data_LMM # _chem_comp.id LMM _chem_comp.name "N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-7-methyl-N4-(1-methylimidazol-4-yl)thieno[3,2-d]pyrimidine-2,4-diamine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 F N8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-17 _chem_comp.pdbx_modified_date 2014-04-28 _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 384.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LMM _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 4C61 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 LMM F28 F28 F 0 1 N N N -8.477 -19.716 22.689 -6.916 -1.558 0.826 F28 LMM 1 LMM C25 C25 C 0 1 Y N N -8.686 -21.051 22.584 -5.661 -1.190 0.491 C25 LMM 2 LMM C26 C26 C 0 1 Y N N -7.590 -21.961 22.404 -5.095 -0.034 1.012 C26 LMM 3 LMM N27 N27 N 0 1 Y N N -7.811 -23.279 22.319 -3.862 0.293 0.660 N27 LMM 4 LMM C22 C22 C 0 1 Y N N -9.096 -23.657 22.410 -3.174 -0.462 -0.173 C22 LMM 5 LMM N23 N23 N 0 1 Y N N -10.196 -22.890 22.564 -3.677 -1.565 -0.688 N23 LMM 6 LMM C24 C24 C 0 1 Y N N -9.979 -21.571 22.660 -4.902 -1.961 -0.379 C24 LMM 7 LMM C19 C19 C 0 1 N N S -9.320 -25.188 22.353 -1.773 -0.052 -0.546 C19 LMM 8 LMM C21 C21 C 0 1 N N N -9.859 -25.524 20.966 -1.769 0.516 -1.967 C21 LMM 9 LMM N18 N18 N 0 1 N N N -10.275 -25.657 23.365 -0.889 -1.219 -0.485 N18 LMM 10 LMM C8 C8 C 0 1 Y N N -10.112 -25.723 24.703 0.470 -1.049 -0.271 C8 LMM 11 LMM N7 N7 N 0 1 Y N N -11.146 -26.226 25.407 1.242 -2.113 -0.220 N7 LMM 12 LMM C6 C6 C 0 1 Y N N -10.922 -26.401 26.723 2.575 -2.000 -0.013 C6 LMM 13 LMM C2 C2 C 0 1 Y N N -11.889 -26.971 27.710 3.555 -3.001 0.073 C2 LMM 14 LMM C1 C1 C 0 1 N N N -13.290 -27.425 27.409 3.221 -4.464 -0.066 C1 LMM 15 LMM N9 N9 N 0 1 Y N N -8.909 -25.366 25.197 0.946 0.182 -0.131 N9 LMM 16 LMM C10 C10 C 0 1 Y N N -8.704 -25.575 26.514 2.241 0.388 0.075 C10 LMM 17 LMM C5 C5 C 0 1 Y N N -9.715 -26.087 27.363 3.105 -0.718 0.144 C5 LMM 18 LMM S4 S4 S 0 1 Y N N -9.739 -26.426 29.061 4.841 -0.828 0.397 S4 LMM 19 LMM C3 C3 C 0 1 Y N N -11.348 -27.028 28.962 4.792 -2.579 0.283 C3 LMM 20 LMM N11 N11 N 0 1 N N N -7.435 -25.350 27.064 2.734 1.674 0.222 N11 LMM 21 LMM C12 C12 C 0 1 Y N N -6.356 -24.864 26.335 1.861 2.773 0.153 C12 LMM 22 LMM N16 N16 N 0 1 Y N N -5.232 -24.503 27.018 2.206 4.065 0.276 N16 LMM 23 LMM C15 C15 C 0 1 Y N N -4.385 -24.032 26.126 1.140 4.810 0.159 C15 LMM 24 LMM N14 N14 N 0 1 Y N N -4.994 -24.089 24.836 0.071 4.012 -0.046 N14 LMM 25 LMM C17 C17 C 0 1 N N N -4.422 -23.625 23.568 -1.316 4.447 -0.230 C17 LMM 26 LMM C13 C13 C 0 1 Y N N -6.239 -24.617 25.000 0.527 2.716 -0.057 C13 LMM 27 LMM H26 H26 H 0 1 N N N -6.582 -21.580 22.337 -5.653 0.589 1.694 H26 LMM 28 LMM H24 H24 H 0 1 N N N -10.815 -20.902 22.798 -5.306 -2.869 -0.801 H24 LMM 29 LMM H19 H19 H 0 1 N N N -8.352 -25.692 22.493 -1.419 0.709 0.150 H19 LMM 30 LMM H211 H211 H 0 0 N N N -10.030 -26.608 20.891 -2.123 -0.244 -2.663 H211 LMM 31 LMM H212 H212 H 0 0 N N N -10.807 -24.991 20.802 -2.427 1.385 -2.013 H212 LMM 32 LMM H213 H213 H 0 0 N N N -9.128 -25.215 20.204 -0.756 0.813 -2.237 H213 LMM 33 LMM H18 H18 H 0 1 N N N -11.081 -25.078 23.238 -1.255 -2.110 -0.593 H18 LMM 34 LMM H11C H11C H 0 0 N N N -13.280 -28.490 27.136 3.292 -4.755 -1.114 H11C LMM 35 LMM H12C H12C H 0 0 N N N -13.921 -27.281 28.298 3.922 -5.055 0.523 H12C LMM 36 LMM H13C H13C H 0 0 N N N -13.695 -26.836 26.573 2.206 -4.640 0.291 H13C LMM 37 LMM H3 H3 H 0 1 N N N -11.883 -27.417 29.816 5.654 -3.224 0.373 H3 LMM 38 LMM H11 H11 H 0 1 N N N -7.298 -25.550 28.034 3.682 1.816 0.372 H11 LMM 39 LMM H13 H13 H 0 1 N N N -6.977 -24.801 24.234 -0.067 1.825 -0.201 H13 LMM 40 LMM H15 H15 H 0 1 N N N -3.392 -23.663 26.336 1.117 5.888 0.216 H15 LMM 41 LMM H171 H171 H 0 0 N N N -5.138 -23.808 22.753 -1.508 4.612 -1.290 H171 LMM 42 LMM H172 H172 H 0 0 N N N -4.210 -22.548 23.634 -1.991 3.678 0.146 H172 LMM 43 LMM H173 H173 H 0 0 N N N -3.489 -24.171 23.365 -1.481 5.375 0.318 H173 LMM 44 # 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 LMM F28 C25 SING N N 1 LMM C25 C26 SING Y N 2 LMM C25 C24 DOUB Y N 3 LMM C26 N27 DOUB Y N 4 LMM N27 C22 SING Y N 5 LMM C22 N23 DOUB Y N 6 LMM C22 C19 SING N N 7 LMM N23 C24 SING Y N 8 LMM C19 C21 SING N N 9 LMM C19 N18 SING N N 10 LMM N18 C8 SING N N 11 LMM C8 N7 SING Y N 12 LMM C8 N9 DOUB Y N 13 LMM N7 C6 DOUB Y N 14 LMM C6 C2 SING Y N 15 LMM C6 C5 SING Y N 16 LMM C2 C1 SING N N 17 LMM C2 C3 DOUB Y N 18 LMM N9 C10 SING Y N 19 LMM C10 C5 DOUB Y N 20 LMM C10 N11 SING N N 21 LMM C5 S4 SING Y N 22 LMM S4 C3 SING Y N 23 LMM N11 C12 SING N N 24 LMM C12 N16 SING Y N 25 LMM C12 C13 DOUB Y N 26 LMM N16 C15 DOUB Y N 27 LMM C15 N14 SING Y N 28 LMM N14 C17 SING N N 29 LMM N14 C13 SING Y N 30 LMM C26 H26 SING N N 31 LMM C24 H24 SING N N 32 LMM C19 H19 SING N N 33 LMM C21 H211 SING N N 34 LMM C21 H212 SING N N 35 LMM C21 H213 SING N N 36 LMM N18 H18 SING N N 37 LMM C1 H11C SING N N 38 LMM C1 H12C SING N N 39 LMM C1 H13C SING N N 40 LMM C3 H3 SING N N 41 LMM N11 H11 SING N N 42 LMM C13 H13 SING N N 43 LMM C15 H15 SING N N 44 LMM C17 H171 SING N N 45 LMM C17 H172 SING N N 46 LMM C17 H173 SING N N 47 # 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 LMM SMILES ACDLabs 12.01 "Fc1cnc(nc1)C(Nc2nc(c3scc(c3n2)C)Nc4ncn(c4)C)C" LMM InChI InChI 1.03 "InChI=1S/C17H17FN8S/c1-9-7-27-14-13(9)24-17(22-10(2)15-19-4-11(18)5-20-15)25-16(14)23-12-6-26(3)8-21-12/h4-8,10H,1-3H3,(H2,22,23,24,25)/t10-/m0/s1" LMM InChIKey InChI 1.03 DVWTWOHVDUVPJV-JTQLQIEISA-N LMM SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1nc(Nc2cn(C)cn2)c3scc(C)c3n1)c4ncc(F)cn4" LMM SMILES CACTVS 3.385 "C[CH](Nc1nc(Nc2cn(C)cn2)c3scc(C)c3n1)c4ncc(F)cn4" LMM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1csc2c1nc(nc2Nc3cn(cn3)C)N[C@@H](C)c4ncc(cn4)F" LMM SMILES "OpenEye OEToolkits" 1.7.6 "Cc1csc2c1nc(nc2Nc3cn(cn3)C)NC(C)c4ncc(cn4)F" # 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 LMM "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-7-methyl-N~4~-(1-methyl-1H-imidazol-4-yl)thieno[3,2-d]pyrimidine-2,4-diamine" LMM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N2-[(1S)-1-(5-fluoranylpyrimidin-2-yl)ethyl]-7-methyl-N4-(1-methylimidazol-4-yl)thieno[3,2-d]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LMM "Create component" 2013-09-17 EBI LMM "Initial release" 2014-01-08 RCSB LMM "Other modification" 2014-04-28 EBI #