data_B2D # _chem_comp.id B2D _chem_comp.name "7-methoxy-N-[(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl]-1,5-naphthyridin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H17 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-09 _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 383.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B2D _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 3I5N _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 B2D N1 N1 N 0 1 Y N N 19.742 13.703 56.930 -2.170 -1.717 0.118 N1 B2D 1 B2D N3 N3 N 0 1 Y N N 20.795 15.625 56.724 -2.193 -3.662 1.071 N3 B2D 2 B2D C4 C4 C 0 1 Y N N 19.809 15.019 57.388 -2.873 -2.532 0.974 C4 B2D 3 B2D C5 C5 C 0 1 Y N N 17.095 12.285 58.801 -4.267 1.349 0.002 C5 B2D 4 B2D C6 C6 C 0 1 Y N N 15.995 12.699 59.560 -3.540 2.161 -0.867 C6 B2D 5 B2D C7 C7 C 0 1 Y N N 15.078 11.769 60.043 -4.006 3.421 -1.181 C7 B2D 6 B2D C8 C8 C 0 1 Y N N 15.259 10.413 59.771 -5.191 3.880 -0.635 C8 B2D 7 B2D C10 C10 C 0 1 Y N N 17.269 10.925 58.531 -5.460 1.816 0.550 C10 B2D 8 B2D C13 C13 C 0 1 Y N N 22.031 10.783 56.812 2.165 -0.771 -1.084 C13 B2D 9 B2D C15 C15 C 0 1 Y N N 24.269 10.903 57.707 3.422 -0.357 -3.086 C15 B2D 10 B2D C17 C17 C 0 1 Y N N 21.810 9.688 57.645 3.198 -0.122 -0.365 C17 B2D 11 B2D C20 C20 C 0 1 Y N N 20.362 8.041 58.414 4.086 0.614 1.632 C20 B2D 12 B2D C21 C21 C 0 1 N N N 21.944 5.968 61.010 5.988 1.830 3.130 C21 B2D 13 B2D O1 O1 O 0 1 N N N 20.974 6.445 60.050 6.184 1.752 1.717 O1 B2D 14 B2D C19 C19 C 0 1 Y N N 21.327 7.526 59.280 5.214 1.137 0.992 C19 B2D 15 B2D C18 C18 C 0 1 Y N N 22.587 8.133 59.318 5.338 1.028 -0.368 C18 B2D 16 B2D N7 N7 N 0 1 Y N N 20.613 9.080 57.635 3.133 0.015 0.960 N7 B2D 17 B2D C16 C16 C 0 1 Y N N 22.832 9.229 58.485 4.310 0.383 -1.081 C16 B2D 18 B2D N6 N6 N 0 1 Y N N 24.028 9.852 58.490 4.374 0.244 -2.409 N6 B2D 19 B2D C14 C14 C 0 1 Y N N 23.287 11.394 56.842 2.299 -0.878 -2.459 C14 B2D 20 B2D N5 N5 N 0 1 N N N 21.034 11.195 56.011 1.056 -1.289 -0.432 N5 B2D 21 B2D C12 C12 C 0 1 N N N 21.103 12.397 55.161 0.001 -1.956 -1.198 C12 B2D 22 B2D C11 C11 C 0 1 Y N N 20.762 13.649 55.976 -1.082 -2.423 -0.259 C11 B2D 23 B2D N2 N2 N 0 1 Y N N 18.914 12.889 57.367 -2.650 -0.442 -0.187 N2 B2D 24 B2D N4 N4 N 0 1 Y N N 21.337 14.853 55.921 -1.137 -3.588 0.338 N4 B2D 25 B2D C3 C3 C 0 1 Y N N 18.925 15.447 58.370 -4.074 -2.066 1.541 C3 B2D 26 B2D C2 C2 C 0 1 Y N N 18.007 14.521 58.847 -4.514 -0.818 1.229 C2 B2D 27 B2D C1 C1 C 0 1 Y N N 18.014 13.224 58.322 -3.775 -0.009 0.339 C1 B2D 28 B2D C9 C9 C 0 1 Y N N 16.354 9.992 59.015 -5.916 3.079 0.229 C9 B2D 29 B2D H6 H6 H 0 1 N N N 15.856 13.749 59.773 -2.615 1.804 -1.294 H6 B2D 30 B2D H7 H7 H 0 1 N N N 14.230 12.096 60.626 -3.443 4.051 -1.855 H7 B2D 31 B2D H8 H8 H 0 1 N N N 14.551 9.688 60.146 -5.551 4.868 -0.883 H8 B2D 32 B2D H10 H10 H 0 1 N N N 18.115 10.596 57.946 -6.027 1.192 1.224 H10 B2D 33 B2D H15 H15 H 0 1 N N N 25.236 11.382 57.741 3.516 -0.447 -4.158 H15 B2D 34 B2D H20 H20 H 0 1 N N N 19.386 7.580 58.379 3.998 0.705 2.705 H20 B2D 35 B2D H21 H21 H 0 1 N N N 21.530 5.105 61.552 5.071 2.381 3.340 H21 B2D 36 B2D H21A H21A H 0 0 N N N 22.862 5.665 60.484 5.908 0.823 3.541 H21A B2D 37 B2D H21B H21B H 0 0 N N N 22.179 6.771 61.724 6.833 2.343 3.587 H21B B2D 38 B2D H18 H18 H 0 1 N N N 23.356 7.762 59.979 6.202 1.426 -0.880 H18 B2D 39 B2D H14 H14 H 0 1 N N N 23.497 12.238 56.202 1.531 -1.366 -3.042 H14 B2D 40 B2D HN5 HN5 H 0 1 N N N 20.887 10.438 55.374 0.980 -1.209 0.532 HN5 B2D 41 B2D H12 H12 H 0 1 N N N 22.122 12.496 54.757 -0.422 -1.256 -1.919 H12 B2D 42 B2D H12A H12A H 0 0 N N N 20.383 12.297 54.335 0.420 -2.813 -1.724 H12A B2D 43 B2D H3 H3 H 0 1 N N N 18.951 16.459 58.747 -4.640 -2.692 2.215 H3 B2D 44 B2D H2 H2 H 0 1 N N N 17.297 14.798 59.613 -5.434 -0.447 1.656 H2 B2D 45 B2D H9 H9 H 0 1 N N N 16.492 8.942 58.805 -6.840 3.442 0.653 H9 B2D 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 B2D N1 C4 SING Y N 1 B2D N1 C11 SING Y N 2 B2D N1 N2 SING Y N 3 B2D N3 C4 DOUB Y N 4 B2D N3 N4 SING Y N 5 B2D C4 C3 SING Y N 6 B2D C5 C6 DOUB Y N 7 B2D C5 C10 SING Y N 8 B2D C5 C1 SING Y N 9 B2D C6 C7 SING Y N 10 B2D C7 C8 DOUB Y N 11 B2D C8 C9 SING Y N 12 B2D C10 C9 DOUB Y N 13 B2D C13 C17 DOUB Y N 14 B2D C13 C14 SING Y N 15 B2D C13 N5 SING N N 16 B2D C15 N6 SING Y N 17 B2D C15 C14 DOUB Y N 18 B2D C17 N7 SING Y N 19 B2D C17 C16 SING Y N 20 B2D C20 C19 SING Y N 21 B2D C20 N7 DOUB Y N 22 B2D C21 O1 SING N N 23 B2D O1 C19 SING N N 24 B2D C19 C18 DOUB Y N 25 B2D C18 C16 SING Y N 26 B2D C16 N6 DOUB Y N 27 B2D N5 C12 SING N N 28 B2D C12 C11 SING N N 29 B2D C11 N4 DOUB Y N 30 B2D N2 C1 DOUB Y N 31 B2D C3 C2 DOUB Y N 32 B2D C2 C1 SING Y N 33 B2D C6 H6 SING N N 34 B2D C7 H7 SING N N 35 B2D C8 H8 SING N N 36 B2D C10 H10 SING N N 37 B2D C15 H15 SING N N 38 B2D C20 H20 SING N N 39 B2D C21 H21 SING N N 40 B2D C21 H21A SING N N 41 B2D C21 H21B SING N N 42 B2D C18 H18 SING N N 43 B2D C14 H14 SING N N 44 B2D N5 HN5 SING N N 45 B2D C12 H12 SING N N 46 B2D C12 H12A SING N N 47 B2D C3 H3 SING N N 48 B2D C2 H2 SING N N 49 B2D C9 H9 SING N N 50 # 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 B2D SMILES ACDLabs 11.02 "n1nc4ccc(nn4c1CNc2c3ncc(OC)cc3ncc2)c5ccccc5" B2D SMILES_CANONICAL CACTVS 3.352 "COc1cnc2c(NCc3nnc4ccc(nn34)c5ccccc5)ccnc2c1" B2D SMILES CACTVS 3.352 "COc1cnc2c(NCc3nnc4ccc(nn34)c5ccccc5)ccnc2c1" B2D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc2c(c(ccn2)NCc3nnc4n3nc(cc4)c5ccccc5)nc1" B2D SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc2c(c(ccn2)NCc3nnc4n3nc(cc4)c5ccccc5)nc1" B2D InChI InChI 1.03 "InChI=1S/C21H17N7O/c1-29-15-11-18-21(24-12-15)17(9-10-22-18)23-13-20-26-25-19-8-7-16(27-28(19)20)14-5-3-2-4-6-14/h2-12H,13H2,1H3,(H,22,23)" B2D InChIKey InChI 1.03 GZLYPLRRKZCYLV-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 B2D "SYSTEMATIC NAME" ACDLabs 11.02 "7-methoxy-N-[(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl]-1,5-naphthyridin-4-amine" B2D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "7-methoxy-N-[(6-phenyl-[1,2,4]triazolo[3,4-f]pyridazin-3-yl)methyl]-1,5-naphthyridin-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 B2D "Create component" 2009-07-09 RCSB B2D "Modify aromatic_flag" 2011-06-04 RCSB B2D "Modify descriptor" 2011-06-04 RCSB #