data_3Q5
# 
_chem_comp.id                                    3Q5 
_chem_comp.name                                  "tert-butyl {(3R,6S)-1-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-6-methylpiperidin-3-yl}carbamate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H30 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-01-18 
_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                        438.526 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3Q5 
_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        3QD3 
_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 
3Q5 C1   C1   C 0 1 Y N N -40.666 16.455 12.775 -3.842 -2.351 -0.468 C1   3Q5 1  
3Q5 C2   C2   C 0 1 Y N N -41.859 17.057 12.421 -3.026 -1.270 -0.437 C2   3Q5 2  
3Q5 C3   C3   C 0 1 Y N N -42.846 15.007 11.694 -4.828 0.210  0.240  C3   3Q5 3  
3Q5 C4   C4   C 0 1 Y N N -44.442 18.353 11.907 -1.224 0.974  -0.389 C4   3Q5 4  
3Q5 C5   C5   C 0 1 Y N N -40.573 15.082 12.577 -5.207 -2.208 -0.149 C5   3Q5 5  
3Q5 C6   C6   C 0 1 Y N N -42.936 16.371 11.888 -3.505 0.006  -0.087 C6   3Q5 6  
3Q5 C7   C7   C 0 1 Y N N -41.655 14.407 12.049 -5.722 -0.880 0.219  C7   3Q5 7  
3Q5 C8   C8   C 0 1 Y N N -44.176 17.056 11.522 -2.566 1.153  -0.063 C8   3Q5 8  
3Q5 C9   C9   C 0 1 Y N N -45.663 18.897 11.551 -0.378 2.082  -0.347 C9   3Q5 9  
3Q5 C10  C10  C 0 1 Y N N -39.573 14.088 12.778 -6.292 -3.079 -0.088 C10  3Q5 10 
3Q5 C11  C11  C 0 1 Y N N -46.244 16.938 10.533 -2.162 3.399  0.295  C11  3Q5 11 
3Q5 C12  C12  C 0 1 N N N -50.242 21.638 12.242 4.726  -1.008 0.112  C12  3Q5 12 
3Q5 C13  C13  C 0 1 N N N -46.840 22.472 13.147 3.815  2.036  -0.188 C13  3Q5 13 
3Q5 C14  C14  C 0 1 N N N -45.619 21.722 13.672 3.101  3.090  -1.040 C14  3Q5 14 
3Q5 C15  C15  C 0 1 N N N -47.021 20.930 11.252 1.605  0.935  0.190  C15  3Q5 15 
3Q5 C16  C16  C 0 1 N N R -47.783 21.526 12.421 3.046  0.714  -0.276 C16  3Q5 16 
3Q5 C17  C17  C 0 1 N N S -44.912 20.999 12.549 1.659  3.242  -0.552 C17  3Q5 17 
3Q5 C18  C18  C 0 1 N N N -44.372 22.000 11.560 1.660  3.702  0.908  C18  3Q5 18 
3Q5 C19  C19  C 0 1 N N N -52.806 21.881 13.401 6.966  -3.656 1.366  C19  3Q5 19 
3Q5 C20  C20  C 0 1 N N N -53.391 23.246 11.428 7.537  -1.696 -0.075 C20  3Q5 20 
3Q5 C21  C21  C 0 1 N N N -52.895 20.859 11.114 5.945  -3.435 -0.904 C21  3Q5 21 
3Q5 C22  C22  C 0 1 N N N -52.549 22.089 11.922 6.426  -2.668 0.330  C22  3Q5 22 
3Q5 N23  N23  N 0 1 Y N N -45.078 16.341 10.832 -2.995 2.371  0.271  N23  3Q5 23 
3Q5 N24  N24  N 0 1 Y N N -46.575 18.187 10.875 -0.878 3.265  -0.004 N24  3Q5 24 
3Q5 N25  N25  N 0 1 Y N N -40.008 12.880 12.397 -7.369 -2.364 0.280  N25  3Q5 25 
3Q5 N26  N26  N 0 1 Y N N -41.267 13.095 11.968 -7.011 -1.025 0.469  N26  3Q5 26 
3Q5 N27  N27  N 0 1 N N N -45.987 20.210 11.974 0.966  1.951  -0.657 N27  3Q5 27 
3Q5 N28  N28  N 0 1 N N N -38.339 14.372 13.287 -6.266 -4.438 -0.358 N28  3Q5 28 
3Q5 N29  N29  N 0 1 N N N -47.206 16.217 9.818  -2.645 4.648  0.647  N29  3Q5 29 
3Q5 N30  N30  N 0 1 N N N -49.002 22.204 12.042 3.690  -0.284 0.581  N30  3Q5 30 
3Q5 O31  O31  O 0 1 N N N -50.477 20.574 12.793 5.125  -0.833 -1.022 O31  3Q5 31 
3Q5 O32  O32  O 0 1 N N N -51.189 22.451 11.700 5.317  -1.925 0.901  O32  3Q5 32 
3Q5 H1   H1   H 0 1 N N N -39.845 17.024 13.186 -3.448 -3.319 -0.741 H1   3Q5 33 
3Q5 H2   H2   H 0 1 N N N -41.956 18.122 12.569 -1.982 -1.391 -0.687 H2   3Q5 34 
3Q5 H3   H3   H 0 1 N N N -43.667 14.438 11.285 -5.178 1.196  0.507  H3   3Q5 35 
3Q5 H4   H4   H 0 1 N N N -43.720 18.926 12.469 -0.846 -0.000 -0.664 H4   3Q5 36 
3Q5 H13  H13  H 0 1 N N N -46.508 23.254 12.448 4.829  1.893  -0.560 H13  3Q5 37 
3Q5 H13A H13A H 0 0 N N N -47.372 22.929 13.994 3.850  2.369  0.849  H13A 3Q5 38 
3Q5 H14  H14  H 0 1 N N N -44.924 22.442 14.129 3.619  4.044  -0.947 H14  3Q5 39 
3Q5 H14A H14A H 0 0 N N N -45.944 20.987 14.423 3.102  2.776  -2.083 H14A 3Q5 40 
3Q5 H15  H15  H 0 1 N N N -46.615 21.694 10.573 1.052  -0.001 0.114  H15  3Q5 41 
3Q5 H15A H15A H 0 0 N N N -47.643 20.272 10.627 1.607  1.274  1.225  H15A 3Q5 42 
3Q5 H16  H16  H 0 1 N N N -48.111 20.704 13.074 3.046  0.362  -1.308 H16  3Q5 43 
3Q5 H17  H17  H 0 1 N N N -44.050 20.391 12.862 1.144  3.981  -1.165 H17  3Q5 44 
3Q5 H18  H18  H 0 1 N N N -43.858 21.470 10.744 2.173  4.661  0.986  H18  3Q5 45 
3Q5 H18A H18A H 0 0 N N N -45.202 22.592 11.147 0.632  3.810  1.255  H18A 3Q5 46 
3Q5 H18B H18B H 0 0 N N N -43.661 22.669 12.067 2.175  2.963  1.521  H18B 3Q5 47 
3Q5 H19  H19  H 0 1 N N N -52.196 21.041 13.765 7.309  -3.110 2.245  H19  3Q5 48 
3Q5 H19A H19A H 0 0 N N N -52.537 22.795 13.952 6.175  -4.348 1.654  H19A 3Q5 49 
3Q5 H19B H19B H 0 0 N N N -53.871 21.657 13.560 7.798  -4.214 0.937  H19B 3Q5 50 
3Q5 H20  H20  H 0 1 N N N -53.208 23.401 10.354 7.152  -0.993 -0.813 H20  3Q5 51 
3Q5 H20A H20A H 0 0 N N N -54.455 23.020 11.589 7.879  -1.150 0.804  H20A 3Q5 52 
3Q5 H20B H20B H 0 0 N N N -53.122 24.158 11.981 8.369  -2.254 -0.504 H20B 3Q5 53 
3Q5 H21  H21  H 0 1 N N N -52.695 21.051 10.049 6.778  -3.993 -1.333 H21  3Q5 54 
3Q5 H21A H21A H 0 0 N N N -52.282 20.012 11.455 5.154  -4.127 -0.616 H21A 3Q5 55 
3Q5 H21B H21B H 0 0 N N N -53.960 20.619 11.249 5.561  -2.731 -1.642 H21B 3Q5 56 
3Q5 HN28 HN28 H 0 0 N N N -37.800 13.532 13.343 -5.435 -4.865 -0.619 HN28 3Q5 57 
3Q5 HN2A HN2A H 0 0 N N N -37.875 15.027 12.690 -7.079 -4.962 -0.287 HN2A 3Q5 58 
3Q5 HN29 HN29 H 0 0 N N N -46.858 15.300 9.622  -3.581 4.760  0.872  HN29 3Q5 59 
3Q5 HN2B HN2B H 0 0 N N N -48.042 16.147 10.362 -2.046 5.411  0.668  HN2B 3Q5 60 
3Q5 HN30 HN30 H 0 0 N N N -48.944 23.110 11.623 3.371  -0.423 1.487  HN30 3Q5 61 
3Q5 HN25 HN25 H 0 0 N N N -39.510 12.013 12.425 -8.261 -2.724 0.401  HN25 3Q5 62 
# 
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 
3Q5 C2  C1   DOUB Y N 1  
3Q5 C5  C1   SING Y N 2  
3Q5 C1  H1   SING N N 3  
3Q5 C6  C2   SING Y N 4  
3Q5 C2  H2   SING N N 5  
3Q5 C3  C6   DOUB Y N 6  
3Q5 C3  C7   SING Y N 7  
3Q5 C3  H3   SING N N 8  
3Q5 C8  C4   DOUB Y N 9  
3Q5 C9  C4   SING Y N 10 
3Q5 C4  H4   SING N N 11 
3Q5 C7  C5   SING Y N 12 
3Q5 C5  C10  DOUB Y N 13 
3Q5 C8  C6   SING Y N 14 
3Q5 N26 C7   DOUB Y N 15 
3Q5 N23 C8   SING Y N 16 
3Q5 N24 C9   DOUB Y N 17 
3Q5 C9  N27  SING N N 18 
3Q5 N25 C10  SING Y N 19 
3Q5 C10 N28  SING N N 20 
3Q5 N29 C11  SING N N 21 
3Q5 C11 N23  DOUB Y N 22 
3Q5 C11 N24  SING Y N 23 
3Q5 O32 C12  SING N N 24 
3Q5 N30 C12  SING N N 25 
3Q5 C12 O31  DOUB N N 26 
3Q5 C16 C13  SING N N 27 
3Q5 C13 C14  SING N N 28 
3Q5 C13 H13  SING N N 29 
3Q5 C13 H13A SING N N 30 
3Q5 C17 C14  SING N N 31 
3Q5 C14 H14  SING N N 32 
3Q5 C14 H14A SING N N 33 
3Q5 C15 N27  SING N N 34 
3Q5 C15 C16  SING N N 35 
3Q5 C15 H15  SING N N 36 
3Q5 C15 H15A SING N N 37 
3Q5 N30 C16  SING N N 38 
3Q5 C16 H16  SING N N 39 
3Q5 C18 C17  SING N N 40 
3Q5 N27 C17  SING N N 41 
3Q5 C17 H17  SING N N 42 
3Q5 C18 H18  SING N N 43 
3Q5 C18 H18A SING N N 44 
3Q5 C18 H18B SING N N 45 
3Q5 C22 C19  SING N N 46 
3Q5 C19 H19  SING N N 47 
3Q5 C19 H19A SING N N 48 
3Q5 C19 H19B SING N N 49 
3Q5 C20 C22  SING N N 50 
3Q5 C20 H20  SING N N 51 
3Q5 C20 H20A SING N N 52 
3Q5 C20 H20B SING N N 53 
3Q5 C21 C22  SING N N 54 
3Q5 C21 H21  SING N N 55 
3Q5 C21 H21A SING N N 56 
3Q5 C21 H21B SING N N 57 
3Q5 O32 C22  SING N N 58 
3Q5 N26 N25  SING Y N 59 
3Q5 N28 HN28 SING N N 60 
3Q5 N28 HN2A SING N N 61 
3Q5 N29 HN29 SING N N 62 
3Q5 N29 HN2B SING N N 63 
3Q5 N30 HN30 SING N N 64 
3Q5 N25 HN25 SING N N 65 
# 
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 
3Q5 SMILES           ACDLabs              12.01 "O=C(OC(C)(C)C)NC4CCC(N(c3nc(nc(c1ccc2c(N)nnc2c1)c3)N)C4)C"                                                                                                                                                
3Q5 SMILES_CANONICAL CACTVS               3.370 "C[C@H]1CC[C@H](CN1c2cc(nc(N)n2)c3ccc4c(N)[nH]nc4c3)NC(=O)OC(C)(C)C"                                                                                                                                       
3Q5 SMILES           CACTVS               3.370 "C[CH]1CC[CH](CN1c2cc(nc(N)n2)c3ccc4c(N)[nH]nc4c3)NC(=O)OC(C)(C)C"                                                                                                                                         
3Q5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]1CC[C@H](C[N@]1c2cc(nc(n2)N)c3ccc4c(c3)n[nH]c4N)NC(=O)OC(C)(C)C"                                                                                                                                    
3Q5 SMILES           "OpenEye OEToolkits" 1.7.0 "CC1CCC(CN1c2cc(nc(n2)N)c3ccc4c(c3)n[nH]c4N)NC(=O)OC(C)(C)C"                                                                                                                                               
3Q5 InChI            InChI                1.03  "InChI=1S/C22H30N8O2/c1-12-5-7-14(25-21(31)32-22(2,3)4)11-30(12)18-10-16(26-20(24)27-18)13-6-8-15-17(9-13)28-29-19(15)23/h6,8-10,12,14H,5,7,11H2,1-4H3,(H,25,31)(H3,23,28,29)(H2,24,26,27)/t12-,14+/m0/s1" 
3Q5 InChIKey         InChI                1.03  GAMJJHMLLXIWRZ-GXTWGEPZSA-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 
3Q5 "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl {(3R,6S)-1-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-6-methylpiperidin-3-yl}carbamate"         
3Q5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "tert-butyl N-[(1R,3R,6S)-1-[2-azanyl-6-(3-azanyl-2H-indazol-6-yl)pyrimidin-4-yl]-6-methyl-piperidin-3-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3Q5 "Create component"     2011-01-18 RCSB 
3Q5 "Modify aromatic_flag" 2011-06-04 RCSB 
3Q5 "Modify descriptor"    2011-06-04 RCSB 
# 
