data_KRH
# 
_chem_comp.id                                    KRH 
_chem_comp.name                                  "5-methyl-3-(1-methyl-1H-imidazol-5-yl)-7-(2-methylpropyl)-2-(naphthalen-1-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-10 
_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                        442.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KRH 
_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        4B1F 
_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 
KRH N1   N1   N 0 1 N N N 14.905 16.170 -21.203 3.496  -0.915 0.952  N1   KRH 1  
KRH C2   C2   C 0 1 N N N 14.288 17.025 -20.337 3.512  0.424  0.870  C2   KRH 2  
KRH N3   N3   N 0 1 N N N 14.429 16.990 -18.998 2.500  1.135  0.344  N3   KRH 3  
KRH C4   C4   C 0 1 Y N N 15.264 16.035 -18.410 1.363  0.495  -0.149 C4   KRH 4  
KRH C5   C5   C 0 1 Y N N 15.981 15.166 -19.268 1.307  -0.923 -0.081 C5   KRH 5  
KRH C6   C6   C 0 1 N N N 15.766 15.241 -20.761 2.446  -1.636 0.504  C6   KRH 6  
KRH C7   C7   C 0 1 N N N 13.757 17.976 -18.125 2.592  2.596  0.290  C7   KRH 7  
KRH C8   C8   C 0 1 N N N 12.289 17.672 -17.804 3.238  3.018  -1.031 C8   KRH 8  
KRH C9   C9   C 0 1 N N N 11.903 18.649 -16.694 3.221  4.544  -1.144 C9   KRH 9  
KRH C10  C10  C 0 1 N N N 12.142 16.417 -17.044 4.685  2.520  -1.073 C10  KRH 10 
KRH O11  O11  O 0 1 N N N 13.518 17.869 -20.751 4.485  1.020  1.289  O11  KRH 11 
KRH C12  C12  C 0 1 N N N 14.671 16.293 -22.691 4.646  -1.611 1.534  C12  KRH 12 
KRH O13  O13  O 0 1 N N N 16.281 14.421 -21.554 2.445  -2.850 0.585  O13  KRH 13 
KRH C14  C14  C 0 1 Y N N 16.747 14.397 -18.440 0.089  -1.315 -0.630 C14  KRH 14 
KRH N15  N15  N 0 1 Y N N 16.531 14.784 -17.162 -0.556 -0.180 -1.010 N15  KRH 15 
KRH N16  N16  N 0 1 Y N N 15.573 15.778 -17.162 0.257  0.917  -0.700 N16  KRH 16 
KRH C17  C17  C 0 1 Y N N 17.646 13.280 -18.742 -0.405 -2.692 -0.771 C17  KRH 17 
KRH N20  N20  N 0 1 Y N N 19.405 12.013 -18.834 -1.077 -4.585 -1.627 N20  KRH 18 
KRH C21  C21  C 0 1 Y N N 18.371 11.305 -19.286 -1.141 -4.711 -0.328 C21  KRH 19 
KRH C23  C23  C 0 1 N N N 17.077 14.069 -16.026 -1.878 -0.115 -1.638 C23  KRH 20 
KRH C24  C24  C 0 1 Y N N 16.267 12.745 -16.055 -2.925 0.121  -0.580 C24  KRH 21 
KRH C25  C25  C 0 1 Y N N 16.915 11.565 -16.127 -3.589 -0.931 -0.028 C25  KRH 22 
KRH C26  C26  C 0 1 Y N N 16.284 10.307 -16.189 -4.561 -0.732 0.951  C26  KRH 23 
KRH C27  C27  C 0 1 Y N N 14.900 10.190 -16.159 -4.874 0.520  1.384  C27  KRH 24 
KRH C28  C28  C 0 1 Y N N 14.161 11.367 -16.102 -4.209 1.631  0.837  C28  KRH 25 
KRH C29  C29  C 0 1 Y N N 14.823 12.639 -16.042 -3.217 1.428  -0.155 C29  KRH 26 
KRH N29  N29  N 0 1 Y N N 17.268 12.064 -19.295 -0.736 -3.560 0.248  N29  KRH 27 
KRH C30  C30  C 0 1 Y N N 13.981 13.741 -15.960 -2.550 2.539  -0.699 C30  KRH 28 
KRH C31  C31  C 0 1 Y N N 12.610 13.656 -15.953 -2.860 3.791  -0.263 C31  KRH 29 
KRH C32  C32  C 0 1 Y N N 11.994 12.404 -16.045 -3.831 3.990  0.716  C32  KRH 30 
KRH C33  C33  C 0 1 Y N N 12.783 11.292 -16.102 -4.505 2.938  1.258  C33  KRH 31 
KRH C34  C34  C 0 1 Y N N 18.999 13.236 -18.441 -0.633 -3.364 -1.938 C34  KRH 32 
KRH C35  C35  C 0 1 N N N 15.907 11.677 -19.699 -0.661 -3.285 1.685  C35  KRH 33 
KRH H7   H7   H 0 1 N N N 14.310 18.022 -17.175 1.592  3.026  0.358  H7   KRH 34 
KRH H7A  H7A  H 0 1 N N N 13.800 18.956 -18.623 3.199  2.954  1.122  H7A  KRH 35 
KRH H8   H8   H 0 1 N N N 11.634 17.740 -18.685 2.681  2.586  -1.863 H8   KRH 36 
KRH H9   H9   H 0 1 N N N 10.853 18.487 -16.411 3.778  4.976  -0.312 H9   KRH 37 
KRH H9A  H9A  H 0 1 N N N 12.548 18.483 -15.819 3.682  4.844  -2.085 H9A  KRH 38 
KRH H9B  H9B  H 0 1 N N N 12.030 19.681 -17.053 2.191  4.898  -1.114 H9B  KRH 39 
KRH H10  H10  H 0 1 N N N 11.077 16.237 -16.835 5.242  2.952  -0.242 H10  KRH 40 
KRH H10A H10A H 0 0 N N N 12.546 15.581 -17.634 4.697  1.433  -0.993 H10A KRH 41 
KRH H10B H10B H 0 0 N N N 12.693 16.496 -16.095 5.145  2.820  -2.014 H10B KRH 42 
KRH H12  H12  H 0 1 N N N 13.943 17.095 -22.883 4.467  -2.686 1.517  H12  KRH 43 
KRH H12A H12A H 0 0 N N N 15.620 16.531 -23.193 5.541  -1.383 0.955  H12A KRH 44 
KRH H12B H12B H 0 0 N N N 14.279 15.342 -23.080 4.786  -1.282 2.564  H12B KRH 45 
KRH H21  H21  H 0 1 N N N 18.416 10.272 -19.599 -1.467 -5.595 0.200  H21  KRH 46 
KRH H23  H23  H 0 1 N N N 18.153 13.881 -16.152 -1.898 0.702  -2.359 H23  KRH 47 
KRH H23A H23A H 0 0 N N N 16.908 14.620 -15.089 -2.083 -1.056 -2.149 H23A KRH 48 
KRH H25  H25  H 0 1 N N N 17.995 11.586 -16.138 -3.360 -1.935 -0.354 H25  KRH 49 
KRH H26  H26  H 0 1 N N N 16.889 9.415  -16.261 -5.074 -1.584 1.372  H26  KRH 50 
KRH H27  H27  H 0 1 N N N 14.417 9.224  -16.179 -5.629 0.659  2.143  H27  KRH 51 
KRH H30  H30  H 0 1 N N N 14.430 14.721 -15.898 -1.795 2.400  -1.458 H30  KRH 52 
KRH H31  H31  H 0 1 N N N 12.011 14.551 -15.877 -2.345 4.642  -0.682 H31  KRH 53 
KRH H32  H32  H 0 1 N N N 10.918 12.319 -16.070 -4.058 4.993  1.044  H32  KRH 54 
KRH H33  H33  H 0 1 N N N 12.313 10.321 -16.149 -5.256 3.108  2.016  H33  KRH 55 
KRH H34  H34  H 0 1 N N N 19.597 14.013 -17.989 -0.483 -2.976 -2.935 H34  KRH 56 
KRH H35  H35  H 0 1 N N N 15.921 10.654 -20.103 -1.575 -2.788 2.008  H35  KRH 57 
KRH H35A H35A H 0 0 N N N 15.240 11.717 -18.825 -0.545 -4.223 2.229  H35A KRH 58 
KRH H35B H35B H 0 0 N N N 15.542 12.371 -20.471 0.194  -2.640 1.888  H35B KRH 59 
# 
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 
KRH C12 N1   SING N N 1  
KRH N1  C6   SING N N 2  
KRH N1  C2   SING N N 3  
KRH O11 C2   DOUB N N 4  
KRH C2  N3   SING N N 5  
KRH N3  C4   SING N N 6  
KRH N3  C7   SING N N 7  
KRH C5  C4   SING Y N 8  
KRH C4  N16  DOUB Y N 9  
KRH C6  C5   SING N N 10 
KRH C5  C14  DOUB Y N 11 
KRH O13 C6   DOUB N N 12 
KRH C7  C8   SING N N 13 
KRH C7  H7   SING N N 14 
KRH C7  H7A  SING N N 15 
KRH C8  C10  SING N N 16 
KRH C8  C9   SING N N 17 
KRH C8  H8   SING N N 18 
KRH C9  H9   SING N N 19 
KRH C9  H9A  SING N N 20 
KRH C9  H9B  SING N N 21 
KRH C10 H10  SING N N 22 
KRH C10 H10A SING N N 23 
KRH C10 H10B SING N N 24 
KRH C12 H12  SING N N 25 
KRH C12 H12A SING N N 26 
KRH C12 H12B SING N N 27 
KRH C17 C14  SING N N 28 
KRH C14 N15  SING Y N 29 
KRH N16 N15  SING Y N 30 
KRH N15 C23  SING N N 31 
KRH N29 C17  SING Y N 32 
KRH C17 C34  DOUB Y N 33 
KRH C21 N20  DOUB Y N 34 
KRH N20 C34  SING Y N 35 
KRH N29 C21  SING Y N 36 
KRH C21 H21  SING N N 37 
KRH C24 C23  SING N N 38 
KRH C23 H23  SING N N 39 
KRH C23 H23A SING N N 40 
KRH C25 C24  DOUB Y N 41 
KRH C24 C29  SING Y N 42 
KRH C26 C25  SING Y N 43 
KRH C25 H25  SING N N 44 
KRH C26 C27  DOUB Y N 45 
KRH C26 H26  SING N N 46 
KRH C27 C28  SING Y N 47 
KRH C27 H27  SING N N 48 
KRH C28 C33  DOUB Y N 49 
KRH C28 C29  SING Y N 50 
KRH C29 C30  DOUB Y N 51 
KRH C35 N29  SING N N 52 
KRH C30 C31  SING Y N 53 
KRH C30 H30  SING N N 54 
KRH C32 C31  DOUB Y N 55 
KRH C31 H31  SING N N 56 
KRH C33 C32  SING Y N 57 
KRH C32 H32  SING N N 58 
KRH C33 H33  SING N N 59 
KRH C34 H34  SING N N 60 
KRH C35 H35  SING N N 61 
KRH C35 H35A SING N N 62 
KRH C35 H35B SING N N 63 
# 
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 
KRH SMILES           ACDLabs              12.01 "O=C3c2c(c1cncn1C)n(nc2N(C(=O)N3C)CC(C)C)Cc5c4ccccc4ccc5"                                                                                                  
KRH InChI            InChI                1.03  "InChI=1S/C25H26N6O2/c1-16(2)13-30-23-21(24(32)29(4)25(30)33)22(20-12-26-15-28(20)3)31(27-23)14-18-10-7-9-17-8-5-6-11-19(17)18/h5-12,15-16H,13-14H2,1-4H3" 
KRH InChIKey         InChI                1.03  QJBUEINIMXZUED-UHFFFAOYSA-N                                                                                                                                
KRH SMILES_CANONICAL CACTVS               3.385 "CC(C)CN1C(=O)N(C)C(=O)c2c1nn(Cc3cccc4ccccc34)c2c5cncn5C"                                                                                                  
KRH SMILES           CACTVS               3.385 "CC(C)CN1C(=O)N(C)C(=O)c2c1nn(Cc3cccc4ccccc34)c2c5cncn5C"                                                                                                  
KRH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)CN1c2c(c(n(n2)Cc3cccc4c3cccc4)c5cncn5C)C(=O)N(C1=O)C"                                                                                                
KRH SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C)CN1c2c(c(n(n2)Cc3cccc4c3cccc4)c5cncn5C)C(=O)N(C1=O)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 
KRH "SYSTEMATIC NAME" ACDLabs              12.01 "5-methyl-3-(1-methyl-1H-imidazol-5-yl)-7-(2-methylpropyl)-2-(naphthalen-1-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione" 
KRH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-methyl-3-(3-methylimidazol-4-yl)-7-(2-methylpropyl)-2-(naphthalen-1-ylmethyl)pyrazolo[3,4-d]pyrimidine-4,6-dione"                
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KRH "Create component"  2012-07-10 EBI  
KRH "Modify descriptor" 2014-09-05 RCSB 
# 
