data_356
# 
_chem_comp.id                                    356 
_chem_comp.name                                  8-[(3R)-3-Aminopiperidin-1-yl]-7-but-2-yn-1-yl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-10 
_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                        472.542 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     356 
_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        2RGU 
_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 
356 C1   C1   C 0 1 Y N N 49.469 47.430 35.436 -0.878 0.243  -0.408 C1   356 1  
356 N2   N2   N 0 1 Y N N 48.132 47.720 35.828 -2.007 0.610  0.311  N2   356 2  
356 C3   C3   C 0 1 Y N N 49.562 47.803 34.077 -1.080 -1.072 -0.812 C3   356 3  
356 C4   C4   C 0 1 N N N 50.650 46.889 36.052 0.318  0.894  -0.762 C4   356 4  
356 C5   C5   C 0 1 Y N N 47.571 48.305 34.693 -2.837 -0.467 0.313  C5   356 5  
356 C6   C6   C 0 1 N N N 47.449 47.465 37.148 -2.257 1.907  0.945  C6   356 6  
356 N7   N7   N 0 1 Y N N 48.426 48.315 33.720 -2.272 -1.456 -0.350 N7   356 7  
356 N8   N8   N 0 1 N N N 50.739 47.604 33.363 -0.096 -1.701 -1.557 N8   356 8  
356 N9   N9   N 0 1 N N N 51.810 46.743 35.297 1.240  0.230  -1.490 N9   356 9  
356 O10  O10  O 0 1 N N N 50.629 46.571 37.236 0.518  2.045  -0.415 O10  356 10 
356 N11  N11  N 0 1 N N N 46.327 48.843 34.506 -4.070 -0.520 0.921  N11  356 11 
356 C12  C12  C 0 1 N N N 47.760 48.330 38.279 -2.937 2.797  -0.010 C12  356 12 
356 C13  C13  C 0 1 N N N 51.833 47.089 33.969 1.032  -1.039 -1.879 C13  356 13 
356 C14  C14  C 0 1 N N N 50.773 47.960 31.922 -0.285 -3.084 -2.000 C14  356 14 
356 C15  C15  C 0 1 N N N 53.053 46.202 35.930 2.486  0.904  -1.862 C15  356 15 
356 C16  C16  C 0 1 N N N 45.783 49.739 35.509 -4.696 -1.834 0.727  C16  356 16 
356 C17  C17  C 0 1 N N N 45.401 48.345 33.539 -4.941 0.560  0.440  C17  356 17 
356 C18  C18  C 0 1 N N N 47.946 48.971 39.233 -3.478 3.507  -0.772 C18  356 18 
356 O19  O19  O 0 1 N N N 52.858 46.930 33.308 1.886  -1.606 -2.533 O19  356 19 
356 C20  C20  C 0 1 Y N N 54.134 47.277 35.815 3.523  0.669  -0.793 C20  356 20 
356 C21  C21  C 0 1 N N R 45.736 51.068 34.771 -5.994 -1.906 1.535  C21  356 21 
356 C22  C22  C 0 1 N N N 45.041 49.604 32.677 -6.246 0.559  1.240  C22  356 22 
356 C23  C23  C 0 1 N N N 48.151 49.750 40.449 -4.158 4.398  -1.727 C23  356 23 
356 N24  N24  N 0 1 Y N N 53.748 48.543 35.901 4.304  -0.380 -0.897 N24  356 24 
356 N25  N25  N 0 1 Y N N 55.412 46.927 35.613 3.608  1.532  0.208  N25  356 25 
356 C26  C26  C 0 1 N N N 44.776 50.918 33.543 -6.940 -0.795 1.072  C26  356 26 
356 N27  N27  N 0 1 N N N 45.264 52.100 35.695 -6.631 -3.213 1.324  N27  356 27 
356 C28  C28  C 0 1 Y N N 54.625 49.551 35.788 5.236  -0.621 0.032  C28  356 28 
356 C29  C29  C 0 1 Y N N 56.393 47.839 35.483 4.496  1.388  1.171  C29  356 29 
356 C30  C30  C 0 1 Y N N 56.037 49.236 35.561 5.357  0.277  1.124  C30  356 30 
356 C31  C31  C 0 1 Y N N 54.213 50.903 35.879 6.092  -1.730 -0.042 C31  356 31 
356 C32  C32  C 0 1 N N N 57.826 47.398 35.261 4.575  2.378  2.304  C32  356 32 
356 C33  C33  C 0 1 Y N N 56.982 50.303 35.433 6.331  0.046  2.107  C33  356 33 
356 C34  C34  C 0 1 Y N N 55.158 51.918 35.752 7.023  -1.927 0.932  C34  356 34 
356 C35  C35  C 0 1 Y N N 56.537 51.618 35.528 7.138  -1.048 2.007  C35  356 35 
356 H61  H61  H 0 1 N N N 46.369 47.567 36.965 -2.888 1.766  1.823  H61  356 36 
356 H62  H62  H 0 1 N N N 47.814 46.474 37.456 -1.309 2.352  1.247  H62  356 37 
356 H141 H141 H 0 0 N N N 50.781 49.055 31.814 0.586  -3.405 -2.572 H141 356 38 
356 H142 H142 H 0 0 N N N 51.679 47.540 31.462 -0.406 -3.731 -1.131 H142 356 39 
356 H143 H143 H 0 0 N N N 49.883 47.549 31.422 -1.174 -3.147 -2.626 H143 356 40 
356 H151 H151 H 0 0 N N N 52.866 45.965 36.988 2.845  0.506  -2.810 H151 356 41 
356 H152 H152 H 0 0 N N N 53.372 45.278 35.426 2.305  1.974  -1.962 H152 356 42 
356 H161 H161 H 0 0 N N N 44.785 49.421 35.845 -4.918 -1.978 -0.330 H161 356 43 
356 H162 H162 H 0 0 N N N 46.380 49.774 36.432 -4.015 -2.615 1.064  H162 356 44 
356 H171 H171 H 0 0 N N N 44.508 47.921 34.021 -4.437 1.518  0.569  H171 356 45 
356 H172 H172 H 0 0 N N N 45.821 47.527 32.935 -5.162 0.405  -0.616 H172 356 46 
356 H21  H21  H 0 1 N N N 46.732 51.359 34.405 -5.771 -1.777 2.594  H21  356 47 
356 H221 H221 H 0 0 N N N 45.883 49.806 31.998 -6.027 0.728  2.294  H221 356 48 
356 H222 H222 H 0 0 N N N 44.108 49.375 32.142 -6.898 1.351  0.872  H222 356 49 
356 H231 H231 H 0 0 N N N 48.203 49.073 41.314 -4.344 5.363  -1.255 H231 356 50 
356 H232 H232 H 0 0 N N N 49.092 50.314 40.369 -3.527 4.538  -2.605 H232 356 51 
356 H233 H233 H 0 0 N N N 47.313 50.450 40.581 -5.106 3.952  -2.028 H233 356 52 
356 H261 H261 H 0 0 N N N 44.918 51.792 32.890 -7.195 -0.947 0.023  H261 356 53 
356 H262 H262 H 0 0 N N N 43.753 50.843 33.940 -7.849 -0.816 1.674  H262 356 54 
356 H271 H271 H 0 0 N N N 45.156 51.707 36.608 -7.491 -3.285 1.847  H271 356 55 
356 H272 H272 H 0 0 N N N 45.929 52.846 35.730 -6.791 -3.383 0.342  H272 356 56 
356 H31  H31  H 0 1 N N N 53.174 51.145 36.046 6.012  -2.424 -0.866 H31  356 57 
356 H321 H321 H 0 0 N N N 58.014 47.291 34.183 5.277  3.171  2.046  H321 356 58 
356 H322 H322 H 0 0 N N N 58.510 48.151 35.680 3.589  2.810  2.478  H322 356 59 
356 H323 H323 H 0 0 N N N 57.993 46.432 35.760 4.914  1.871  3.207  H323 356 60 
356 H33  H33  H 0 1 N N N 58.027 50.090 35.265 6.430  0.720  2.945  H33  356 61 
356 H34  H34  H 0 1 N N N 54.843 52.949 35.824 7.681  -2.782 0.873  H34  356 62 
356 H35  H35  H 0 1 N N N 57.247 52.426 35.431 7.888  -1.226 2.763  H35  356 63 
# 
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 
356 C14 N8   SING Y N 1  
356 C22 C17  SING N N 2  
356 C22 C26  SING N N 3  
356 O19 C13  DOUB Y N 4  
356 N8  C13  SING N N 5  
356 N8  C3   SING Y N 6  
356 C17 N11  SING N N 7  
356 C26 C21  SING N N 8  
356 N7  C3   SING N N 9  
356 N7  C5   DOUB Y N 10 
356 C13 N9   SING Y N 11 
356 C3  C1   DOUB N N 12 
356 N11 C5   SING N N 13 
356 N11 C16  SING N N 14 
356 C5  N2   SING N N 15 
356 C21 C16  SING N N 16 
356 C21 N27  SING N N 17 
356 C32 C29  SING N N 18 
356 N9  C15  SING N N 19 
356 N9  C4   SING N N 20 
356 C33 C35  DOUB N N 21 
356 C33 C30  SING N N 22 
356 C1  N2   SING N N 23 
356 C1  C4   SING N N 24 
356 C29 C30  DOUB N N 25 
356 C29 N25  SING N N 26 
356 C35 C34  SING N N 27 
356 C30 C28  SING N N 28 
356 N25 C20  DOUB N N 29 
356 C34 C31  DOUB N N 30 
356 C28 C31  SING N N 31 
356 C28 N24  DOUB N N 32 
356 C20 N24  SING Y N 33 
356 C20 C15  SING N N 34 
356 N2  C6   SING N N 35 
356 C4  O10  DOUB N N 36 
356 C6  C12  SING N N 37 
356 C12 C18  TRIP N N 38 
356 C18 C23  SING N N 39 
356 C6  H61  SING N N 40 
356 C6  H62  SING N N 41 
356 C14 H141 SING N N 42 
356 C14 H142 SING N N 43 
356 C14 H143 SING N N 44 
356 C15 H151 SING Y N 45 
356 C15 H152 SING N N 46 
356 C16 H161 SING N N 47 
356 C16 H162 SING N N 48 
356 C17 H171 SING N N 49 
356 C17 H172 SING N N 50 
356 C21 H21  SING Y N 51 
356 C22 H221 SING Y N 52 
356 C22 H222 SING Y N 53 
356 C23 H231 SING Y N 54 
356 C23 H232 SING Y N 55 
356 C23 H233 SING N N 56 
356 C26 H261 SING N N 57 
356 C26 H262 SING N N 58 
356 N27 H271 SING N N 59 
356 N27 H272 SING N N 60 
356 C31 H31  SING Y N 61 
356 C32 H321 SING Y N 62 
356 C32 H322 SING N N 63 
356 C32 H323 SING Y N 64 
356 C33 H33  SING N N 65 
356 C34 H34  SING Y N 66 
356 C35 H35  SING N N 67 
# 
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 
356 SMILES           ACDLabs              10.04 O=C2N(c1nc(n(c1C(=O)N2Cc4nc3ccccc3c(n4)C)CC#CC)N5CCCC(N)C5)C                                                                                                                      
356 InChI            InChI                1.02b InChI=1/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1 
356 InChIKey         InChI                1.02b LTXREWYXXSTFRX-QGZVFWFLBX                                                                                                                                                         
356 SMILES_CANONICAL CACTVS               3.341 CC#CCn1c(nc2N(C)C(=O)N(Cc3nc(C)c4ccccc4n3)C(=O)c12)N5CCC[C@@H](N)C5                                                                                                               
356 SMILES           CACTVS               3.341 CC#CCn1c(nc2N(C)C(=O)N(Cc3nc(C)c4ccccc4n3)C(=O)c12)N5CCC[CH](N)C5                                                                                                                 
356 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC#CCn1c2c(nc1N3CCC[C@H](C3)N)N(C(=O)N(C2=O)Cc4nc(c5ccccc5n4)C)C                                                                                                                  
356 SMILES           "OpenEye OEToolkits" 1.5.0 CC#CCn1c2c(nc1N3CCCC(C3)N)N(C(=O)N(C2=O)Cc4nc(c5ccccc5n4)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 
356 "SYSTEMATIC NAME" ACDLabs              10.04 8-[(3R)-3-aminopiperidin-1-yl]-7-but-2-yn-1-yl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione 
356 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-[(3R)-3-aminopiperidin-1-yl]-7-but-2-ynyl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]purine-2,6-dione                    
# 
