data_19P # _chem_comp.id 19P _chem_comp.name "1-{1-[(2S)-2-hydroxypropanoyl]piperidin-4-yl}-3-methyl-8-(6-methylpyridin-3-yl)-1,3-dihydro-2H-imidazo[4,5-c][1,5]naphthyridin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-12 _chem_comp.pdbx_modified_date 2013-11-15 _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 446.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 19P _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 4HVB _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 19P C1 C1 C 0 1 Y N N 43.775 13.267 30.474 -3.012 1.071 0.058 C1 19P 1 19P C2 C2 C 0 1 Y N N 44.188 12.279 29.567 -4.370 0.730 0.148 C2 19P 2 19P C3 C3 C 0 1 Y N N 45.472 12.273 29.108 -4.740 -0.581 0.198 C3 19P 3 19P C4 C4 C 0 1 Y N N 46.354 13.272 29.564 -3.732 -1.565 0.157 C4 19P 4 19P C5 C5 C 0 1 Y N N 45.872 14.240 30.480 -2.379 -1.153 0.065 C5 19P 5 19P N6 N6 N 0 1 Y N N 44.607 14.200 30.896 -2.074 0.143 0.020 N6 19P 6 19P N7 N7 N 0 1 Y N N 47.623 13.311 29.144 -4.040 -2.865 0.203 N7 19P 7 19P C8 C8 C 0 1 Y N N 48.462 14.231 29.556 -3.119 -3.799 0.167 C8 19P 8 19P C9 C9 C 0 1 Y N N 48.069 15.223 30.457 -1.764 -3.479 0.077 C9 19P 9 19P C10 C10 C 0 1 Y N N 46.763 15.238 30.932 -1.376 -2.145 0.025 C10 19P 10 19P C11 C11 C 0 1 Y N N 42.375 13.267 30.961 -2.624 2.500 -0.001 C11 19P 11 19P C12 C12 C 0 1 Y N N 41.337 12.839 30.134 -3.594 3.500 0.043 C12 19P 12 19P N13 N13 N 0 1 Y N N 40.093 12.837 30.566 -3.250 4.771 -0.010 N13 19P 13 19P C14 C14 C 0 1 Y N N 39.778 13.236 31.783 -1.990 5.147 -0.106 C14 19P 14 19P C15 C15 C 0 1 Y N N 40.750 13.677 32.664 -0.969 4.216 -0.156 C15 19P 15 19P C16 C16 C 0 1 Y N N 42.074 13.692 32.259 -1.279 2.868 -0.097 C16 19P 16 19P C17 C17 C 0 1 N N N 38.337 13.213 32.222 -1.657 6.616 -0.163 C17 19P 17 19P N18 N18 N 0 1 N N N 48.724 16.297 31.051 -0.598 -4.237 0.022 N18 19P 18 19P C19 C19 C 0 1 N N N 47.848 16.934 31.852 0.450 -3.394 -0.060 C19 19P 19 19P N20 N20 N 0 1 N N N 46.655 16.311 31.797 0.004 -2.123 -0.060 N20 19P 20 19P C21 C21 C 0 1 N N N 45.448 16.706 32.527 0.838 -0.921 -0.137 C21 19P 21 19P C22 C22 C 0 1 N N N 44.342 17.336 31.678 1.796 -0.889 1.057 C22 19P 22 19P C23 C23 C 0 1 N N N 43.440 18.192 32.575 2.643 0.386 0.993 C23 19P 23 19P N24 N24 N 0 1 N N N 42.950 17.360 33.682 3.308 0.446 -0.316 N24 19P 24 19P C25 C25 C 0 1 N N N 43.927 16.635 34.508 2.489 0.333 -1.530 C25 19P 25 19P C26 C26 C 0 1 N N N 44.823 15.798 33.590 1.644 -0.942 -1.438 C26 19P 26 19P O27 O27 O 0 1 N N N 48.096 17.919 32.522 1.618 -3.729 -0.124 O27 19P 27 19P C28 C28 C 0 1 N N N 50.125 16.670 30.843 -0.523 -5.700 0.049 C28 19P 28 19P C29 C29 C 0 1 N N N 41.631 17.265 33.938 4.644 0.603 -0.400 C29 19P 29 19P O30 O30 O 0 1 N N N 41.232 16.510 34.800 5.192 0.566 -1.482 O30 19P 30 19P C31 C31 C 0 1 N N S 40.649 18.095 33.152 5.457 0.824 0.849 C31 19P 31 19P O32 O32 O 0 1 N N N 39.317 17.693 33.478 6.848 0.785 0.524 O32 19P 32 19P C33 C33 C 0 1 N N N 40.836 19.573 33.502 5.111 2.188 1.448 C33 19P 33 19P H1 H1 H 0 1 N N N 43.490 11.525 29.233 -5.122 1.505 0.178 H1 19P 34 19P H2 H2 H 0 1 N N N 45.805 11.519 28.410 -5.781 -0.859 0.268 H2 19P 35 19P H3 H3 H 0 1 N N N 49.478 14.221 29.191 -3.416 -4.837 0.207 H3 19P 36 19P H4 H4 H 0 1 N N N 41.555 12.506 29.130 -4.637 3.231 0.121 H4 19P 37 19P H5 H5 H 0 1 N N N 40.479 14.006 33.656 0.059 4.536 -0.235 H5 19P 38 19P H6 H6 H 0 1 N N N 42.854 14.023 32.928 -0.501 2.119 -0.129 H6 19P 39 19P H7 H7 H 0 1 N N N 37.709 12.838 31.401 -1.505 6.994 0.849 H7 19P 40 19P H8 H8 H 0 1 N N N 38.230 12.553 33.096 -0.746 6.760 -0.744 H8 19P 41 19P H9 H9 H 0 1 N N N 38.019 14.231 32.491 -2.478 7.157 -0.633 H9 19P 42 19P H10 H10 H 0 1 N N N 45.796 17.560 33.127 0.203 -0.036 -0.116 H10 19P 43 19P H11 H11 H 0 1 N N N 44.792 17.969 30.899 1.222 -0.898 1.984 H11 19P 44 19P H12 H12 H 0 1 N N N 43.744 16.543 31.206 2.448 -1.762 1.024 H12 19P 45 19P H13 H13 H 0 1 N N N 44.014 19.040 32.976 2.001 1.258 1.117 H13 19P 46 19P H14 H14 H 0 1 N N N 42.588 18.570 31.991 3.393 0.366 1.783 H14 19P 47 19P H15 H15 H 0 1 N N N 43.399 15.975 35.212 1.835 1.200 -1.612 H15 19P 48 19P H16 H16 H 0 1 N N N 44.542 17.353 35.070 3.138 0.280 -2.405 H16 19P 49 19P H17 H17 H 0 1 N N N 44.221 15.019 33.100 2.297 -1.814 -1.448 H17 19P 50 19P H18 H18 H 0 1 N N N 45.619 15.326 34.184 0.962 -0.988 -2.287 H18 19P 51 19P H19 H19 H 0 1 N N N 50.361 17.561 31.444 -0.568 -6.084 -0.970 H19 19P 52 19P H20 H20 H 0 1 N N N 50.775 15.838 31.150 0.414 -6.007 0.513 H20 19P 53 19P H21 H21 H 0 1 N N N 50.291 16.892 29.778 -1.360 -6.096 0.623 H21 19P 54 19P H22 H22 H 0 1 N N N 40.837 17.957 32.077 5.231 0.041 1.573 H22 19P 55 19P H23 H23 H 0 1 N N N 39.343 17.028 34.156 7.122 1.456 -0.116 H23 19P 56 19P H24 H24 H 0 1 N N N 41.861 19.883 33.251 5.233 2.960 0.688 H24 19P 57 19P H25 H25 H 0 1 N N N 40.119 20.179 32.928 4.078 2.181 1.796 H25 19P 58 19P H26 H26 H 0 1 N N N 40.662 19.720 34.578 5.776 2.396 2.286 H26 19P 59 # 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 19P C3 C4 DOUB Y N 1 19P C3 C2 SING Y N 2 19P N7 C8 DOUB Y N 3 19P N7 C4 SING Y N 4 19P C8 C9 SING Y N 5 19P C4 C5 SING Y N 6 19P C2 C1 DOUB Y N 7 19P C12 N13 DOUB Y N 8 19P C12 C11 SING Y N 9 19P C9 C10 DOUB Y N 10 19P C9 N18 SING N N 11 19P C1 N6 SING Y N 12 19P C1 C11 SING N N 13 19P C5 N6 DOUB Y N 14 19P C5 C10 SING Y N 15 19P N13 C14 SING Y N 16 19P C28 N18 SING N N 17 19P C10 N20 SING N N 18 19P C11 C16 DOUB Y N 19 19P N18 C19 SING N N 20 19P C22 C21 SING N N 21 19P C22 C23 SING N N 22 19P C14 C17 SING N N 23 19P C14 C15 DOUB Y N 24 19P N20 C19 SING N N 25 19P N20 C21 SING N N 26 19P C19 O27 DOUB N N 27 19P C16 C15 SING Y N 28 19P C21 C26 SING N N 29 19P C23 N24 SING N N 30 19P C31 O32 SING N N 31 19P C31 C33 SING N N 32 19P C31 C29 SING N N 33 19P C26 C25 SING N N 34 19P N24 C29 SING N N 35 19P N24 C25 SING N N 36 19P C29 O30 DOUB N N 37 19P C2 H1 SING N N 38 19P C3 H2 SING N N 39 19P C8 H3 SING N N 40 19P C12 H4 SING N N 41 19P C15 H5 SING N N 42 19P C16 H6 SING N N 43 19P C17 H7 SING N N 44 19P C17 H8 SING N N 45 19P C17 H9 SING N N 46 19P C21 H10 SING N N 47 19P C22 H11 SING N N 48 19P C22 H12 SING N N 49 19P C23 H13 SING N N 50 19P C23 H14 SING N N 51 19P C25 H15 SING N N 52 19P C25 H16 SING N N 53 19P C26 H17 SING N N 54 19P C26 H18 SING N N 55 19P C28 H19 SING N N 56 19P C28 H20 SING N N 57 19P C28 H21 SING N N 58 19P C31 H22 SING N N 59 19P O32 H23 SING N N 60 19P C33 H24 SING N N 61 19P C33 H25 SING N N 62 19P C33 H26 SING N N 63 # 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 19P SMILES ACDLabs 12.01 "O=C(N5CCC(N3C(=O)N(c2cnc1ccc(nc1c23)c4ccc(nc4)C)C)CC5)C(O)C" 19P InChI InChI 1.03 "InChI=1S/C24H26N6O3/c1-14-4-5-16(12-25-14)18-6-7-19-21(27-18)22-20(13-26-19)28(3)24(33)30(22)17-8-10-29(11-9-17)23(32)15(2)31/h4-7,12-13,15,17,31H,8-11H2,1-3H3/t15-/m0/s1" 19P InChIKey InChI 1.03 GACQNUHFDBEIQH-HNNXBMFYSA-N 19P SMILES_CANONICAL CACTVS 3.370 "C[C@H](O)C(=O)N1CC[C@@H](CC1)N2C(=O)N(C)c3cnc4ccc(nc4c23)c5ccc(C)nc5" 19P SMILES CACTVS 3.370 "C[CH](O)C(=O)N1CC[CH](CC1)N2C(=O)N(C)c3cnc4ccc(nc4c23)c5ccc(C)nc5" 19P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cn1)c2ccc3c(n2)c4c(cn3)N(C(=O)N4C5CCN(CC5)C(=O)[C@H](C)O)C" 19P SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cn1)c2ccc3c(n2)c4c(cn3)N(C(=O)N4C5CCN(CC5)C(=O)C(C)O)C" # 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 19P "SYSTEMATIC NAME" ACDLabs 12.01 "1-{1-[(2S)-2-hydroxypropanoyl]piperidin-4-yl}-3-methyl-8-(6-methylpyridin-3-yl)-1,3-dihydro-2H-imidazo[4,5-c][1,5]naphthyridin-2-one" 19P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-methyl-8-(6-methylpyridin-3-yl)-1-[1-[(2S)-2-oxidanylpropanoyl]piperidin-4-yl]imidazo[4,5-c][1,5]naphthyridin-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 19P "Create component" 2012-11-12 RCSB 19P "Initial release" 2013-11-20 RCSB #