data_ST8
# 
_chem_comp.id                                    ST8 
_chem_comp.name                                  4-{[4-AMINO-6-(CYCLOHEXYLMETHOXY)-5-NITROSOPYRIMIDIN-2-YL]AMINO}BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-05-13 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        370.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ST8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OGU 
_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 
ST8 C2   C2   C 0 1 Y N N 8.115  44.009 50.134 0.029  -0.223 0.525  C2   ST8 1  
ST8 C10  C10  C 0 1 N N N 4.972  45.654 52.134 -0.634 -0.301 -3.192 C10  ST8 2  
ST8 C11  C11  C 0 1 N N N 4.094  46.091 53.275 -0.887 -0.333 -4.700 C11  ST8 3  
ST8 C12  C12  C 0 1 N N N 4.489  45.307 54.519 -2.394 -0.369 -4.964 C12  ST8 4  
ST8 C13  C13  C 0 1 N N N 3.710  45.915 55.664 -2.647 -0.400 -6.473 C13  ST8 5  
ST8 C14  C14  C 0 1 N N N 2.217  45.759 55.373 -2.046 0.850  -7.117 C14  ST8 6  
ST8 C15  C15  C 0 1 N N N 1.781  46.339 54.016 -0.539 0.886  -6.853 C15  ST8 7  
ST8 C16  C16  C 0 1 N N N 2.656  45.782 52.906 -0.286 0.917  -5.344 C16  ST8 8  
ST8 C19  C19  C 0 1 Y N N 4.987  41.253 47.817 -1.815 -0.639 4.874  C19  ST8 9  
ST8 C20  C20  C 0 1 Y N N 4.154  41.087 48.922 -0.821 0.169  5.432  C20  ST8 10 
ST8 C21  C21  C 0 1 Y N N 4.561  41.625 50.157 0.079  0.838  4.599  C21  ST8 11 
ST8 C22  C22  C 0 1 Y N N 5.790  42.283 50.302 -0.017 0.702  3.233  C22  ST8 12 
ST8 N25  N25  N 0 1 N N N 2.151  39.602 49.702 -1.590 -0.332 7.699  N25  ST8 13 
ST8 N3   N3   N 0 1 Y N N 7.115  44.547 50.848 -0.111 -0.254 -0.792 N3   ST8 14 
ST8 C4   C4   C 0 1 Y N N 7.331  45.464 51.797 0.933  -0.241 -1.605 C4   ST8 15 
ST8 O6   O6   O 0 1 N N N 6.298  46.082 52.422 0.772  -0.268 -2.945 O6   ST8 16 
ST8 C5   C5   C 0 1 Y N N 8.703  45.882 52.069 2.275  -0.203 -1.003 C5   ST8 17 
ST8 N7   N7   N 0 1 N N N 8.936  46.812 53.065 3.369  -0.194 -1.748 N7   ST8 18 
ST8 N9   N9   N 0 1 N N N 11.053 45.544 51.446 3.549  -0.140 1.120  N9   ST8 19 
ST8 C6   C6   C 0 1 Y N N 9.758  45.245 51.257 2.342  -0.176 0.468  C6   ST8 20 
ST8 N1   N1   N 0 1 Y N N 9.401  44.335 50.315 1.201  -0.188 1.142  N1   ST8 21 
ST8 N2   N2   N 0 1 N N N 7.820  43.085 49.225 -1.108 -0.233 1.298  N2   ST8 22 
ST8 C17  C17  C 0 1 Y N N 6.606  42.435 49.179 -1.012 -0.098 2.680  C17  ST8 23 
ST8 C18  C18  C 0 1 Y N N 6.189  41.906 47.957 -1.911 -0.766 3.507  C18  ST8 24 
ST8 C23  C23  C 0 1 N N N 2.801  40.409 48.728 -0.720 0.312  6.897  C23  ST8 25 
ST8 O8   O8   O 0 1 N N N 10.067 47.174 53.296 3.285  -0.337 -2.955 O8   ST8 26 
ST8 O24  O24  O 0 1 N N N 2.204  40.639 47.683 0.148  1.012  7.381  O24  ST8 27 
ST8 H101 1H10 H 0 0 N N N 4.944  44.559 52.038 -1.062 -1.192 -2.733 H101 ST8 28 
ST8 H102 2H10 H 0 0 N N N 4.622  46.092 51.188 -1.099 0.586  -2.764 H102 ST8 29 
ST8 H11  H11  H 0 1 N N N 4.206  47.167 53.472 -0.422 -1.221 -5.128 H11  ST8 30 
ST8 H121 1H12 H 0 0 N N N 4.227  44.245 54.400 -2.822 -1.260 -4.505 H121 ST8 31 
ST8 H122 2H12 H 0 0 N N N 5.573  45.359 54.699 -2.859 0.519  -4.536 H122 ST8 32 
ST8 H131 1H13 H 0 0 N N N 3.961  45.396 56.601 -2.182 -1.288 -6.901 H131 ST8 33 
ST8 H132 2H13 H 0 0 N N N 3.964  46.980 55.769 -3.720 -0.426 -6.661 H132 ST8 34 
ST8 H141 1H14 H 0 0 N N N 1.972  44.687 55.386 -2.226 0.827  -8.192 H141 ST8 35 
ST8 H142 2H14 H 0 0 N N N 1.680  46.325 56.149 -2.511 1.738  -6.689 H142 ST8 36 
ST8 H151 1H15 H 0 0 N N N 1.877  47.435 54.041 -0.074 -0.002 -7.281 H151 ST8 37 
ST8 H152 2H15 H 0 0 N N N 0.734  46.060 53.824 -0.111 1.777  -7.312 H152 ST8 38 
ST8 H161 1H16 H 0 0 N N N 2.401  46.260 51.949 -0.751 1.805  -4.917 H161 ST8 39 
ST8 H162 2H16 H 0 0 N N N 2.504  44.698 52.794 0.786  0.943  -5.156 H162 ST8 40 
ST8 H19  H19  H 0 1 N N N 4.694  40.876 46.869 -2.513 -1.157 5.515  H19  ST8 41 
ST8 H21  H21  H 0 1 N N N 3.922  41.530 50.999 0.851  1.460  5.027  H21  ST8 42 
ST8 H22  H22  H 0 1 N N N 6.095  42.659 51.247 0.678  1.219  2.588  H22  ST8 43 
ST8 H251 1H25 H 0 0 N N N 2.580  39.446 50.586 -1.523 -0.238 8.662  H251 ST8 44 
ST8 H252 2H25 H 0 0 N N N 1.267  39.193 49.500 -2.285 -0.888 7.313  H252 ST8 45 
ST8 H9N1 1H9N H 0 0 N N N 11.752 45.098 50.896 3.579  -0.198 2.088  H9N1 ST8 46 
ST8 H9N2 2H9N H 0 0 N N N 11.314 46.211 52.137 4.372  -0.057 0.613  H9N2 ST8 47 
ST8 H2   H2   H 0 1 N N N 8.509  42.852 48.546 -1.977 -0.333 0.879  H2   ST8 48 
ST8 H18  H18  H 0 1 N N N 6.819  42.011 47.109 -2.682 -1.387 3.075  H18  ST8 49 
# 
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 
ST8 C2  N3   DOUB Y N 1  
ST8 C2  N1   SING Y N 2  
ST8 C2  N2   SING N N 3  
ST8 C10 C11  SING N N 4  
ST8 C10 O6   SING N N 5  
ST8 C10 H101 SING N N 6  
ST8 C10 H102 SING N N 7  
ST8 C11 C12  SING N N 8  
ST8 C11 C16  SING N N 9  
ST8 C11 H11  SING N N 10 
ST8 C12 C13  SING N N 11 
ST8 C12 H121 SING N N 12 
ST8 C12 H122 SING N N 13 
ST8 C13 C14  SING N N 14 
ST8 C13 H131 SING N N 15 
ST8 C13 H132 SING N N 16 
ST8 C14 C15  SING N N 17 
ST8 C14 H141 SING N N 18 
ST8 C14 H142 SING N N 19 
ST8 C15 C16  SING N N 20 
ST8 C15 H151 SING N N 21 
ST8 C15 H152 SING N N 22 
ST8 C16 H161 SING N N 23 
ST8 C16 H162 SING N N 24 
ST8 C19 C20  DOUB Y N 25 
ST8 C19 C18  SING Y N 26 
ST8 C19 H19  SING N N 27 
ST8 C20 C21  SING Y N 28 
ST8 C20 C23  SING N N 29 
ST8 C21 C22  DOUB Y N 30 
ST8 C21 H21  SING N N 31 
ST8 C22 C17  SING Y N 32 
ST8 C22 H22  SING N N 33 
ST8 N25 C23  SING N N 34 
ST8 N25 H251 SING N N 35 
ST8 N25 H252 SING N N 36 
ST8 N3  C4   SING Y N 37 
ST8 C4  O6   SING N N 38 
ST8 C4  C5   DOUB Y N 39 
ST8 C5  N7   SING N N 40 
ST8 C5  C6   SING Y N 41 
ST8 N7  O8   DOUB N N 42 
ST8 N9  C6   SING N N 43 
ST8 N9  H9N1 SING N N 44 
ST8 N9  H9N2 SING N N 45 
ST8 C6  N1   DOUB Y N 46 
ST8 N2  C17  SING N N 47 
ST8 N2  H2   SING N N 48 
ST8 C17 C18  DOUB Y N 49 
ST8 C18 H18  SING N N 50 
ST8 C23 O24  DOUB N N 51 
# 
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 
ST8 SMILES           ACDLabs              10.04 O=C(N)c1ccc(cc1)Nc3nc(c(N=O)c(OCC2CCCCC2)n3)N                                                                                                                    
ST8 InChI            InChI                1.02b InChI=1/C18H22N6O3/c19-15-14(24-26)17(27-10-11-4-2-1-3-5-11)23-18(22-15)21-13-8-6-12(7-9-13)16(20)25/h6-9,11H,1-5,10H2,(H2,20,25)(H3,19,21,22,23)/f/h21H,19-20H2 
ST8 InChIKey         InChI                1.02b YBKLJTXDSBEVRV-VUVPTNNRCC                                                                                                                                        
ST8 SMILES_CANONICAL CACTVS               3.341 NC(=O)c1ccc(Nc2nc(N)c(N=O)c(OCC3CCCCC3)n2)cc1                                                                                                                    
ST8 SMILES           CACTVS               3.341 NC(=O)c1ccc(Nc2nc(N)c(N=O)c(OCC3CCCCC3)n2)cc1                                                                                                                    
ST8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N)Nc2nc(c(c(n2)OCC3CCCCC3)N=O)N                                                                                                                    
ST8 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N)Nc2nc(c(c(n2)OCC3CCCCC3)N=O)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 
ST8 "SYSTEMATIC NAME" ACDLabs              10.04 4-{[4-amino-6-(cyclohexylmethoxy)-5-nitrosopyrimidin-2-yl]amino}benzamide  
ST8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[4-amino-6-(cyclohexylmethoxy)-5-nitroso-pyrimidin-2-yl]amino]benzamide 
# 
