data_T9N
# 
_chem_comp.id                                    T9N 
_chem_comp.name                                  "2-[(3-hydroxyphenyl)amino]-4-[4-methyl-2-(methylamino)-1,3-thiazol-5-yl]pyrimidine-5-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 N6 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-10-02 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        338.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T9N 
_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        4BCJ 
_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 
T9N C01  C01  C 0 1 N N N 51.198 -20.292 -12.362 6.837  1.841  -0.122 C01  T9N 1  
T9N N02  N02  N 0 1 N N N 50.686 -19.009 -11.958 6.110  0.575  -0.009 N02  T9N 2  
T9N C03  C03  C 0 1 Y N N 51.350 -17.850 -12.383 4.729  0.569  -0.016 C03  T9N 3  
T9N N04  N04  N 0 1 Y N N 50.880 -16.801 -13.136 3.981  1.628  -0.119 N04  T9N 4  
T9N C05  C05  C 0 1 Y N N 51.828 -15.817 -13.353 2.682  1.447  -0.110 C05  T9N 5  
T9N C06  C06  C 0 1 N N N 51.501 -14.589 -14.170 1.697  2.582  -0.221 C06  T9N 6  
T9N C07  C07  C 0 1 Y N N 53.098 -16.033 -12.768 2.302  0.153  0.009  C07  T9N 7  
T9N C08  C08  C 0 1 Y N N 54.306 -15.136 -12.772 0.918  -0.341 0.046  C08  T9N 8  
T9N N09  N09  N 0 1 Y N N 55.546 -15.646 -12.749 -0.109 0.505  -0.040 N09  T9N 9  
T9N C10  C10  C 0 1 Y N N 56.596 -14.781 -12.730 -1.355 0.061  -0.007 C10  T9N 10 
T9N N11  N11  N 0 1 N N N 57.933 -15.348 -12.761 -2.392 0.970  -0.099 N11  T9N 11 
T9N C12  C12  C 0 1 Y N N 58.214 -16.702 -12.262 -3.712 0.519  -0.183 C12  T9N 12 
T9N C13  C13  C 0 1 Y N N 59.488 -16.957 -11.736 -4.736 1.253  0.400  C13  T9N 13 
T9N C14  C14  C 0 1 Y N N 59.785 -18.227 -11.242 -6.044 0.803  0.314  C14  T9N 14 
T9N O15  O15  O 0 1 N N N 61.053 -18.441 -10.701 -7.049 1.520  0.883  O15  T9N 15 
T9N C16  C16  C 0 1 Y N N 58.813 -19.290 -11.286 -6.327 -0.381 -0.354 C16  T9N 16 
T9N C17  C17  C 0 1 Y N N 57.563 -19.039 -11.817 -5.307 -1.110 -0.933 C17  T9N 17 
T9N C18  C18  C 0 1 Y N N 57.256 -17.732 -12.312 -4.002 -0.662 -0.854 C18  T9N 18 
T9N N19  N19  N 0 1 Y N N 56.465 -13.406 -12.714 -1.642 -1.230 0.111  N19  T9N 19 
T9N C20  C20  C 0 1 Y N N 55.224 -12.853 -12.701 -0.687 -2.139 0.202  C20  T9N 20 
T9N C21  C21  C 0 1 Y N N 54.105 -13.699 -12.713 0.649  -1.727 0.167  C21  T9N 21 
T9N C22  C22  C 0 1 N N N 52.688 -13.147 -12.619 1.715  -2.679 0.257  C22  T9N 22 
T9N N23  N23  N 0 1 N N N 51.621 -12.732 -12.606 2.561  -3.434 0.328  N23  T9N 23 
T9N S24  S24  S 0 1 Y N N 52.950 -17.517 -12.033 3.758  -0.833 0.102  S24  T9N 24 
T9N H011 H011 H 0 0 N N N 50.564 -21.088 -11.945 7.910  1.648  -0.098 H011 T9N 25 
T9N H012 H012 H 0 0 N N N 51.195 -20.358 -13.460 6.577  2.327  -1.063 H012 T9N 26 
T9N H013 H013 H 0 0 N N N 52.226 -20.410 -11.990 6.567  2.492  0.710  H013 T9N 27 
T9N H02  H02  H 0 1 N N N 49.746 -18.949 -12.295 6.598  -0.259 0.072  H02  T9N 28 
T9N H061 H061 H 0 0 N N N 50.458 -14.645 -14.515 1.466  2.760  -1.271 H061 T9N 29 
T9N H062 H062 H 0 0 N N N 51.634 -13.690 -13.550 0.783  2.323  0.313  H062 T9N 30 
T9N H063 H063 H 0 0 N N N 52.173 -14.538 -15.039 2.130  3.483  0.214  H063 T9N 31 
T9N H11  H11  H 0 1 N N N 58.684 -14.802 -13.132 -2.203 1.922  -0.105 H11  T9N 32 
T9N H13  H13  H 0 1 N N N 60.234 -16.176 -11.713 -4.514 2.174  0.919  H13  T9N 33 
T9N H18  H18  H 0 1 N N N 56.279 -17.534 -12.728 -3.207 -1.232 -1.312 H18  T9N 34 
T9N H15  H15  H 0 1 N N N 61.123 -19.341 -10.404 -7.445 2.177  0.294  H15  T9N 35 
T9N H16  H16  H 0 1 N N N 59.059 -20.271 -10.908 -7.346 -0.732 -0.420 H16  T9N 36 
T9N H17  H17  H 0 1 N N N 56.822 -19.824 -11.858 -5.530 -2.031 -1.452 H17  T9N 37 
T9N H20  H20  H 0 1 N N N 55.101 -11.780 -12.682 -0.935 -3.185 0.297  H20  T9N 38 
# 
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 
T9N C01 N02  SING N N 1  
T9N N02 C03  SING N N 2  
T9N C03 N04  DOUB Y N 3  
T9N C03 S24  SING Y N 4  
T9N N04 C05  SING Y N 5  
T9N C05 C06  SING N N 6  
T9N C05 C07  DOUB Y N 7  
T9N C07 C08  SING N N 8  
T9N C07 S24  SING Y N 9  
T9N C08 N09  SING Y N 10 
T9N C08 C21  DOUB Y N 11 
T9N N09 C10  DOUB Y N 12 
T9N C10 N11  SING N N 13 
T9N C10 N19  SING Y N 14 
T9N N11 C12  SING N N 15 
T9N C12 C13  SING Y N 16 
T9N C12 C18  DOUB Y N 17 
T9N C13 C14  DOUB Y N 18 
T9N C14 O15  SING N N 19 
T9N C14 C16  SING Y N 20 
T9N C16 C17  DOUB Y N 21 
T9N C17 C18  SING Y N 22 
T9N N19 C20  DOUB Y N 23 
T9N C20 C21  SING Y N 24 
T9N C21 C22  SING N N 25 
T9N C22 N23  TRIP N N 26 
T9N C01 H011 SING N N 27 
T9N C01 H012 SING N N 28 
T9N C01 H013 SING N N 29 
T9N N02 H02  SING N N 30 
T9N C06 H061 SING N N 31 
T9N C06 H062 SING N N 32 
T9N C06 H063 SING N N 33 
T9N N11 H11  SING N N 34 
T9N C13 H13  SING N N 35 
T9N C18 H18  SING N N 36 
T9N O15 H15  SING N N 37 
T9N C16 H16  SING N N 38 
T9N C17 H17  SING N N 39 
T9N C20 H20  SING N N 40 
# 
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 
T9N SMILES           ACDLabs              12.01 "N#Cc1c(nc(nc1)Nc2cccc(O)c2)c3sc(nc3C)NC"                                                                                            
T9N InChI            InChI                1.03  "InChI=1S/C16H14N6OS/c1-9-14(24-16(18-2)20-9)13-10(7-17)8-19-15(22-13)21-11-4-3-5-12(23)6-11/h3-6,8,23H,1-2H3,(H,18,20)(H,19,21,22)" 
T9N InChIKey         InChI                1.03  NYRVLHGVDPPWJS-UHFFFAOYSA-N                                                                                                          
T9N SMILES_CANONICAL CACTVS               3.385 "CNc1sc(c(C)n1)c2nc(Nc3cccc(O)c3)ncc2C#N"                                                                                            
T9N SMILES           CACTVS               3.385 "CNc1sc(c(C)n1)c2nc(Nc3cccc(O)c3)ncc2C#N"                                                                                            
T9N SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(sc(n1)NC)c2c(cnc(n2)Nc3cccc(c3)O)C#N"                                                                                          
T9N SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1c(sc(n1)NC)c2c(cnc(n2)Nc3cccc(c3)O)C#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 
T9N "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(3-hydroxyphenyl)amino]-4-[4-methyl-2-(methylamino)-1,3-thiazol-5-yl]pyrimidine-5-carbonitrile" 
T9N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(3-hydroxyphenyl)amino]-4-[4-methyl-2-(methylamino)-1,3-thiazol-5-yl]pyrimidine-5-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
T9N "Create component"  2012-10-02 EBI  
T9N "Initial release"   2013-01-04 RCSB 
T9N "Modify descriptor" 2014-09-05 RCSB 
# 
