data_HPJ # _chem_comp.id HPJ _chem_comp.name "1-hydroxy-6-[1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-4-phenylpyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-24 _chem_comp.pdbx_modified_date 2012-12-07 _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 375.420 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HPJ _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 3VW9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 HPJ C4 C4 C 0 1 N N N 21.980 0.388 -3.694 -5.334 0.891 -0.239 C4 HPJ 1 HPJ C14 C14 C 0 1 Y N N 25.926 -3.622 -3.654 0.086 -1.008 0.113 C14 HPJ 2 HPJ C5 C5 C 0 1 N N N 22.677 0.218 -2.327 -5.065 -0.374 0.579 C5 HPJ 3 HPJ C11 C11 C 0 1 Y N N 24.515 -1.393 -2.873 -2.658 -0.953 0.123 C11 HPJ 4 HPJ C7 C7 C 0 1 Y N N 25.155 0.549 -2.121 -4.208 -2.190 -0.935 C7 HPJ 5 HPJ C8 C8 C 0 1 Y N N 26.270 -0.155 -2.376 -3.030 -2.688 -1.339 C8 HPJ 6 HPJ C9 C9 C 0 1 Y N N 25.914 -1.355 -2.855 -1.987 -1.906 -0.669 C9 HPJ 7 HPJ C10 C10 C 0 1 Y N N 26.641 -2.487 -3.252 -0.594 -1.938 -0.677 C10 HPJ 8 HPJ C13 C13 C 0 1 Y N N 24.527 -3.550 -3.707 -0.651 -0.091 0.872 C13 HPJ 9 HPJ C3 C3 C 0 1 N N N 22.785 1.236 -4.692 -6.443 1.704 0.431 C3 HPJ 10 HPJ C1 C1 C 0 1 N N N 23.498 3.415 -5.208 -7.719 3.721 0.210 C1 HPJ 11 HPJ O2 O2 O 0 1 N N N 22.699 2.633 -4.322 -6.695 2.886 -0.332 O2 HPJ 12 HPJ N6 N6 N 0 1 Y N N 24.097 -0.198 -2.455 -4.004 -1.154 -0.063 N6 HPJ 13 HPJ N12 N12 N 0 1 Y N N 23.852 -2.480 -3.313 -1.965 -0.090 0.856 N12 HPJ 14 HPJ C15 C15 C 0 1 N N N 26.567 -4.778 -4.127 1.563 -0.995 0.151 C15 HPJ 15 HPJ C16 C16 C 0 1 N N N 27.591 -5.416 -3.407 2.232 0.187 0.015 C16 HPJ 16 HPJ N17 N17 N 0 1 N N N 26.165 -5.319 -5.375 2.246 -2.167 0.328 N17 HPJ 17 HPJ O18 O18 O 0 1 N N N 25.116 -4.745 -6.127 1.526 -3.378 0.471 O18 HPJ 18 HPJ C20 C20 C 0 1 N N N 26.793 -6.434 -5.894 3.591 -2.187 0.367 C20 HPJ 19 HPJ O21 O21 O 0 1 N N N 26.402 -6.827 -7.001 4.178 -3.246 0.526 O21 HPJ 20 HPJ C22 C22 C 0 1 N N N 27.793 -7.094 -5.152 4.319 -1.000 0.226 C22 HPJ 21 HPJ C23 C23 C 0 1 N N N 28.218 -6.575 -3.904 3.639 0.199 0.051 C23 HPJ 22 HPJ C24 C24 C 0 1 Y N N 29.246 -7.204 -3.147 4.385 1.471 -0.100 C24 HPJ 23 HPJ C25 C25 C 0 1 Y N N 30.101 -6.456 -2.309 5.202 1.675 -1.212 C25 HPJ 24 HPJ C26 C26 C 0 1 Y N N 31.130 -7.075 -1.582 5.893 2.862 -1.347 C26 HPJ 25 HPJ C27 C27 C 0 1 Y N N 31.300 -8.460 -1.677 5.778 3.847 -0.384 C27 HPJ 26 HPJ C28 C28 C 0 1 Y N N 30.463 -9.224 -2.496 4.969 3.650 0.721 C28 HPJ 27 HPJ C29 C29 C 0 1 Y N N 29.421 -8.597 -3.202 4.267 2.470 0.865 C29 HPJ 28 HPJ H1 H1 H 0 1 N N N 21.007 0.874 -3.530 -4.425 1.489 -0.292 H1 HPJ 29 HPJ H2 H2 H 0 1 N N N 21.823 -0.609 -4.131 -5.646 0.613 -1.246 H2 HPJ 30 HPJ H3 H3 H 0 1 N N N 22.638 1.178 -1.791 -4.754 -0.097 1.586 H3 HPJ 31 HPJ H4 H4 H 0 1 N N N 22.137 -0.547 -1.749 -5.974 -0.973 0.632 H4 HPJ 32 HPJ H5 H5 H 0 1 N N N 25.119 1.549 -1.715 -5.175 -2.551 -1.252 H5 HPJ 33 HPJ H6 H6 H 0 1 N N N 27.282 0.188 -2.221 -2.879 -3.508 -2.025 H6 HPJ 34 HPJ H7 H7 H 0 1 N N N 27.721 -2.483 -3.248 -0.057 -2.658 -1.276 H7 HPJ 35 HPJ H8 H8 H 0 1 N N N 23.978 -4.400 -4.084 -0.129 0.629 1.485 H8 HPJ 36 HPJ H9 H9 H 0 1 N N N 22.375 1.099 -5.703 -7.352 1.106 0.484 H9 HPJ 37 HPJ H10 H10 H 0 1 N N N 23.838 0.918 -4.677 -6.132 1.982 1.438 H10 HPJ 38 HPJ H11 H11 H 0 1 N N N 23.430 4.476 -4.924 -7.849 4.596 -0.427 H11 HPJ 39 HPJ H12 H12 H 0 1 N N N 24.545 3.085 -5.145 -8.655 3.164 0.258 H12 HPJ 40 HPJ H13 H13 H 0 1 N N N 23.135 3.287 -6.238 -7.434 4.041 1.213 H13 HPJ 41 HPJ H14 H14 H 0 1 N N N 27.903 -5.011 -2.456 1.685 1.108 -0.121 H14 HPJ 42 HPJ H15 H15 H 0 1 N N N 24.999 -5.235 -6.933 2.087 -4.157 0.591 H15 HPJ 43 HPJ H16 H16 H 0 1 N N N 28.238 -8.000 -5.537 5.399 -1.015 0.257 H16 HPJ 44 HPJ H17 H17 H 0 1 N N N 29.961 -5.388 -2.226 5.294 0.906 -1.964 H17 HPJ 45 HPJ H18 H18 H 0 1 N N N 31.784 -6.487 -0.955 6.527 3.021 -2.208 H18 HPJ 46 HPJ H19 H19 H 0 1 N N N 32.084 -8.943 -1.113 6.321 4.774 -0.494 H19 HPJ 47 HPJ H20 H20 H 0 1 N N N 30.616 -10.289 -2.586 4.883 4.423 1.471 H20 HPJ 48 HPJ H21 H21 H 0 1 N N N 28.745 -9.195 -3.795 3.632 2.320 1.725 H21 HPJ 49 # 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 HPJ O21 C20 DOUB N N 1 HPJ O18 N17 SING N N 2 HPJ C20 N17 SING N N 3 HPJ C20 C22 SING N N 4 HPJ N17 C15 SING N N 5 HPJ C1 O2 SING N N 6 HPJ C22 C23 DOUB N N 7 HPJ C3 O2 SING N N 8 HPJ C3 C4 SING N N 9 HPJ C15 C14 SING N N 10 HPJ C15 C16 DOUB N N 11 HPJ C23 C16 SING N N 12 HPJ C23 C24 SING N N 13 HPJ C13 C14 DOUB Y N 14 HPJ C13 N12 SING Y N 15 HPJ C4 C5 SING N N 16 HPJ C14 C10 SING Y N 17 HPJ N12 C11 DOUB Y N 18 HPJ C10 C9 DOUB Y N 19 HPJ C29 C24 DOUB Y N 20 HPJ C29 C28 SING Y N 21 HPJ C24 C25 SING Y N 22 HPJ C11 C9 SING Y N 23 HPJ C11 N6 SING Y N 24 HPJ C9 C8 SING Y N 25 HPJ C28 C27 DOUB Y N 26 HPJ N6 C5 SING N N 27 HPJ N6 C7 SING Y N 28 HPJ C8 C7 DOUB Y N 29 HPJ C25 C26 DOUB Y N 30 HPJ C27 C26 SING Y N 31 HPJ C4 H1 SING N N 32 HPJ C4 H2 SING N N 33 HPJ C5 H3 SING N N 34 HPJ C5 H4 SING N N 35 HPJ C7 H5 SING N N 36 HPJ C8 H6 SING N N 37 HPJ C10 H7 SING N N 38 HPJ C13 H8 SING N N 39 HPJ C3 H9 SING N N 40 HPJ C3 H10 SING N N 41 HPJ C1 H11 SING N N 42 HPJ C1 H12 SING N N 43 HPJ C1 H13 SING N N 44 HPJ C16 H14 SING N N 45 HPJ O18 H15 SING N N 46 HPJ C22 H16 SING N N 47 HPJ C25 H17 SING N N 48 HPJ C26 H18 SING N N 49 HPJ C27 H19 SING N N 50 HPJ C28 H20 SING N N 51 HPJ C29 H21 SING N N 52 # 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 HPJ SMILES ACDLabs 12.01 "O=C4C=C(c1ccccc1)C=C(c2cc3ccn(c3nc2)CCCOC)N4O" HPJ InChI InChI 1.03 "InChI=1S/C22H21N3O3/c1-28-11-5-9-24-10-8-17-12-19(15-23-22(17)24)20-13-18(14-21(26)25(20)27)16-6-3-2-4-7-16/h2-4,6-8,10,12-15,27H,5,9,11H2,1H3" HPJ InChIKey InChI 1.03 MIWLVFZOCHMICD-UHFFFAOYSA-N HPJ SMILES_CANONICAL CACTVS 3.370 "COCCCn1ccc2cc(cnc12)C3=CC(=CC(=O)N3O)c4ccccc4" HPJ SMILES CACTVS 3.370 "COCCCn1ccc2cc(cnc12)C3=CC(=CC(=O)N3O)c4ccccc4" HPJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COCCCn1ccc2c1ncc(c2)C3=CC(=CC(=O)N3O)c4ccccc4" HPJ SMILES "OpenEye OEToolkits" 1.7.6 "COCCCn1ccc2c1ncc(c2)C3=CC(=CC(=O)N3O)c4ccccc4" # 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 HPJ "SYSTEMATIC NAME" ACDLabs 12.01 "1-hydroxy-6-[1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-4-phenylpyridin-2(1H)-one" HPJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[1-(3-methoxypropyl)pyrrolo[2,3-b]pyridin-5-yl]-1-oxidanyl-4-phenyl-pyridin-2-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 HPJ "Create component" 2012-08-24 PDBJ HPJ "Initial release" 2012-12-07 RCSB #