data_DT4
# 
_chem_comp.id                                    DT4 
_chem_comp.name                                  4-({5-[(4-AMINOCYCLOHEXYL)AMINO][1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-YL}AMINO)BENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 N8 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-10 
_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                        402.474 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DT4 
_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        2C6L 
_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 
DT4 O2   O2   O 0 1 N N N 5.878  -12.037 6.832  -7.208 0.118  0.102  O2   DT4 1  
DT4 S1   S1   S 0 1 N N N 6.473  -10.802 7.015  -6.216 0.634  -0.775 S1   DT4 2  
DT4 O3   O3   O 0 1 N N N 5.568  -9.872  7.471  -6.011 0.221  -2.119 O3   DT4 3  
DT4 N6   N6   N 0 1 N N N 7.182  -10.325 5.727  -6.479 2.268  -0.841 N6   DT4 4  
DT4 C16  C16  C 0 1 Y N N 7.703  -10.997 8.272  -4.676 0.381  0.044  C16  DT4 5  
DT4 C15  C15  C 0 1 Y N N 8.015  -12.270 8.739  -4.642 0.234  1.418  C15  DT4 6  
DT4 C14  C14  C 0 1 Y N N 8.959  -12.436 9.732  -3.437 0.035  2.063  C14  DT4 7  
DT4 C13  C13  C 0 1 Y N N 9.607  -11.323 10.276 -2.258 -0.016 1.329  C13  DT4 8  
DT4 C18  C18  C 0 1 Y N N 9.279  -10.033 9.828  -2.296 0.138  -0.051 C18  DT4 9  
DT4 C17  C17  C 0 1 Y N N 8.334  -9.872  8.819  -3.505 0.331  -0.690 C17  DT4 10 
DT4 N5   N5   N 0 1 N N N 10.508 -11.497 11.285 -1.037 -0.217 1.979  N5   DT4 11 
DT4 C9   C9   C 0 1 Y N N 11.607 -10.724 11.380 0.112  -0.417 1.242  C9   DT4 12 
DT4 N2   N2   N 0 1 Y N N 12.205 -10.555 12.557 0.194  -1.453 0.352  N2   DT4 13 
DT4 N3   N3   N 0 1 Y N N 11.877 -11.047 13.732 -0.698 -2.463 -0.031 N3   DT4 14 
DT4 C11  C11  C 0 1 Y N N 12.790 -10.582 14.634 -0.089 -3.192 -0.933 C11  DT4 15 
DT4 C10  C10  C 0 1 Y N N 13.285 -9.811  12.679 1.333  -1.647 -0.377 C10  DT4 16 
DT4 N4   N4   N 0 1 Y N N 13.673 -9.806  13.958 1.130  -2.711 -1.147 N4   DT4 17 
DT4 N1   N1   N 0 1 Y N N 13.837 -9.182  11.619 2.379  -0.825 -0.232 N1   DT4 18 
DT4 C7   C7   C 0 1 Y N N 13.253 -9.303  10.395 2.337  0.185  0.623  C7   DT4 19 
DT4 C8   C8   C 0 1 Y N N 12.139 -10.110 10.255 1.185  0.416  1.388  C8   DT4 20 
DT4 N7   N7   N 0 1 N N N 13.837 -8.768  9.305  3.433  1.019  0.758  N7   DT4 21 
DT4 C1   C1   C 0 1 N N N 13.731 -7.360  8.988  4.638  0.780  -0.040 C1   DT4 22 
DT4 C2   C2   C 0 1 N N N 14.475 -7.205  7.663  5.413  2.090  -0.199 C2   DT4 23 
DT4 C3   C3   C 0 1 N N N 14.601 -5.725  7.321  6.671  1.841  -1.032 C3   DT4 24 
DT4 C4   C4   C 0 1 N N N 15.379 -5.015  8.421  7.554  0.809  -0.326 C4   DT4 25 
DT4 N8   N8   N 0 1 N N N 15.514 -3.588  8.086  8.762  0.570  -1.127 N8   DT4 26 
DT4 C5   C5   C 0 1 N N N 14.635 -5.162  9.746  6.779  -0.501 -0.167 C5   DT4 27 
DT4 C6   C6   C 0 1 N N N 14.502 -6.643  10.095 5.521  -0.251 0.666  C6   DT4 28 
DT4 H6N1 1H6N H 0 0 N N N 7.621  -9.414  5.862  -6.987 2.648  -1.575 H6N1 DT4 29 
DT4 H6N2 2H6N H 0 0 N N N 7.853  -11.015 5.389  -6.125 2.845  -0.146 H6N2 DT4 30 
DT4 H15  H15  H 0 1 N N N 7.505  -13.151 8.314  -5.558 0.273  1.988  H15  DT4 31 
DT4 H14  H14  H 0 1 N N N 9.203  -13.448 10.097 -3.411 -0.081 3.137  H14  DT4 32 
DT4 H18  H18  H 0 1 N N N 9.768  -9.151  10.274 -1.381 0.099  -0.624 H18  DT4 33 
DT4 H17  H17  H 0 1 N N N 8.083  -8.863  8.451  -3.535 0.447  -1.763 H17  DT4 34 
DT4 H5   H5   H 0 1 N N N 10.347 -12.226 11.980 -0.997 -0.215 2.948  H5   DT4 35 
DT4 H11  H11  H 0 1 N N N 12.807 -10.798 15.715 -0.513 -4.054 -1.426 H11  DT4 36 
DT4 H8   H8   H 0 1 N N N 11.680 -10.263 9.264  1.146  1.241  2.084  H8   DT4 37 
DT4 H7   H7   H 0 1 N N N 14.371 -9.375  8.683  3.403  1.762  1.381  H7   DT4 38 
DT4 H1   H1   H 0 1 N N N 12.671 -7.020  8.921  4.355  0.404  -1.023 H1   DT4 39 
DT4 H2C1 1H2C H 0 0 N N N 13.998 -7.788  6.841  5.696  2.466  0.784  H2C1 DT4 40 
DT4 H2C2 2H2C H 0 0 N N N 15.463 -7.721  7.672  4.784  2.825  -0.701 H2C2 DT4 41 
DT4 H3C1 1H3C H 0 0 N N N 13.610 -5.250  7.132  7.223  2.774  -1.145 H3C1 DT4 42 
DT4 H3C2 2H3C H 0 0 N N N 15.051 -5.562  6.314  6.388  1.465  -2.015 H3C2 DT4 43 
DT4 H4   H4   H 0 1 N N N 16.392 -5.472  8.512  7.837  1.185  0.656  H4   DT4 44 
DT4 H8N1 1H8N H 0 0 N N N 16.344 -3.352  7.543  9.311  -0.113 -0.626 H8N1 DT4 45 
DT4 H8N2 2H8N H 0 0 N N N 15.735 -2.982  8.876  8.461  0.128  -1.982 H8N2 DT4 46 
DT4 H5C1 1H5C H 0 0 N N N 15.115 -4.578  10.566 6.496  -0.877 -1.150 H5C1 DT4 47 
DT4 H5C2 2H5C H 0 0 N N N 13.649 -4.642  9.735  7.408  -1.236 0.335  H5C2 DT4 48 
DT4 H6C1 1H6C H 0 0 N N N 15.490 -7.119  10.297 5.804  0.125  1.649  H6C1 DT4 49 
DT4 H6C2 2H6C H 0 0 N N N 14.042 -6.800  11.099 4.969  -1.185 0.779  H6C2 DT4 50 
# 
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 
DT4 O2  S1   DOUB N N 1  
DT4 S1  O3   DOUB N N 2  
DT4 S1  N6   SING N N 3  
DT4 S1  C16  SING N N 4  
DT4 N6  H6N1 SING N N 5  
DT4 N6  H6N2 SING N N 6  
DT4 C16 C15  DOUB Y N 7  
DT4 C16 C17  SING Y N 8  
DT4 C15 C14  SING Y N 9  
DT4 C15 H15  SING N N 10 
DT4 C14 C13  DOUB Y N 11 
DT4 C14 H14  SING N N 12 
DT4 C13 C18  SING Y N 13 
DT4 C13 N5   SING N N 14 
DT4 C18 C17  DOUB Y N 15 
DT4 C18 H18  SING N N 16 
DT4 C17 H17  SING N N 17 
DT4 N5  C9   SING N N 18 
DT4 N5  H5   SING N N 19 
DT4 C9  N2   SING Y N 20 
DT4 C9  C8   DOUB Y N 21 
DT4 N2  N3   SING Y N 22 
DT4 N2  C10  SING Y N 23 
DT4 N3  C11  DOUB Y N 24 
DT4 C11 N4   SING Y N 25 
DT4 C11 H11  SING N N 26 
DT4 C10 N4   DOUB Y N 27 
DT4 C10 N1   SING Y N 28 
DT4 N1  C7   DOUB Y N 29 
DT4 C7  C8   SING Y N 30 
DT4 C7  N7   SING N N 31 
DT4 C8  H8   SING N N 32 
DT4 N7  C1   SING N N 33 
DT4 N7  H7   SING N N 34 
DT4 C1  C2   SING N N 35 
DT4 C1  C6   SING N N 36 
DT4 C1  H1   SING N N 37 
DT4 C2  C3   SING N N 38 
DT4 C2  H2C1 SING N N 39 
DT4 C2  H2C2 SING N N 40 
DT4 C3  C4   SING N N 41 
DT4 C3  H3C1 SING N N 42 
DT4 C3  H3C2 SING N N 43 
DT4 C4  N8   SING N N 44 
DT4 C4  C5   SING N N 45 
DT4 C4  H4   SING N N 46 
DT4 N8  H8N1 SING N N 47 
DT4 N8  H8N2 SING N N 48 
DT4 C5  C6   SING N N 49 
DT4 C5  H5C1 SING N N 50 
DT4 C5  H5C2 SING N N 51 
DT4 C6  H6C1 SING N N 52 
DT4 C6  H6C2 SING N N 53 
# 
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 
DT4 SMILES           ACDLabs              10.04 O=S(=O)(N)c1ccc(cc1)Nc2cc(nc3ncnn23)NC4CCC(N)CC4                                                                                                                                 
DT4 InChI            InChI                1.02b InChI=1/C17H22N8O2S/c18-11-1-3-12(4-2-11)22-15-9-16(25-17(24-15)20-10-21-25)23-13-5-7-14(8-6-13)28(19,26)27/h5-12,23H,1-4,18H2,(H2,19,26,27)(H,20,21,22,24)/t11-,12-/f/h22H,19H2 
DT4 InChIKey         InChI                1.02b LVRKQJAEQWVSCM-CDBSMWKCDD                                                                                                                                                        
DT4 SMILES_CANONICAL CACTVS               3.341 N[C@@H]1CC[C@H](CC1)Nc2cc(Nc3ccc(cc3)[S](N)(=O)=O)n4ncnc4n2                                                                                                                      
DT4 SMILES           CACTVS               3.341 N[CH]1CC[CH](CC1)Nc2cc(Nc3ccc(cc3)[S](N)(=O)=O)n4ncnc4n2                                                                                                                         
DT4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1Nc2cc(nc3n2ncn3)NC4CCC(CC4)N)S(=O)(=O)N                                                                                                                                 
DT4 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1Nc2cc(nc3n2ncn3)NC4CCC(CC4)N)S(=O)(=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 
DT4 "SYSTEMATIC NAME" ACDLabs              10.04 4-({5-[(trans-4-aminocyclohexyl)amino][1,2,4]triazolo[1,5-a]pyrimidin-7-yl}amino)benzenesulfonamide 
DT4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[5-[(4-aminocyclohexyl)amino]-[1,2,4]triazolo[5,1-b]pyrimidin-7-yl]amino]benzenesulfonamide      
# 
