data_FLS # _chem_comp.id FLS _chem_comp.name "6-(2,4-difluorophenoxy)-8-methyl-2-{[(1R)-1-methyl-2-(methylsulfonyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 F2 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-29 _chem_comp.pdbx_modified_date 2011-06-04 _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 424.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FLS _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 3FLS _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 FLS C1 C1 C 0 1 N N R 26.325 7.517 30.821 4.661 -1.541 -0.323 C1 FLS 1 FLS C2 C2 C 0 1 N N N 26.809 7.926 29.434 4.494 -3.057 -0.205 C2 FLS 2 FLS C3 C3 C 0 1 N N N 27.449 6.741 31.501 6.059 -1.143 0.154 C3 FLS 3 FLS C5 C5 C 0 1 N N N 26.458 5.004 33.365 7.950 0.894 0.621 C5 FLS 4 FLS C7 C7 C 0 1 N N N 21.208 11.204 31.120 -1.907 1.069 0.625 C7 FLS 5 FLS C8 C8 C 0 1 N N N 20.058 10.485 30.806 -2.292 0.688 -0.682 C8 FLS 6 FLS O29 O29 O 0 1 N N N 26.466 7.494 33.786 6.214 1.010 -1.361 O29 FLS 7 FLS S4 S4 S 0 1 N N N 27.223 6.463 33.127 6.257 0.655 0.015 S4 FLS 8 FLS O28 O28 O 0 1 N N N 28.539 6.423 33.709 5.359 1.280 0.921 O28 FLS 9 FLS N17 N17 N 0 1 N N N 25.115 6.710 30.714 3.654 -0.873 0.506 N17 FLS 10 FLS C14 C14 C 0 1 Y N N 23.883 7.272 30.663 2.389 -0.640 0.002 C14 FLS 11 FLS N15 N15 N 0 1 Y N N 23.769 8.592 30.924 1.498 -0.035 0.772 N15 FLS 12 FLS C10 C10 C 0 1 Y N N 22.562 9.207 30.880 0.273 0.206 0.321 C10 FLS 13 FLS N6 N6 N 0 1 N N N 22.465 10.586 31.158 -0.670 0.831 1.096 N6 FLS 14 FLS C20 C20 C 0 1 N N N 23.663 11.374 31.488 -0.324 1.246 2.458 C20 FLS 15 FLS N13 N13 N 0 1 Y N N 22.774 6.538 30.360 2.112 -1.032 -1.237 N13 FLS 16 FLS C12 C12 C 0 1 Y N N 21.558 7.115 30.301 0.918 -0.833 -1.767 C12 FLS 17 FLS C11 C11 C 0 1 Y N N 21.421 8.477 30.565 -0.057 -0.196 -0.992 C11 FLS 18 FLS C9 C9 C 0 1 N N N 20.138 9.148 30.527 -1.401 0.063 -1.501 C9 FLS 19 FLS O16 O16 O 0 1 N N N 21.138 12.425 31.365 -2.717 1.632 1.342 O16 FLS 20 FLS O18 O18 O 0 1 N N N 18.868 11.183 30.801 -3.553 0.946 -1.121 O18 FLS 21 FLS C19 C19 C 0 1 Y N N 17.624 10.639 30.650 -4.583 0.282 -0.531 C19 FLS 22 FLS C25 C25 C 0 1 Y N N 17.099 9.779 31.611 -5.894 0.595 -0.866 C25 FLS 23 FLS F26 F26 F 0 1 N N N 17.841 9.492 32.691 -6.148 1.558 -1.779 F26 FLS 24 FLS C24 C24 C 0 1 Y N N 15.823 9.229 31.443 -6.940 -0.082 -0.265 C24 FLS 25 FLS C23 C23 C 0 1 Y N N 15.092 9.570 30.298 -6.679 -1.068 0.671 C23 FLS 26 FLS F27 F27 F 0 1 N N N 13.872 9.071 30.081 -7.702 -1.728 1.258 F27 FLS 27 FLS C22 C22 C 0 1 Y N N 15.626 10.433 29.342 -5.372 -1.380 1.005 C22 FLS 28 FLS C21 C21 C 0 1 Y N N 16.887 10.981 29.518 -4.325 -0.711 0.402 C21 FLS 29 FLS H1 H1 H 0 1 N N N 26.074 8.404 31.421 4.532 -1.241 -1.363 H1 FLS 30 FLS H2 H2 H 0 1 N N N 25.947 8.024 28.758 5.243 -3.554 -0.822 H2 FLS 31 FLS H2A H2A H 0 1 N N N 27.336 8.890 29.499 4.622 -3.358 0.835 H2A FLS 32 FLS H2B H2B H 0 1 N N N 27.494 7.159 29.044 3.498 -3.341 -0.545 H2B FLS 33 FLS H3 H3 H 0 1 N N N 27.530 5.764 31.002 6.187 -1.443 1.194 H3 FLS 34 FLS H3A H3A H 0 1 N N N 28.354 7.360 31.413 6.808 -1.640 -0.463 H3A FLS 35 FLS H5 H5 H 0 1 N N N 26.289 4.515 32.394 8.643 0.337 -0.009 H5 FLS 36 FLS H5A H5A H 0 1 N N N 27.087 4.359 33.996 8.200 1.954 0.589 H5A FLS 37 FLS H5B H5B H 0 1 N N N 25.492 5.174 33.863 8.022 0.534 1.647 H5B FLS 38 FLS HN17 HN17 H 0 0 N N N 25.210 6.196 29.862 3.875 -0.595 1.408 HN17 FLS 39 FLS H20 H20 H 0 1 N N N 24.237 11.571 30.571 -1.187 1.723 2.922 H20 FLS 40 FLS H20A H20A H 0 0 N N N 23.360 12.329 31.942 -0.034 0.373 3.041 H20A FLS 41 FLS H20B H20B H 0 0 N N N 24.287 10.812 32.198 0.506 1.952 2.422 H20B FLS 42 FLS H12 H12 H 0 1 N N N 20.690 6.523 30.049 0.700 -1.154 -2.775 H12 FLS 43 FLS H9 H9 H 0 1 N N N 19.245 8.593 30.279 -1.681 -0.234 -2.500 H9 FLS 44 FLS H24 H24 H 0 1 N N N 15.411 8.556 32.180 -7.960 0.160 -0.524 H24 FLS 45 FLS H22 H22 H 0 1 N N N 15.054 10.676 28.459 -5.171 -2.151 1.735 H22 FLS 46 FLS H21 H21 H 0 1 N N N 17.293 11.664 28.787 -3.306 -0.957 0.660 H21 FLS 47 # 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 FLS C1 C2 SING N N 1 FLS C1 C3 SING N N 2 FLS C1 N17 SING N N 3 FLS C3 S4 SING N N 4 FLS C5 S4 SING N N 5 FLS C7 C8 SING N N 6 FLS C7 N6 SING N N 7 FLS C7 O16 DOUB N N 8 FLS C8 C9 DOUB N N 9 FLS C8 O18 SING N N 10 FLS O29 S4 DOUB N N 11 FLS S4 O28 DOUB N N 12 FLS N17 C14 SING N N 13 FLS C14 N15 DOUB Y N 14 FLS C14 N13 SING Y N 15 FLS N15 C10 SING Y N 16 FLS C10 N6 SING N N 17 FLS C10 C11 DOUB Y N 18 FLS N6 C20 SING N N 19 FLS N13 C12 DOUB Y N 20 FLS C12 C11 SING Y N 21 FLS C11 C9 SING N N 22 FLS O18 C19 SING N N 23 FLS C19 C25 DOUB Y N 24 FLS C19 C21 SING Y N 25 FLS C25 F26 SING N N 26 FLS C25 C24 SING Y N 27 FLS C24 C23 DOUB Y N 28 FLS C23 F27 SING N N 29 FLS C23 C22 SING Y N 30 FLS C22 C21 DOUB Y N 31 FLS C1 H1 SING N N 32 FLS C2 H2 SING N N 33 FLS C2 H2A SING N N 34 FLS C2 H2B SING N N 35 FLS C3 H3 SING N N 36 FLS C3 H3A SING N N 37 FLS C5 H5 SING N N 38 FLS C5 H5A SING N N 39 FLS C5 H5B SING N N 40 FLS N17 HN17 SING N N 41 FLS C20 H20 SING N N 42 FLS C20 H20A SING N N 43 FLS C20 H20B SING N N 44 FLS C12 H12 SING N N 45 FLS C9 H9 SING N N 46 FLS C24 H24 SING N N 47 FLS C22 H22 SING N N 48 FLS C21 H21 SING N N 49 # 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 FLS SMILES ACDLabs 10.04 "O=S(=O)(C)CC(Nc1ncc3c(n1)N(C(=O)C(Oc2ccc(F)cc2F)=C3)C)C" FLS SMILES_CANONICAL CACTVS 3.341 "C[C@H](C[S](C)(=O)=O)Nc1ncc2C=C(Oc3ccc(F)cc3F)C(=O)N(C)c2n1" FLS SMILES CACTVS 3.341 "C[CH](C[S](C)(=O)=O)Nc1ncc2C=C(Oc3ccc(F)cc3F)C(=O)N(C)c2n1" FLS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](CS(=O)(=O)C)Nc1ncc2c(n1)N(C(=O)C(=C2)Oc3ccc(cc3F)F)C" FLS SMILES "OpenEye OEToolkits" 1.5.0 "CC(CS(=O)(=O)C)Nc1ncc2c(n1)N(C(=O)C(=C2)Oc3ccc(cc3F)F)C" FLS InChI InChI 1.03 "InChI=1S/C18H18F2N4O4S/c1-10(9-29(3,26)27)22-18-21-8-11-6-15(17(25)24(2)16(11)23-18)28-14-5-4-12(19)7-13(14)20/h4-8,10H,9H2,1-3H3,(H,21,22,23)/t10-/m1/s1" FLS InChIKey InChI 1.03 DVEYHFXOGUYFBU-SNVBAGLBSA-N # 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 FLS "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,4-difluorophenoxy)-8-methyl-2-{[(1R)-1-methyl-2-(methylsulfonyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" FLS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-8-methyl-2-[[(2R)-1-methylsulfonylpropan-2-yl]amino]pyrido[6,5-d]pyrimidin-7-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 FLS "Create component" 2008-12-29 RCSB FLS "Modify aromatic_flag" 2011-06-04 RCSB FLS "Modify descriptor" 2011-06-04 RCSB #