data_5XL # _chem_comp.id 5XL _chem_comp.name "6-chloranyl-3-[(dimethylamino)methyl]-4~{H}-pyrrolo[1,2-a]quinazolin-5-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 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 2015-12-22 _chem_comp.pdbx_modified_date 2016-05-27 _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 275.733 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XL _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 5FH7 _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 5XL C4 C1 C 0 1 Y N N 12.720 7.478 29.793 2.377 2.234 0.265 C4 5XL 1 5XL C5 C2 C 0 1 Y N N 12.773 6.680 28.510 1.092 2.581 0.056 C5 5XL 2 5XL C6 C3 C 0 1 Y N N 11.447 4.630 27.810 -1.050 1.264 -0.047 C6 5XL 3 5XL C11 C4 C 0 1 Y N N 10.579 3.606 28.260 -1.590 -0.027 0.052 C11 5XL 4 5XL C7 C5 C 0 1 Y N N 11.901 4.690 26.492 -1.887 2.341 -0.294 C7 5XL 5 5XL C8 C6 C 0 1 Y N N 11.484 3.753 25.582 -3.246 2.137 -0.441 C8 5XL 6 5XL C9 C7 C 0 1 Y N N 10.615 2.757 25.961 -3.782 0.863 -0.345 C9 5XL 7 5XL C10 C8 C 0 1 Y N N 10.149 2.708 27.266 -2.963 -0.222 -0.099 C10 5XL 8 5XL C12 C9 C 0 1 N N N 10.208 3.560 29.704 -0.683 -1.159 0.314 C12 5XL 9 5XL C13 C10 C 0 1 Y N N 11.441 5.532 30.066 1.141 0.376 0.348 C13 5XL 10 5XL N1 N1 N 0 1 Y N N 11.848 5.564 28.755 0.324 1.446 0.105 N1 5XL 11 5XL N2 N2 N 0 1 N N N 10.651 4.590 30.526 0.636 -0.916 0.451 N2 5XL 12 5XL C3 C11 C 0 1 Y N N 11.978 6.626 30.777 2.416 0.839 0.451 C3 5XL 13 5XL CL CL1 CL 0 0 N N N 8.931 1.514 27.576 -3.638 -1.816 0.021 CL 5XL 14 5XL O O1 O 0 1 N N N 9.626 2.572 30.209 -1.117 -2.292 0.406 O 5XL 15 5XL C2 C12 C 0 1 N N N 11.806 6.807 32.105 3.647 0.009 0.710 C2 5XL 16 5XL N N3 N 0 1 N N N 12.148 7.792 32.930 4.077 -0.632 -0.540 N 5XL 17 5XL C1 C13 C 0 1 N N N 12.779 9.068 32.499 5.399 -1.255 -0.385 C1 5XL 18 5XL C C14 C 0 1 N N N 11.878 7.737 34.347 3.084 -1.614 -0.996 C 5XL 19 5XL H1 H1 H 0 1 N N N 13.133 8.461 29.965 3.224 2.903 0.283 H1 5XL 20 5XL H2 H2 H 0 1 N N N 13.354 6.882 27.622 0.729 3.583 -0.120 H2 5XL 21 5XL H3 H3 H 0 1 N N N 12.580 5.473 26.189 -1.479 3.338 -0.370 H3 5XL 22 5XL H4 H4 H 0 1 N N N 11.840 3.797 24.563 -3.895 2.978 -0.633 H4 5XL 23 5XL H5 H5 H 0 1 N N N 10.296 2.015 25.244 -4.845 0.718 -0.463 H5 5XL 24 5XL H6 H6 H 0 1 N N N 10.363 4.614 31.483 1.242 -1.653 0.624 H6 5XL 25 5XL H7 H7 H 0 1 N N N 10.716 6.733 32.234 4.446 0.650 1.082 H7 5XL 26 5XL H8 H8 H 0 1 N N N 12.289 5.923 32.548 3.420 -0.756 1.452 H8 5XL 27 5XL H10 H10 H 0 1 N N N 12.957 9.705 33.378 5.355 -2.011 0.399 H10 5XL 28 5XL H11 H11 H 0 1 N N N 13.737 8.854 32.002 5.693 -1.722 -1.324 H11 5XL 29 5XL H12 H12 H 0 1 N N N 12.110 9.589 31.798 6.129 -0.493 -0.114 H12 5XL 30 5XL H13 H13 H 0 1 N N N 12.247 8.656 34.827 2.131 -1.113 -1.170 H13 5XL 31 5XL H14 H14 H 0 1 N N N 10.794 7.648 34.510 3.427 -2.074 -1.923 H14 5XL 32 5XL H15 H15 H 0 1 N N N 12.388 6.865 34.784 2.956 -2.383 -0.235 H15 5XL 33 # 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 5XL C8 C9 DOUB Y N 1 5XL C8 C7 SING Y N 2 5XL C9 C10 SING Y N 3 5XL C7 C6 DOUB Y N 4 5XL C10 CL SING N N 5 5XL C10 C11 DOUB Y N 6 5XL C6 C11 SING Y N 7 5XL C6 N1 SING N N 8 5XL C11 C12 SING N N 9 5XL C5 N1 SING Y N 10 5XL C5 C4 DOUB Y N 11 5XL N1 C13 SING Y N 12 5XL C12 O DOUB N N 13 5XL C12 N2 SING N N 14 5XL C4 C3 SING Y N 15 5XL C13 N2 SING N N 16 5XL C13 C3 DOUB Y N 17 5XL C3 C2 SING N N 18 5XL C2 N SING N N 19 5XL C1 N SING N N 20 5XL N C SING N N 21 5XL C4 H1 SING N N 22 5XL C5 H2 SING N N 23 5XL C7 H3 SING N N 24 5XL C8 H4 SING N N 25 5XL C9 H5 SING N N 26 5XL N2 H6 SING N N 27 5XL C2 H7 SING N N 28 5XL C2 H8 SING N N 29 5XL C1 H10 SING N N 30 5XL C1 H11 SING N N 31 5XL C1 H12 SING N N 32 5XL C H13 SING N N 33 5XL C H14 SING N N 34 5XL C H15 SING N N 35 # 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 5XL InChI InChI 1.03 "InChI=1S/C14H14ClN3O/c1-17(2)8-9-6-7-18-11-5-3-4-10(15)12(11)14(19)16-13(9)18/h3-7H,8H2,1-2H3,(H,16,19)" 5XL InChIKey InChI 1.03 FSTYDISPXAAJMK-UHFFFAOYSA-N 5XL SMILES_CANONICAL CACTVS 3.385 "CN(C)Cc1ccn2c1NC(=O)c3c(Cl)cccc23" 5XL SMILES CACTVS 3.385 "CN(C)Cc1ccn2c1NC(=O)c3c(Cl)cccc23" 5XL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C)Cc1ccn-2c1NC(=O)c3c2cccc3Cl" 5XL SMILES "OpenEye OEToolkits" 2.0.4 "CN(C)Cc1ccn-2c1NC(=O)c3c2cccc3Cl" # 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 5XL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-chloranyl-3-[(dimethylamino)methyl]-4~{H}-pyrrolo[1,2-a]quinazolin-5-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 5XL "Create component" 2015-12-22 EBI 5XL "Initial release" 2016-06-01 RCSB #