data_6AJ
# 
_chem_comp.id                                    6AJ 
_chem_comp.name                                  "2-({2-[(3R)-3-aminopiperidin-1-yl]-5-methyl-6,9-dioxo-5,6,7,9-tetrahydro-1H-imidazo[1,2-a]purin-1-yl}methyl)-4-fluorobenzonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 F N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-26 
_chem_comp.pdbx_modified_date                    2016-06-03 
_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                        436.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6AJ 
_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        5I7U 
_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 
6AJ C1  C1  C 0 1 Y N N 36.996 49.169 37.154 0.810  2.253  -0.451 C1  6AJ 1  
6AJ C2  C2  C 0 1 Y N N 36.427 47.979 36.605 -0.161 3.162  -0.814 C2  6AJ 2  
6AJ C3  C3  C 0 1 Y N N 35.068 48.011 36.218 -0.430 4.254  -0.003 C3  6AJ 3  
6AJ C4  C4  C 0 1 Y N N 34.250 49.123 36.354 0.275  4.439  1.176  C4  6AJ 4  
6AJ C5  C5  C 0 1 Y N N 34.811 50.326 36.896 1.249  3.536  1.549  C5  6AJ 5  
6AJ C6  C6  C 0 1 Y N N 36.185 50.327 37.298 1.524  2.434  0.736  C6  6AJ 6  
6AJ C7  C7  C 0 1 N N N 37.598 48.523 40.617 -1.979 0.189  -0.735 C7  6AJ 7  
6AJ C8  C8  C 0 1 Y N N 38.554 49.446 40.006 -0.762 -0.455 -0.476 C8  6AJ 8  
6AJ C9  C9  C 0 1 Y N N 39.355 50.294 40.784 -0.782 -1.707 0.150  C9  6AJ 9  
6AJ C11 C10 C 0 1 Y N N 39.936 50.695 38.796 1.302  -1.192 -0.215 C11 6AJ 10 
6AJ C15 C11 C 0 1 N N N 38.460 49.055 37.463 1.097  1.064  -1.331 C15 6AJ 11 
6AJ C17 C12 C 0 1 N N N 40.802 52.610 37.681 3.154  -2.328 0.668  C17 6AJ 12 
6AJ C18 C13 C 0 1 N N R 41.161 53.119 36.274 4.683  -2.298 0.723  C18 6AJ 13 
6AJ C19 C14 C 0 1 N N N 42.366 52.285 35.693 5.243  -2.523 -0.685 C19 6AJ 14 
6AJ C20 C15 C 0 1 N N N 42.074 50.724 35.763 4.691  -1.446 -1.623 C20 6AJ 15 
6AJ C21 C16 C 0 1 N N N 41.645 50.280 37.175 3.162  -1.500 -1.610 C21 6AJ 16 
6AJ C30 C17 C 0 1 N N N 36.721 51.531 37.790 2.530  1.491  1.121  C30 6AJ 17 
6AJ C26 C18 C 0 1 N N N 37.486 48.148 44.240 -5.305 -1.168 0.111  C26 6AJ 18 
6AJ C23 C19 C 0 1 N N N 38.539 49.418 42.720 -3.106 -1.646 0.239  C23 6AJ 19 
6AJ C25 C20 C 0 1 N N N 36.885 47.721 42.909 -4.530 -0.020 -0.501 C25 6AJ 20 
6AJ C29 C21 C 0 1 N N N 39.156 49.779 45.136 -4.719 -3.338 1.166  C29 6AJ 21 
6AJ N31 N1  N 0 1 N N N 37.157 52.506 38.188 3.328  0.742  1.426  N31 6AJ 22 
6AJ N10 N2  N 0 1 Y N N 40.159 51.083 40.043 0.495  -2.103 0.282  N10 6AJ 23 
6AJ N13 N3  N 0 1 N N N 39.349 50.291 42.200 -1.962 -2.257 0.485  N13 6AJ 24 
6AJ N12 N4  N 0 1 Y N N 38.932 49.692 38.727 0.573  -0.149 -0.698 N12 6AJ 25 
6AJ N16 N5  N 0 1 N N N 40.547 51.159 37.673 2.675  -1.279 -0.242 N16 6AJ 26 
6AJ N24 N6  N 0 1 N N N 37.649 48.556 42.000 -3.122 -0.426 -0.370 N24 6AJ 27 
6AJ N27 N7  N 0 1 N N N 38.415 49.148 44.049 -4.391 -2.068 0.515  N27 6AJ 28 
6AJ N22 N8  N 0 1 N N N 39.889 52.901 35.454 5.131  -0.993 1.227  N22 6AJ 29 
6AJ O14 O1  O 0 1 N N N 36.848 47.777 40.033 -2.003 1.283  -1.275 O14 6AJ 30 
6AJ O28 O2  O 0 1 N N N 37.191 47.671 45.335 -6.509 -1.257 0.216  O28 6AJ 31 
6AJ F32 F1  F 0 1 N N N 34.599 46.895 35.701 -1.382 5.142  -0.364 F32 6AJ 32 
6AJ H1  H1  H 0 1 N N N 37.017 47.082 36.489 -0.713 3.023  -1.732 H1  6AJ 33 
6AJ H2  H2  H 0 1 N N N 33.212 49.083 36.058 0.062  5.292  1.803  H2  6AJ 34 
6AJ H3  H3  H 0 1 N N N 34.208 51.216 36.999 1.797  3.681  2.468  H3  6AJ 35 
6AJ H4  H4  H 0 1 N N N 38.706 47.984 37.518 0.618  1.204  -2.300 H4  6AJ 36 
6AJ H5  H5  H 0 1 N N N 39.013 49.516 36.631 2.174  0.965  -1.469 H5  6AJ 37 
6AJ H6  H6  H 0 1 N N N 41.637 52.824 38.364 2.822  -3.301 0.307  H6  6AJ 38 
6AJ H7  H7  H 0 1 N N N 39.899 53.131 38.032 2.752  -2.153 1.666  H7  6AJ 39 
6AJ H8  H8  H 0 1 N N N 41.423 54.187 36.306 5.039  -3.087 1.386  H8  6AJ 40 
6AJ H9  H9  H 0 1 N N N 43.271 52.507 36.278 6.331  -2.460 -0.658 H9  6AJ 41 
6AJ H10 H10 H 0 1 N N N 42.528 52.573 34.644 4.943  -3.507 -1.043 H10 6AJ 42 
6AJ H11 H11 H 0 1 N N N 41.269 50.481 35.054 5.024  -0.465 -1.286 H11 6AJ 43 
6AJ H12 H12 H 0 1 N N N 42.987 50.179 35.481 5.052  -1.626 -2.636 H12 6AJ 44 
6AJ H13 H13 H 0 1 N N N 41.291 49.239 37.138 2.765  -0.725 -2.266 H13 6AJ 45 
6AJ H14 H14 H 0 1 N N N 42.506 50.350 37.856 2.829  -2.477 -1.960 H14 6AJ 46 
6AJ H15 H15 H 0 1 N N N 35.809 47.943 42.858 -4.795 0.102  -1.551 H15 6AJ 47 
6AJ H16 H16 H 0 1 N N N 37.048 46.651 42.713 -4.716 0.902  0.049  H16 6AJ 48 
6AJ H17 H17 H 0 1 N N N 38.835 49.350 46.097 -4.753 -3.194 2.246  H17 6AJ 49 
6AJ H18 H18 H 0 1 N N N 40.233 49.602 44.997 -5.690 -3.687 0.815  H18 6AJ 50 
6AJ H19 H19 H 0 1 N N N 38.959 50.861 45.134 -3.957 -4.078 0.923  H19 6AJ 51 
6AJ H20 H20 H 0 1 N N N 39.143 53.441 35.845 6.126  -0.994 1.398  H20 6AJ 52 
6AJ H21 H21 H 0 1 N N N 40.048 53.187 34.509 4.873  -0.252 0.593  H21 6AJ 53 
# 
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 
6AJ N22 C18 SING N N 1  
6AJ C19 C20 SING N N 2  
6AJ C19 C18 SING N N 3  
6AJ F32 C3  SING N N 4  
6AJ C20 C21 SING N N 5  
6AJ C3  C4  DOUB Y N 6  
6AJ C3  C2  SING Y N 7  
6AJ C18 C17 SING N N 8  
6AJ C4  C5  SING Y N 9  
6AJ C2  C1  DOUB Y N 10 
6AJ C5  C6  DOUB Y N 11 
6AJ C1  C6  SING Y N 12 
6AJ C1  C15 SING N N 13 
6AJ C21 N16 SING N N 14 
6AJ C6  C30 SING N N 15 
6AJ C15 N12 SING N N 16 
6AJ N16 C17 SING N N 17 
6AJ N16 C11 SING N N 18 
6AJ C30 N31 TRIP N N 19 
6AJ N12 C11 SING Y N 20 
6AJ N12 C8  SING Y N 21 
6AJ C11 N10 DOUB Y N 22 
6AJ C8  C7  SING N N 23 
6AJ C8  C9  DOUB Y N 24 
6AJ O14 C7  DOUB N N 25 
6AJ N10 C9  SING Y N 26 
6AJ C7  N24 SING N N 27 
6AJ C9  N13 SING N N 28 
6AJ N24 C23 SING N N 29 
6AJ N24 C25 SING N N 30 
6AJ N13 C23 DOUB N N 31 
6AJ C23 N27 SING N N 32 
6AJ C25 C26 SING N N 33 
6AJ N27 C26 SING N N 34 
6AJ N27 C29 SING N N 35 
6AJ C26 O28 DOUB N N 36 
6AJ C2  H1  SING N N 37 
6AJ C4  H2  SING N N 38 
6AJ C5  H3  SING N N 39 
6AJ C15 H4  SING N N 40 
6AJ C15 H5  SING N N 41 
6AJ C17 H6  SING N N 42 
6AJ C17 H7  SING N N 43 
6AJ C18 H8  SING N N 44 
6AJ C19 H9  SING N N 45 
6AJ C19 H10 SING N N 46 
6AJ C20 H11 SING N N 47 
6AJ C20 H12 SING N N 48 
6AJ C21 H13 SING N N 49 
6AJ C21 H14 SING N N 50 
6AJ C25 H15 SING N N 51 
6AJ C25 H16 SING N N 52 
6AJ C29 H17 SING N N 53 
6AJ C29 H18 SING N N 54 
6AJ C29 H19 SING N N 55 
6AJ N22 H20 SING N N 56 
6AJ N22 H21 SING N N 57 
# 
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 
6AJ SMILES           ACDLabs              12.01 "c1(c(ccc(c1)F)C#N)Cn4c3C(N2C(N(C(=O)C2)C)=Nc3nc4N5CC(CCC5)N)=O"                                                                                                        
6AJ InChI            InChI                1.03  "InChI=1S/C21H21FN8O2/c1-27-16(31)11-30-19(32)17-18(25-20(27)30)26-21(28-6-2-3-15(24)10-28)29(17)9-13-7-14(22)5-4-12(13)8-23/h4-5,7,15H,2-3,6,9-11,24H2,1H3/t15-/m1/s1" 
6AJ InChIKey         InChI                1.03  KMOYVYIQCXEQDG-OAHLLOKOSA-N                                                                                                                                             
6AJ SMILES_CANONICAL CACTVS               3.385 "CN1C(=O)CN2C(=O)c3n(Cc4cc(F)ccc4C#N)c(nc3N=C12)N5CCC[C@@H](N)C5"                                                                                                       
6AJ SMILES           CACTVS               3.385 "CN1C(=O)CN2C(=O)c3n(Cc4cc(F)ccc4C#N)c(nc3N=C12)N5CCC[CH](N)C5"                                                                                                         
6AJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN1C(=O)CN2C1=Nc3c(n(c(n3)N4CCC[C@H](C4)N)Cc5cc(ccc5C#N)F)C2=O"                                                                                                        
6AJ SMILES           "OpenEye OEToolkits" 2.0.4 "CN1C(=O)CN2C1=Nc3c(n(c(n3)N4CCCC(C4)N)Cc5cc(ccc5C#N)F)C2=O"                                                                                                            
# 
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 
6AJ "SYSTEMATIC NAME" ACDLabs              12.01 "2-({2-[(3R)-3-aminopiperidin-1-yl]-5-methyl-6,9-dioxo-5,6,7,9-tetrahydro-1H-imidazo[1,2-a]purin-1-yl}methyl)-4-fluorobenzonitrile"             
6AJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[[2-[(3~{R})-3-azanylpiperidin-1-yl]-5-methyl-6,9-bis(oxidanylidene)-7~{H}-imidazo[1,2-a]purin-1-yl]methyl]-4-fluoranyl-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 
6AJ "Create component" 2016-02-26 RCSB 
6AJ "Initial release"  2016-06-08 RCSB 
# 
