data_460 # _chem_comp.id 460 _chem_comp.name "2-[5-(6-METHYLPYRIDIN-2-YL)-2,3-DIHYDRO-1H-PYRAZOL-4-YL]-1,5-NAPHTHYRIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H15 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "NAPHTHYRIDINE INHIBITOR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-21 _chem_comp.pdbx_modified_date 2021-03-01 _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 289.335 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 460 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1VJY _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 460 C1 C1 C 0 1 N N N 10.435 64.424 4.982 3.057 1.342 0.531 C1 460 1 460 C2 C2 C 0 1 Y N N 11.883 64.615 4.653 2.546 0.556 -0.647 C2 460 2 460 C3 C3 C 0 1 Y N N 12.463 63.931 3.564 3.426 -0.218 -1.384 C3 460 3 460 C4 C4 C 0 1 Y N N 13.840 64.145 3.293 2.952 -0.941 -2.469 C4 460 4 460 C5 C5 C 0 1 Y N N 14.602 65.026 4.107 1.605 -0.861 -2.779 C5 460 5 460 C6 C6 C 0 1 Y N N 13.944 65.680 5.186 0.775 -0.060 -1.994 C6 460 6 460 N7 N7 N 0 1 Y N N 12.602 65.475 5.450 1.269 0.611 -0.960 N7 460 7 460 C8 C8 C 0 1 N N N 14.639 66.615 6.095 -0.664 0.035 -2.312 C8 460 8 460 N9 N9 N 0 1 N N N 14.419 66.546 7.436 -1.178 0.112 -3.588 N9 460 9 460 N10 N10 N 0 1 N N N 15.184 67.517 7.972 -2.540 0.187 -3.573 N10 460 10 460 C12 C12 C 0 1 N N N 15.896 68.218 7.037 -2.952 0.167 -2.156 C12 460 11 460 C13 C13 C 0 1 N N N 15.582 67.678 5.796 -1.652 0.065 -1.387 C13 460 12 460 C14 C14 C 0 1 Y N N 16.165 68.185 4.540 -1.494 0.009 0.070 C14 460 13 460 C15 C15 C 0 1 Y N N 15.393 68.392 3.368 -2.639 0.051 0.892 C15 460 14 460 C16 C16 C 0 1 Y N N 16.042 68.887 2.208 -2.505 0.000 2.244 C16 460 15 460 C17 C17 C 0 1 Y N N 17.417 69.172 2.204 -1.205 -0.095 2.788 C17 460 16 460 N18 N18 N 0 1 Y N N 18.032 69.655 1.071 -1.015 -0.149 4.108 N18 460 17 460 C19 C19 C 0 1 Y N N 19.392 69.915 1.136 0.188 -0.237 4.622 C19 460 18 460 C20 C20 C 0 1 Y N N 20.162 69.710 2.295 1.324 -0.279 3.817 C20 460 19 460 C21 C21 C 0 1 Y N N 19.498 69.212 3.451 1.200 -0.229 2.458 C21 460 20 460 C22 C22 C 0 1 Y N N 18.118 68.931 3.444 -0.094 -0.134 1.910 C22 460 21 460 N23 N23 N 0 1 Y N N 17.511 68.451 4.576 -0.279 -0.086 0.589 N23 460 22 460 H11 1H1 H 0 1 N N N 10.247 63.333 5.113 3.370 2.333 0.200 H11 460 23 460 H12 2H1 H 0 1 N N N 9.977 64.965 5.843 2.265 1.441 1.273 H12 460 24 460 H13 3H1 H 0 1 N N N 9.836 64.648 4.069 3.907 0.822 0.974 H13 460 25 460 H3 H3 H 0 1 N N N 11.858 63.249 2.943 4.471 -0.259 -1.116 H3 460 26 460 H4 H4 H 0 1 N N N 14.320 63.625 2.447 3.619 -1.552 -3.059 H4 460 27 460 H5 H5 H 0 1 N N N 15.673 65.197 3.907 1.203 -1.410 -3.618 H5 460 28 460 HN9 HN9 H 0 1 N N N 14.589 65.622 7.834 -0.640 0.107 -4.395 HN9 460 29 460 H10 H10 H 0 1 N N N 15.802 67.138 8.690 -2.886 -0.664 -3.988 H10 460 30 460 H121 1H12 H 0 0 N N N 16.992 68.234 7.243 -3.582 -0.698 -1.955 H121 460 31 460 H122 2H12 H 0 0 N N N 15.725 69.318 7.091 -3.475 1.088 -1.899 H122 460 32 460 H15 H15 H 0 1 N N N 14.312 68.173 3.359 -3.621 0.125 0.448 H15 460 33 460 H16 H16 H 0 1 N N N 15.462 69.055 1.285 -3.372 0.032 2.887 H16 460 34 460 H19 H19 H 0 1 N N N 19.882 70.302 0.227 0.300 -0.278 5.695 H19 460 35 460 H20 H20 H 0 1 N N N 21.243 69.931 2.297 2.302 -0.352 4.268 H20 460 36 460 H21 H21 H 0 1 N N N 20.069 69.039 4.379 2.071 -0.260 1.820 H21 460 37 # # 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 460 C1 C2 SING N N 1 460 C1 H11 SING N N 2 460 C1 H12 SING N N 3 460 C1 H13 SING N N 4 460 C2 C3 DOUB Y N 5 460 C2 N7 SING Y N 6 460 C3 C4 SING Y N 7 460 C3 H3 SING N N 8 460 C4 C5 DOUB Y N 9 460 C4 H4 SING N N 10 460 C5 C6 SING Y N 11 460 C5 H5 SING N N 12 460 C6 N7 DOUB Y N 13 460 C6 C8 SING N N 14 460 C8 N9 SING N N 15 460 C8 C13 DOUB N N 16 460 N9 N10 SING N N 17 460 N9 HN9 SING N N 18 460 N10 C12 SING N N 19 460 N10 H10 SING N N 20 460 C12 C13 SING N N 21 460 C12 H121 SING N N 22 460 C12 H122 SING N N 23 460 C13 C14 SING N N 24 460 C14 C15 DOUB Y N 25 460 C14 N23 SING Y N 26 460 C15 C16 SING Y N 27 460 C15 H15 SING N N 28 460 C16 C17 DOUB Y N 29 460 C16 H16 SING N N 30 460 C17 N18 SING Y N 31 460 C17 C22 SING Y N 32 460 N18 C19 DOUB Y N 33 460 C19 C20 SING Y N 34 460 C19 H19 SING N N 35 460 C20 C21 DOUB Y N 36 460 C20 H20 SING N N 37 460 C21 C22 SING Y N 38 460 C21 H21 SING N N 39 460 C22 N23 DOUB Y N 40 # # 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 460 SMILES ACDLabs 10.04 "n1c(cccc1C4=C(c3nc2c(nccc2)cc3)CNN4)C" 460 SMILES_CANONICAL CACTVS 3.341 "Cc1cccc(n1)C2=C(CNN2)c3ccc4ncccc4n3" 460 SMILES CACTVS 3.341 "Cc1cccc(n1)C2=C(CNN2)c3ccc4ncccc4n3" 460 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc(n1)C2=C(CNN2)c3ccc4c(n3)cccn4" 460 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc(n1)C2=C(CNN2)c3ccc4c(n3)cccn4" 460 InChI InChI 1.03 "InChI=1S/C17H15N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-9,19,22H,10H2,1H3" 460 InChIKey InChI 1.03 YRBHUKMLAGQYHS-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 460 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[5-(6-methylpyridin-2-yl)-2,3-dihydro-1H-pyrazol-4-yl]-1,5-naphthyridine" 460 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-(6-methylpyridin-2-yl)-2,5-dihydro-1H-pyrazol-4-yl]-1,5-naphthyridine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 460 "Create component" 2004-04-21 RCSB 460 "Modify descriptor" 2011-06-04 RCSB 460 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 460 _pdbx_chem_comp_synonyms.name "NAPHTHYRIDINE INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##