data_6JE
# 
_chem_comp.id                                    6JE 
_chem_comp.name                                  "2-[(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(4-hydroxyphenyl)acetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 Cl N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-04-14 
_chem_comp.pdbx_modified_date                    2018-07-27 
_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                        491.992 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6JE 
_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        5JC0 
_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 
6JE C1   C1  C  0 1 N N N 11.395 -3.422  1.595  4.787  -3.362 0.416  C1   6JE 1  
6JE N5   N1  N  0 1 Y N N 13.584 -5.121  -0.757 1.960  -3.178 2.617  N5   6JE 2  
6JE N6   N2  N  0 1 Y N N 13.318 -4.189  0.212  3.130  -3.612 2.295  N6   6JE 3  
6JE C7   C2  C  0 1 Y N N 12.061 -4.278  0.572  3.490  -3.110 1.140  C7   6JE 4  
6JE C8   C3  C  0 1 N N N 7.242  -7.522  -1.770 1.001  1.414  -2.306 C8   6JE 5  
6JE C12  C4  C  0 1 N N N 6.779  -7.209  1.276  2.445  -0.359 -4.249 C12  6JE 6  
6JE S16  S1  S  0 1 Y N N 9.308  -6.048  1.372  2.976  -2.056 -1.972 S16  6JE 7  
6JE C17  C5  C  0 1 Y N N 7.996  -6.766  0.525  2.313  -0.647 -2.776 C17  6JE 8  
6JE C18  C6  C  0 1 Y N N 8.212  -6.877  -0.834 1.681  0.129  -1.911 C18  6JE 9  
6JE CL   CL1 CL 0 0 N N N 6.442  -3.855  -6.810 1.547  6.316  0.613  CL   6JE 10 
6JE C20  C7  C  0 1 Y N N 9.418  -5.788  -4.964 0.142  2.605  1.048  C20  6JE 11 
6JE C22  C8  C  0 1 Y N N 8.603  -5.254  -5.954 0.252  3.980  1.052  C22  6JE 12 
6JE C24  C9  C  0 1 Y N N 7.466  -4.543  -5.596 1.415  4.585  0.605  C24  6JE 13 
6JE C25  C10 C  0 1 Y N N 7.137  -4.357  -4.255 2.472  3.815  0.152  C25  6JE 14 
6JE C27  C11 C  0 1 Y N N 7.943  -4.898  -3.268 2.373  2.439  0.144  C27  6JE 15 
6JE C29  C12 C  0 1 Y N N 9.084  -5.626  -3.616 1.204  1.824  0.593  C29  6JE 16 
6JE O30  O1  O  0 1 N N N 12.110 -9.316  -3.311 -2.252 -0.682 1.382  O30  6JE 17 
6JE O31  O2  O  0 1 N N N 12.244 -12.193 -8.881 -7.971 0.380  -0.195 O31  6JE 18 
6JE C33  C13 C  0 1 Y N N 12.342 -9.069  -6.993 -4.807 -0.748 -1.593 C33  6JE 19 
6JE C35  C14 C  0 1 Y N N 12.042 -10.019 -7.988 -6.089 -0.241 -1.510 C35  6JE 20 
6JE C37  C15 C  0 1 Y N N 12.565 -11.307 -7.895 -6.709 -0.119 -0.275 C37  6JE 21 
6JE C38  C16 C  0 1 Y N N 13.401 -11.668 -6.848 -6.042 -0.507 0.877  C38  6JE 22 
6JE C40  C17 C  0 1 Y N N 13.702 -10.711 -5.868 -4.761 -1.015 0.796  C40  6JE 23 
6JE C42  C18 C  0 1 Y N N 13.182 -9.422  -5.924 -4.140 -1.137 -0.439 C42  6JE 24 
6JE N43  N3  N  0 1 N N N 13.463 -8.471  -4.914 -2.841 -1.657 -0.523 N43  6JE 25 
6JE C45  C19 C  0 1 N N N 12.918 -8.497  -3.656 -1.955 -1.419 0.465  C45  6JE 26 
6JE C46  C20 C  0 1 N N N 13.387 -7.377  -2.713 -0.596 -2.068 0.430  C46  6JE 27 
6JE C49  C21 C  0 1 N N S 12.172 -6.890  -1.919 0.208  -1.635 1.658  C49  6JE 28 
6JE N51  N4  N  0 1 N N N 11.214 -6.334  -2.897 0.472  -0.197 1.588  N51  6JE 29 
6JE C52  C22 C  0 1 N N N 9.978  -6.177  -2.571 1.093  0.347  0.591  C52  6JE 30 
6JE C53  C23 C  0 1 Y N N 9.489  -6.328  -1.190 1.702  -0.370 -0.547 C53  6JE 31 
6JE C54  C24 C  0 1 Y N N 10.159 -5.841  -0.092 2.361  -1.578 -0.454 C54  6JE 32 
6JE N55  N5  N  0 1 Y N N 11.468 -5.309  -0.124 2.471  -2.320 0.724  N55  6JE 33 
6JE C56  C25 C  0 1 Y N N 12.470 -5.793  -0.945 1.518  -2.378 1.690  C56  6JE 34 
6JE H13  H1  H  0 1 N N N 12.122 -2.703  2.002  4.675  -4.225 -0.241 H13  6JE 35 
6JE H11  H2  H  0 1 N N N 10.561 -2.876  1.130  5.048  -2.486 -0.178 H11  6JE 36 
6JE H12  H3  H  0 1 N N N 11.011 -4.055  2.408  5.577  -3.557 1.141  H12  6JE 37 
6JE H82  H4  H  0 1 N N N 7.459  -8.598  -1.839 -0.022 1.203  -2.619 H82  6JE 38 
6JE H83  H5  H  0 1 N N N 6.218  -7.378  -1.394 0.987  2.095  -1.455 H83  6JE 39 
6JE H81  H6  H  0 1 N N N 7.334  -7.065  -2.766 1.545  1.875  -3.131 H81  6JE 40 
6JE H122 H7  H  0 0 N N N 6.910  -6.994  2.347  3.011  -1.159 -4.726 H122 6JE 41 
6JE H123 H8  H  0 0 N N N 5.898  -6.668  0.899  1.453  -0.299 -4.698 H123 6JE 42 
6JE H121 H9  H  0 0 N N N 6.634  -8.290  1.134  2.966  0.588  -4.389 H121 6JE 43 
6JE H20  H10 H  0 1 N N N 10.312 -6.330  -5.236 -0.764 2.134  1.400  H20  6JE 44 
6JE H22  H11 H  0 1 N N N 8.852  -5.391  -6.996 -0.570 4.586  1.405  H22  6JE 45 
6JE H25  H12 H  0 1 N N N 6.256  -3.793  -3.986 3.376  4.292  -0.196 H25  6JE 46 
6JE H27  H13 H  0 1 N N N 7.690  -4.757  -2.228 3.198  1.839  -0.210 H27  6JE 47 
6JE H31  H14 H  0 1 N N N 12.659 -13.029 -8.704 -8.665 -0.291 -0.256 H31  6JE 48 
6JE H33  H15 H  0 1 N N N 11.928 -8.073  -7.051 -4.326 -0.846 -2.555 H33  6JE 49 
6JE H35  H16 H  0 1 N N N 11.409 -9.750  -8.820 -6.609 0.062  -2.408 H35  6JE 50 
6JE H38  H17 H  0 1 N N N 13.811 -12.665 -6.789 -6.525 -0.412 1.839  H38  6JE 51 
6JE H40  H18 H  0 1 N N N 14.353 -10.981 -5.050 -4.242 -1.317 1.694  H40  6JE 52 
6JE H43  H19 H  0 1 N N N 14.100 -7.732  -5.132 -2.579 -2.187 -1.291 H43  6JE 53 
6JE H461 H20 H  0 0 N N N 14.152 -7.764  -2.025 -0.711 -3.152 0.435  H461 6JE 54 
6JE H462 H21 H  0 0 N N N 13.808 -6.547  -3.299 -0.070 -1.762 -0.474 H462 6JE 55 
6JE H49  H22 H  0 1 N N N 11.718 -7.742  -1.391 -0.359 -1.859 2.562  H49  6JE 56 
# 
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 
6JE O31 C37  SING N N 1  
6JE C35 C37  DOUB Y N 2  
6JE C35 C33  SING Y N 3  
6JE C37 C38  SING Y N 4  
6JE C33 C42  DOUB Y N 5  
6JE C38 C40  DOUB Y N 6  
6JE CL  C24  SING N N 7  
6JE C22 C24  DOUB Y N 8  
6JE C22 C20  SING Y N 9  
6JE C42 C40  SING Y N 10 
6JE C42 N43  SING N N 11 
6JE C24 C25  SING Y N 12 
6JE C20 C29  DOUB Y N 13 
6JE N43 C45  SING N N 14 
6JE C25 C27  DOUB Y N 15 
6JE C45 O30  DOUB N N 16 
6JE C45 C46  SING N N 17 
6JE C29 C27  SING Y N 18 
6JE C29 C52  SING N N 19 
6JE N51 C52  DOUB N N 20 
6JE N51 C49  SING N N 21 
6JE C46 C49  SING N N 22 
6JE C52 C53  SING N N 23 
6JE C49 C56  SING N N 24 
6JE C8  C18  SING N N 25 
6JE C53 C18  SING Y N 26 
6JE C53 C54  DOUB Y N 27 
6JE C56 N5   DOUB Y N 28 
6JE C56 N55  SING Y N 29 
6JE C18 C17  DOUB Y N 30 
6JE N5  N6   SING Y N 31 
6JE N55 C54  SING N N 32 
6JE N55 C7   SING Y N 33 
6JE C54 S16  SING Y N 34 
6JE N6  C7   DOUB Y N 35 
6JE C17 C12  SING N N 36 
6JE C17 S16  SING Y N 37 
6JE C7  C1   SING N N 38 
6JE C1  H13  SING N N 39 
6JE C1  H11  SING N N 40 
6JE C1  H12  SING N N 41 
6JE C8  H82  SING N N 42 
6JE C8  H83  SING N N 43 
6JE C8  H81  SING N N 44 
6JE C12 H122 SING N N 45 
6JE C12 H123 SING N N 46 
6JE C12 H121 SING N N 47 
6JE C20 H20  SING N N 48 
6JE C22 H22  SING N N 49 
6JE C25 H25  SING N N 50 
6JE C27 H27  SING N N 51 
6JE O31 H31  SING N N 52 
6JE C33 H33  SING N N 53 
6JE C35 H35  SING N N 54 
6JE C38 H38  SING N N 55 
6JE C40 H40  SING N N 56 
6JE N43 H43  SING N N 57 
6JE C46 H461 SING N N 58 
6JE C46 H462 SING N N 59 
6JE C49 H49  SING N N 60 
# 
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 
6JE SMILES           ACDLabs              12.01 "Cc4nnc5C(CC(=O)Nc1ccc(O)cc1)N=C(c2ccc(Cl)cc2)c3c(C)c(C)sc3n45"                                                                                                                    
6JE InChI            InChI                1.03  "InChI=1S/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/t20-/m0/s1" 
6JE InChIKey         InChI                1.03  GNMUEVRJHCWKTO-FQEVSTJZSA-N                                                                                                                                                        
6JE SMILES_CANONICAL CACTVS               3.385 "Cc1sc2n3c(C)nnc3[C@H](CC(=O)Nc4ccc(O)cc4)N=C(c5ccc(Cl)cc5)c2c1C"                                                                                                                  
6JE SMILES           CACTVS               3.385 "Cc1sc2n3c(C)nnc3[CH](CC(=O)Nc4ccc(O)cc4)N=C(c5ccc(Cl)cc5)c2c1C"                                                                                                                   
6JE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(sc-2c1C(=N[C@H](c3n2c(nn3)C)CC(=O)Nc4ccc(cc4)O)c5ccc(cc5)Cl)C"                                                                                                               
6JE SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)Nc4ccc(cc4)O)c5ccc(cc5)Cl)C"                                                                                                                   
# 
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 
6JE "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(4-hydroxyphenyl)acetamide"                                     
6JE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[(9~{S})-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaene-9-yl]-~{N}-(4-hydroxyphenyl)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 
6JE "Create component" 2016-04-14 RCSB 
6JE "Initial release"  2018-08-01 RCSB 
# 
