data_KR1
# 
_chem_comp.id                                    KR1 
_chem_comp.name                                  "3-({3-[(2-amino-6-fluoropyridin-4-yl)methyl]-5-(1-methylethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}carbonyl)-5-methylbenzonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-01-13 
_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                        421.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KR1 
_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        3LAK 
_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 
KR1 C1   C1   C 0 1 N N N 9.777  10.611 22.432 -2.241 -1.897 -2.617 C1   KR1 1  
KR1 F1   F1   F 0 1 N N N 4.640  7.066  17.535 5.320  -1.086 -1.205 F1   KR1 2  
KR1 N1   N1   N 0 1 N N N 9.762  9.952  23.444 -2.219 -1.953 -3.751 N1   KR1 3  
KR1 O1   O1   O 0 1 N N N 8.966  9.940  17.350 -0.878 0.350  2.791  O1   KR1 4  
KR1 C2   C2   C 0 1 Y N N 10.062 12.889 21.384 -2.962 -2.792 -0.451 C2   KR1 5  
KR1 N2   N2   N 0 1 N N N 8.631  13.237 13.825 0.967  3.467  -0.594 N2   KR1 6  
KR1 O2   O2   O 0 1 N N N 10.886 13.675 13.463 -1.004 4.093  -1.426 O2   KR1 7  
KR1 C3   C3   C 0 1 Y N N 9.776  11.460 21.244 -2.268 -1.827 -1.187 C3   KR1 8  
KR1 N3   N3   N 0 1 N N N 7.776  12.052 15.735 1.069  1.643  0.881  N3   KR1 9  
KR1 O3   O3   O 0 1 N N N 6.343  12.839 14.104 2.870  2.769  0.283  O3   KR1 10 
KR1 C4   C4   C 0 1 Y N N 9.491  10.899 19.971 -1.603 -0.796 -0.526 C4   KR1 11 
KR1 N4   N4   N 0 1 N N N 6.393  7.635  13.142 1.670  -3.779 -0.156 N4   KR1 12 
KR1 C5   C5   C 0 1 Y N N 9.497  11.786 18.820 -1.635 -0.736 0.868  C5   KR1 13 
KR1 N5   N5   N 0 1 Y N N 5.563  7.484  15.349 3.485  -2.375 -0.650 N5   KR1 14 
KR1 C6   C6   C 0 1 Y N N 9.783  13.225 18.985 -2.333 -1.708 1.591  C6   KR1 15 
KR1 C7   C7   C 0 1 Y N N 10.068 13.754 20.251 -2.994 -2.723 0.928  C7   KR1 16 
KR1 C8   C8   C 0 1 N N N 9.202  11.200 17.489 -0.932 0.352  1.578  C8   KR1 17 
KR1 C9   C9   C 0 1 N N N 9.153  11.921 16.222 -0.294 1.446  0.810  C9   KR1 18 
KR1 C10  C10  C 0 1 N N N 10.381 15.282 20.389 -3.744 -3.767 1.714  C10  KR1 19 
KR1 C11  C11  C 0 1 N N N 10.278 12.431 15.529 -1.046 2.266  0.028  C11  KR1 20 
KR1 C12  C12  C 0 1 N N N 9.993  13.146 14.231 -0.370 3.336  -0.714 C12  KR1 21 
KR1 C13  C13  C 0 1 N N N 7.533  12.727 14.523 1.666  2.630  0.193  C13  KR1 22 
KR1 C14  C14  C 0 1 N N N 11.750 12.323 15.989 -2.538 2.079  -0.075 C14  KR1 23 
KR1 C15  C15  C 0 1 N N N 12.653 11.579 14.909 -3.246 3.334  0.441  C15  KR1 24 
KR1 C16  C16  C 0 1 N N N 12.327 13.700 16.291 -2.923 1.840  -1.536 C16  KR1 25 
KR1 C17  C17  C 0 1 N N N 6.526  11.541 16.384 1.880  0.760  1.724  C17  KR1 26 
KR1 C18  C18  C 0 1 Y N N 6.186  10.089 16.016 2.448  -0.354 0.882  C18  KR1 27 
KR1 C19  C19  C 0 1 Y N N 6.496  9.554  14.654 1.779  -1.559 0.760  C19  KR1 28 
KR1 C20  C20  C 0 1 Y N N 6.155  8.221  14.377 2.333  -2.564 -0.025 C20  KR1 29 
KR1 C21  C21  C 0 1 Y N N 5.256  7.928  16.625 4.147  -1.235 -0.551 C21  KR1 30 
KR1 C22  C22  C 0 1 Y N N 5.547  9.230  17.010 3.653  -0.193 0.214  C22  KR1 31 
KR1 H2   H2   H 0 1 N N N 10.272 13.295 22.363 -3.478 -3.591 -0.962 H2   KR1 32 
KR1 HN2  HN2  H 0 1 N N N 8.444  13.708 12.963 1.429  4.168  -1.081 HN2  KR1 33 
KR1 H4   H4   H 0 1 N N N 9.277  9.846  19.862 -1.065 -0.048 -1.089 H4   KR1 34 
KR1 HN4  HN4  H 0 1 N N N 6.069  6.689  13.154 2.052  -4.483 -0.703 HN4  KR1 35 
KR1 HN4A HN4A H 0 0 N N N 5.907  8.145  12.432 0.826  -3.922 0.299  HN4A KR1 36 
KR1 H6   H6   H 0 1 N N N 9.772  13.875 18.123 -2.358 -1.663 2.670  H6   KR1 37 
KR1 H10  H10  H 0 1 N N N 11.463 15.447 20.277 -4.773 -3.440 1.863  H10  KR1 38 
KR1 H10A H10A H 0 0 N N N 9.843  15.838 19.608 -3.739 -4.709 1.165  H10A KR1 39 
KR1 H10B H10B H 0 0 N N N 10.057 15.634 21.379 -3.264 -3.908 2.682  H10B KR1 40 
KR1 H14  H14  H 0 1 N N N 11.757 11.723 16.911 -2.839 1.220  0.525  H14  KR1 41 
KR1 H15  H15  H 0 1 N N N 13.690 11.523 15.273 -3.018 4.175  -0.215 H15  KR1 42 
KR1 H15A H15A H 0 0 N N N 12.266 10.562 14.746 -4.322 3.165  0.454  H15A KR1 43 
KR1 H15B H15B H 0 0 N N N 12.627 12.138 13.962 -2.900 3.558  1.450  H15B KR1 44 
KR1 H16  H16  H 0 1 N N N 13.373 13.597 16.616 -2.580 2.678  -2.144 H16  KR1 45 
KR1 H16A H16A H 0 0 N N N 12.284 14.322 15.385 -2.457 0.920  -1.889 H16A KR1 46 
KR1 H16B H16B H 0 0 N N N 11.740 14.176 17.091 -4.007 1.753  -1.617 H16B KR1 47 
KR1 H17  H17  H 0 1 N N N 6.662  11.594 17.474 2.694  1.331  2.169  H17  KR1 48 
KR1 H17A H17A H 0 0 N N N 5.690  12.179 16.063 1.258  0.339  2.513  H17A KR1 49 
KR1 H19  H19  H 0 1 N N N 6.968  10.175 13.907 0.839  -1.716 1.267  H19  KR1 50 
KR1 H22  H22  H 0 1 N N N 5.311  9.591  18.000 4.200  0.735  0.289  H22  KR1 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 
KR1 C3  C1   SING N N 1  
KR1 C1  N1   TRIP N N 2  
KR1 C21 F1   SING N N 3  
KR1 O1  C8   DOUB N N 4  
KR1 C7  C2   DOUB Y N 5  
KR1 C3  C2   SING Y N 6  
KR1 C2  H2   SING N N 7  
KR1 N2  C12  SING N N 8  
KR1 N2  C13  SING N N 9  
KR1 N2  HN2  SING N N 10 
KR1 O2  C12  DOUB N N 11 
KR1 C4  C3   DOUB Y N 12 
KR1 C13 N3   SING N N 13 
KR1 N3  C9   SING N N 14 
KR1 N3  C17  SING N N 15 
KR1 O3  C13  DOUB N N 16 
KR1 C5  C4   SING Y N 17 
KR1 C4  H4   SING N N 18 
KR1 N4  C20  SING N N 19 
KR1 N4  HN4  SING N N 20 
KR1 N4  HN4A SING N N 21 
KR1 C8  C5   SING N N 22 
KR1 C5  C6   DOUB Y N 23 
KR1 C20 N5   DOUB Y N 24 
KR1 N5  C21  SING Y N 25 
KR1 C6  C7   SING Y N 26 
KR1 C6  H6   SING N N 27 
KR1 C7  C10  SING N N 28 
KR1 C9  C8   SING N N 29 
KR1 C11 C9   DOUB N N 30 
KR1 C10 H10  SING N N 31 
KR1 C10 H10A SING N N 32 
KR1 C10 H10B SING N N 33 
KR1 C12 C11  SING N N 34 
KR1 C11 C14  SING N N 35 
KR1 C15 C14  SING N N 36 
KR1 C14 C16  SING N N 37 
KR1 C14 H14  SING N N 38 
KR1 C15 H15  SING N N 39 
KR1 C15 H15A SING N N 40 
KR1 C15 H15B SING N N 41 
KR1 C16 H16  SING N N 42 
KR1 C16 H16A SING N N 43 
KR1 C16 H16B SING N N 44 
KR1 C18 C17  SING N N 45 
KR1 C17 H17  SING N N 46 
KR1 C17 H17A SING N N 47 
KR1 C19 C18  DOUB Y N 48 
KR1 C18 C22  SING Y N 49 
KR1 C20 C19  SING Y N 50 
KR1 C19 H19  SING N N 51 
KR1 C21 C22  DOUB Y N 52 
KR1 C22 H22  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 
KR1 SMILES_CANONICAL CACTVS               3.352 "CC(C)C1=C(N(Cc2cc(N)nc(F)c2)C(=O)NC1=O)C(=O)c3cc(C)cc(c3)C#N"                                                                                                  
KR1 SMILES           CACTVS               3.352 "CC(C)C1=C(N(Cc2cc(N)nc(F)c2)C(=O)NC1=O)C(=O)c3cc(C)cc(c3)C#N"                                                                                                  
KR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(cc(c1)C(=O)C2=C(C(=O)NC(=O)N2Cc3cc(nc(c3)F)N)C(C)C)C#N"                                                                                                  
KR1 SMILES           "OpenEye OEToolkits" 1.7.0 "Cc1cc(cc(c1)C(=O)C2=C(C(=O)NC(=O)N2Cc3cc(nc(c3)F)N)C(C)C)C#N"                                                                                                  
KR1 InChI            InChI                1.03  "InChI=1S/C22H20FN5O3/c1-11(2)18-19(20(29)15-5-12(3)4-13(6-15)9-24)28(22(31)27-21(18)30)10-14-7-16(23)26-17(25)8-14/h4-8,11H,10H2,1-3H3,(H2,25,26)(H,27,30,31)" 
KR1 InChIKey         InChI                1.03  SORPAQIMHXALKW-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 
KR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[3-[(2-azanyl-6-fluoro-pyridin-4-yl)methyl]-2,6-dioxo-5-propan-2-yl-pyrimidin-4-yl]carbonyl-5-methyl-benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KR1 "Create component"     2010-01-13 RCSB 
KR1 "Modify aromatic_flag" 2011-06-04 RCSB 
KR1 "Modify descriptor"    2011-06-04 RCSB 
# 
