data_NP8 # _chem_comp.id NP8 _chem_comp.name "5-(5-methoxypyridin-3-yl)-3-methyl-8-[(piperidin-4-yl)amino]-1,2-dihydro-1,7-naphthyridin-2-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-20 _chem_comp.pdbx_modified_date 2015-07-17 _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 365.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NP8 _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 5A5R _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 NP8 C01 C01 C 0 1 N N N -29.216 50.900 6.502 6.577 -2.876 0.843 C01 NP8 1 NP8 O05 O05 O 0 1 N N N -29.499 49.748 7.295 5.180 -2.706 1.092 O05 NP8 2 NP8 C06 C06 C 0 1 Y N N -28.614 49.421 8.297 4.523 -1.798 0.323 C06 NP8 3 NP8 C07 C07 C 0 1 Y N N -27.516 50.193 8.640 5.201 -1.081 -0.653 C07 NP8 4 NP8 N09 N09 N 0 1 Y N N -26.672 49.849 9.619 4.575 -0.198 -1.405 N09 NP8 5 NP8 C10 C10 C 0 1 Y N N -26.916 48.714 10.284 3.287 0.045 -1.268 C10 NP8 6 NP8 C12 C12 C 0 1 Y N N -27.973 47.854 10.006 2.533 -0.632 -0.310 C12 NP8 7 NP8 C13 C13 C 0 1 Y N N -28.846 48.246 8.995 3.163 -1.581 0.501 C13 NP8 8 NP8 C15 C15 C 0 1 Y N N -28.190 46.614 10.806 1.086 -0.355 -0.159 C15 NP8 9 NP8 C16 C16 C 0 1 Y N N -29.404 46.394 11.432 0.162 -1.392 -0.132 C16 NP8 10 NP8 N18 N18 N 0 1 Y N N -29.698 45.337 12.201 -1.130 -1.154 0.002 N18 NP8 11 NP8 C19 C19 C 0 1 Y N N -28.765 44.391 12.425 -1.622 0.068 0.118 C19 NP8 12 NP8 N20 N20 N 0 1 N N N -29.119 43.346 13.203 -2.992 0.250 0.257 N20 NP8 13 NP8 C22 C22 C 0 1 N N N -30.383 43.254 13.931 -3.887 -0.910 0.274 C22 NP8 14 NP8 C24 C24 C 0 1 N N N -31.330 42.309 13.211 -5.171 -0.553 1.028 C24 NP8 15 NP8 C27 C27 C 0 1 N N N -32.576 42.034 14.024 -6.127 -1.748 0.990 C27 NP8 16 NP8 N30 N30 N 0 1 N N N -32.206 41.494 15.337 -6.435 -2.086 -0.405 N30 NP8 17 NP8 C32 C32 C 0 1 N N N -31.409 42.465 16.097 -5.224 -2.477 -1.137 C32 NP8 18 NP8 C35 C35 C 0 1 N N N -30.129 42.781 15.351 -4.241 -1.304 -1.163 C35 NP8 19 NP8 C38 C38 C 0 1 Y N N -27.485 44.551 11.819 -0.770 1.180 0.102 C38 NP8 20 NP8 N39 N39 N 0 1 N N N -26.519 43.586 12.037 -1.254 2.464 0.221 N39 NP8 21 NP8 C41 C41 C 0 1 N N N -25.265 43.610 11.531 -0.421 3.520 0.204 C41 NP8 22 NP8 O42 O42 O 0 1 N N N -24.496 42.688 11.801 -0.882 4.642 0.311 O42 NP8 23 NP8 C43 C43 C 0 1 N N N -24.928 44.749 10.688 0.976 3.360 0.065 C43 NP8 24 NP8 C44 C44 C 0 1 N N N -23.550 44.829 10.093 1.873 4.571 0.052 C44 NP8 25 NP8 C48 C48 C 0 1 N N N -25.859 45.711 10.456 1.512 2.119 -0.056 C48 NP8 26 NP8 C50 C50 C 0 1 Y N N -27.185 45.656 11.021 0.612 0.969 -0.033 C50 NP8 27 NP8 H011 H011 H 0 0 N N N -30.007 51.031 5.749 6.979 -3.628 1.523 H011 NP8 28 NP8 H012 H012 H 0 0 N N N -29.175 51.789 7.149 6.726 -3.202 -0.187 H012 NP8 29 NP8 H013 H013 H 0 0 N N N -28.248 50.768 5.997 7.093 -1.929 1.003 H013 NP8 30 NP8 H07 H07 H 0 1 N N N -27.334 51.108 8.096 6.258 -1.250 -0.799 H07 NP8 31 NP8 H13 H13 H 0 1 N N N -29.704 47.635 8.755 2.608 -2.126 1.249 H13 NP8 32 NP8 H10 H10 H 0 1 N N N -26.248 48.448 11.090 2.811 0.777 -1.903 H10 NP8 33 NP8 H16 H16 H 0 1 N N N -30.177 47.134 11.289 0.507 -2.412 -0.222 H16 NP8 34 NP8 H20 H20 H 0 1 N N N -29.092 42.544 12.606 -3.356 1.145 0.342 H20 NP8 35 NP8 H22 H22 H 0 1 N N N -30.850 44.249 13.973 -3.392 -1.744 0.771 H22 NP8 36 NP8 H241 H241 H 0 0 N N N -31.623 42.761 12.252 -4.931 -0.312 2.063 H241 NP8 37 NP8 H242 H242 H 0 0 N N N -30.810 41.358 13.024 -5.645 0.307 0.554 H242 NP8 38 NP8 H351 H351 H 0 0 N N N -29.509 41.873 15.314 -4.700 -0.456 -1.671 H351 NP8 39 NP8 H352 H352 H 0 0 N N N -29.590 43.571 15.895 -3.335 -1.600 -1.692 H352 NP8 40 NP8 H271 H271 H 0 0 N N N -33.137 42.970 14.160 -5.658 -2.604 1.476 H271 NP8 41 NP8 H272 H272 H 0 0 N N N -33.204 41.304 13.493 -7.048 -1.493 1.514 H272 NP8 42 NP8 H30 H30 H 0 1 N N N -33.038 41.281 15.849 -7.137 -2.809 -0.455 H30 NP8 43 NP8 H321 H321 H 0 0 N N N -31.991 43.389 16.230 -4.759 -3.329 -0.641 H321 NP8 44 NP8 H322 H322 H 0 0 N N N -31.162 42.042 17.082 -5.489 -2.752 -2.158 H322 NP8 45 NP8 H39 H39 H 0 1 N N N -26.767 42.808 12.615 -2.208 2.608 0.318 H39 NP8 46 NP8 H441 H441 H 0 0 N N N -23.464 45.744 9.489 1.269 5.472 0.160 H441 NP8 47 NP8 H442 H442 H 0 0 N N N -22.803 44.851 10.900 2.582 4.507 0.878 H442 NP8 48 NP8 H443 H443 H 0 0 N N N -23.375 43.950 9.455 2.418 4.609 -0.891 H443 NP8 49 NP8 H48 H48 H 0 1 N N N -25.597 46.548 9.825 2.578 1.985 -0.162 H48 NP8 50 # 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 NP8 C01 O05 SING N N 1 NP8 O05 C06 SING N N 2 NP8 C06 C07 SING Y N 3 NP8 C06 C13 DOUB Y N 4 NP8 C07 N09 DOUB Y N 5 NP8 N09 C10 SING Y N 6 NP8 C10 C12 DOUB Y N 7 NP8 C12 C13 SING Y N 8 NP8 C12 C15 SING N N 9 NP8 C15 C16 SING Y N 10 NP8 C15 C50 DOUB Y N 11 NP8 C16 N18 DOUB Y N 12 NP8 N18 C19 SING Y N 13 NP8 C19 N20 SING N N 14 NP8 C19 C38 DOUB Y N 15 NP8 N20 C22 SING N N 16 NP8 C22 C24 SING N N 17 NP8 C22 C35 SING N N 18 NP8 C24 C27 SING N N 19 NP8 C27 N30 SING N N 20 NP8 N30 C32 SING N N 21 NP8 C32 C35 SING N N 22 NP8 C38 N39 SING N N 23 NP8 C38 C50 SING Y N 24 NP8 N39 C41 SING N N 25 NP8 C41 O42 DOUB N N 26 NP8 C41 C43 SING N N 27 NP8 C43 C44 SING N N 28 NP8 C43 C48 DOUB N N 29 NP8 C48 C50 SING N N 30 NP8 C01 H011 SING N N 31 NP8 C01 H012 SING N N 32 NP8 C01 H013 SING N N 33 NP8 C07 H07 SING N N 34 NP8 C13 H13 SING N N 35 NP8 C10 H10 SING N N 36 NP8 C16 H16 SING N N 37 NP8 N20 H20 SING N N 38 NP8 C22 H22 SING N N 39 NP8 C24 H241 SING N N 40 NP8 C24 H242 SING N N 41 NP8 C35 H351 SING N N 42 NP8 C35 H352 SING N N 43 NP8 C27 H271 SING N N 44 NP8 C27 H272 SING N N 45 NP8 N30 H30 SING N N 46 NP8 C32 H321 SING N N 47 NP8 C32 H322 SING N N 48 NP8 N39 H39 SING N N 49 NP8 C44 H441 SING N N 50 NP8 C44 H442 SING N N 51 NP8 C44 H443 SING N N 52 NP8 C48 H48 SING N N 53 # 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 NP8 InChI InChI 1.03 "InChI=1S/C20H23N5O2/c1-12-7-16-17(13-8-15(27-2)10-22-9-13)11-23-19(18(16)25-20(12)26)24-14-3-5-21-6-4-14/h7-11,14,21H,3-6H2,1-2H3,(H,23,24)(H,25,26)" NP8 InChIKey InChI 1.03 FPQQERRFPULCIK-UHFFFAOYSA-N NP8 SMILES_CANONICAL CACTVS 3.385 "COc1cncc(c1)c2cnc(NC3CCNCC3)c4NC(=O)C(=Cc24)C" NP8 SMILES CACTVS 3.385 "COc1cncc(c1)c2cnc(NC3CCNCC3)c4NC(=O)C(=Cc24)C" NP8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=Cc2c(cnc(c2NC1=O)NC3CCNCC3)c4cc(cnc4)OC" NP8 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=Cc2c(cnc(c2NC1=O)NC3CCNCC3)c4cc(cnc4)OC" # 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 NP8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(5-methoxypyridin-3-yl)-3-methyl-8-(piperidin-4-ylamino)-1H-1,7-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 NP8 "Create component" 2015-06-20 EBI NP8 "Initial release" 2015-07-22 RCSB #