data_SUV # _chem_comp.id SUV _chem_comp.name "[(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl][5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 Cl N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms suvorexant _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-27 _chem_comp.pdbx_modified_date 2020-06-17 _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 450.921 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SUV _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 4RNB _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 SUV C1 C1 C 0 1 Y N N 51.005 6.779 55.154 -1.783 1.017 -0.456 C1 SUV 1 SUV N1 N1 N 0 1 N N N 51.884 5.680 54.892 -0.480 1.387 -0.704 N1 SUV 2 SUV O1 O1 O 0 1 Y N N 50.208 7.274 54.098 -2.751 1.847 -0.030 O1 SUV 3 SUV CL1 CL1 CL 0 0 N N N 47.476 11.562 57.061 -7.083 -2.054 0.204 CL1 SUV 4 SUV N2 N2 N 0 1 Y N N 50.799 7.473 56.292 -2.260 -0.192 -0.605 N2 SUV 5 SUV O2 O2 O 0 1 N N N 55.632 8.060 54.032 3.887 1.338 0.283 O2 SUV 6 SUV C3 C3 C 0 1 Y N N 49.822 8.468 55.992 -3.579 -0.185 -0.269 C3 SUV 7 SUV N3 N3 N 0 1 N N N 54.286 6.346 53.361 2.214 1.362 -1.177 N3 SUV 8 SUV C4 C4 C 0 1 Y N N 49.205 9.474 56.757 -4.570 -1.166 -0.236 C4 SUV 9 SUV N4 N4 N 0 1 Y N N 54.726 8.110 50.437 2.853 -0.855 1.936 N4 SUV 10 SUV C5 C5 C 0 1 Y N N 48.264 10.301 56.146 -5.848 -0.835 0.163 C5 SUV 11 SUV N5 N5 N 0 1 Y N N 54.334 7.759 49.162 2.658 0.409 2.066 N5 SUV 12 SUV C6 C6 C 0 1 Y N N 47.908 10.169 54.793 -6.152 0.467 0.531 C6 SUV 13 SUV N6 N6 N 0 1 Y N N 55.968 7.601 50.798 2.830 -1.441 3.081 N6 SUV 14 SUV C7 C7 C 0 1 Y N N 48.511 9.173 54.020 -5.180 1.447 0.502 C7 SUV 15 SUV C8 C8 C 0 1 Y N N 49.465 8.326 54.617 -3.894 1.133 0.097 C8 SUV 16 SUV C11 C11 C 0 1 N N N 52.004 5.192 53.489 -0.100 1.065 -2.063 C11 SUV 17 SUV C12 C12 C 0 1 N N N 53.086 5.938 52.650 1.360 0.575 -2.091 C12 SUV 18 SUV C14 C14 C 0 1 N N R 55.093 5.343 54.116 2.117 2.800 -1.054 C14 SUV 19 SUV C15 C15 C 0 1 N N N 54.223 4.589 55.163 1.074 3.156 0.037 C15 SUV 20 SUV C16 C16 C 0 1 N N N 53.031 5.386 55.793 -0.280 2.811 -0.437 C16 SUV 21 SUV C17 C17 C 0 1 N N N 54.626 7.731 53.392 3.125 0.711 -0.426 C17 SUV 22 SUV C19 C19 C 0 1 Y N N 53.814 8.800 52.701 3.196 -0.763 -0.465 C19 SUV 23 SUV C20 C20 C 0 1 Y N N 53.896 8.949 51.284 3.058 -1.507 0.716 C20 SUV 24 SUV C21 C21 C 0 1 Y N N 53.101 9.969 50.703 3.127 -2.891 0.668 C21 SUV 25 SUV C22 C22 C 0 1 Y N N 52.272 10.816 51.450 3.330 -3.533 -0.538 C22 SUV 26 SUV C23 C23 C 0 1 Y N N 52.183 10.683 52.845 3.467 -2.802 -1.706 C23 SUV 27 SUV C24 C24 C 0 1 Y N N 52.969 9.666 53.429 3.395 -1.424 -1.677 C24 SUV 28 SUV C27 C27 C 0 1 Y N N 55.358 6.996 48.703 2.497 0.683 3.340 C27 SUV 29 SUV C28 C28 C 0 1 Y N N 56.358 6.897 49.703 2.616 -0.538 4.012 C28 SUV 30 SUV C29 C29 C 0 1 N N N 51.277 11.613 53.634 3.688 -3.514 -3.016 C29 SUV 31 SUV C30 C30 C 0 1 N N N 55.774 4.304 53.196 3.481 3.372 -0.662 C30 SUV 32 SUV H1 H1 H 0 1 N N N 49.456 9.603 57.799 -4.338 -2.181 -0.523 H1 SUV 33 SUV H2 H2 H 0 1 N N N 47.176 10.831 54.355 -7.156 0.717 0.841 H2 SUV 34 SUV H3 H3 H 0 1 N N N 48.249 9.054 52.979 -5.421 2.457 0.801 H3 SUV 35 SUV H4 H4 H 0 1 N N N 51.031 5.322 52.993 -0.753 0.280 -2.446 H4 SUV 36 SUV H5 H5 H 0 1 N N N 52.262 4.123 53.515 -0.195 1.953 -2.687 H5 SUV 37 SUV H6 H6 H 0 1 N N N 52.621 6.843 52.232 1.747 0.665 -3.106 H6 SUV 38 SUV H7 H7 H 0 1 N N N 53.393 5.271 51.831 1.390 -0.473 -1.792 H7 SUV 39 SUV H8 H8 H 0 1 N N N 55.885 5.876 54.663 1.805 3.226 -2.007 H8 SUV 40 SUV H9 H9 H 0 1 N N N 53.805 3.699 54.670 1.295 2.596 0.946 H9 SUV 41 SUV H10 H10 H 0 1 N N N 54.885 4.276 55.984 1.123 4.224 0.249 H10 SUV 42 SUV H11 H11 H 0 1 N N N 53.425 6.346 56.157 -0.478 3.366 -1.353 H11 SUV 43 SUV H12 H12 H 0 1 N N N 52.648 4.801 56.642 -1.000 3.126 0.318 H12 SUV 44 SUV H13 H13 H 0 1 N N N 53.136 10.100 49.631 3.021 -3.468 1.575 H13 SUV 45 SUV H14 H14 H 0 1 N N N 51.696 11.579 50.948 3.384 -4.611 -0.571 H14 SUV 46 SUV H15 H15 H 0 1 N N N 52.921 9.542 54.501 3.497 -0.859 -2.592 H15 SUV 47 SUV H16 H16 H 0 1 N N N 55.404 6.536 47.727 2.315 1.652 3.780 H16 SUV 48 SUV H17 H17 H 0 1 N N N 57.284 6.349 49.609 2.541 -0.705 5.076 H17 SUV 49 SUV H18 H18 H 0 1 N N N 50.274 11.169 53.712 2.725 -3.731 -3.478 H18 SUV 50 SUV H19 H19 H 0 1 N N N 51.692 11.761 54.642 4.275 -2.880 -3.679 H19 SUV 51 SUV H20 H20 H 0 1 N N N 51.210 12.583 53.119 4.223 -4.446 -2.836 H20 SUV 52 SUV H21 H21 H 0 1 N N N 56.352 3.595 53.807 4.261 2.878 -1.241 H21 SUV 53 SUV H22 H22 H 0 1 N N N 55.006 3.758 52.628 3.499 4.442 -0.867 H22 SUV 54 SUV H23 H23 H 0 1 N N N 56.449 4.820 52.497 3.654 3.203 0.401 H23 SUV 55 # # 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 SUV C27 N5 DOUB Y N 1 SUV C27 C28 SING Y N 2 SUV N5 N4 SING Y N 3 SUV C28 N6 DOUB Y N 4 SUV N4 N6 SING Y N 5 SUV N4 C20 SING N N 6 SUV C21 C20 DOUB Y N 7 SUV C21 C22 SING Y N 8 SUV C20 C19 SING Y N 9 SUV C22 C23 DOUB Y N 10 SUV C12 N3 SING N N 11 SUV C12 C11 SING N N 12 SUV C19 C17 SING N N 13 SUV C19 C24 DOUB Y N 14 SUV C23 C24 SING Y N 15 SUV C23 C29 SING N N 16 SUV C30 C14 SING N N 17 SUV N3 C17 SING N N 18 SUV N3 C14 SING N N 19 SUV C17 O2 DOUB N N 20 SUV C11 N1 SING N N 21 SUV C7 C8 DOUB Y N 22 SUV C7 C6 SING Y N 23 SUV O1 C8 SING Y N 24 SUV O1 C1 SING Y N 25 SUV C14 C15 SING N N 26 SUV C8 C3 SING Y N 27 SUV C6 C5 DOUB Y N 28 SUV N1 C1 SING N N 29 SUV N1 C16 SING N N 30 SUV C1 N2 DOUB Y N 31 SUV C15 C16 SING N N 32 SUV C3 N2 SING Y N 33 SUV C3 C4 DOUB Y N 34 SUV C5 C4 SING Y N 35 SUV C5 CL1 SING N N 36 SUV C4 H1 SING N N 37 SUV C6 H2 SING N N 38 SUV C7 H3 SING N N 39 SUV C11 H4 SING N N 40 SUV C11 H5 SING N N 41 SUV C12 H6 SING N N 42 SUV C12 H7 SING N N 43 SUV C14 H8 SING N N 44 SUV C15 H9 SING N N 45 SUV C15 H10 SING N N 46 SUV C16 H11 SING N N 47 SUV C16 H12 SING N N 48 SUV C21 H13 SING N N 49 SUV C22 H14 SING N N 50 SUV C24 H15 SING N N 51 SUV C27 H16 SING N N 52 SUV C28 H17 SING N N 53 SUV C29 H18 SING N N 54 SUV C29 H19 SING N N 55 SUV C29 H20 SING N N 56 SUV C30 H21 SING N N 57 SUV C30 H22 SING N N 58 SUV C30 H23 SING N N 59 # # 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 SUV SMILES ACDLabs 12.01 "O=C(c2cc(ccc2n1nccn1)C)N5C(C)CCN(c3nc4cc(Cl)ccc4o3)CC5" SUV InChI InChI 1.03 "InChI=1S/C23H23ClN6O2/c1-15-3-5-20(30-25-8-9-26-30)18(13-15)22(31)29-12-11-28(10-7-16(29)2)23-27-19-14-17(24)4-6-21(19)32-23/h3-6,8-9,13-14,16H,7,10-12H2,1-2H3/t16-/m1/s1" SUV InChIKey InChI 1.03 JYTNQNCOQXFQPK-MRXNPFEDSA-N SUV SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CCN(CCN1C(=O)c2cc(C)ccc2n3nccn3)c4oc5ccc(Cl)cc5n4" SUV SMILES CACTVS 3.385 "C[CH]1CCN(CCN1C(=O)c2cc(C)ccc2n3nccn3)c4oc5ccc(Cl)cc5n4" SUV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)C(=O)N2CCN(CC[C@H]2C)c3nc4cc(ccc4o3)Cl)n5nccn5" SUV SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)C(=O)N2CCN(CCC2C)c3nc4cc(ccc4o3)Cl)n5nccn5" # # 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 SUV "SYSTEMATIC NAME" ACDLabs 12.01 "[(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl][5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone" SUV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(7R)-4-(5-chloranyl-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl]-[5-methyl-2-(1,2,3-triazol-2-yl)phenyl]methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SUV "Create component" 2014-10-27 RCSB SUV "Initial release" 2014-12-24 RCSB SUV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SUV _pdbx_chem_comp_synonyms.name suvorexant _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##