data_9BD # _chem_comp.id 9BD _chem_comp.name "2-(1H-imidazol-1-yl)-9-methoxy-8-(2-methoxyethoxy)benzo[c][2,7]naphthyridin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-07 _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 365.386 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9BD _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 3H9O _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 9BD C1 C1 C 0 1 N N N 31.633 -15.974 14.090 8.171 -0.839 -0.822 C1 9BD 1 9BD C2 C2 C 0 1 N N N 33.521 -15.211 15.298 6.484 0.345 0.402 C2 9BD 2 9BD C6 C6 C 0 1 Y N N 38.668 -14.340 12.897 0.989 1.440 0.125 C6 9BD 3 9BD C9 C9 C 0 1 Y N N 37.655 -16.849 13.683 1.939 -1.183 0.220 C9 9BD 4 9BD C12 C12 C 0 1 Y N N 41.715 -16.366 12.015 -2.321 -0.355 0.005 C12 9BD 5 9BD C15 C15 C 0 1 Y N N 41.205 -14.015 11.851 -1.737 1.995 -0.013 C15 9BD 6 9BD C18 C18 C 0 1 Y N N 45.060 -19.015 11.065 -6.584 -1.947 -0.165 C18 9BD 7 9BD O1 O1 O 0 1 N N N 32.380 -14.836 14.523 6.823 -0.364 -0.791 O1 9BD 8 9BD C3 C3 C 0 1 N N N 34.770 -14.750 14.557 5.026 0.804 0.326 C3 9BD 9 9BD O2 O2 O 0 1 N N N 35.613 -15.872 14.326 4.168 -0.339 0.308 O2 9BD 10 9BD C4 C4 C 0 1 Y N N 36.866 -15.693 13.810 2.831 -0.105 0.241 C4 9BD 11 9BD C5 C5 C 0 1 Y N N 37.393 -14.463 13.417 2.367 1.191 0.194 C5 9BD 12 9BD C7 C7 C 0 1 Y N N 39.479 -15.480 12.761 0.093 0.345 0.104 C7 9BD 13 9BD C8 C8 C 0 1 Y N N 38.940 -16.726 13.158 0.580 -0.961 0.153 C8 9BD 14 9BD O3 O3 O 0 1 N N N 37.106 -18.042 14.076 2.415 -2.456 0.267 O3 9BD 15 9BD C10 C10 C 0 1 N N N 37.397 -19.203 13.305 1.451 -3.510 0.242 C10 9BD 16 9BD C11 C11 C 0 1 Y N N 40.795 -15.312 12.215 -1.340 0.634 0.032 C11 9BD 17 9BD C13 C13 C 0 1 Y N N 42.972 -16.090 11.479 -3.649 0.031 -0.065 C13 9BD 18 9BD N1 N1 N 0 1 Y N N 43.352 -14.835 11.133 -3.998 1.312 -0.107 N1 9BD 19 9BD C14 C14 C 0 1 Y N N 42.488 -13.821 11.321 -3.111 2.292 -0.083 C14 9BD 20 9BD C16 C16 C 0 1 Y N N 40.303 -12.972 12.049 -0.747 2.994 0.007 C16 9BD 21 9BD N2 N2 N 0 1 Y N N 39.064 -13.111 12.552 0.523 2.700 0.073 N2 9BD 22 9BD N3 N3 N 0 1 N N N 42.946 -12.577 10.933 -3.533 3.609 -0.128 N3 9BD 23 9BD N4 N4 N 0 1 Y N N 43.935 -17.126 11.289 -4.645 -0.949 -0.093 N4 9BD 24 9BD C17 C17 C 0 1 Y N N 43.795 -18.503 11.297 -5.998 -0.735 -0.161 C17 9BD 25 9BD N5 N5 N 0 1 Y N N 45.984 -18.015 10.916 -5.621 -2.879 -0.102 N5 9BD 26 9BD C19 C19 C 0 1 Y N N 45.285 -16.903 11.056 -4.455 -2.295 -0.058 C19 9BD 27 9BD H1 H1 H 0 1 N N N 31.441 -15.898 13.010 8.855 0.006 -0.744 H1 9BD 28 9BD H1A H1A H 0 1 N N N 32.207 -16.889 14.297 8.336 -1.518 0.014 H1A 9BD 29 9BD H1B H1B H 0 1 N N N 30.676 -16.011 14.631 8.349 -1.366 -1.759 H1B 9BD 30 9BD H2 H2 H 0 1 N N N 33.475 -14.734 16.288 6.614 -0.310 1.264 H2 9BD 31 9BD H2A H2A H 0 1 N N N 33.543 -16.302 15.438 7.133 1.214 0.505 H2A 9BD 32 9BD H12 H12 H 0 1 N N N 41.446 -17.379 12.276 -2.052 -1.400 0.038 H12 9BD 33 9BD H18 H18 H 0 1 N N N 45.289 -20.069 11.009 -7.647 -2.137 -0.208 H18 9BD 34 9BD H3 H3 H 0 1 N N N 34.484 -14.299 13.595 4.793 1.420 1.194 H3 9BD 35 9BD H3A H3A H 0 1 N N N 35.305 -14.002 15.161 4.876 1.385 -0.584 H3A 9BD 36 9BD H5 H5 H 0 1 N N N 36.785 -13.577 13.522 3.065 2.016 0.211 H5 9BD 37 9BD H8 H8 H 0 1 N N N 39.546 -17.614 13.050 -0.105 -1.796 0.136 H8 9BD 38 9BD H10 H10 H 0 1 N N N 37.472 -18.929 12.242 1.963 -4.472 0.285 H10 9BD 39 9BD H10A H10A H 0 0 N N N 38.351 -19.636 13.640 0.786 -3.415 1.101 H10A 9BD 40 9BD H10B H10B H 0 0 N N N 36.593 -19.942 13.437 0.869 -3.449 -0.677 H10B 9BD 41 9BD H16 H16 H 0 1 N N N 40.623 -11.977 11.778 -1.046 4.031 -0.027 H16 9BD 42 9BD HN3 HN3 H 0 1 N N N 43.057 -11.996 11.739 -2.882 4.328 -0.112 HN3 9BD 43 9BD HN3A HN3A H 0 0 N N N 43.827 -12.676 10.470 -4.480 3.813 -0.177 HN3A 9BD 44 9BD H17 H17 H 0 1 N N N 42.885 -19.063 11.452 -6.497 0.221 -0.203 H17 9BD 45 9BD H19 H19 H 0 1 N N N 45.721 -15.917 10.995 -3.500 -2.796 -0.004 H19 9BD 46 # 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 9BD C1 O1 SING N N 1 9BD C2 O1 SING N N 2 9BD C2 C3 SING N N 3 9BD C6 C5 DOUB Y N 4 9BD C6 C7 SING Y N 5 9BD C6 N2 SING Y N 6 9BD C9 C4 DOUB Y N 7 9BD C9 C8 SING Y N 8 9BD C9 O3 SING N N 9 9BD C12 C11 DOUB Y N 10 9BD C12 C13 SING Y N 11 9BD C15 C11 SING Y N 12 9BD C15 C14 DOUB Y N 13 9BD C15 C16 SING Y N 14 9BD C18 C17 DOUB Y N 15 9BD C18 N5 SING Y N 16 9BD C3 O2 SING N N 17 9BD O2 C4 SING N N 18 9BD C4 C5 SING Y N 19 9BD C7 C8 DOUB Y N 20 9BD C7 C11 SING Y N 21 9BD O3 C10 SING N N 22 9BD C13 N1 DOUB Y N 23 9BD C13 N4 SING Y N 24 9BD N1 C14 SING Y N 25 9BD C14 N3 SING N N 26 9BD C16 N2 DOUB Y N 27 9BD N4 C17 SING Y N 28 9BD N4 C19 SING Y N 29 9BD N5 C19 DOUB Y N 30 9BD C1 H1 SING N N 31 9BD C1 H1A SING N N 32 9BD C1 H1B SING N N 33 9BD C2 H2 SING N N 34 9BD C2 H2A SING N N 35 9BD C12 H12 SING N N 36 9BD C18 H18 SING N N 37 9BD C3 H3 SING N N 38 9BD C3 H3A SING N N 39 9BD C5 H5 SING N N 40 9BD C8 H8 SING N N 41 9BD C10 H10 SING N N 42 9BD C10 H10A SING N N 43 9BD C10 H10B SING N N 44 9BD C16 H16 SING N N 45 9BD N3 HN3 SING N N 46 9BD N3 HN3A SING N N 47 9BD C17 H17 SING N N 48 9BD C19 H19 SING N N 49 # 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 9BD SMILES ACDLabs 10.04 "n1c(c3c(cc1n2ccnc2)c4cc(OC)c(OCCOC)cc4nc3)N" 9BD SMILES_CANONICAL CACTVS 3.341 "COCCOc1cc2ncc3c(N)nc(cc3c2cc1OC)n4ccnc4" 9BD SMILES CACTVS 3.341 "COCCOc1cc2ncc3c(N)nc(cc3c2cc1OC)n4ccnc4" 9BD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCCOc1cc2c(cc1OC)c3cc(nc(c3cn2)N)n4ccnc4" 9BD SMILES "OpenEye OEToolkits" 1.5.0 "COCCOc1cc2c(cc1OC)c3cc(nc(c3cn2)N)n4ccnc4" 9BD InChI InChI 1.03 "InChI=1S/C19H19N5O3/c1-25-5-6-27-17-9-15-13(7-16(17)26-2)12-8-18(24-4-3-21-11-24)23-19(20)14(12)10-22-15/h3-4,7-11H,5-6H2,1-2H3,(H2,20,23)" 9BD InChIKey InChI 1.03 QSSGYSRUMIOURP-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 9BD "SYSTEMATIC NAME" ACDLabs 10.04 "2-(1H-imidazol-1-yl)-9-methoxy-8-(2-methoxyethoxy)benzo[c][2,7]naphthyridin-4-amine" 9BD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-imidazol-1-yl-9-methoxy-8-(2-methoxyethoxy)pyrido[3,4-c]quinolin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9BD "Create component" 2009-05-07 RCSB 9BD "Modify aromatic_flag" 2011-06-04 RCSB 9BD "Modify descriptor" 2011-06-04 RCSB #