data_LIA # _chem_comp.id LIA _chem_comp.name "(4-AMINO-2-{[1-(METHYLSULFONYL)PIPERIDIN-4-YL]AMINO}PYRIMIDIN-5-YL)(2,3-DIFLUORO-6-METHOXYPHENYL)METHANONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 F2 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-03 _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 441.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LIA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FVD _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 LIA N1 N1 N 0 1 N N N 6.006 26.497 6.980 -5.407 0.029 0.563 N1 LIA 1 LIA C2 C2 C 0 1 N N N 5.228 26.235 5.737 -5.276 1.443 0.189 C2 LIA 2 LIA C3 C3 C 0 1 N N N 4.425 27.497 5.356 -4.148 1.580 -0.838 C3 LIA 3 LIA C4 C4 C 0 1 N N N 3.474 27.912 6.508 -2.869 0.959 -0.270 C4 LIA 4 LIA C5 C5 C 0 1 N N N 4.263 28.022 7.859 -3.100 -0.530 -0.001 C5 LIA 5 LIA C6 C6 C 0 1 N N N 5.084 26.743 8.129 -4.216 -0.690 1.036 C6 LIA 6 LIA N7 N7 N 0 1 N N N 2.853 29.193 6.145 -1.780 1.117 -1.237 N7 LIA 7 LIA C8 C8 C 0 1 Y N N 1.769 29.532 6.900 -0.470 1.126 -0.804 C8 LIA 8 LIA N9 N9 N 0 1 Y N N 1.069 28.596 7.597 -0.221 0.991 0.494 N9 LIA 9 LIA C10 C10 C 0 1 Y N N 0.049 28.949 8.317 1.016 0.994 0.955 C10 LIA 10 LIA C11 C11 C 0 1 Y N N -0.400 30.325 8.422 2.078 1.144 0.054 C11 LIA 11 LIA C12 C12 C 0 1 Y N N 0.364 31.287 7.659 1.772 1.291 -1.317 C12 LIA 12 LIA N13 N13 N 0 1 Y N N 1.437 30.856 6.914 0.499 1.271 -1.695 N13 LIA 13 LIA C14 C14 C 0 1 N N N -1.543 30.655 9.260 3.472 1.153 0.524 C14 LIA 14 LIA O15 O15 O 0 1 N N N -1.970 31.821 9.319 3.922 2.140 1.076 O15 LIA 15 LIA C16 C16 C 0 1 Y N N -2.197 29.647 10.064 4.325 -0.033 0.325 C16 LIA 16 LIA C17 C17 C 0 1 Y N N -3.548 29.259 9.750 3.782 -1.209 -0.206 C17 LIA 17 LIA C18 C18 C 0 1 Y N N -4.212 28.257 10.524 4.589 -2.317 -0.388 C18 LIA 18 LIA C19 C19 C 0 1 Y N N -3.548 27.625 11.616 5.933 -2.265 -0.051 C19 LIA 19 LIA C20 C20 C 0 1 Y N N -2.214 27.992 11.950 6.479 -1.107 0.469 C20 LIA 20 LIA C21 C21 C 0 1 Y N N -1.510 29.004 11.189 5.686 0.013 0.658 C21 LIA 21 LIA O22 O22 O 0 1 N N N -0.188 29.401 11.490 6.224 1.150 1.168 O22 LIA 22 LIA C23 C23 C 0 1 N N N 0.555 28.398 12.227 7.607 0.881 1.406 C23 LIA 23 LIA F24 F24 F 0 1 N N N -4.202 29.825 8.740 2.473 -1.264 -0.534 F24 LIA 24 LIA F25 F25 F 0 1 N N N -5.450 27.907 10.229 4.066 -3.455 -0.896 F25 LIA 25 LIA N26 N26 N 0 1 N N N 0.083 32.603 7.639 2.778 1.442 -2.248 N26 LIA 26 LIA S27 S27 S 0 1 N N N 7.063 25.211 7.310 -6.869 -0.741 0.454 S27 LIA 27 LIA C28 C28 C 0 1 N N N 6.179 23.662 7.710 -6.861 -1.406 -1.234 C28 LIA 28 LIA O29 O29 O 0 1 N N N 7.871 25.586 8.449 -6.755 -1.773 1.424 O29 LIA 29 LIA O30 O30 O 0 1 N N N 7.911 25.002 6.168 -7.798 0.326 0.592 O30 LIA 30 LIA H21 1H2 H 0 1 N N N 4.535 25.398 5.908 -5.039 2.035 1.074 H21 LIA 31 LIA H22 2H2 H 0 1 N N N 5.918 25.979 4.920 -6.212 1.794 -0.247 H22 LIA 32 LIA H31 1H3 H 0 1 N N N 3.823 27.276 4.462 -3.976 2.635 -1.051 H31 LIA 33 LIA H32 2H3 H 0 1 N N N 5.125 28.321 5.154 -4.427 1.063 -1.756 H32 LIA 34 LIA H4 H4 H 0 1 N N N 2.692 27.152 6.653 -2.605 1.460 0.661 H4 LIA 35 LIA H51 1H5 H 0 1 N N N 3.540 28.153 8.677 -3.389 -1.027 -0.927 H51 LIA 36 LIA H52 2H5 H 0 1 N N N 4.948 28.881 7.803 -2.182 -0.977 0.381 H52 LIA 37 LIA H61 1H6 H 0 1 N N N 5.670 26.869 9.051 -3.892 -0.273 1.989 H61 LIA 38 LIA H62 2H6 H 0 1 N N N 4.403 25.887 8.244 -4.452 -1.747 1.158 H62 LIA 39 LIA HN7 HN7 H 0 1 N N N 3.197 29.770 5.404 -1.979 1.215 -2.181 HN7 LIA 40 LIA H10 H10 H 0 1 N N N -0.489 28.187 8.861 1.207 0.883 2.012 H10 LIA 41 LIA H19 H19 H 0 1 N N N -4.058 26.866 12.191 6.556 -3.135 -0.196 H19 LIA 42 LIA H20 H20 H 0 1 N N N -1.720 27.510 12.781 7.527 -1.076 0.728 H20 LIA 43 LIA H231 1H23 H 0 0 N N N -0.029 28.080 13.104 7.701 0.057 2.114 H231 LIA 44 LIA H232 2H23 H 0 0 N N N 1.514 28.822 12.559 8.092 0.611 0.468 H232 LIA 45 LIA H233 3H23 H 0 0 N N N 0.743 27.530 11.578 8.084 1.770 1.819 H233 LIA 46 LIA H261 1H26 H 0 0 N N N 0.585 33.301 7.128 2.557 1.606 -3.178 H261 LIA 47 LIA H262 2H26 H 0 0 N N N -0.713 32.765 8.222 3.706 1.383 -1.973 H262 LIA 48 LIA H281 1H28 H 0 0 N N N 5.216 23.902 8.183 -6.020 -2.089 -1.351 H281 LIA 49 LIA H282 2H28 H 0 0 N N N 6.788 23.060 8.401 -7.793 -1.942 -1.418 H282 LIA 50 LIA H283 3H28 H 0 0 N N N 6.001 23.092 6.786 -6.766 -0.587 -1.947 H283 LIA 51 # 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 LIA N1 C2 SING N N 1 LIA N1 C6 SING N N 2 LIA N1 S27 SING N N 3 LIA C2 C3 SING N N 4 LIA C2 H21 SING N N 5 LIA C2 H22 SING N N 6 LIA C3 C4 SING N N 7 LIA C3 H31 SING N N 8 LIA C3 H32 SING N N 9 LIA C4 C5 SING N N 10 LIA C4 N7 SING N N 11 LIA C4 H4 SING N N 12 LIA C5 C6 SING N N 13 LIA C5 H51 SING N N 14 LIA C5 H52 SING N N 15 LIA C6 H61 SING N N 16 LIA C6 H62 SING N N 17 LIA N7 C8 SING N N 18 LIA N7 HN7 SING N N 19 LIA C8 N9 DOUB Y N 20 LIA C8 N13 SING Y N 21 LIA N9 C10 SING Y N 22 LIA C10 C11 DOUB Y N 23 LIA C10 H10 SING N N 24 LIA C11 C12 SING Y N 25 LIA C11 C14 SING N N 26 LIA C12 N13 DOUB Y N 27 LIA C12 N26 SING N N 28 LIA C14 O15 DOUB N N 29 LIA C14 C16 SING N N 30 LIA C16 C17 SING Y N 31 LIA C16 C21 DOUB Y N 32 LIA C17 C18 DOUB Y N 33 LIA C17 F24 SING N N 34 LIA C18 C19 SING Y N 35 LIA C18 F25 SING N N 36 LIA C19 C20 DOUB Y N 37 LIA C19 H19 SING N N 38 LIA C20 C21 SING Y N 39 LIA C20 H20 SING N N 40 LIA C21 O22 SING N N 41 LIA O22 C23 SING N N 42 LIA C23 H231 SING N N 43 LIA C23 H232 SING N N 44 LIA C23 H233 SING N N 45 LIA N26 H261 SING N N 46 LIA N26 H262 SING N N 47 LIA S27 C28 SING N N 48 LIA S27 O29 DOUB N N 49 LIA S27 O30 DOUB N N 50 LIA C28 H281 SING N N 51 LIA C28 H282 SING N N 52 LIA C28 H283 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 LIA SMILES ACDLabs 10.04 "O=S(=O)(N3CCC(Nc2nc(N)c(C(=O)c1c(F)c(F)ccc1OC)cn2)CC3)C" LIA SMILES_CANONICAL CACTVS 3.341 "COc1ccc(F)c(F)c1C(=O)c2cnc(NC3CCN(CC3)[S](C)(=O)=O)nc2N" LIA SMILES CACTVS 3.341 "COc1ccc(F)c(F)c1C(=O)c2cnc(NC3CCN(CC3)[S](C)(=O)=O)nc2N" LIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1C(=O)c2cnc(nc2N)NC3CCN(CC3)S(=O)(=O)C)F)F" LIA SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1C(=O)c2cnc(nc2N)NC3CCN(CC3)S(=O)(=O)C)F)F" LIA InChI InChI 1.03 "InChI=1S/C18H21F2N5O4S/c1-29-13-4-3-12(19)15(20)14(13)16(26)11-9-22-18(24-17(11)21)23-10-5-7-25(8-6-10)30(2,27)28/h3-4,9-10H,5-8H2,1-2H3,(H3,21,22,23,24)" LIA InChIKey InChI 1.03 JRNJNYBQQYBCLE-UHFFFAOYSA-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 LIA "SYSTEMATIC NAME" ACDLabs 10.04 "(4-amino-2-{[1-(methylsulfonyl)piperidin-4-yl]amino}pyrimidin-5-yl)(2,3-difluoro-6-methoxyphenyl)methanone" LIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-amino-2-[(1-methylsulfonylpiperidin-4-yl)amino]pyrimidin-5-yl]-(2,3-difluoro-6-methoxy-phenyl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LIA "Create component" 2006-02-03 RCSB LIA "Modify descriptor" 2011-06-04 RCSB #