data_JRE # _chem_comp.id JRE _chem_comp.name "6-[5-chloranyl-4-[(1~{S})-1-oxidanylethyl]pyridin-3-yl]-3,4-dihydro-2~{H}-1,8-naphthyridine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-21 _chem_comp.pdbx_modified_date 2020-04-03 _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 332.785 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JRE _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 6R3S _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 JRE C5 C1 C 0 1 Y N N 6.816 59.849 53.202 2.543 -0.028 -0.014 C5 JRE 1 JRE C6 C2 C 0 1 Y N N 7.581 60.703 54.025 3.881 0.284 -0.193 C6 JRE 2 JRE C8 C3 C 0 1 Y N N 8.757 61.250 53.521 4.222 1.491 -0.779 C8 JRE 3 JRE C10 C4 C 0 1 Y N N 8.514 60.204 51.488 2.010 2.091 -1.017 C10 JRE 4 JRE C13 C5 C 0 1 Y N N 6.044 59.146 49.721 -0.398 -0.596 -0.686 C13 JRE 5 JRE C15 C6 C 0 1 Y N N 5.517 56.932 49.078 -2.514 0.032 0.001 C15 JRE 6 JRE C17 C7 C 0 1 N N N 6.206 54.988 50.538 -2.971 2.275 1.076 C17 JRE 7 JRE C21 C8 C 0 1 N N N 4.349 56.424 46.975 -4.369 -1.354 -0.565 C21 JRE 8 JRE C24 C9 C 0 1 Y N N 6.714 57.344 51.130 -0.707 1.565 0.321 C24 JRE 9 JRE C1 C10 C 0 1 N N N 4.488 60.289 54.095 2.467 -1.301 2.113 C1 JRE 10 JRE C2 C11 C 0 1 N N S 5.516 59.223 53.701 2.132 -1.331 0.620 C2 JRE 11 JRE O4 O1 O 0 1 N N N 5.766 58.387 54.833 2.835 -2.408 -0.004 O4 JRE 12 JRE CL7 CL1 CL 0 0 N N N 7.167 61.141 55.669 5.116 -0.826 0.313 CL7 JRE 13 JRE N9 N1 N 0 1 Y N N 9.189 60.993 52.297 3.295 2.344 -1.167 N9 JRE 14 JRE C11 C12 C 0 1 Y N N 7.308 59.615 51.889 1.585 0.900 -0.431 C11 JRE 15 JRE C12 C13 C 0 1 Y N N 6.661 58.719 50.895 0.139 0.617 -0.264 C12 JRE 16 JRE N14 N2 N 0 1 Y N N 5.501 58.257 48.888 -1.682 -0.847 -0.543 N14 JRE 17 JRE C16 C14 C 0 1 Y N N 6.132 56.455 50.233 -2.052 1.263 0.448 C16 JRE 18 JRE C18 C15 C 0 1 N N N 6.101 54.162 49.260 -4.423 1.991 0.687 C18 JRE 19 JRE C19 C16 C 0 1 N N N 4.830 54.588 48.525 -4.735 0.521 0.963 C19 JRE 20 JRE N20 N3 N 0 1 N N N 4.910 56.029 48.158 -3.868 -0.299 0.107 N20 JRE 21 JRE N22 N4 N 0 1 N N N 4.338 57.707 46.531 -5.693 -1.604 -0.537 N22 JRE 22 JRE O23 O2 O 0 1 N N N 3.832 55.589 46.255 -3.627 -2.080 -1.197 O23 JRE 23 JRE H1 H1 H 0 1 N N N 9.338 61.907 54.151 5.264 1.738 -0.919 H1 JRE 24 JRE H2 H2 H 0 1 N N N 8.897 60.007 50.497 1.280 2.817 -1.344 H2 JRE 25 JRE H3 H3 H 0 1 N N N 6.005 60.199 49.485 0.245 -1.337 -1.138 H3 JRE 26 JRE H4 H4 H 0 1 N N N 5.379 54.718 51.211 -2.873 2.227 2.160 H4 JRE 27 JRE H5 H5 H 0 1 N N N 7.165 54.770 51.030 -2.698 3.272 0.732 H5 JRE 28 JRE H6 H6 H 0 1 N N N 7.210 56.969 52.013 -0.321 2.515 0.658 H6 JRE 29 JRE H7 H7 H 0 1 N N N 3.568 59.800 54.448 1.931 -0.480 2.589 H7 JRE 30 JRE H8 H8 H 0 1 N N N 4.901 60.917 54.898 2.170 -2.244 2.571 H8 JRE 31 JRE H9 H9 H 0 1 N N N 4.257 60.916 53.221 3.540 -1.157 2.241 H9 JRE 32 JRE H10 H10 H 0 1 N N N 5.089 58.620 52.886 1.059 -1.475 0.492 H10 JRE 33 JRE H11 H11 H 0 1 N N N 4.949 58.005 55.132 3.797 -2.321 0.030 H11 JRE 34 JRE H12 H12 H 0 1 N N N 6.047 53.092 49.510 -5.088 2.625 1.273 H12 JRE 35 JRE H13 H13 H 0 1 N N N 6.979 54.345 48.624 -4.563 2.197 -0.375 H13 JRE 36 JRE H14 H14 H 0 1 N N N 3.960 54.427 49.179 -4.532 0.291 2.009 H14 JRE 37 JRE H15 H15 H 0 1 N N N 4.719 53.985 47.611 -5.782 0.317 0.737 H15 JRE 38 JRE H16 H16 H 0 1 N N N 3.918 57.928 45.651 -6.294 -0.982 -0.098 H16 JRE 39 JRE H17 H17 H 0 1 N N N 4.749 58.431 47.084 -6.044 -2.405 -0.955 H17 JRE 40 # # 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 JRE O23 C21 DOUB N N 1 JRE N22 C21 SING N N 2 JRE C21 N20 SING N N 3 JRE N20 C19 SING N N 4 JRE N20 C15 SING N N 5 JRE C19 C18 SING N N 6 JRE N14 C15 DOUB Y N 7 JRE N14 C13 SING Y N 8 JRE C15 C16 SING Y N 9 JRE C18 C17 SING N N 10 JRE C13 C12 DOUB Y N 11 JRE C16 C17 SING N N 12 JRE C16 C24 DOUB Y N 13 JRE C12 C24 SING Y N 14 JRE C12 C11 SING N N 15 JRE C10 C11 DOUB Y N 16 JRE C10 N9 SING Y N 17 JRE C11 C5 SING Y N 18 JRE N9 C8 DOUB Y N 19 JRE C5 C2 SING N N 20 JRE C5 C6 DOUB Y N 21 JRE C8 C6 SING Y N 22 JRE C2 C1 SING N N 23 JRE C2 O4 SING N N 24 JRE C6 CL7 SING N N 25 JRE C8 H1 SING N N 26 JRE C10 H2 SING N N 27 JRE C13 H3 SING N N 28 JRE C17 H4 SING N N 29 JRE C17 H5 SING N N 30 JRE C24 H6 SING N N 31 JRE C1 H7 SING N N 32 JRE C1 H8 SING N N 33 JRE C1 H9 SING N N 34 JRE C2 H10 SING N N 35 JRE O4 H11 SING N N 36 JRE C18 H12 SING N N 37 JRE C18 H13 SING N N 38 JRE C19 H14 SING N N 39 JRE C19 H15 SING N N 40 JRE N22 H16 SING N N 41 JRE N22 H17 SING N N 42 # # 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 JRE InChI InChI 1.03 "InChI=1S/C16H17ClN4O2/c1-9(22)14-12(7-19-8-13(14)17)11-5-10-3-2-4-21(16(18)23)15(10)20-6-11/h5-9,22H,2-4H2,1H3,(H2,18,23)/t9-/m0/s1" JRE InChIKey InChI 1.03 QDAISIXQQMBVSS-VIFPVBQESA-N JRE SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)c1c(Cl)cncc1c2cnc3N(CCCc3c2)C(N)=O" JRE SMILES CACTVS 3.385 "C[CH](O)c1c(Cl)cncc1c2cnc3N(CCCc3c2)C(N)=O" JRE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](c1c(cncc1Cl)c2cc3c(nc2)N(CCC3)C(=O)N)O" JRE SMILES "OpenEye OEToolkits" 2.0.7 "CC(c1c(cncc1Cl)c2cc3c(nc2)N(CCC3)C(=O)N)O" # _pdbx_chem_comp_identifier.comp_id JRE _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "6-[5-chloranyl-4-[(1~{S})-1-oxidanylethyl]pyridin-3-yl]-3,4-dihydro-2~{H}-1,8-naphthyridine-1-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JRE "Create component" 2019-03-21 RCSB JRE "Initial release" 2020-04-08 RCSB ##