data_GS7 # _chem_comp.id GS7 _chem_comp.name "2-fluoro-6-{[2-({2-methoxy-4-[(methylsulfonyl)methyl]phenyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 F N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-24 _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 484.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GS7 _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 3ELJ _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 GS7 C11 C11 C 0 1 Y N N 20.773 8.519 32.340 -2.515 1.095 -0.311 C11 GS7 1 GS7 N2 N2 N 0 1 Y N N 21.392 7.376 31.996 -1.614 0.119 -0.298 N2 GS7 2 GS7 C19 C19 C 0 1 Y N N 19.521 8.397 32.906 -2.070 2.414 -0.491 C19 GS7 3 GS7 C22 C22 C 0 1 Y N N 19.013 7.134 33.072 -0.692 2.648 -0.650 C22 GS7 4 GS7 N5 N5 N 0 1 Y N N 17.777 7.249 33.640 -0.527 3.997 -0.806 N5 GS7 5 GS7 C21 C21 C 0 1 Y N N 17.481 8.566 33.847 -1.744 4.628 -0.752 C21 GS7 6 GS7 C20 C20 C 0 1 Y N N 18.551 9.309 33.398 -2.717 3.723 -0.563 C20 GS7 7 GS7 N6 N6 N 0 1 Y N N 19.610 5.995 32.741 0.140 1.607 -0.624 N6 GS7 8 GS7 C10 C10 C 0 1 Y N N 20.816 6.185 32.201 -0.322 0.380 -0.452 C10 GS7 9 GS7 N1 N1 N 0 1 N N N 21.493 5.007 31.827 0.579 -0.673 -0.431 N1 GS7 10 GS7 C9 C9 C 0 1 Y N N 22.763 4.974 31.217 1.956 -0.418 -0.445 C9 GS7 11 GS7 C2 C2 C 0 1 Y N N 23.699 4.063 31.658 2.841 -1.390 -0.907 C2 GS7 12 GS7 O1 O1 O 0 1 N N N 23.295 3.243 32.703 2.370 -2.588 -1.344 O1 GS7 13 GS7 C1 C1 C 0 1 N N N 24.183 2.140 32.823 3.336 -3.536 -1.803 C1 GS7 14 GS7 C8 C8 C 0 1 Y N N 23.094 5.819 30.179 2.441 0.805 -0.006 C8 GS7 15 GS7 C7 C7 C 0 1 Y N N 24.344 5.759 29.605 3.800 1.054 -0.022 C7 GS7 16 GS7 C4 C4 C 0 1 Y N N 25.279 4.845 30.044 4.679 0.088 -0.475 C4 GS7 17 GS7 C3 C3 C 0 1 Y N N 24.955 3.993 31.080 4.202 -1.132 -0.920 C3 GS7 18 GS7 C5 C5 C 0 1 N N N 26.629 4.808 29.404 6.160 0.366 -0.491 C5 GS7 19 GS7 S S S 0 1 N N N 26.539 3.791 27.947 6.888 -0.145 1.089 S GS7 20 GS7 O2 O2 O 0 1 N N N 25.629 4.405 26.998 6.362 0.682 2.119 O2 GS7 21 GS7 O3 O3 O 0 1 N N N 26.333 2.424 28.388 6.773 -1.556 1.206 O3 GS7 22 GS7 C6 C6 C 0 1 N N N 28.178 3.920 27.298 8.637 0.275 0.849 C6 GS7 23 GS7 O4 O4 O 0 1 N N N 20.826 12.313 32.681 -6.257 0.553 2.213 O4 GS7 24 GS7 C18 C18 C 0 1 N N N 21.727 12.531 31.880 -6.380 0.246 1.043 C18 GS7 25 GS7 N4 N4 N 0 1 N N N 21.821 13.644 31.086 -7.285 0.880 0.271 N4 GS7 26 GS7 C17 C17 C 0 1 Y N N 22.827 11.564 31.706 -5.538 -0.817 0.468 C17 GS7 27 GS7 C16 C16 C 0 1 Y N N 24.094 12.008 31.394 -5.969 -2.148 0.495 C16 GS7 28 GS7 F F F 0 1 N N N 24.347 13.317 31.244 -7.160 -2.463 1.050 F GS7 29 GS7 C15 C15 C 0 1 Y N N 25.119 11.105 31.231 -5.174 -3.140 -0.047 C15 GS7 30 GS7 C14 C14 C 0 1 Y N N 24.871 9.760 31.383 -3.953 -2.823 -0.616 C14 GS7 31 GS7 C13 C13 C 0 1 Y N N 23.604 9.320 31.697 -3.515 -1.514 -0.650 C13 GS7 32 GS7 C12 C12 C 0 1 Y N N 22.569 10.215 31.861 -4.301 -0.502 -0.116 C12 GS7 33 GS7 N3 N3 N 0 1 N N N 21.265 9.819 32.179 -3.863 0.817 -0.155 N3 GS7 34 GS7 HN5 HN5 H 0 1 N N N 17.177 6.483 33.870 0.326 4.442 -0.936 HN5 GS7 35 GS7 H21 H21 H 0 1 N N N 16.573 8.955 34.284 -1.896 5.693 -0.848 H21 GS7 36 GS7 H20 H20 H 0 1 N N N 18.636 10.385 33.417 -3.775 3.924 -0.480 H20 GS7 37 GS7 HN1 HN1 H 0 1 N N N 21.041 4.134 32.007 0.255 -1.587 -0.406 HN1 GS7 38 GS7 H1 H1 H 0 1 N N N 24.412 1.743 31.823 3.889 -3.115 -2.643 H1 GS7 39 GS7 H1A H1A H 0 1 N N N 25.113 2.470 33.309 4.028 -3.771 -0.994 H1A GS7 40 GS7 H1B H1B H 0 1 N N N 23.711 1.354 33.430 2.829 -4.446 -2.122 H1B GS7 41 GS7 H8 H8 H 0 1 N N N 22.369 6.532 29.814 1.757 1.562 0.348 H8 GS7 42 GS7 H7 H7 H 0 1 N N N 24.595 6.436 28.802 4.177 2.007 0.320 H7 GS7 43 GS7 H3 H3 H 0 1 N N N 25.678 3.275 31.438 4.891 -1.883 -1.277 H3 GS7 44 GS7 H5 H5 H 0 1 N N N 26.938 5.827 29.128 6.626 -0.192 -1.304 H5 GS7 45 GS7 H5A H5A H 0 1 N N N 27.366 4.392 30.107 6.327 1.433 -0.641 H5A GS7 46 GS7 H6 H6 H 0 1 N N N 28.137 3.947 26.199 8.731 1.344 0.661 H6 GS7 47 GS7 H6A H6A H 0 1 N N N 28.648 4.843 27.670 9.200 0.012 1.745 H6A GS7 48 GS7 H6B H6B H 0 1 N N N 28.770 3.051 27.621 9.030 -0.281 -0.002 H6B GS7 49 GS7 HN4 HN4 H 0 1 N N N 22.631 13.634 30.500 -7.839 1.581 0.650 HN4 GS7 50 GS7 HN4A HN4A H 0 0 N N N 21.151 14.386 31.092 -7.382 0.636 -0.663 HN4A GS7 51 GS7 H15 H15 H 0 1 N N N 26.113 11.450 30.985 -5.506 -4.167 -0.025 H15 GS7 52 GS7 H14 H14 H 0 1 N N N 25.672 9.047 31.256 -3.338 -3.605 -1.036 H14 GS7 53 GS7 H13 H13 H 0 1 N N N 23.420 8.262 31.816 -2.560 -1.276 -1.096 H13 GS7 54 GS7 HN3 HN3 H 0 1 N N N 20.602 10.557 32.307 -4.501 1.543 -0.074 HN3 GS7 55 # 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 GS7 C11 N2 DOUB Y N 1 GS7 C11 C19 SING Y N 2 GS7 C11 N3 SING N N 3 GS7 N2 C10 SING Y N 4 GS7 C19 C22 DOUB Y N 5 GS7 C19 C20 SING Y N 6 GS7 C22 N5 SING Y N 7 GS7 C22 N6 SING Y N 8 GS7 N5 C21 SING Y N 9 GS7 C21 C20 DOUB Y N 10 GS7 N6 C10 DOUB Y N 11 GS7 C10 N1 SING N N 12 GS7 N1 C9 SING N N 13 GS7 C9 C2 DOUB Y N 14 GS7 C9 C8 SING Y N 15 GS7 C2 O1 SING N N 16 GS7 C2 C3 SING Y N 17 GS7 O1 C1 SING N N 18 GS7 C8 C7 DOUB Y N 19 GS7 C7 C4 SING Y N 20 GS7 C4 C3 DOUB Y N 21 GS7 C4 C5 SING N N 22 GS7 C5 S SING N N 23 GS7 S O2 DOUB N N 24 GS7 S O3 DOUB N N 25 GS7 S C6 SING N N 26 GS7 O4 C18 DOUB N N 27 GS7 C18 N4 SING N N 28 GS7 C18 C17 SING N N 29 GS7 C17 C16 DOUB Y N 30 GS7 C17 C12 SING Y N 31 GS7 C16 F SING N N 32 GS7 C16 C15 SING Y N 33 GS7 C15 C14 DOUB Y N 34 GS7 C14 C13 SING Y N 35 GS7 C13 C12 DOUB Y N 36 GS7 C12 N3 SING N N 37 GS7 N5 HN5 SING N N 38 GS7 C21 H21 SING N N 39 GS7 C20 H20 SING N N 40 GS7 N1 HN1 SING N N 41 GS7 C1 H1 SING N N 42 GS7 C1 H1A SING N N 43 GS7 C1 H1B SING N N 44 GS7 C8 H8 SING N N 45 GS7 C7 H7 SING N N 46 GS7 C3 H3 SING N N 47 GS7 C5 H5 SING N N 48 GS7 C5 H5A SING N N 49 GS7 C6 H6 SING N N 50 GS7 C6 H6A SING N N 51 GS7 C6 H6B SING N N 52 GS7 N4 HN4 SING N N 53 GS7 N4 HN4A SING N N 54 GS7 C15 H15 SING N N 55 GS7 C14 H14 SING N N 56 GS7 C13 H13 SING N N 57 GS7 N3 HN3 SING N N 58 # 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 GS7 SMILES ACDLabs 10.04 "O=S(=O)(C)Cc1ccc(c(OC)c1)Nc2nc4c(c(n2)Nc3cccc(F)c3C(=O)N)ccn4" GS7 SMILES_CANONICAL CACTVS 3.341 "COc1cc(C[S](C)(=O)=O)ccc1Nc2nc3[nH]ccc3c(Nc4cccc(F)c4C(N)=O)n2" GS7 SMILES CACTVS 3.341 "COc1cc(C[S](C)(=O)=O)ccc1Nc2nc3[nH]ccc3c(Nc4cccc(F)c4C(N)=O)n2" GS7 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1Nc2nc3c(cc[nH]3)c(n2)Nc4cccc(c4C(=O)N)F)CS(=O)(=O)C" GS7 SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1Nc2nc3c(cc[nH]3)c(n2)Nc4cccc(c4C(=O)N)F)CS(=O)(=O)C" GS7 InChI InChI 1.03 "InChI=1S/C22H21FN6O4S/c1-33-17-10-12(11-34(2,31)32)6-7-15(17)27-22-28-20-13(8-9-25-20)21(29-22)26-16-5-3-4-14(23)18(16)19(24)30/h3-10H,11H2,1-2H3,(H2,24,30)(H3,25,26,27,28,29)" GS7 InChIKey InChI 1.03 VGYXXQRDIVRILX-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 GS7 "SYSTEMATIC NAME" ACDLabs 10.04 "2-fluoro-6-{[2-({2-methoxy-4-[(methylsulfonyl)methyl]phenyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzamide" GS7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-fluoro-6-[[2-[[2-methoxy-4-(methylsulfonylmethyl)phenyl]amino]-7H-pyrrolo[3,2-e]pyrimidin-4-yl]amino]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GS7 "Create component" 2008-09-24 RCSB GS7 "Modify aromatic_flag" 2011-06-04 RCSB GS7 "Modify descriptor" 2011-06-04 RCSB #