data_685
# 
_chem_comp.id                                    685 
_chem_comp.name                                  2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(1S)-2-hydroxy-1-methylethyl]-4-methyl-1,3-thiazole-5-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-07 
_chem_comp.pdbx_modified_date                    2008-11-28 
_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                        397.494 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     685 
_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        3EMG 
_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 
685 C1   C1   C 0 1 N N N 15.719 39.634 6.337  -7.015 -1.665 -1.065 C1   685 1  
685 C2   C2   C 0 1 N N S 14.559 38.884 6.904  -6.451 -1.440 0.339  C2   685 2  
685 C4   C4   C 0 1 N N N 15.197 37.619 7.278  -6.448 -2.763 1.107  C4   685 3  
685 O5   O5   O 0 1 N N N 15.243 37.175 5.948  -5.733 -3.747 0.357  O5   685 4  
685 N6   N6   N 0 1 N N N 13.966 39.520 8.026  -5.082 -0.930 0.240  N6   685 5  
685 C7   C7   C 0 1 N N N 12.712 39.691 8.122  -4.864 0.391  0.080  C7   685 6  
685 O8   O8   O 0 1 N N N 12.105 39.264 7.277  -5.805 1.159  0.019  O8   685 7  
685 C9   C9   C 0 1 Y N N 12.166 40.343 9.312  -3.491 0.901  -0.020 C9   685 8  
685 S10  S10  S 0 1 Y N N 12.794 41.714 10.065 -2.017 -0.062 0.040  S10  685 9  
685 C11  C11  C 0 1 Y N N 11.668 41.702 11.176 -1.072 1.350  -0.146 C11  685 10 
685 N12  N12  N 0 1 Y N N 10.943 40.721 11.000 -1.836 2.401  -0.238 N12  685 11 
685 C13  C13  C 0 1 Y N N 11.103 39.992 10.055 -3.127 2.211  -0.182 C13  685 12 
685 C14  C14  C 0 1 N N N 10.197 38.861 9.835  -4.126 3.335  -0.283 C14  685 13 
685 C15  C15  C 0 1 Y N N 11.574 42.603 12.262 0.406  1.375  -0.195 C15  685 14 
685 C16  C16  C 0 1 Y N N 10.549 42.603 13.123 1.091  2.585  -0.345 C16  685 15 
685 C17  C17  C 0 1 Y N N 10.670 43.475 14.126 2.474  2.558  -0.385 C17  685 16 
685 N18  N18  N 0 1 Y N N 11.653 44.259 14.279 3.103  1.398  -0.282 N18  685 17 
685 C19  C19  C 0 1 Y N N 12.611 44.158 13.498 2.428  0.266  -0.141 C19  685 18 
685 N20  N20  N 0 1 N N N 13.664 44.936 13.707 3.125  -0.926 -0.036 N20  685 19 
685 C21  C21  C 0 1 Y N N 14.849 44.924 13.037 4.521  -0.916 0.038  C21  685 20 
685 C22  C22  C 0 1 Y N N 15.101 44.179 11.945 5.172  0.063  0.778  C22  685 21 
685 C23  C23  C 0 1 Y N N 16.355 44.238 11.356 6.551  0.070  0.849  C23  685 22 
685 C24  C24  C 0 1 N N N 16.757 43.433 10.178 7.258  1.132  1.652  C24  685 23 
685 C25  C25  C 0 1 Y N N 17.297 45.074 11.830 7.284  -0.895 0.183  C25  685 24 
685 C26  C26  C 0 1 Y N N 17.042 45.822 12.919 6.639  -1.871 -0.555 C26  685 25 
685 C27  C27  C 0 1 N N N 18.127 46.682 13.462 7.442  -2.921 -1.279 C27  685 26 
685 C28  C28  C 0 1 Y N N 15.830 45.748 13.526 5.260  -1.887 -0.625 C28  685 27 
685 N29  N29  N 0 1 Y N N 12.587 43.352 12.506 1.105  0.246  -0.091 N29  685 28 
685 H1   H1   H 0 1 N N N 15.549 39.818 5.266  -6.395 -2.390 -1.593 H1   685 29 
685 H1A  H1A  H 0 1 N N N 15.826 40.595 6.862  -8.034 -2.045 -0.991 H1A  685 30 
685 H1B  H1B  H 0 1 N N N 16.637 39.041 6.465  -7.017 -0.722 -1.612 H1B  685 31 
685 H2   H2   H 0 1 N N N 13.719 38.792 6.200  -7.071 -0.715 0.867  H2   685 32 
685 H4   H4   H 0 1 N N N 16.171 37.710 7.782  -5.966 -2.622 2.074  H4   685 33 
685 H4A  H4A  H 0 1 N N N 14.709 36.983 8.031  -7.475 -3.098 1.258  H4A  685 34 
685 HO5  HO5  H 0 1 N N N 15.253 37.924 5.364  -5.690 -4.613 0.784  HO5  685 35 
685 HN6  HN6  H 0 1 N N N 14.556 39.844 8.766  -4.331 -1.543 0.288  HN6  685 36 
685 H14  H14  H 0 1 N N N 9.970  38.776 8.762  -4.337 3.724  0.713  H14  685 37 
685 H14A H14A H 0 0 N N N 10.677 37.934 10.183 -3.717 4.131  -0.905 H14A 685 38 
685 H14B H14B H 0 0 N N N 9.264  39.024 10.395 -5.048 2.962  -0.730 H14B 685 39 
685 H16  H16  H 0 1 N N N 9.695  41.951 13.015 0.554  3.518  -0.427 H16  685 40 
685 H17  H17  H 0 1 N N N 9.876  43.515 14.857 3.035  3.474  -0.500 H17  685 41 
685 HN20 HN20 H 0 0 N N N 13.578 45.609 14.441 2.644  -1.768 -0.013 HN20 685 42 
685 H22  H22  H 0 1 N N N 14.334 43.541 11.531 4.600  0.817  1.298  H22  685 43 
685 H24  H24  H 0 1 N N N 16.857 44.090 9.301  7.389  0.784  2.677  H24  685 44 
685 H24A H24A H 0 0 N N N 17.721 42.943 10.380 8.233  1.333  1.209  H24A 685 45 
685 H24B H24B H 0 0 N N N 15.992 42.669 9.978  6.663  2.045  1.651  H24B 685 46 
685 H25  H25  H 0 1 N N N 18.256 45.144 11.337 8.363  -0.887 0.240  H25  685 47 
685 H27  H27  H 0 1 N N N 18.859 46.894 12.669 7.596  -3.777 -0.622 H27  685 48 
685 H27A H27A H 0 0 N N N 17.698 47.627 13.827 6.903  -3.240 -2.171 H27A 685 49 
685 H27B H27B H 0 0 N N N 18.627 46.161 14.292 8.408  -2.506 -1.567 H27B 685 50 
685 H28  H28  H 0 1 N N N 15.636 46.345 14.405 4.757  -2.652 -1.198 H28  685 51 
# 
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 
685 C1  C2   SING N N 1  
685 C1  H1   SING N N 2  
685 C1  H1A  SING N N 3  
685 C1  H1B  SING N N 4  
685 C2  C4   SING N N 5  
685 C2  N6   SING N N 6  
685 C2  H2   SING N N 7  
685 O5  C4   SING N N 8  
685 C4  H4   SING N N 9  
685 C4  H4A  SING N N 10 
685 O5  HO5  SING N N 11 
685 N6  C7   SING N N 12 
685 N6  HN6  SING N N 13 
685 O8  C7   DOUB N N 14 
685 C7  C9   SING N N 15 
685 C9  C13  DOUB Y N 16 
685 C9  S10  SING Y N 17 
685 S10 C11  SING Y N 18 
685 N12 C11  DOUB N N 19 
685 C11 C15  SING Y N 20 
685 C13 N12  SING Y N 21 
685 C14 C13  SING N N 22 
685 C14 H14  SING N N 23 
685 C14 H14A SING N N 24 
685 C14 H14B SING N N 25 
685 C15 N29  DOUB Y N 26 
685 C15 C16  SING Y N 27 
685 C16 C17  DOUB Y N 28 
685 C16 H16  SING N N 29 
685 C17 N18  SING Y N 30 
685 C17 H17  SING N N 31 
685 C19 N18  DOUB Y N 32 
685 N29 C19  SING N N 33 
685 C19 N20  SING N N 34 
685 C21 N20  SING N N 35 
685 N20 HN20 SING Y N 36 
685 C22 C21  DOUB Y N 37 
685 C21 C28  SING N N 38 
685 C23 C22  SING Y N 39 
685 C22 H22  SING Y N 40 
685 C24 C23  SING N N 41 
685 C23 C25  DOUB N N 42 
685 C24 H24  SING N N 43 
685 C24 H24A SING N N 44 
685 C24 H24B SING Y N 45 
685 C25 C26  SING N N 46 
685 C25 H25  SING N N 47 
685 C26 C27  SING Y N 48 
685 C26 C28  DOUB N N 49 
685 C27 H27  SING N N 50 
685 C27 H27A SING N N 51 
685 C27 H27B SING N N 52 
685 C28 H28  SING Y 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 
685 SMILES           ACDLabs              10.04 O=C(c1sc(nc1C)c2nc(ncc2)Nc3cc(cc(c3)C)C)NC(C)CO                                                                                                                            
685 InChI            InChI                1.02b InChI=1/C20H23N5O2S/c1-11-7-12(2)9-15(8-11)24-20-21-6-5-16(25-20)19-23-14(4)17(28-19)18(27)22-13(3)10-26/h5-9,13,26H,10H2,1-4H3,(H,22,27)(H,21,24,25)/t13-/m0/s1/f/h22,24H 
685 InChIKey         InChI                1.02b PEGXADGTBNRSGV-UBHORPOBDB                                                                                                                                                  
685 SMILES_CANONICAL CACTVS               3.341 C[C@@H](CO)NC(=O)c1sc(nc1C)c2ccnc(Nc3cc(C)cc(C)c3)n2                                                                                                                       
685 SMILES           CACTVS               3.341 C[CH](CO)NC(=O)c1sc(nc1C)c2ccnc(Nc3cc(C)cc(C)c3)n2                                                                                                                         
685 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1)Nc2nccc(n2)c3nc(c(s3)C(=O)N[C@@H](C)CO)C)C                                                                                                                     
685 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1)Nc2nccc(n2)c3nc(c(s3)C(=O)NC(C)CO)C)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 
685 "SYSTEMATIC NAME" ACDLabs              10.04 2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(1S)-2-hydroxy-1-methylethyl]-4-methyl-1,3-thiazole-5-carboxamide 
685 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl]-N-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide    
# 
