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 
# 
