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 #