data_JWY # _chem_comp.id JWY _chem_comp.name "N-{4-chloro-5-[1-ethyl-7-(methylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl]-2-fluorophenyl}-N'-phenylurea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 Cl F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-05 _chem_comp.pdbx_modified_date 2019-07-26 _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 465.907 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JWY _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 6MOB _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 JWY C1 C1 C 0 1 Y N N 16.171 -17.146 4.758 -1.245 -1.141 0.397 C1 JWY 1 JWY C2 C2 C 0 1 Y N N 15.868 -18.501 4.521 0.032 -1.680 0.259 C2 JWY 2 JWY C3 C3 C 0 1 Y N N 14.757 -19.069 5.134 0.199 -3.065 0.191 C3 JWY 3 JWY C4 C4 C 0 1 Y N N 13.921 -18.367 5.991 -0.902 -3.897 0.261 C4 JWY 4 JWY C5 C5 C 0 1 Y N N 15.338 -16.438 5.632 -2.344 -1.983 0.466 C5 JWY 5 JWY C6 C6 C 0 1 Y N N 14.203 -17.035 6.221 -2.171 -3.361 0.398 C6 JWY 6 JWY C8 C7 C 0 1 N N N 16.732 -19.316 3.629 1.211 -0.786 0.183 C8 JWY 7 JWY C11 C8 C 0 1 N N N 16.291 -19.642 2.357 1.684 -0.174 1.312 C11 JWY 8 JWY C12 C9 C 0 1 Y N N 17.138 -20.435 1.538 2.815 0.671 1.214 C12 JWY 9 JWY C13 C10 C 0 1 Y N N 18.395 -20.842 1.960 3.439 0.872 -0.037 C13 JWY 10 JWY C15 C11 C 0 1 N N N 18.072 -19.754 4.047 1.882 -0.557 -1.099 C15 JWY 11 JWY C16 C12 C 0 1 Y N N 19.198 -21.632 1.087 4.548 1.707 -0.095 C16 JWY 12 JWY C17 C13 C 0 1 Y N N 18.693 -21.966 -0.187 4.995 2.309 1.073 C17 JWY 13 JWY C19 C14 C 0 1 Y N N 16.674 -20.783 0.234 3.333 1.318 2.343 C19 JWY 14 JWY C21 C15 C 0 1 N N N 20.218 -20.874 3.655 3.619 0.473 -2.456 C21 JWY 15 JWY O20 O1 O 0 1 N N N 18.495 -19.448 5.209 1.468 -1.103 -2.106 O20 JWY 16 JWY N14 N1 N 0 1 N N N 18.857 -20.498 3.206 2.957 0.252 -1.167 N14 JWY 17 JWY C22 C16 C 0 1 N N N 20.451 -22.284 4.162 4.713 -0.577 -2.654 C22 JWY 18 JWY N18 N2 N 0 1 Y N N 17.486 -21.534 -0.568 4.386 2.099 2.235 N18 JWY 19 JWY N32 N3 N 0 1 N N N 19.402 -22.701 -1.085 6.101 3.145 1.027 N32 JWY 20 JWY C33 C17 C 0 1 N N N 20.607 -23.463 -0.718 6.785 3.386 -0.247 C33 JWY 21 JWY CL9 CL1 CL 0 0 N N N 14.316 -20.750 4.843 1.788 -3.740 0.019 CL9 JWY 22 JWY F10 F1 F 0 1 N N N 13.387 -16.276 7.026 -3.243 -4.180 0.465 F10 JWY 23 JWY N7 N4 N 0 1 N N N 15.464 -15.064 5.846 -3.630 -1.445 0.610 N7 JWY 24 JWY C23 C18 C 0 1 N N N 16.066 -14.154 5.029 -3.867 -0.163 0.269 C23 JWY 25 JWY O31 O2 O 0 1 N N N 16.748 -14.512 4.048 -2.991 0.498 -0.257 O31 JWY 26 JWY N24 N5 N 0 1 N N N 15.897 -12.862 5.395 -5.074 0.387 0.509 N24 JWY 27 JWY C25 C19 C 0 1 Y N N 16.499 -11.713 4.843 -5.357 1.679 0.053 C25 JWY 28 JWY C26 C20 C 0 1 Y N N 16.541 -10.574 5.663 -4.806 2.134 -1.138 C26 JWY 29 JWY C27 C21 C 0 1 Y N N 17.153 -9.379 5.202 -5.088 3.410 -1.585 C27 JWY 30 JWY C28 C22 C 0 1 Y N N 17.743 -9.314 3.922 -5.917 4.235 -0.847 C28 JWY 31 JWY C29 C23 C 0 1 Y N N 17.695 -10.464 3.107 -6.467 3.786 0.339 C29 JWY 32 JWY C30 C24 C 0 1 Y N N 17.098 -11.658 3.551 -6.194 2.509 0.789 C30 JWY 33 JWY H1 H1 H 0 1 N N N 17.016 -16.670 4.282 -1.378 -0.071 0.454 H1 JWY 34 JWY H2 H2 H 0 1 N N N 13.077 -18.847 6.463 -0.771 -4.967 0.209 H2 JWY 35 JWY H3 H3 H 0 1 N N N 15.330 -19.303 1.998 1.200 -0.332 2.264 H3 JWY 36 JWY H4 H4 H 0 1 N N N 20.176 -21.969 1.396 5.053 1.886 -1.033 H4 JWY 37 JWY H5 H5 H 0 1 N N N 15.703 -20.460 -0.111 2.867 1.174 3.306 H5 JWY 38 JWY H6 H6 H 0 1 N N N 20.895 -20.720 2.802 2.886 0.391 -3.259 H6 JWY 39 JWY H7 H7 H 0 1 N N N 20.492 -20.187 4.469 4.063 1.469 -2.469 H7 JWY 40 JWY H8 H8 H 0 1 N N N 21.505 -22.400 4.454 5.446 -0.495 -1.851 H8 JWY 41 JWY H9 H9 H 0 1 N N N 19.807 -22.471 5.034 4.269 -1.572 -2.641 H9 JWY 42 JWY H10 H10 H 0 1 N N N 20.210 -23.004 3.366 5.206 -0.412 -3.613 H10 JWY 43 JWY H11 H11 H 0 1 N N N 19.686 -22.063 -1.801 6.422 3.570 1.837 H11 JWY 44 JWY H12 H12 H 0 1 N N N 21.004 -23.974 -1.608 6.087 3.833 -0.955 H12 JWY 45 JWY H13 H13 H 0 1 N N N 21.368 -22.776 -0.320 7.623 4.064 -0.086 H13 JWY 46 JWY H14 H14 H 0 1 N N N 20.350 -24.209 0.049 7.152 2.441 -0.646 H14 JWY 47 JWY H15 H15 H 0 1 N N N 15.069 -14.708 6.693 -4.350 -1.995 0.957 H15 JWY 48 JWY H16 H16 H 0 1 N N N 15.265 -12.702 6.153 -5.746 -0.113 0.997 H16 JWY 49 JWY H17 H17 H 0 1 N N N 16.105 -10.607 6.651 -4.158 1.490 -1.714 H17 JWY 50 JWY H18 H18 H 0 1 N N N 17.167 -8.508 5.840 -4.660 3.764 -2.511 H18 JWY 51 JWY H19 H19 H 0 1 N N N 18.218 -8.408 3.576 -6.136 5.233 -1.199 H19 JWY 52 JWY H20 H20 H 0 1 N N N 18.127 -10.427 2.118 -7.117 4.431 0.911 H20 JWY 53 JWY H21 H21 H 0 1 N N N 17.094 -12.531 2.915 -6.623 2.158 1.715 H21 JWY 54 # # 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 JWY N32 C33 SING N N 1 JWY N32 C17 SING N N 2 JWY N18 C17 DOUB Y N 3 JWY N18 C19 SING Y N 4 JWY C17 C16 SING Y N 5 JWY C19 C12 DOUB Y N 6 JWY C16 C13 DOUB Y N 7 JWY C12 C13 SING Y N 8 JWY C12 C11 SING N N 9 JWY C13 N14 SING N N 10 JWY C11 C8 DOUB N N 11 JWY C29 C30 DOUB Y N 12 JWY C29 C28 SING Y N 13 JWY N14 C21 SING N N 14 JWY N14 C15 SING N N 15 JWY C30 C25 SING Y N 16 JWY C8 C15 SING N N 17 JWY C8 C2 SING N N 18 JWY C21 C22 SING N N 19 JWY C28 C27 DOUB Y N 20 JWY C15 O20 DOUB N N 21 JWY O31 C23 DOUB N N 22 JWY C2 C1 DOUB Y N 23 JWY C2 C3 SING Y N 24 JWY C1 C5 SING Y N 25 JWY CL9 C3 SING N N 26 JWY C25 N24 SING N N 27 JWY C25 C26 DOUB Y N 28 JWY C23 N24 SING N N 29 JWY C23 N7 SING N N 30 JWY C3 C4 DOUB Y N 31 JWY C27 C26 SING Y N 32 JWY C5 N7 SING N N 33 JWY C5 C6 DOUB Y N 34 JWY C4 C6 SING Y N 35 JWY C6 F10 SING N N 36 JWY C1 H1 SING N N 37 JWY C4 H2 SING N N 38 JWY C11 H3 SING N N 39 JWY C16 H4 SING N N 40 JWY C19 H5 SING N N 41 JWY C21 H6 SING N N 42 JWY C21 H7 SING N N 43 JWY C22 H8 SING N N 44 JWY C22 H9 SING N N 45 JWY C22 H10 SING N N 46 JWY N32 H11 SING N N 47 JWY C33 H12 SING N N 48 JWY C33 H13 SING N N 49 JWY C33 H14 SING N N 50 JWY N7 H15 SING N N 51 JWY N24 H16 SING N N 52 JWY C26 H17 SING N N 53 JWY C27 H18 SING N N 54 JWY C28 H19 SING N N 55 JWY C29 H20 SING N N 56 JWY C30 H21 SING N N 57 # # 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 JWY SMILES ACDLabs 12.01 "c2c(NC(Nc1ccccc1)=O)c(cc(c2C=3C(=O)N(c4c(C=3)cnc(c4)NC)CC)Cl)F" JWY InChI InChI 1.03 "InChI=1S/C24H21ClFN5O2/c1-3-31-21-12-22(27-2)28-13-14(21)9-17(23(31)32)16-10-20(19(26)11-18(16)25)30-24(33)29-15-7-5-4-6-8-15/h4-13H,3H2,1-2H3,(H,27,28)(H2,29,30,33)" JWY InChIKey InChI 1.03 VWSRPILDGFSBIY-UHFFFAOYSA-N JWY SMILES_CANONICAL CACTVS 3.385 "CCN1C(=O)C(=Cc2cnc(NC)cc12)c3cc(NC(=O)Nc4ccccc4)c(F)cc3Cl" JWY SMILES CACTVS 3.385 "CCN1C(=O)C(=Cc2cnc(NC)cc12)c3cc(NC(=O)Nc4ccccc4)c(F)cc3Cl" JWY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCN1c2cc(ncc2C=C(C1=O)c3cc(c(cc3Cl)F)NC(=O)Nc4ccccc4)NC" JWY SMILES "OpenEye OEToolkits" 2.0.6 "CCN1c2cc(ncc2C=C(C1=O)c3cc(c(cc3Cl)F)NC(=O)Nc4ccccc4)NC" # # 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 JWY "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-chloro-5-[1-ethyl-7-(methylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl]-2-fluorophenyl}-N'-phenylurea" JWY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-chloranyl-5-[1-ethyl-7-(methylamino)-2-oxidanylidene-1,6-naphthyridin-3-yl]-2-fluoranyl-phenyl]-3-phenyl-urea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JWY "Create component" 2018-10-05 RCSB JWY "Initial release" 2019-07-31 RCSB ##