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                    2008-12-26 
_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 N 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 N N 15 
GS7 C2  O1   SING N N 16 
GS7 C2  C3   SING N N 17 
GS7 O1  C1   SING Y N 18 
GS7 C8  C7   DOUB Y N 19 
GS7 C7  C4   SING N 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 Y N 26 
GS7 O4  C18  DOUB N N 27 
GS7 C18 N4   SING Y N 28 
GS7 C18 C17  SING N N 29 
GS7 C17 C16  DOUB Y N 30 
GS7 C17 C12  SING N N 31 
GS7 C16 F    SING N N 32 
GS7 C16 C15  SING N N 33 
GS7 C15 C14  DOUB N N 34 
GS7 C14 C13  SING N N 35 
GS7 C13 C12  DOUB N 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 Y N 47 
GS7 C5  H5   SING Y N 48 
GS7 C5  H5A  SING N N 49 
GS7 C6  H6   SING Y N 50 
GS7 C6  H6A  SING Y N 51 
GS7 C6  H6B  SING N N 52 
GS7 N4  HN4  SING Y N 53 
GS7 N4  HN4A SING N N 54 
GS7 C15 H15  SING Y 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 InChI            InChI                1.02b InChI=1/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)/f/h25-27H,24H2 
GS7 InChIKey         InChI                1.02b VGYXXQRDIVRILX-VHQWDMRRCF                                                                                                                                                                     
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                                                                                                                                
# 
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   
# 
