data_6M3 # _chem_comp.id 6M3 _chem_comp.name "2'-chloro-6-[(5S,6S)-6-hydroxy-6,7,8,9-tetrahydro-5H-imidazo[1,5-a]azepin-5-yl][1,1'-biphenyl]-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-04 _chem_comp.pdbx_modified_date 2016-10-28 _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 363.840 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6M3 _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 5JOH _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 6M3 C1 C1 C 0 1 Y N N 28.484 -28.614 18.706 3.345 -0.631 -0.177 C1 6M3 1 6M3 C3 C2 C 0 1 Y N N 27.860 -27.763 16.846 2.564 -0.919 1.844 C3 6M3 2 6M3 C11 C3 C 0 1 Y N N 29.189 -29.974 12.921 -1.664 2.027 -0.003 C11 6M3 3 6M3 C12 C4 C 0 1 Y N N 29.259 -30.152 14.298 -1.127 0.744 -0.037 C12 6M3 4 6M3 C13 C5 C 0 1 Y N N 29.106 -31.545 14.862 -2.022 -0.432 -0.172 C13 6M3 5 6M3 C14 C6 C 0 1 N N N 29.337 -28.629 10.883 -1.360 4.452 0.155 C14 6M3 6 6M3 C16 C7 C 0 1 Y N N 27.868 -31.958 15.394 -2.168 -1.326 0.888 C16 6M3 7 6M3 C17 C8 C 0 1 Y N N 27.639 -33.267 15.848 -3.002 -2.419 0.756 C17 6M3 8 6M3 C18 C9 C 0 1 Y N N 28.661 -34.215 15.681 -3.692 -2.626 -0.425 C18 6M3 9 6M3 C19 C10 C 0 1 Y N N 29.874 -33.839 15.062 -3.550 -1.742 -1.480 C19 6M3 10 6M3 C20 C11 C 0 1 Y N N 30.099 -32.514 14.622 -2.724 -0.643 -1.357 C20 6M3 11 6M3 C21 C12 C 0 1 N N N 29.260 -29.377 19.774 3.417 -0.476 -1.673 C21 6M3 12 6M3 C22 C13 C 0 1 N N N 30.784 -29.070 19.797 2.373 0.553 -2.120 C22 6M3 13 6M3 C23 C14 C 0 1 N N N 31.559 -29.610 18.549 1.045 -0.150 -2.382 C23 6M3 14 6M3 C24 C15 C 0 1 N N S 31.268 -28.899 17.180 0.862 -1.328 -1.426 C24 6M3 15 6M3 N2 N1 N 0 1 Y N N 28.751 -28.559 17.406 2.199 -0.800 0.552 N2 6M3 16 6M3 N4 N2 N 0 1 Y N N 27.049 -27.302 17.669 3.863 -0.813 1.923 N4 6M3 17 6M3 C5 C16 C 0 1 Y N N 27.416 -27.811 18.993 4.369 -0.637 0.691 C5 6M3 18 6M3 C6 C17 C 0 1 N N S 29.831 -29.265 16.667 0.834 -0.825 0.019 C6 6M3 19 6M3 C7 C18 C 0 1 Y N N 29.721 -29.100 15.125 0.252 0.565 0.056 C7 6M3 20 6M3 C8 C19 C 0 1 Y N N 30.008 -27.839 14.483 1.088 1.658 0.182 C8 6M3 21 6M3 C9 C20 C 0 1 Y N N 29.913 -27.666 13.082 0.564 2.934 0.216 C9 6M3 22 6M3 C10 C21 C 0 1 Y N N 29.498 -28.770 12.299 -0.816 3.128 0.118 C10 6M3 23 6M3 N15 N3 N 0 1 N N N 29.208 -28.515 9.743 -1.792 5.503 0.183 N15 6M3 24 6M3 O25 O1 O 0 1 N N N 31.306 -27.455 17.321 -0.368 -1.993 -1.722 O25 6M3 25 6M3 CL1 CL1 CL 0 0 N N N 26.665 -30.784 15.691 -1.301 -1.067 2.370 CL26 6M3 26 6M3 H1 H1 H 0 1 N N N 27.837 -27.537 15.790 1.893 -1.075 2.677 H1 6M3 27 6M3 H2 H2 H 0 1 N N N 28.881 -30.808 12.308 -2.732 2.171 -0.075 H2 6M3 28 6M3 H3 H3 H 0 1 N N N 26.702 -33.537 16.313 -3.116 -3.113 1.575 H3 6M3 29 6M3 H4 H4 H 0 1 N N N 28.520 -35.229 16.025 -4.343 -3.482 -0.525 H4 6M3 30 6M3 H5 H5 H 0 1 N N N 30.647 -34.580 14.922 -4.091 -1.910 -2.399 H5 6M3 31 6M3 H6 H6 H 0 1 N N N 31.014 -32.251 14.112 -2.618 0.049 -2.179 H6 6M3 32 6M3 H7 H7 H 0 1 N N N 28.841 -29.116 20.757 4.411 -0.133 -1.957 H7 6M3 33 6M3 H8 H8 H 0 1 N N N 29.128 -30.454 19.593 3.211 -1.435 -2.149 H8 6M3 34 6M3 H9 H9 H 0 1 N N N 31.216 -29.529 20.698 2.240 1.299 -1.337 H9 6M3 35 6M3 H10 H10 H 0 1 N N N 30.917 -27.979 19.842 2.711 1.041 -3.034 H10 6M3 36 6M3 H11 H11 H 0 1 N N N 31.305 -30.674 18.433 0.229 0.558 -2.239 H11 6M3 37 6M3 H12 H12 H 0 1 N N N 32.635 -29.510 18.755 1.028 -0.515 -3.408 H12 6M3 38 6M3 H13 H13 H 0 1 N N N 32.008 -29.234 16.439 1.690 -2.026 -1.549 H13 6M3 39 6M3 H14 H14 H 0 1 N N N 26.960 -27.605 19.950 5.413 -0.521 0.443 H14 6M3 40 6M3 H15 H15 H 0 1 N N N 29.704 -30.339 16.868 0.220 -1.492 0.624 H15 6M3 41 6M3 H16 H16 H 0 1 N N N 30.305 -26.999 15.093 2.156 1.513 0.254 H16 6M3 42 6M3 H17 H17 H 0 1 N N N 30.151 -26.718 12.623 1.222 3.785 0.315 H17 6M3 43 6M3 H18 H18 H 0 1 N N N 32.164 -27.189 17.631 -0.419 -2.344 -2.621 H18 6M3 44 # 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 6M3 N15 C14 TRIP N N 1 6M3 C14 C10 SING N N 2 6M3 C10 C11 DOUB Y N 3 6M3 C10 C9 SING Y N 4 6M3 C11 C12 SING Y N 5 6M3 C9 C8 DOUB Y N 6 6M3 C12 C13 SING N N 7 6M3 C12 C7 DOUB Y N 8 6M3 C8 C7 SING Y N 9 6M3 C20 C13 DOUB Y N 10 6M3 C20 C19 SING Y N 11 6M3 C13 C16 SING Y N 12 6M3 C19 C18 DOUB Y N 13 6M3 C7 C6 SING N N 14 6M3 C16 CL1 SING N N 15 6M3 C16 C17 DOUB Y N 16 6M3 C18 C17 SING Y N 17 6M3 C6 C24 SING N N 18 6M3 C6 N2 SING N N 19 6M3 C3 N2 SING Y N 20 6M3 C3 N4 DOUB Y N 21 6M3 C24 O25 SING N N 22 6M3 C24 C23 SING N N 23 6M3 N2 C1 SING Y N 24 6M3 N4 C5 SING Y N 25 6M3 C23 C22 SING N N 26 6M3 C1 C5 DOUB Y N 27 6M3 C1 C21 SING N N 28 6M3 C21 C22 SING N N 29 6M3 C3 H1 SING N N 30 6M3 C11 H2 SING N N 31 6M3 C17 H3 SING N N 32 6M3 C18 H4 SING N N 33 6M3 C19 H5 SING N N 34 6M3 C20 H6 SING N N 35 6M3 C21 H7 SING N N 36 6M3 C21 H8 SING N N 37 6M3 C22 H9 SING N N 38 6M3 C22 H10 SING N N 39 6M3 C23 H11 SING N N 40 6M3 C23 H12 SING N N 41 6M3 C24 H13 SING N N 42 6M3 C5 H14 SING N N 43 6M3 C6 H15 SING N N 44 6M3 C8 H16 SING N N 45 6M3 C9 H17 SING N N 46 6M3 O25 H18 SING N N 47 # 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 6M3 SMILES ACDLabs 12.01 "c21cncn1C(C(CCC2)O)c3c(cc(C#N)cc3)c4c(Cl)cccc4" 6M3 InChI InChI 1.03 "InChI=1S/C21H18ClN3O/c22-19-6-2-1-5-16(19)18-10-14(11-23)8-9-17(18)21-20(26)7-3-4-15-12-24-13-25(15)21/h1-2,5-6,8-10,12-13,20-21,26H,3-4,7H2/t20-,21-/m0/s1" 6M3 InChIKey InChI 1.03 FKEZMHCTDJKGQH-SFTDATJTSA-N 6M3 SMILES_CANONICAL CACTVS 3.385 "O[C@H]1CCCc2cncn2[C@H]1c3ccc(cc3c4ccccc4Cl)C#N" 6M3 SMILES CACTVS 3.385 "O[CH]1CCCc2cncn2[CH]1c3ccc(cc3c4ccccc4Cl)C#N" 6M3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(c(c1)c2cc(ccc2[C@H]3[C@H](CCCc4n3cnc4)O)C#N)Cl" 6M3 SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(c(c1)c2cc(ccc2C3C(CCCc4n3cnc4)O)C#N)Cl" # 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 6M3 "SYSTEMATIC NAME" ACDLabs 12.01 "2'-chloro-6-[(5S,6S)-6-hydroxy-6,7,8,9-tetrahydro-5H-imidazo[1,5-a]azepin-5-yl][1,1'-biphenyl]-3-carbonitrile" 6M3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "3-(2-chlorophenyl)-4-[(5~{S},6~{S})-6-oxidanyl-6,7,8,9-tetrahydro-5~{H}-imidazo[1,5-a]azepin-5-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6M3 "Create component" 2016-05-04 EBI 6M3 "Initial release" 2016-11-02 RCSB #