data_XI2 # _chem_comp.id XI2 _chem_comp.name "6-(2,4-difluorophenoxy)-N-[(1R)-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 XI2 _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 3FMM _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 XI2 F26 F26 F 0 1 N N N 14.142 10.514 30.589 -6.687 -2.561 -1.015 F26 XI2 1 XI2 C22 C22 C 0 1 Y N N 15.408 10.947 30.740 -5.876 -1.549 -0.638 C22 XI2 2 XI2 C21 C21 C 0 1 Y N N 16.001 11.760 29.769 -5.742 -0.433 -1.445 C21 XI2 3 XI2 C20 C20 C 0 1 Y N N 17.317 12.197 29.936 -4.912 0.604 -1.061 C20 XI2 4 XI2 C23 C23 C 0 1 Y N N 16.136 10.570 31.870 -5.184 -1.628 0.559 C23 XI2 5 XI2 C24 C24 C 0 1 Y N N 17.451 11.007 32.027 -4.353 -0.592 0.947 C24 XI2 6 XI2 F25 F25 F 0 1 N N N 18.146 10.642 33.117 -3.678 -0.667 2.115 F25 XI2 7 XI2 C19 C19 C 0 1 Y N N 18.045 11.818 31.066 -4.214 0.526 0.134 C19 XI2 8 XI2 O18 O18 O 0 1 N N N 19.345 12.247 31.233 -3.398 1.546 0.513 O18 XI2 9 XI2 C3 C3 C 0 1 Y N N 20.399 11.357 31.208 -2.069 1.415 0.284 C3 XI2 10 XI2 N2 N2 N 0 1 Y N N 21.643 11.758 31.601 -1.638 0.356 -0.392 N2 XI2 11 XI2 N4 N4 N 0 1 Y N N 20.171 10.088 30.790 -1.251 2.348 0.736 N4 XI2 12 XI2 C6 C6 C 0 1 Y N N 21.182 9.186 30.750 0.059 2.252 0.530 C6 XI2 13 XI2 N7 N7 N 0 1 Y N N 21.274 7.893 30.394 1.137 3.020 0.855 N7 XI2 14 XI2 N8 N8 N 0 1 Y N N 22.600 7.442 30.557 2.301 2.416 0.367 N8 XI2 15 XI2 C9 C9 C 0 1 Y N N 23.306 8.490 31.016 2.004 1.303 -0.251 C9 XI2 16 XI2 C5 C5 C 0 1 Y N N 22.522 9.625 31.178 0.554 1.136 -0.181 C5 XI2 17 XI2 C1 C1 C 0 1 Y N N 22.712 10.935 31.603 -0.353 0.181 -0.642 C1 XI2 18 XI2 N10 N10 N 0 1 N N N 24.629 8.349 31.284 2.908 0.433 -0.864 N10 XI2 19 XI2 C11 C11 C 0 1 N N R 25.626 9.404 31.274 4.341 0.736 -0.851 C11 XI2 20 XI2 C13 C13 C 0 1 N N N 25.793 9.910 29.845 4.675 1.670 -2.016 C13 XI2 21 XI2 C12 C12 C 0 1 N N N 26.961 8.890 31.830 5.138 -0.562 -0.994 C12 XI2 22 XI2 S14 S14 S 0 1 N N N 26.957 8.553 33.472 4.742 -1.669 0.387 S14 XI2 23 XI2 O15 O15 O 0 1 N N N 28.316 8.455 33.926 5.205 -1.075 1.592 O15 XI2 24 XI2 O16 O16 O 0 1 N N N 26.288 9.580 34.220 3.378 -2.053 0.283 O16 XI2 25 XI2 C17 C17 C 0 1 N N N 26.214 7.101 33.790 5.778 -3.112 0.020 C17 XI2 26 XI2 H21 H21 H 0 1 N N N 15.442 12.050 28.891 -6.285 -0.372 -2.376 H21 XI2 27 XI2 H20 H20 H 0 1 N N N 17.773 12.830 29.189 -4.808 1.474 -1.692 H20 XI2 28 XI2 H23 H23 H 0 1 N N N 15.682 9.941 32.621 -5.293 -2.497 1.190 H23 XI2 29 XI2 HN7 HN7 H 0 1 N N N 20.514 7.334 30.063 1.103 3.854 1.347 HN7 XI2 30 XI2 H1 H1 H 0 1 N N N 23.683 11.282 31.924 -0.011 -0.683 -1.193 H1 XI2 31 XI2 HN10 HN10 H 0 0 N N N 24.653 7.997 32.220 2.586 -0.372 -1.299 HN10 XI2 32 XI2 H11 H11 H 0 1 N N N 25.294 10.232 31.918 4.601 1.221 0.089 H11 XI2 33 XI2 H13 H13 H 0 1 N N N 25.833 11.009 29.847 4.415 1.185 -2.957 H13 XI2 34 XI2 H13A H13A H 0 0 N N N 26.726 9.510 29.421 4.107 2.595 -1.915 H13A XI2 35 XI2 H13B H13B H 0 0 N N N 24.940 9.576 29.236 5.741 1.896 -2.007 H13B XI2 36 XI2 H12 H12 H 0 1 N N N 27.209 7.960 31.298 4.878 -1.047 -1.935 H12 XI2 37 XI2 H12A H12A H 0 0 N N N 27.694 9.697 31.679 6.205 -0.336 -0.984 H12A XI2 38 XI2 H17 H17 H 0 1 N N N 26.050 6.558 32.847 6.826 -2.812 -0.001 H17 XI2 39 XI2 H17A H17A H 0 0 N N N 26.854 6.499 34.453 5.632 -3.870 0.789 H17A XI2 40 XI2 H17B H17B H 0 0 N N N 25.247 7.284 34.281 5.499 -3.522 -0.951 H17B XI2 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 XI2 F26 C22 SING N N 1 XI2 C22 C21 DOUB Y N 2 XI2 C22 C23 SING Y N 3 XI2 C21 C20 SING Y N 4 XI2 C20 C19 DOUB Y N 5 XI2 C23 C24 DOUB Y N 6 XI2 C24 F25 SING N N 7 XI2 C24 C19 SING Y N 8 XI2 C19 O18 SING N N 9 XI2 O18 C3 SING N N 10 XI2 C3 N2 DOUB Y N 11 XI2 C3 N4 SING Y N 12 XI2 N2 C1 SING Y N 13 XI2 N4 C6 DOUB Y N 14 XI2 C6 N7 SING Y N 15 XI2 C6 C5 SING Y N 16 XI2 N7 N8 SING Y N 17 XI2 N8 C9 DOUB Y N 18 XI2 C9 C5 SING Y N 19 XI2 C9 N10 SING N N 20 XI2 C5 C1 DOUB Y N 21 XI2 N10 C11 SING N N 22 XI2 C11 C13 SING N N 23 XI2 C11 C12 SING N N 24 XI2 C12 S14 SING N N 25 XI2 S14 O15 DOUB N N 26 XI2 S14 O16 DOUB N N 27 XI2 S14 C17 SING N N 28 XI2 C21 H21 SING N N 29 XI2 C20 H20 SING N N 30 XI2 C23 H23 SING N N 31 XI2 N7 HN7 SING N N 32 XI2 C1 H1 SING N N 33 XI2 N10 HN10 SING N N 34 XI2 C11 H11 SING N N 35 XI2 C13 H13 SING N N 36 XI2 C13 H13A SING N N 37 XI2 C13 H13B SING N N 38 XI2 C12 H12 SING N N 39 XI2 C12 H12A SING N N 40 XI2 C17 H17 SING N N 41 XI2 C17 H17A SING N N 42 XI2 C17 H17B 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 XI2 SMILES ACDLabs 10.04 "Fc3ccc(Oc1ncc2c(n1)nnc2NC(C)CS(=O)(=O)C)c(F)c3" XI2 SMILES_CANONICAL CACTVS 3.341 "C[C@H](C[S](C)(=O)=O)Nc1n[nH]c2nc(Oc3ccc(F)cc3F)ncc12" XI2 SMILES CACTVS 3.341 "C[CH](C[S](C)(=O)=O)Nc1n[nH]c2nc(Oc3ccc(F)cc3F)ncc12" XI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](CS(=O)(=O)C)Nc1c2cnc(nc2[nH]n1)Oc3ccc(cc3F)F" XI2 SMILES "OpenEye OEToolkits" 1.5.0 "CC(CS(=O)(=O)C)Nc1c2cnc(nc2[nH]n1)Oc3ccc(cc3F)F" XI2 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-/m1/s1" XI2 InChIKey InChI 1.03 BIWWSRSPBBUSCN-MRVPVSSYSA-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 XI2 "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,4-difluorophenoxy)-N-[(1R)-1-methyl-2-(methylsulfonyl)ethyl]-1H-pyrazolo[3,4-d]pyrimidin-3-amine" XI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-N-[(2R)-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 XI2 "Create component" 2009-01-05 RCSB XI2 "Modify aromatic_flag" 2011-06-04 RCSB XI2 "Modify descriptor" 2011-06-04 RCSB #