data_1J6
# 
_chem_comp.id                                    1J6 
_chem_comp.name                                  "(trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexyl)acetonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H21 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-02-14 
_chem_comp.pdbx_modified_date                    2013-05-17 
_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                        323.392 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1J6 
_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        4IVC 
_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 
1J6 C1  C1  C 0 1 N N N 10.809 57.162 -1.682 2.069  -3.652 -1.434 C1  1J6 1  
1J6 C2  C2  C 0 1 N N R 9.762  56.565 -0.729 1.920  -3.106 -0.013 C2  1J6 2  
1J6 O4  O4  O 0 1 N N N 10.329 56.235 0.545  2.955  -3.642 0.814  O4  1J6 3  
1J6 C5  C5  C 0 1 Y N N 8.625  57.516 -0.467 2.026  -1.603 -0.040 C5  1J6 4  
1J6 N6  N6  N 0 1 Y N N 7.464  57.169 0.160  0.974  -0.743 0.057  N6  1J6 5  
1J6 C7  C7  C 0 1 Y N N 6.691  58.323 0.224  1.479  0.531  -0.006 C7  1J6 6  
1J6 C8  C8  C 0 1 Y N N 7.445  59.340 -0.402 2.870  0.396  -0.144 C8  1J6 7  
1J6 N9  N9  N 0 1 Y N N 8.616  58.779 -0.788 3.137  -0.935 -0.152 N9  1J6 8  
1J6 C10 C10 C 0 1 Y N N 6.920  60.633 -0.509 3.655  1.551  -0.235 C10 1J6 9  
1J6 N11 N11 N 0 1 Y N N 5.730  60.943 -0.047 3.112  2.746  -0.192 N11 1J6 10 
1J6 C12 C12 C 0 1 Y N N 4.974  60.014 0.536  1.800  2.929  -0.063 C12 1J6 11 
1J6 C13 C13 C 0 1 Y N N 5.424  58.686 0.698  0.938  1.824  0.035  C13 1J6 12 
1J6 C14 C14 C 0 1 Y N N 4.338  57.964 1.358  -0.413 2.368  0.164  C14 1J6 13 
1J6 C15 C15 C 0 1 Y N N 3.349  58.841 1.550  -0.300 3.706  0.140  C15 1J6 14 
1J6 N16 N16 N 0 1 Y N N 3.735  60.073 1.075  1.016  4.057  0.003  N16 1J6 15 
1J6 C18 C18 C 0 1 N N N 7.160  55.823 0.661  -0.436 -1.112 0.202  C18 1J6 16 
1J6 C20 C20 C 0 1 N N N 6.828  55.888 2.163  -0.984 -0.530 1.507  C20 1J6 17 
1J6 C21 C21 C 0 1 N N N 6.508  54.482 2.683  -2.457 -0.915 1.658  C21 1J6 18 
1J6 C22 C22 C 0 1 N N N 5.422  53.758 1.872  -3.254 -0.357 0.477  C22 1J6 19 
1J6 C24 C24 C 0 1 N N N 5.700  53.781 0.347  -2.706 -0.938 -0.828 C24 1J6 20 
1J6 C25 C25 C 0 1 N N N 5.997  55.207 -0.127 -1.233 -0.553 -0.979 C25 1J6 21 
1J6 C26 C26 C 0 1 N N N 5.325  52.307 2.409  -4.727 -0.741 0.628  C26 1J6 22 
1J6 C27 C27 C 0 1 N N N 4.150  51.655 1.762  -5.512 -0.105 -0.442 C27 1J6 23 
1J6 N28 N28 N 0 1 N N N 3.254  51.255 1.162  -6.119 0.386  -1.268 N28 1J6 24 
1J6 H1  H1  H 0 1 N N N 11.617 56.433 -1.843 3.040  -3.364 -1.835 H1  1J6 25 
1J6 H2  H2  H 0 1 N N N 10.334 57.401 -2.645 1.992  -4.740 -1.415 H2  1J6 26 
1J6 H3  H3  H 0 1 N N N 11.225 58.080 -1.241 1.279  -3.243 -2.065 H3  1J6 27 
1J6 H4  H4  H 0 1 N N N 9.355  55.656 -1.195 0.948  -3.394 0.387  H4  1J6 28 
1J6 H5  H5  H 0 1 N N N 9.656  55.870 1.107  3.849  -3.424 0.516  H5  1J6 29 
1J6 H6  H6  H 0 1 N N N 7.512  61.400 -0.986 4.726  1.458  -0.341 H6  1J6 30 
1J6 H8  H8  H 0 1 N N N 4.336  56.921 1.637  -1.328 1.802  0.262  H8  1J6 31 
1J6 H9  H9  H 0 1 N N N 2.396  58.618 2.006  -1.123 4.401  0.214  H9  1J6 32 
1J6 H10 H10 H 0 1 N N N 8.044  55.181 0.531  -0.528 -2.198 0.221  H10 1J6 33 
1J6 H11 H11 H 0 1 N N N 7.692  56.293 2.711  -0.417 -0.928 2.348  H11 1J6 34 
1J6 H12 H12 H 0 1 N N N 5.957  56.542 2.317  -0.892 0.556  1.487  H12 1J6 35 
1J6 H13 H13 H 0 1 N N N 6.166  54.566 3.725  -2.549 -2.001 1.677  H13 1J6 36 
1J6 H14 H14 H 0 1 N N N 7.428  53.880 2.647  -2.847 -0.501 2.587  H14 1J6 37 
1J6 H15 H15 H 0 1 N N N 4.460  54.258 2.055  -3.162 0.729  0.457  H15 1J6 38 
1J6 H16 H16 H 0 1 N N N 4.817  53.399 -0.187 -2.798 -2.024 -0.809 H16 1J6 39 
1J6 H17 H17 H 0 1 N N N 6.567  53.140 0.128  -3.273 -0.541 -1.670 H17 1J6 40 
1J6 H18 H18 H 0 1 N N N 6.260  55.183 -1.195 -1.141 0.532  -0.999 H18 1J6 41 
1J6 H19 H19 H 0 1 N N N 5.099  55.827 0.015  -0.843 -0.968 -1.909 H19 1J6 42 
1J6 H20 H20 H 0 1 N N N 5.190  52.321 3.501  -4.828 -1.824 0.558  H20 1J6 43 
1J6 H21 H21 H 0 1 N N N 6.243  51.754 2.160  -5.093 -0.404 1.597  H21 1J6 44 
1J6 H7  H7  H 0 1 N N N 3.175  60.900 1.122  1.347  4.967  -0.039 H7  1J6 45 
# 
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 
1J6 C1  C2  SING N N 1  
1J6 N9  C5  DOUB Y N 2  
1J6 N9  C8  SING Y N 3  
1J6 C2  C5  SING N N 4  
1J6 C2  O4  SING N N 5  
1J6 C10 C8  SING Y N 6  
1J6 C10 N11 DOUB Y N 7  
1J6 C5  N6  SING Y N 8  
1J6 C8  C7  DOUB Y N 9  
1J6 C25 C24 SING N N 10 
1J6 C25 C18 SING N N 11 
1J6 N11 C12 SING Y N 12 
1J6 N6  C7  SING Y N 13 
1J6 N6  C18 SING N N 14 
1J6 C7  C13 SING Y N 15 
1J6 C24 C22 SING N N 16 
1J6 C12 C13 DOUB Y N 17 
1J6 C12 N16 SING Y N 18 
1J6 C18 C20 SING N N 19 
1J6 C13 C14 SING Y N 20 
1J6 N16 C15 SING Y N 21 
1J6 N28 C27 TRIP N N 22 
1J6 C14 C15 DOUB Y N 23 
1J6 C27 C26 SING N N 24 
1J6 C22 C26 SING N N 25 
1J6 C22 C21 SING N N 26 
1J6 C20 C21 SING N N 27 
1J6 C1  H1  SING N N 28 
1J6 C1  H2  SING N N 29 
1J6 C1  H3  SING N N 30 
1J6 C2  H4  SING N N 31 
1J6 O4  H5  SING N N 32 
1J6 C10 H6  SING N N 33 
1J6 C14 H8  SING N N 34 
1J6 C15 H9  SING N N 35 
1J6 C18 H10 SING N N 36 
1J6 C20 H11 SING N N 37 
1J6 C20 H12 SING N N 38 
1J6 C21 H13 SING N N 39 
1J6 C21 H14 SING N N 40 
1J6 C22 H15 SING N N 41 
1J6 C24 H16 SING N N 42 
1J6 C24 H17 SING N N 43 
1J6 C25 H18 SING N N 44 
1J6 C25 H19 SING N N 45 
1J6 C26 H20 SING N N 46 
1J6 C26 H21 SING N N 47 
1J6 N16 H7  SING N N 48 
# 
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 
1J6 SMILES           ACDLabs              12.01 "N#CCC4CCC(n3c(nc2cnc1nccc1c23)C(O)C)CC4"                                                                                                           
1J6 InChI            InChI                1.03  "InChI=1S/C18H21N5O/c1-11(24)18-22-15-10-21-17-14(7-9-20-17)16(15)23(18)13-4-2-12(3-5-13)6-8-19/h7,9-13,24H,2-6H2,1H3,(H,20,21)/t11-,12-,13-/m1/s1" 
1J6 InChIKey         InChI                1.03  IKSRDHMMQOCRHN-JHJVBQTASA-N                                                                                                                         
1J6 SMILES_CANONICAL CACTVS               3.370 "C[C@@H](O)c1nc2cnc3[nH]ccc3c2n1[C@H]4CC[C@@H](CC4)CC#N"                                                                                            
1J6 SMILES           CACTVS               3.370 "C[CH](O)c1nc2cnc3[nH]ccc3c2n1[CH]4CC[CH](CC4)CC#N"                                                                                                 
1J6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1nc2cnc3c(c2n1C4CCC(CC4)CC#N)cc[nH]3)O"                                                                                                    
1J6 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(c1nc2cnc3c(c2n1C4CCC(CC4)CC#N)cc[nH]3)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 
1J6 "SYSTEMATIC NAME" ACDLabs 12.01 "(trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexyl)acetonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1J6 "Create component" 2013-02-14 RCSB 
1J6 "Initial release"  2013-05-22 RCSB 
# 
