data_OBQ # _chem_comp.id OBQ _chem_comp.name "(3~{S})-7-azanyl-6-methoxy-3-[(5~{R})-4-methoxy-6-methyl-7,8-dihydro-5~{H}-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3~{H}-2-benzofuran-1-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-02-26 _chem_comp.pdbx_modified_date 2020-07-17 _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 398.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OBQ _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 6Y6D _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 OBQ C4 C1 C 0 1 Y N N 17.003 66.484 39.670 2.023 -0.407 -0.764 C4 OBQ 1 OBQ C14 C2 C 0 1 N N N 18.628 66.943 44.850 -2.862 -1.660 -0.833 C14 OBQ 2 OBQ C5 C3 C 0 1 Y N N 16.386 66.760 40.906 1.440 -1.018 0.341 C5 OBQ 3 OBQ C6 C4 C 0 1 N N R 17.108 67.520 42.003 0.345 -2.026 0.105 C6 OBQ 4 OBQ C11 C5 C 0 1 N N N 18.523 67.644 38.247 2.346 -1.719 -2.721 C11 OBQ 5 OBQ C7 C6 C 0 1 N N N 15.089 67.343 43.488 0.489 -2.588 2.445 C7 OBQ 6 OBQ C8 C7 C 0 1 N N N 14.333 66.541 42.422 1.265 -1.330 2.836 C8 OBQ 7 OBQ C9 C8 C 0 1 Y N N 15.076 66.301 41.131 1.873 -0.698 1.610 C9 OBQ 8 OBQ C10 C9 C 0 1 Y N N 14.386 65.595 40.137 2.889 0.230 1.782 C10 OBQ 9 OBQ C12 C10 C 0 1 N N N 16.491 69.411 43.615 -1.241 -1.079 1.667 C12 OBQ 10 OBQ C13 C11 C 0 1 N N S 18.136 66.537 42.657 -0.594 -1.508 -0.985 C13 OBQ 11 OBQ N1 N1 N 0 1 N N N 16.088 68.212 42.844 -0.419 -2.251 1.337 N1 OBQ 12 OBQ C3 C12 C 0 1 Y N N 16.290 65.774 38.687 3.040 0.523 -0.595 C3 OBQ 13 OBQ C1 C13 C 0 1 N N N 15.609 64.516 36.990 4.360 2.319 -0.736 C1 OBQ 14 OBQ C15 C14 C 0 1 Y N N 17.978 65.657 44.800 -2.509 -0.267 -0.526 C15 OBQ 15 OBQ C16 C15 C 0 1 Y N N 17.705 64.751 45.824 -3.280 0.855 -0.191 C16 OBQ 16 OBQ C17 C16 C 0 1 Y N N 17.054 63.554 45.484 -2.649 2.075 0.051 C17 OBQ 17 OBQ C18 C17 C 0 1 Y N N 16.688 63.281 44.159 -1.273 2.176 -0.040 C18 OBQ 18 OBQ C19 C18 C 0 1 Y N N 16.973 64.213 43.150 -0.510 1.065 -0.372 C19 OBQ 19 OBQ C2 C19 C 0 1 Y N N 15.010 65.343 38.926 3.475 0.842 0.686 C2 OBQ 20 OBQ C20 C20 C 0 1 Y N N 17.618 65.392 43.493 -1.116 -0.143 -0.612 C20 OBQ 21 OBQ C21 C21 C 0 1 N N N 16.751 61.281 46.264 -2.679 4.386 0.612 C21 OBQ 22 OBQ N6 N2 N 0 1 N N N 18.080 65.039 47.139 -4.664 0.752 -0.101 N6 OBQ 23 OBQ O1 O1 O 0 1 N N N 16.669 65.396 37.421 3.763 1.253 -1.497 O1 OBQ 24 OBQ O2 O2 O 0 1 N N N 14.472 64.668 37.861 4.471 1.770 0.591 O2 OBQ 25 OBQ O3 O3 O 0 1 N N N 18.290 66.938 39.460 1.599 -0.725 -2.016 O3 OBQ 26 OBQ O4 O4 O 0 1 N N N 19.019 67.232 43.576 -1.755 -2.376 -1.092 O4 OBQ 27 OBQ O5 O5 O 0 1 N N N 19.090 67.533 45.837 -3.994 -2.103 -0.845 O5 OBQ 28 OBQ O7 O6 O 0 1 N N N 16.798 62.679 46.522 -3.389 3.169 0.377 O7 OBQ 29 OBQ H6 H1 H 0 1 N N N 17.703 68.302 41.508 0.787 -2.969 -0.218 H6 OBQ 30 OBQ H113 H2 H 0 0 N N N 19.578 67.951 38.198 3.395 -1.425 -2.761 H113 OBQ 31 OBQ H111 H3 H 0 0 N N N 18.291 66.991 37.393 2.256 -2.675 -2.204 H111 OBQ 32 OBQ H112 H4 H 0 0 N N N 17.880 68.536 38.213 1.957 -1.816 -3.734 H112 OBQ 33 OBQ H71 H5 H 0 1 N N N 14.376 67.962 44.053 1.185 -3.363 2.125 H71 OBQ 34 OBQ H72 H6 H 0 1 N N N 15.597 66.650 44.175 -0.088 -2.943 3.299 H72 OBQ 35 OBQ H81 H7 H 0 1 N N N 13.408 67.086 42.183 0.589 -0.621 3.312 H81 OBQ 36 OBQ H82 H8 H 0 1 N N N 14.080 65.561 42.853 2.058 -1.597 3.534 H82 OBQ 37 OBQ H10 H9 H 0 1 N N N 13.378 65.251 40.313 3.227 0.476 2.777 H10 OBQ 38 OBQ H123 H10 H 0 0 N N N 15.626 69.795 44.176 -2.168 -1.112 1.095 H123 OBQ 39 OBQ H122 H11 H 0 0 N N N 17.294 69.142 44.318 -1.471 -1.085 2.732 H122 OBQ 40 OBQ H121 H12 H 0 0 N N N 16.853 70.187 42.924 -0.693 -0.169 1.419 H121 OBQ 41 OBQ H13 H13 H 0 1 N N N 18.742 66.112 41.843 -0.068 -1.459 -1.939 H13 OBQ 42 OBQ H12 H15 H 0 1 N N N 15.318 64.770 35.960 5.345 2.566 -1.132 H12 OBQ 43 OBQ H11 H16 H 0 1 N N N 15.961 63.474 37.025 3.715 3.197 -0.735 H11 OBQ 44 OBQ H18 H17 H 0 1 N N N 16.188 62.355 43.915 -0.789 3.123 0.148 H18 OBQ 45 OBQ H19 H18 H 0 1 N N N 16.695 64.016 42.125 0.564 1.151 -0.441 H19 OBQ 46 OBQ H211 H19 H 0 0 N N N 16.537 60.742 47.199 -3.387 5.177 0.862 H211 OBQ 47 OBQ H212 H20 H 0 0 N N N 15.959 61.070 45.530 -1.983 4.247 1.439 H212 OBQ 48 OBQ H213 H21 H 0 0 N N N 17.720 60.950 45.863 -2.127 4.664 -0.285 H213 OBQ 49 OBQ H611 H22 H 0 0 N N N 17.808 64.285 47.737 -5.099 -0.098 -0.270 H611 OBQ 50 OBQ H612 H23 H 0 0 N N N 19.072 65.159 47.184 -5.194 1.531 0.132 H612 OBQ 51 # # 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 OBQ C1 O1 SING N N 1 OBQ C1 O2 SING N N 2 OBQ O1 C3 SING N N 3 OBQ O2 C2 SING N N 4 OBQ C11 O3 SING N N 5 OBQ C3 C2 DOUB Y N 6 OBQ C3 C4 SING Y N 7 OBQ C2 C10 SING Y N 8 OBQ O3 C4 SING N N 9 OBQ C4 C5 DOUB Y N 10 OBQ C10 C9 DOUB Y N 11 OBQ C5 C9 SING Y N 12 OBQ C5 C6 SING N N 13 OBQ C9 C8 SING N N 14 OBQ C6 C13 SING N N 15 OBQ C6 N1 SING N N 16 OBQ C8 C7 SING N N 17 OBQ C13 C20 SING N N 18 OBQ C13 O4 SING N N 19 OBQ N1 C7 SING N N 20 OBQ N1 C12 SING N N 21 OBQ C19 C20 DOUB Y N 22 OBQ C19 C18 SING Y N 23 OBQ C20 C15 SING Y N 24 OBQ O4 C14 SING N N 25 OBQ C18 C17 DOUB Y N 26 OBQ C15 C14 SING N N 27 OBQ C15 C16 DOUB Y N 28 OBQ C14 O5 DOUB N N 29 OBQ C17 C16 SING Y N 30 OBQ C17 O7 SING N N 31 OBQ C16 N6 SING N N 32 OBQ C21 O7 SING N N 33 OBQ C6 H6 SING N N 34 OBQ C11 H113 SING N N 35 OBQ C11 H111 SING N N 36 OBQ C11 H112 SING N N 37 OBQ C7 H71 SING N N 38 OBQ C7 H72 SING N N 39 OBQ C8 H81 SING N N 40 OBQ C8 H82 SING N N 41 OBQ C10 H10 SING N N 42 OBQ C12 H123 SING N N 43 OBQ C12 H122 SING N N 44 OBQ C12 H121 SING N N 45 OBQ C13 H13 SING N N 46 OBQ C1 H12 SING N N 47 OBQ C1 H11 SING N N 48 OBQ C18 H18 SING N N 49 OBQ C19 H19 SING N N 50 OBQ C21 H211 SING N N 51 OBQ C21 H212 SING N N 52 OBQ C21 H213 SING N N 53 OBQ N6 H611 SING N N 54 OBQ N6 H612 SING N N 55 # # 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 OBQ InChI InChI 1.03 "InChI=1S/C21H22N2O6/c1-23-7-6-10-8-13-19(28-9-27-13)20(26-3)14(10)17(23)18-11-4-5-12(25-2)16(22)15(11)21(24)29-18/h4-5,8,17-18H,6-7,9,22H2,1-3H3/t17-,18+/m1/s1" OBQ InChIKey InChI 1.03 WPUKOXIOPURGHT-MSOLQXFVSA-N OBQ SMILES_CANONICAL CACTVS 3.385 "COc1ccc2[C@H](OC(=O)c2c1N)[C@@H]3N(C)CCc4cc5OCOc5c(OC)c34" OBQ SMILES CACTVS 3.385 "COc1ccc2[CH](OC(=O)c2c1N)[CH]3N(C)CCc4cc5OCOc5c(OC)c34" OBQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCc2cc3c(c(c2[C@@H]1[C@@H]4c5ccc(c(c5C(=O)O4)N)OC)OC)OCO3" OBQ SMILES "OpenEye OEToolkits" 2.0.7 "CN1CCc2cc3c(c(c2C1C4c5ccc(c(c5C(=O)O4)N)OC)OC)OCO3" # _pdbx_chem_comp_identifier.comp_id OBQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(3~{S})-7-azanyl-6-methoxy-3-[(5~{R})-4-methoxy-6-methyl-7,8-dihydro-5~{H}-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3~{H}-2-benzofuran-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OBQ "Create component" 2020-02-26 PDBE OBQ "Initial release" 2020-07-22 RCSB ##