N17 N2 N 0 1 N N N 36.988 -5.551 10.956 -4.538 -0.277 -0.992 N17 5JU 28 5JU O19 O1 O 0 1 N N N 36.928 -7.176 12.515 -3.502 -2.034 -0.113 O19 5JU 29 5JU N22 N3 N 0 1 Y N N 35.812 4.359 18.357 13.285 -1.280 1.505 N22 5JU 30 5JU N24 N4 N 0 1 Y N N 36.131 2.031 18.496 10.990 -1.188 1.257 N24 5JU 31 5JU N28 N5 N 0 1 N N N 33.617 5.113 19.123 14.583 0.455 0.319 N28 5JU 32 5JU N29 N6 N 0 1 N N N 34.504 0.475 19.226 9.934 0.468 -0.059 N29 5JU 33 5JU C31 C25 C 0 1 N N N 33.080 -1.249 20.534 8.802 1.315 -2.060 C31 5JU 34 5JU C32 C26 C 0 1 N N N 34.377 -2.079 20.701 7.513 0.611 -1.627 C32 5JU 35 5JU C33 C27 C 0 1 N N R 35.663 -1.635 19.913 7.485 0.509 -0.100 C33 5JU 36 5JU C34 C28 C 0 1 N N N 35.327 -0.655 18.744 8.728 -0.245 0.379 C34 5JU 37 5JU N35 N7 N 0 1 N N N 36.519 -2.808 19.522 6.278 -0.216 0.321 N35 5JU 38 5JU C36 C29 C 0 1 N N N 35.943 -3.706 18.476 5.064 0.480 -0.126 C36 5JU 39 5JU C37 C30 C 0 1 N N N 36.921 -4.084 17.348 3.847 -0.418 0.107 C37 5JU 40 5JU C38 C31 C 0 1 N N N 36.245 -5.059 16.341 2.583 0.306 -0.359 C38 5JU 41 5JU N39 N8 N 0 1 N N N 37.101 -5.277 15.181 1.417 -0.554 -0.136 N39 5JU 42 5JU C40 C32 C 0 1 N N N 38.216 -6.059 15.222 0.186 -0.121 -0.474 C40 5JU 43 5JU O42 O2 O 0 1 N N N 38.620 -6.632 16.229 0.043 0.980 -0.962 O42 5JU 44 5JU N44 N9 N 0 1 N N N 38.454 -5.564 12.771 -2.223 -0.312 -0.691 N44 5JU 45 5JU H1 H1 H 0 1 N N N 34.434 -13.010 12.622 -9.872 5.226 0.687 H1 5JU 46 5JU H2 H2 H 0 1 N N N 39.132 -7.282 13.749 -0.895 -1.930 -0.809 H2 5JU 47 5JU H3 H3 H 0 1 N N N 40.019 -5.770 14.141 -1.096 -1.235 0.818 H3 5JU 48 5JU H4 H4 H 0 1 N N N 37.594 -2.846 21.361 6.283 0.553 2.276 H4 5JU 49 5JU H5 H5 H 0 1 N N N 36.464 -4.220 21.116 5.361 -0.954 2.061 H5 5JU 50 5JU H6 H6 H 0 1 N N N 38.014 -4.160 20.210 7.140 -0.993 2.072 H6 5JU 51 5JU H7 H7 H 0 1 N N N 36.838 -11.365 9.213 -7.964 1.133 2.707 H7 5JU 52 5JU H8 H8 H 0 1 N N N 35.635 -10.706 8.054 -9.451 1.688 3.514 H8 5JU 53 5JU H9 H9 H 0 1 N N N 36.461 -9.609 9.212 -9.483 0.231 2.491 H9 5JU 54 5JU H10 H10 H 0 1 N N N 35.742 -7.982 10.929 -6.766 1.003 -0.439 H10 5JU 55 5JU H11 H11 H 0 1 N N N 37.564 3.379 17.727 11.976 -2.609 2.390 H11 5JU 56 5JU H12 H12 H 0 1 N N N 31.914 2.733 19.052 12.578 1.438 -1.680 H12 5JU 57 5JU H13 H13 H 0 1 N N N 32.582 2.895 20.712 12.466 2.503 -0.243 H13 5JU 58 5JU H14 H14 H 0 1 N N N 31.640 5.107 19.890 15.086 2.122 -0.877 H14 5JU 59 5JU H15 H15 H 0 1 N N N 33.224 0.883 20.830 10.926 1.044 -1.818 H15 5JU 60 5JU H16 H16 H 0 1 N N N 32.415 0.392 19.303 10.000 -0.471 -1.936 H16 5JU 61 5JU H17 H17 H 0 1 N N N 32.307 -11.722 12.827 -10.205 4.293 -1.565 H17 5JU 62 5JU H18 H18 H 0 1 N N N 31.909 -9.783 11.316 -10.000 1.843 -1.912 H18 5JU 63 5JU H19 H19 H 0 1 N N N 33.892 -4.692 7.643 -7.276 -3.896 -0.753 H19 5JU 64 5JU H20 H20 H 0 1 N N N 35.788 -4.042 9.137 -5.083 -2.863 -1.107 H20 5JU 65 5JU H21 H21 H 0 1 N N N 37.494 -4.745 10.649 -4.469 0.588 -1.427 H21 5JU 66 5JU H22 H22 H 0 1 N N N 32.601 -1.170 21.521 8.816 2.329 -1.659 H22 5JU 67 5JU H23 H23 H 0 1 N N N 32.416 -1.795 19.848 8.849 1.353 -3.148 H23 5JU 68 5JU H24 H24 H 0 1 N N N 34.145 -3.108 20.389 6.652 1.185 -1.969 H24 5JU 69 5JU H25 H25 H 0 1 N N N 34.633 -2.069 21.771 7.481 -0.388 -2.061 H25 5JU 70 5JU H26 H26 H 0 1 N N N 36.257 -1.048 20.629 7.478 1.510 0.333 H26 5JU 71 5JU H27 H27 H 0 1 N N N 34.772 -1.199 17.966 8.727 -1.251 -0.042 H27 5JU 72 5JU H28 H28 H 0 1 N N N 36.264 -0.264 18.321 8.718 -0.308 1.467 H28 5JU 73 5JU H30 H30 H 0 1 N N N 35.079 -3.197 18.025 4.946 1.405 0.438 H30 5JU 74 5JU H31 H31 H 0 1 N N N 35.609 -4.633 18.965 5.148 0.710 -1.188 H31 5JU 75 5JU H32 H32 H 0 1 N N N 37.805 -4.571 17.784 3.965 -1.343 -0.458 H32 5JU 76 5JU H33 H33 H 0 1 N N N 37.230 -3.172 16.816 3.763 -0.649 1.169 H33 5JU 77 5JU H34 H34 H 0 1 N N N 35.289 -4.629 16.008 2.465 1.231 0.205 H34 5JU 78 5JU H35 H35 H 0 1 N N N 36.060 -6.022 16.839 2.666 0.536 -1.421 H35 5JU 79 5JU H36 H36 H 0 1 N N N 36.859 -4.833 14.318 1.532 -1.434 0.254 H36 5JU 80 5JU H37 H37 H 0 1 N N N 38.823 -4.690 12.455 -2.161 0.581 -1.064 H37 5JU 81 # 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 5JU S14 C13 SING Y N 1 5JU S14 C8 SING Y N 2 5JU CL C13 SING N N 3 5JU C9 C8 DOUB Y N 4 5JU C9 C10 SING Y N 5 5JU C13 C12 DOUB Y N 6 5JU C8 C7 SING Y N 7 5JU C45 C1 SING N N 8 5JU C10 C16 DOUB Y N 9 5JU C12 C7 SING Y N 10 5JU C12 C6 SING N N 11 5JU C7 C11 DOUB Y N 12 5JU C1 C6 DOUB Y N 13 5JU C1 N2 SING Y N 14 5JU C16 C11 SING Y N 15 5JU C16 N17 SING N N 16 5JU C6 C5 SING Y N 17 5JU N17 C18 SING N N 18 5JU N2 C3 DOUB Y N 19 5JU C5 C4 DOUB Y N 20 5JU C3 C4 SING Y N 21 5JU C18 O19 DOUB N N 22 5JU C18 N44 SING N N 23 5JU N44 C41 SING N N 24 5JU C41 C40 SING N N 25 5JU N39 C40 SING N N 26 5JU N39 C38 SING N N 27 5JU C40 O42 DOUB N N 28 5JU C38 C37 SING N N 29 5JU C37 C36 SING N N 30 5JU C23 N22 DOUB Y N 31 5JU C23 N24 SING Y N 32 5JU N22 C21 SING Y N 33 5JU C36 N35 SING N N 34 5JU N24 C25 DOUB Y N 35 5JU C34 N29 SING N N 36 5JU C34 C33 SING N N 37 5JU C21 N28 SING N N 38 5JU C21 C20 DOUB Y N 39 5JU C25 C20 SING Y N 40 5JU C25 N29 SING N N 41 5JU N28 C27 DOUB N N 42 5JU C20 C26 SING N N 43 5JU N29 C30 SING N N 44 5JU N35 C33 SING N N 45 5JU N35 C43 SING N N 46 5JU C27 C26 SING N N 47 5JU C33 C32 SING N N 48 5JU C30 C31 SING N N 49 5JU C31 C32 SING N N 50 5JU C3 H1 SING N N 51 5JU C41 H2 SING N N 52 5JU C41 H3 SING N N 53 5JU C43 H4 SING N N 54 5JU C43 H5 SING N N 55 5JU C43 H6 SING N N 56 5JU C45 H7 SING N N 57 5JU C45 H8 SING N N 58 5JU C45 H9 SING N N 59 5JU C11 H10 SING N N 60 5JU C23 H11 SING N N 61 5JU C26 H12 SING N N 62 5JU C26 H13 SING N N 63 5JU C27 H14 SING N N 64 5JU C30 H15 SING N N 65 5JU C30 H16 SING N N 66 5JU C4 H17 SING N N 67 5JU C5 H18 SING N N 68 5JU C9 H19 SING N N 69 5JU C10 H20 SING N N 70 5JU N17 H21 SING N N 71 5JU C31 H22 SING N N 72 5JU C31 H23 SING N N 73 5JU C32 H24 SING N N 74 5JU C32 H25 SING N N 75 5JU C33 H26 SING N N 76 5JU C34 H27 SING N N 77 5JU C34 H28 SING N N 78 5JU C36 H30 SING N N 79 5JU C36 H31 SING N N 80 5JU C37 H32 SING N N 81 5JU C37 H33 SING N N 82 5JU C38 H34 SING N N 83 5JU C38 H35 SING N N 84 5JU N39 H36 SING N N 85 5JU N44 H37 SING N N 86 # 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 5JU SMILES ACDLabs 12.01 "c6(c(c5c4cc(NC(=O)NCC(NCCCN(C)C3CCCN(c2c1CC=Nc1ncn2)C3)=O)ccc4sc5Cl)cccn6)C" 5JU InChI InChI 1.03 "InChI=1S/C32H36ClN9O2S/c1-20-23(7-3-11-34-20)28-25-16-21(8-9-26(25)45-29(28)33)40-32(44)37-17-27(43)35-12-5-14-41(2)22-6-4-15-42(18-22)31-24-10-13-36-30(24)38-19-39-31/h3,7-9,11,13,16,19,22H,4-6,10,12,14-15,17-18H2,1-2H3,(H,35,43)(H2,37,40,44)/t22-/m1/s1" 5JU InChIKey InChI 1.03 BUHUWDQAOUQQHQ-JOCHJYFZSA-N 5JU SMILES_CANONICAL CACTVS 3.385 "CN(CCCNC(=O)CNC(=O)Nc1ccc2sc(Cl)c(c3cccnc3C)c2c1)[C@@H]4CCCN(C4)c5ncnc6N=CCc56" 5JU SMILES CACTVS 3.385 "CN(CCCNC(=O)CNC(=O)Nc1ccc2sc(Cl)c(c3cccnc3C)c2c1)[CH]4CCCN(C4)c5ncnc6N=CCc56" 5JU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(cccn1)c2c3cc(ccc3sc2Cl)NC(=O)NCC(=O)NCCCN(C)[C@@H]4CCCN(C4)c5c6c(ncn5)N=CC6" 5JU SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(cccn1)c2c3cc(ccc3sc2Cl)NC(=O)NCC(=O)NCCCN(C)C4CCCN(C4)c5c6c(ncn5)N=CC6" # 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 5JU "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-{[2-chloro-3-(2-methylpyridin-3-yl)-1-benzothiophen-5-yl]carbamoyl}-N-(3-{methyl[(3R)-1-(5H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]amino}propyl)glycinamide" 5JU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[[2-chloranyl-3-(2-methylpyridin-3-yl)-1-benzothiophen-5-yl]carbamoylamino]-N-[3-[methyl-[(3R)-1-(5H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]amino]propyl]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 5JU "Create component" 2015-10-05 EBI 5JU "Initial release" 2017-03-22 RCSB #