data_X9F
# 
_chem_comp.id                                    X9F 
_chem_comp.name                                  "N^4^-1H-INDAZOL-4-YL-N^2^-[3-(METHYLSULFONYL)PHENYL]PYRIMIDINE-2,4-DIAMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-03-17 
_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                        380.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X9F 
_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        2X9F 
_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 
X9F C7   C7   C 0 1 Y N N 13.607 6.254  11.844 0.078  -1.091 0.085  C7   X9F 1  
X9F N2   N2   N 0 1 Y N N 14.426 5.238  12.181 -0.344 -2.320 -0.172 N2   X9F 2  
X9F C8   C8   C 0 1 Y N N 13.882 4.072  12.541 0.515  -3.294 -0.436 C8   X9F 3  
X9F C9   C9   C 0 1 Y N N 12.535 3.866  12.578 1.868  -3.017 -0.443 C9   X9F 4  
X9F C10  C10  C 0 1 Y N N 11.745 4.947  12.222 2.283  -1.712 -0.169 C10  X9F 5  
X9F N3   N3   N 0 1 N N N 10.338 4.817  12.231 3.631  -1.389 -0.165 N3   X9F 6  
X9F C11  C11  C 0 1 Y N N 9.715  3.651  12.700 4.040  -0.107 0.203  C11  X9F 7  
X9F C12  C12  C 0 1 Y N N 9.611  3.376  14.052 3.218  0.689  0.979  C12  X9F 8  
X9F C13  C13  C 0 1 Y N N 9.018  2.229  14.548 3.620  1.965  1.348  C13  X9F 9  
X9F C14  C14  C 0 1 Y N N 8.463  1.277  13.722 4.841  2.460  0.949  C14  X9F 10 
X9F C15  C15  C 0 1 Y N N 8.561  1.556  12.373 5.688  1.679  0.167  C15  X9F 11 
X9F N4   N4   N 0 1 Y N N 8.121  0.843  11.291 6.932  1.881  -0.374 N4   X9F 12 
X9F N5   N5   N 0 1 Y N N 8.425  1.430  10.116 7.293  0.725  -1.077 N5   X9F 13 
X9F C16  C16  C 0 1 Y N N 9.058  2.571  10.435 6.341  -0.158 -0.990 C16  X9F 14 
X9F C17  C17  C 0 1 Y N N 9.169  2.695  11.847 5.293  0.382  -0.208 C17  X9F 15 
X9F N6   N6   N 0 1 Y N N 12.271 6.122  11.859 1.366  -0.785 0.088  N6   X9F 16 
X9F C1   C1   C 0 1 N N N 15.981 12.277 12.403 -6.116 2.320  0.865  C1   X9F 17 
X9F S1   S1   S 0 1 N N N 14.929 12.519 11.044 -5.728 1.253  -0.551 S1   X9F 18 
X9F O1   O1   O 0 1 N N N 15.715 12.505 9.818  -6.837 0.423  -0.867 O1   X9F 19 
X9F O2   O2   O 0 1 N N N 14.060 13.655 11.318 -5.054 1.991  -1.561 O2   X9F 20 
X9F C2   C2   C 0 1 Y N N 13.889 11.066 10.983 -4.510 0.137  0.061  C2   X9F 21 
X9F C3   C3   C 0 1 Y N N 12.551 11.206 10.685 -4.895 -1.059 0.636  C3   X9F 22 
X9F C4   C4   C 0 1 Y N N 11.748 10.085 10.642 -3.942 -1.938 1.117  C4   X9F 23 
X9F C5   C5   C 0 1 Y N N 12.288 8.837  10.894 -2.601 -1.623 1.024  C5   X9F 24 
X9F C6   C6   C 0 1 Y N N 13.626 8.700  11.201 -2.210 -0.422 0.446  C6   X9F 25 
X9F N1   N1   N 0 1 N N N 14.227 7.451  11.460 -0.853 -0.099 0.350  N1   X9F 26 
X9F C18  C18  C 0 1 Y N N 14.434 9.823  11.237 -3.170 0.456  -0.041 C18  X9F 27 
X9F H1   H1   H 0 1 N N N 15.221 7.415  11.357 -0.562 0.819  0.470  H1   X9F 28 
X9F H8   H8   H 0 1 N N N 14.537 3.258  12.814 0.161  -4.293 -0.643 H8   X9F 29 
X9F H9   H9   H 0 1 N N N 12.109 2.917  12.868 2.589  -3.793 -0.655 H9   X9F 30 
X9F H3   H3   H 0 1 N N N 9.775  5.572  11.896 4.290  -2.054 -0.419 H3   X9F 31 
X9F H12  H12  H 0 1 N N N 10.012 4.092  14.754 2.257  0.315  1.299  H12  X9F 32 
X9F H13  H13  H 0 1 N N N 8.989  2.075  15.617 2.967  2.576  1.953  H13  X9F 33 
X9F H14  H14  H 0 1 N N N 7.989  0.383  14.099 5.142  3.455  1.243  H14  X9F 34 
X9F H4   H4   H 0 1 N N N 7.626  -0.023 11.364 7.468  2.684  -0.286 H4   X9F 35 
X9F H16  H16  H 0 1 N N N 9.429  3.291  9.721  6.351  -1.141 -1.437 H16  X9F 36 
X9F H11C H11C H 0 0 N N N 17.024 12.226 12.056 -6.496 1.712  1.685  H11C X9F 37 
X9F H12C H12C H 0 0 N N N 15.870 13.115 13.106 -5.213 2.840  1.186  H12C X9F 38 
X9F H13C H13C H 0 0 N N N 15.716 11.336 12.908 -6.871 3.050  0.573  H13C X9F 39 
X9F HA   HA   H 0 1 N N N 12.135 12.183 10.487 -5.944 -1.309 0.710  HA   X9F 40 
X9F H18  H18  H 0 1 N N N 15.486 9.728  11.463 -2.869 1.389  -0.494 H18  X9F 41 
X9F HB   HB   H 0 1 N N N 10.697 10.182 10.411 -4.247 -2.872 1.567  HB   X9F 42 
X9F H5   H5   H 0 1 N N N 11.657 7.962  10.850 -1.857 -2.309 1.401  H5   X9F 43 
# 
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 
X9F C7  N2   SING Y N 1  
X9F C7  N6   DOUB Y N 2  
X9F C7  N1   SING N N 3  
X9F N2  C8   DOUB Y N 4  
X9F C8  C9   SING Y N 5  
X9F C9  C10  DOUB Y N 6  
X9F C10 N3   SING N N 7  
X9F C10 N6   SING Y N 8  
X9F N3  C11  SING N N 9  
X9F C11 C12  SING Y N 10 
X9F C11 C17  DOUB Y N 11 
X9F C12 C13  DOUB Y N 12 
X9F C13 C14  SING Y N 13 
X9F C14 C15  DOUB Y N 14 
X9F C15 N4   SING Y N 15 
X9F C15 C17  SING Y N 16 
X9F N4  N5   SING Y N 17 
X9F N5  C16  DOUB Y N 18 
X9F C16 C17  SING Y N 19 
X9F C1  S1   SING N N 20 
X9F S1  O1   DOUB N N 21 
X9F S1  O2   DOUB N N 22 
X9F S1  C2   SING N N 23 
X9F C2  C3   SING Y N 24 
X9F C2  C18  DOUB Y N 25 
X9F C3  C4   DOUB Y N 26 
X9F C4  C5   SING Y N 27 
X9F C5  C6   DOUB Y N 28 
X9F C6  N1   SING N N 29 
X9F C6  C18  SING Y N 30 
X9F N1  H1   SING N N 31 
X9F C8  H8   SING N N 32 
X9F C9  H9   SING N N 33 
X9F N3  H3   SING N N 34 
X9F C12 H12  SING N N 35 
X9F C13 H13  SING N N 36 
X9F C14 H14  SING N N 37 
X9F N4  H4   SING N N 38 
X9F C16 H16  SING N N 39 
X9F C1  H11C SING N N 40 
X9F C1  H12C SING N N 41 
X9F C1  H13C SING N N 42 
X9F C3  HA   SING N N 43 
X9F C18 H18  SING N N 44 
X9F C4  HB   SING N N 45 
X9F C5  H5   SING N N 46 
# 
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 
X9F SMILES           ACDLabs              10.04 "O=S(=O)(c1cccc(c1)Nc2nccc(n2)Nc3cccc4c3cnn4)C"                                                                                                  
X9F SMILES_CANONICAL CACTVS               3.352 "C[S](=O)(=O)c1cccc(Nc2nccc(Nc3cccc4[nH]ncc34)n2)c1"                                                                                             
X9F SMILES           CACTVS               3.352 "C[S](=O)(=O)c1cccc(Nc2nccc(Nc3cccc4[nH]ncc34)n2)c1"                                                                                             
X9F SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)c1cccc(c1)Nc2nccc(n2)Nc3cccc4c3cn[nH]4"                                                                                               
X9F SMILES           "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)c1cccc(c1)Nc2nccc(n2)Nc3cccc4c3cn[nH]4"                                                                                               
X9F InChI            InChI                1.03  "InChI=1S/C18H16N6O2S/c1-27(25,26)13-5-2-4-12(10-13)21-18-19-9-8-17(23-18)22-15-6-3-7-16-14(15)11-20-24-16/h2-11H,1H3,(H,20,24)(H2,19,21,22,23)" 
X9F InChIKey         InChI                1.03  FIWCLCRWDUELGO-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 
X9F "SYSTEMATIC NAME" ACDLabs              10.04 "N~4~-1H-indazol-4-yl-N~2~-[3-(methylsulfonyl)phenyl]pyrimidine-2,4-diamine" 
X9F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N'-(1H-indazol-4-yl)-N-(3-methylsulfonylphenyl)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 
X9F "Create component"     2010-03-17 EBI  
X9F "Modify aromatic_flag" 2011-06-04 RCSB 
X9F "Modify descriptor"    2011-06-04 RCSB 
# 
