data_FML # _chem_comp.id FML _chem_comp.name "6-(2,4-difluorophenoxy)-N-[(1S)-1-methyl-2-(methylsulfonyl)ethyl]-1H-pyrazolo[3,4-d]pyrimidin-3-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H15 F2 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-05 _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 383.373 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FML _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 3FML _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 FML C1 C1 C 0 1 Y N N 22.521 11.245 32.650 -0.373 0.067 0.437 C1 224 1 FML N2 N2 N 0 1 Y N N 21.472 12.090 32.732 -1.648 0.204 0.117 N2 224 2 FML C3 C3 C 0 1 Y N N 20.231 11.759 32.268 -2.070 1.240 -0.599 C3 224 3 FML C5 C5 C 0 1 Y N N 22.311 9.992 32.073 0.531 1.039 0.007 C5 224 4 FML C6 C6 C 0 1 Y N N 20.970 9.632 31.574 0.047 2.127 -0.752 C6 224 5 FML C9 C9 C 0 1 Y N N 23.078 8.870 31.809 1.972 1.244 0.147 C9 224 6 FML C11 C11 C 0 1 Y N N 17.934 12.241 32.024 -4.197 0.299 -0.540 C11 224 7 FML C13 C13 C 0 1 N N S 25.210 9.632 32.845 4.287 0.750 0.879 C13 224 8 FML C14 C14 C 0 1 N N N 26.627 9.700 32.272 5.108 -0.524 1.091 C14 224 9 FML C15 C15 C 0 1 N N N 25.230 9.223 34.316 4.537 1.717 2.039 C15 224 10 FML F26 F26 F 0 1 N N N 14.169 10.916 30.980 -6.637 -2.836 0.552 F26 224 11 FML C22 C22 C 0 1 Y N N 15.393 11.356 31.317 -5.837 -1.808 0.194 C22 224 12 FML C21 C21 C 0 1 Y N N 16.073 12.257 30.493 -5.296 -1.762 -1.079 C21 224 13 FML C20 C20 C 0 1 Y N N 17.349 12.701 30.846 -4.477 -0.711 -1.447 C20 224 14 FML C23 C23 C 0 1 Y N N 15.981 10.899 32.493 -5.558 -0.800 1.103 C23 224 15 FML C24 C24 C 0 1 Y N N 17.258 11.338 32.837 -4.740 0.253 0.738 C24 224 16 FML F25 F25 F 0 1 N N N 17.838 10.900 33.969 -4.468 1.236 1.624 F25 224 17 FML O10 O10 O 0 1 N N N 19.194 12.655 32.382 -3.387 1.331 -0.899 O10 224 18 FML N4 N4 N 0 1 Y N N 19.979 10.546 31.698 -1.253 2.184 -1.028 N4 224 19 FML N7 N7 N 0 1 Y N N 21.055 8.381 31.074 1.121 2.915 -1.039 N7 224 20 FML N8 N8 N 0 1 Y N N 22.373 7.897 31.210 2.273 2.352 -0.479 N8 224 21 FML N12 N12 N 0 1 N N N 24.401 8.699 32.071 2.863 0.411 0.825 N12 224 22 FML S16 S16 S 0 1 N N N 26.663 10.412 30.761 4.927 -1.606 -0.353 S16 224 23 FML O17 O17 O 0 1 N N N 25.830 11.591 30.732 3.576 -2.038 -0.429 O17 224 24 FML O18 O18 O 0 1 N N N 28.035 10.770 30.505 5.514 -0.964 -1.477 O18 224 25 FML C19 C19 C 0 1 N N N 26.178 9.350 29.573 5.962 -3.023 0.109 C19 224 26 FML H1 H1 H 0 1 N N N 23.495 11.530 33.020 -0.040 -0.776 1.023 H1 224 27 FML H13 H13 H 0 1 N N N 24.764 10.635 32.778 4.584 1.222 -0.058 H13 224 28 FML H14 H14 H 0 1 N N N 27.253 10.294 32.954 6.158 -0.262 1.220 H14 224 29 FML H14A H14A H 0 0 N N N 27.002 8.671 32.171 4.751 -1.042 1.981 H14A 224 30 FML H15 H15 H 0 1 N N N 25.235 8.126 34.392 5.597 1.969 2.079 H15 224 31 FML H15A H15A H 0 0 N N N 26.133 9.628 34.797 3.953 2.624 1.888 H15A 224 32 FML H15B H15B H 0 0 N N N 24.337 9.621 34.819 4.241 1.245 2.975 H15B 224 33 FML H21 H21 H 0 1 N N N 15.611 12.610 29.583 -5.514 -2.549 -1.786 H21 224 34 FML H20 H20 H 0 1 N N N 17.878 13.396 30.211 -4.056 -0.676 -2.441 H20 224 35 FML H23 H23 H 0 1 N N N 15.452 10.210 33.134 -5.981 -0.837 2.096 H23 224 36 FML HN7 HN7 H 0 1 N N N 20.296 7.873 30.667 1.091 3.738 -1.551 HN7 224 37 FML HN12 HN12 H 0 0 N N N 24.453 7.837 32.575 2.539 -0.393 1.261 HN12 224 38 FML H19 H19 H 0 1 N N N 26.071 9.889 28.620 5.579 -3.468 1.027 H19 224 39 FML H19A H19A H 0 0 N N N 26.931 8.555 29.462 5.941 -3.764 -0.690 H19A 224 40 FML H19B H19B H 0 0 N N N 25.212 8.904 29.852 6.987 -2.688 0.267 H19B 224 41 # 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 FML C1 N2 DOUB Y N 1 FML C1 C5 SING Y N 2 FML N2 C3 SING Y N 3 FML C3 O10 SING N N 4 FML C3 N4 DOUB Y N 5 FML C5 C6 DOUB Y N 6 FML C5 C9 SING Y N 7 FML C6 N4 SING Y N 8 FML C6 N7 SING Y N 9 FML C9 N8 DOUB Y N 10 FML C9 N12 SING N N 11 FML C11 C20 DOUB Y N 12 FML C11 C24 SING Y N 13 FML C11 O10 SING N N 14 FML C13 C14 SING N N 15 FML C13 C15 SING N N 16 FML C13 N12 SING N N 17 FML C14 S16 SING N N 18 FML F26 C22 SING N N 19 FML C22 C21 DOUB Y N 20 FML C22 C23 SING Y N 21 FML C21 C20 SING Y N 22 FML C23 C24 DOUB Y N 23 FML C24 F25 SING N N 24 FML N7 N8 SING Y N 25 FML S16 O17 DOUB N N 26 FML S16 O18 DOUB N N 27 FML S16 C19 SING N N 28 FML C1 H1 SING N N 29 FML C13 H13 SING N N 30 FML C14 H14 SING N N 31 FML C14 H14A SING N N 32 FML C15 H15 SING N N 33 FML C15 H15A SING N N 34 FML C15 H15B SING N N 35 FML C21 H21 SING N N 36 FML C20 H20 SING N N 37 FML C23 H23 SING N N 38 FML N7 HN7 SING N N 39 FML N12 HN12 SING N N 40 FML C19 H19 SING N N 41 FML C19 H19A SING N N 42 FML C19 H19B SING N N 43 # 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 FML SMILES ACDLabs 10.04 "Fc3ccc(Oc1ncc2c(n1)nnc2NC(C)CS(=O)(=O)C)c(F)c3" FML SMILES_CANONICAL CACTVS 3.341 "C[C@@H](C[S](C)(=O)=O)Nc1n[nH]c2nc(Oc3ccc(F)cc3F)ncc12" FML SMILES CACTVS 3.341 "C[CH](C[S](C)(=O)=O)Nc1n[nH]c2nc(Oc3ccc(F)cc3F)ncc12" FML SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](CS(=O)(=O)C)Nc1c2cnc(nc2[nH]n1)Oc3ccc(cc3F)F" FML SMILES "OpenEye OEToolkits" 1.5.0 "CC(CS(=O)(=O)C)Nc1c2cnc(nc2[nH]n1)Oc3ccc(cc3F)F" FML InChI InChI 1.03 "InChI=1S/C15H15F2N5O3S/c1-8(7-26(2,23)24)19-13-10-6-18-15(20-14(10)22-21-13)25-12-4-3-9(16)5-11(12)17/h3-6,8H,7H2,1-2H3,(H2,18,19,20,21,22)/t8-/m0/s1" FML InChIKey InChI 1.03 BIWWSRSPBBUSCN-QMMMGPOBSA-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 FML "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,4-difluorophenoxy)-N-[(1S)-1-methyl-2-(methylsulfonyl)ethyl]-1H-pyrazolo[3,4-d]pyrimidin-3-amine" FML "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-N-[(2S)-1-methylsulfonylpropan-2-yl]-1H-pyrazolo[5,4-d]pyrimidin-3-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FML "Create component" 2009-01-05 RCSB FML "Modify aromatic_flag" 2011-06-04 RCSB FML "Modify descriptor" 2011-06-04 RCSB #