data_XM5 # _chem_comp.id XM5 _chem_comp.name "6-methoxy-9-methyl[1,3]dioxolo[4,5-h]quinolin-8(9H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H11 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-06 _chem_comp.pdbx_modified_date 2011-06-04 _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 233.220 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XM5 _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 3G5M _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 XM5 O15 O15 O 0 1 N N N 22.486 -20.880 -15.919 -2.095 -2.803 -0.002 O15 XM5 1 XM5 C9 C9 C 0 1 N N N 23.134 -19.812 -15.808 -1.630 -1.675 0.003 C9 XM5 2 XM5 N10 N10 N 0 1 N N N 22.524 -18.715 -15.123 -0.295 -1.518 0.027 N10 XM5 3 XM5 C14 C14 C 0 1 N N N 21.181 -18.912 -14.552 0.569 -2.701 0.047 C14 XM5 4 XM5 C3 C3 C 0 1 Y N N 23.252 -17.522 -14.970 0.276 -0.260 0.034 C3 XM5 5 XM5 C4 C4 C 0 1 Y N N 22.747 -16.325 -14.282 1.659 -0.101 0.059 C4 XM5 6 XM5 C5 C5 C 0 1 Y N N 23.588 -15.151 -14.198 2.205 1.176 0.065 C5 XM5 7 XM5 O13 O13 O 0 1 N N N 22.894 -14.209 -13.520 3.566 1.067 0.091 O13 XM5 8 XM5 C12 C12 C 0 1 N N N 21.718 -14.814 -12.957 3.853 -0.284 -0.313 C12 XM5 9 XM5 O11 O11 O 0 1 N N N 21.584 -16.082 -13.614 2.675 -1.014 0.080 O11 XM5 10 XM5 C6 C6 C 0 1 Y N N 24.859 -15.073 -14.753 1.376 2.295 0.047 C6 XM5 11 XM5 C1 C1 C 0 1 Y N N 25.344 -16.197 -15.418 0.019 2.155 0.022 C1 XM5 12 XM5 C2 C2 C 0 1 Y N N 24.611 -17.389 -15.544 -0.550 0.878 0.015 C2 XM5 13 XM5 C7 C7 C 0 1 N N N 25.175 -18.570 -16.255 -2.007 0.696 -0.012 C7 XM5 14 XM5 C8 C8 C 0 1 N N N 24.412 -19.739 -16.358 -2.503 -0.577 -0.023 C8 XM5 15 XM5 O16 O16 O 0 1 N N N 26.426 -18.556 -16.805 -2.838 1.764 -0.032 O16 XM5 16 XM5 C17 C17 C 0 1 N N N 27.164 -19.792 -16.790 -4.241 1.493 -0.057 C17 XM5 17 XM5 H14 H14 H 0 1 N N N 21.252 -18.961 -13.455 -0.047 -3.601 0.038 H14 XM5 18 XM5 H14A H14A H 0 0 N N N 20.533 -18.071 -14.840 1.215 -2.694 -0.831 H14A XM5 19 XM5 H14B H14B H 0 0 N N N 20.755 -19.851 -14.934 1.181 -2.689 0.948 H14B XM5 20 XM5 H12 H12 H 0 1 N N N 21.830 -14.947 -11.871 3.996 -0.339 -1.392 H12 XM5 21 XM5 H12A H12A H 0 0 N N N 20.828 -14.185 -13.105 4.732 -0.662 0.209 H12A XM5 22 XM5 H6 H6 H 0 1 N N N 25.450 -14.173 -14.672 1.812 3.283 0.052 H6 XM5 23 XM5 H1 H1 H 0 1 N N N 26.330 -16.150 -15.857 -0.615 3.030 0.008 H1 XM5 24 XM5 H8 H8 H 0 1 N N N 24.820 -20.597 -16.871 -3.570 -0.739 -0.047 H8 XM5 25 XM5 H17 H17 H 0 1 N N N 27.352 -20.120 -17.823 -4.484 0.916 -0.950 H17 XM5 26 XM5 H17A H17A H 0 0 N N N 28.123 -19.640 -16.273 -4.517 0.923 0.830 H17A XM5 27 XM5 H17B H17B H 0 0 N N N 26.580 -20.561 -16.262 -4.792 2.433 -0.071 H17B XM5 28 # 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 XM5 O15 C9 DOUB N N 1 XM5 C8 C9 SING N N 2 XM5 C9 N10 SING N N 3 XM5 N10 C3 SING N N 4 XM5 N10 C14 SING N N 5 XM5 C14 H14 SING N N 6 XM5 C14 H14A SING N N 7 XM5 C14 H14B SING N N 8 XM5 C2 C3 DOUB Y N 9 XM5 C3 C4 SING Y N 10 XM5 C4 C5 DOUB Y N 11 XM5 C4 O11 SING N N 12 XM5 C6 C5 SING Y N 13 XM5 C5 O13 SING N N 14 XM5 O13 C12 SING N N 15 XM5 O11 C12 SING N N 16 XM5 C12 H12 SING N N 17 XM5 C12 H12A SING N N 18 XM5 C1 C6 DOUB Y N 19 XM5 C6 H6 SING N N 20 XM5 C2 C1 SING Y N 21 XM5 C1 H1 SING N N 22 XM5 C7 C2 SING N N 23 XM5 O16 C7 SING N N 24 XM5 C8 C7 DOUB N N 25 XM5 C8 H8 SING N N 26 XM5 O16 C17 SING N N 27 XM5 C17 H17 SING N N 28 XM5 C17 H17A SING N N 29 XM5 C17 H17B SING N N 30 # 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 XM5 SMILES ACDLabs 10.04 "O=C1C=C(OC)c3c(N1C)c2OCOc2cc3" XM5 SMILES_CANONICAL CACTVS 3.341 "COC1=CC(=O)N(C)c2c3OCOc3ccc12" XM5 SMILES CACTVS 3.341 "COC1=CC(=O)N(C)c2c3OCOc3ccc12" XM5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1c2c(ccc3c2OCO3)C(=CC1=O)OC" XM5 SMILES "OpenEye OEToolkits" 1.5.0 "CN1c2c(ccc3c2OCO3)C(=CC1=O)OC" XM5 InChI InChI 1.03 "InChI=1S/C12H11NO4/c1-13-10(14)5-9(15-2)7-3-4-8-12(11(7)13)17-6-16-8/h3-5H,6H2,1-2H3" XM5 InChIKey InChI 1.03 DPXXJCMMMXZVSW-UHFFFAOYSA-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 XM5 "SYSTEMATIC NAME" ACDLabs 10.04 "6-methoxy-9-methyl[1,3]dioxolo[4,5-h]quinolin-8(9H)-one" XM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8-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 XM5 "Create component" 2009-02-06 RCSB XM5 "Modify aromatic_flag" 2011-06-04 RCSB XM5 "Modify descriptor" 2011-06-04 RCSB #