data_LQA # _chem_comp.id LQA _chem_comp.name "4-azanylidene-2-(3-methoxy-4-propan-2-yloxy-phenyl)-6,7-dihydro-[1,3]benzodioxolo[6,5-a]quinolizine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-10-17 _chem_comp.pdbx_modified_date 2017-01-20 _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 429.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LQA _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 5H13 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 LQA C1 C1 C 0 1 N N N 30.689 13.110 10.288 -0.312 -2.381 0.290 C1 LQA 1 LQA C2 C2 C 0 1 N N N 28.204 11.943 9.810 1.977 -0.785 0.177 C2 LQA 2 LQA C11 C3 C 0 1 Y N N 25.676 12.195 9.364 3.096 1.404 -0.216 C11 LQA 3 LQA C12 C4 C 0 1 N N N 29.224 9.877 8.987 3.342 -2.662 1.015 C12 LQA 4 LQA C13 C5 C 0 1 Y N N 24.468 11.595 9.014 4.241 2.168 -0.333 C13 LQA 5 LQA C14 C6 C 0 1 Y N N 24.370 10.245 8.786 5.493 1.566 -0.199 C14 LQA 6 LQA C17 C7 C 0 1 Y N N 29.813 17.392 13.054 -4.252 0.868 -0.038 C17 LQA 7 LQA C18 C8 C 0 1 Y N N 25.479 9.400 8.914 5.589 0.204 0.047 C18 LQA 8 LQA C19 C9 C 0 1 Y N N 30.353 15.089 12.599 -2.626 -0.622 -0.996 C19 LQA 9 LQA C20 C10 C 0 1 Y N N 30.514 16.227 13.402 -3.868 -0.016 -1.045 C20 LQA 10 LQA C24 C11 C 0 1 N N N 27.948 9.114 9.415 4.582 -2.043 0.412 C24 LQA 11 LQA C25 C12 C 0 1 N N N 22.445 11.161 8.326 5.774 3.781 -0.174 C25 LQA 12 LQA C26 C13 C 0 1 Y N N 28.936 16.284 11.022 -2.147 0.549 1.064 C26 LQA 13 LQA C27 C14 C 0 1 Y N N 29.030 17.425 11.862 -3.388 1.145 1.012 C27 LQA 14 LQA C29 C15 C 0 1 N N N 29.154 19.598 14.176 -5.753 2.451 0.906 C29 LQA 15 LQA C30 C16 C 0 1 N N N 32.283 15.216 14.903 -4.254 -1.197 -3.073 C30 LQA 16 LQA N3 N1 N 0 1 N N N 29.314 11.259 9.494 2.108 -2.123 0.465 N3 LQA 17 LQA C4 C17 C 0 1 N N N 30.530 11.791 9.633 1.039 -2.963 0.199 C4 LQA 18 LQA C5 C18 C 0 1 N N N 29.586 13.809 10.620 -0.429 -0.987 0.118 C5 LQA 19 LQA C6 C19 C 0 1 N N N 28.285 13.180 10.344 0.739 -0.216 -0.002 C6 LQA 20 LQA C7 C20 C 0 1 Y N N 26.819 11.378 9.516 3.197 0.034 0.036 C7 LQA 21 LQA C8 C21 C 0 1 Y N N 29.633 15.115 11.392 -1.760 -0.347 0.064 C8 LQA 22 LQA C9 C22 C 0 1 Y N N 26.712 9.996 9.232 4.449 -0.569 0.162 C9 LQA 23 LQA C10 C23 C 0 1 N N N 32.021 13.625 10.495 -1.461 -3.199 0.537 C10 LQA 24 LQA N15 N2 N 0 1 N N N 33.090 14.038 10.635 -2.372 -3.849 0.734 N15 LQA 25 LQA N16 N3 N 0 1 N N N 31.618 11.230 9.266 1.221 -4.223 -0.121 N16 LQA 26 LQA O21 O1 O 0 1 N N N 23.260 12.249 8.884 4.420 3.499 -0.572 O21 LQA 27 LQA O22 O2 O 0 1 N N N 23.077 9.853 8.496 6.453 2.524 -0.350 O22 LQA 28 LQA O23 O3 O 0 1 N N N 30.013 18.467 13.937 -5.472 1.462 -0.088 O23 LQA 29 LQA O28 O4 O 0 1 N N N 31.306 16.226 14.572 -4.714 -0.282 -2.076 O28 LQA 30 LQA C31 C24 C 0 1 N N N 28.067 19.218 15.211 -6.815 3.417 0.377 C31 LQA 31 LQA C32 C25 C 0 1 N N N 30.085 20.661 14.816 -6.271 1.767 2.173 C32 LQA 32 LQA H1 H1 H 0 1 N N N 25.737 13.262 9.516 2.125 1.865 -0.318 H1 LQA 33 LQA H2 H2 H 0 1 N N N 30.097 9.319 9.356 3.369 -3.739 0.844 H2 LQA 34 LQA H3 H3 H 0 1 N N N 29.250 9.913 7.888 3.345 -2.480 2.089 H3 LQA 35 LQA H4 H4 H 0 1 N N N 25.391 8.333 8.774 6.561 -0.255 0.149 H4 LQA 36 LQA H5 H5 H 0 1 N N N 30.798 14.159 12.919 -2.327 -1.307 -1.775 H5 LQA 37 LQA H6 H6 H 0 1 N N N 27.842 8.210 8.798 5.423 -2.216 1.084 H6 LQA 38 LQA H7 H7 H 0 1 N N N 28.035 8.827 10.473 4.790 -2.530 -0.541 H7 LQA 39 LQA H8 H8 H 0 1 N N N 22.296 11.345 7.252 6.211 4.546 -0.816 H8 LQA 40 LQA H9 H9 H 0 1 N N N 21.470 11.152 8.835 5.809 4.092 0.871 H9 LQA 41 LQA H10 H10 H 0 1 N N N 28.344 16.311 10.119 -1.478 0.763 1.884 H10 LQA 42 LQA H11 H11 H 0 1 N N N 28.502 18.329 11.595 -3.689 1.831 1.791 H11 LQA 43 LQA H12 H12 H 0 1 N N N 28.698 19.983 13.252 -4.842 3.003 1.137 H12 LQA 44 LQA H13 H13 H 0 1 N N N 32.752 15.461 15.867 -5.024 -1.321 -3.835 H13 LQA 45 LQA H14 H14 H 0 1 N N N 31.788 14.236 14.975 -3.346 -0.808 -3.533 H14 LQA 46 LQA H15 H15 H 0 1 N N N 33.054 15.180 14.119 -4.043 -2.162 -2.611 H15 LQA 47 LQA H16 H16 H 0 1 N N N 27.377 13.718 10.573 0.663 0.836 -0.232 H16 LQA 48 LQA H17 H17 H 0 1 N N N 32.419 11.786 9.486 0.458 -4.793 -0.303 H17 LQA 49 LQA H19 H19 H 0 1 N N N 27.413 20.084 15.391 -7.029 4.171 1.135 H19 LQA 50 LQA H20 H20 H 0 1 N N N 27.468 18.381 14.823 -6.446 3.904 -0.525 H20 LQA 51 LQA H21 H21 H 0 1 N N N 28.548 18.919 16.154 -7.726 2.865 0.146 H21 LQA 52 LQA H22 H22 H 0 1 N N N 29.507 21.571 15.035 -5.515 1.079 2.549 H22 LQA 53 LQA H23 H23 H 0 1 N N N 30.509 20.262 15.749 -6.485 2.521 2.930 H23 LQA 54 LQA H24 H24 H 0 1 N N N 30.899 20.903 14.117 -7.182 1.215 1.942 H24 LQA 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 LQA C25 O22 SING N N 1 LQA C25 O21 SING N N 2 LQA O22 C14 SING N N 3 LQA C14 C18 DOUB Y N 4 LQA C14 C13 SING Y N 5 LQA O21 C13 SING N N 6 LQA C18 C9 SING Y N 7 LQA C12 C24 SING N N 8 LQA C12 N3 SING N N 9 LQA C13 C11 DOUB Y N 10 LQA C9 C24 SING N N 11 LQA C9 C7 DOUB Y N 12 LQA N16 C4 DOUB N N 13 LQA C11 C7 SING Y N 14 LQA N3 C4 SING N N 15 LQA N3 C2 SING N N 16 LQA C7 C2 SING N N 17 LQA C4 C1 SING N N 18 LQA C2 C6 DOUB N N 19 LQA C1 C10 SING N N 20 LQA C1 C5 DOUB N N 21 LQA C6 C5 SING N N 22 LQA C10 N15 TRIP N N 23 LQA C5 C8 SING N N 24 LQA C26 C8 SING Y N 25 LQA C26 C27 DOUB Y N 26 LQA C8 C19 DOUB Y N 27 LQA C27 C17 SING Y N 28 LQA C19 C20 SING Y N 29 LQA C17 C20 DOUB Y N 30 LQA C17 O23 SING N N 31 LQA C20 O28 SING N N 32 LQA O23 C29 SING N N 33 LQA C29 C32 SING N N 34 LQA C29 C31 SING N N 35 LQA O28 C30 SING N N 36 LQA C11 H1 SING N N 37 LQA C12 H2 SING N N 38 LQA C12 H3 SING N N 39 LQA C18 H4 SING N N 40 LQA C19 H5 SING N N 41 LQA C24 H6 SING N N 42 LQA C24 H7 SING N N 43 LQA C25 H8 SING N N 44 LQA C25 H9 SING N N 45 LQA C26 H10 SING N N 46 LQA C27 H11 SING N N 47 LQA C29 H12 SING N N 48 LQA C30 H13 SING N N 49 LQA C30 H14 SING N N 50 LQA C30 H15 SING N N 51 LQA C6 H16 SING N N 52 LQA N16 H17 SING N N 53 LQA C31 H19 SING N N 54 LQA C31 H20 SING N N 55 LQA C31 H21 SING N N 56 LQA C32 H22 SING N N 57 LQA C32 H23 SING N N 58 LQA C32 H24 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 LQA InChI InChI 1.03 "InChI=1S/C25H23N3O4/c1-14(2)32-21-5-4-15(8-22(21)29-3)17-10-20-18-11-24-23(30-13-31-24)9-16(18)6-7-28(20)25(27)19(17)12-26/h4-5,8-11,14,27H,6-7,13H2,1-3H3/b27-25-" LQA InChIKey InChI 1.03 LVLOUZWLCDLTGX-RFBIWTDZSA-N LQA SMILES_CANONICAL CACTVS 3.385 "COc1cc(ccc1OC(C)C)C2=C(C#N)C(=N)N3CCc4cc5OCOc5cc4C3=C2" LQA SMILES CACTVS 3.385 "COc1cc(ccc1OC(C)C)C2=C(C#N)C(=N)N3CCc4cc5OCOc5cc4C3=C2" LQA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C\1/C(=C(C=C2N1CCc3c2cc4c(c3)OCO4)c5ccc(c(c5)OC)OC(C)C)C#N" LQA SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)Oc1ccc(cc1OC)C2=C(C(=N)N3CCc4cc5c(cc4C3=C2)OCO5)C#N" # 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 LQA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-azanylidene-2-(3-methoxy-4-propan-2-yloxy-phenyl)-6,7-dihydro-[1,3]benzodioxolo[6,5-a]quinolizine-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LQA "Create component" 2016-10-17 PDBJ LQA "Initial release" 2017-01-25 RCSB #