data_BNE
# 
_chem_comp.id                                    BNE 
_chem_comp.name                                  2-[3-(3-ETHYL-1-METHYL-2-OXO-AZEPAN-3-YL)-PHENOXY]-4-[1-AMINO-1-(1-METHYL-1H-IMIDIZOL-5-YL)-ETHYL]-BENZONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H33 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-10-24 
_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                        471.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BNE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MZC 
_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 
BNE C1   C1   C 0 1 N N S 14.597 135.511 -4.694 -3.574 0.021  0.210  C1   BNE 1  
BNE C2   C2   C 0 1 Y N N 14.429 134.033 -4.084 -2.377 0.658  0.867  C2   BNE 2  
BNE C3   C3   C 0 1 N N N 16.133 135.944 -4.955 -3.105 -0.985 -0.801 C3   BNE 3  
BNE C4   C4   C 0 1 N N N 13.697 135.574 -6.021 -4.437 -0.653 1.279  C4   BNE 4  
BNE C5   C5   C 0 1 N N N 14.015 136.601 -3.696 -4.396 1.101  -0.496 C5   BNE 5  
BNE C6   C6   C 0 1 Y N N 15.556 133.353 -3.559 -1.536 1.469  0.131  C6   BNE 6  
BNE C7   C7   C 0 1 Y N N 13.174 133.326 -4.008 -2.119 0.426  2.206  C7   BNE 7  
BNE N8   N8   N 0 1 N N N 16.925 135.299 -5.954 -3.778 -2.076 -1.153 N8   BNE 8  
BNE O9   O9   O 0 1 N N N 16.639 136.858 -4.270 -2.035 -0.787 -1.337 O9   BNE 9  
BNE C10  C10  C 0 1 N N N 13.980 134.578 -7.170 -5.900 -0.622 0.824  C10  BNE 10 
BNE C11  C11  C 0 1 N N N 14.407 136.469 -2.208 -4.717 2.225  0.492  C11  BNE 11 
BNE C12  C12  C 0 1 Y N N 15.498 132.044 -2.981 -0.436 2.060  0.738  C12  BNE 12 
BNE C13  C13  C 0 1 Y N N 13.095 132.015 -3.437 -1.021 1.009  2.812  C13  BNE 13 
BNE C14  C14  C 0 1 N N N 16.498 134.245 -6.883 -5.016 -2.514 -0.518 C14  BNE 14 
BNE C15  C15  C 0 1 N N N 18.316 135.722 -6.137 -3.243 -2.889 -2.248 C15  BNE 15 
BNE C16  C16  C 0 1 N N N 15.369 134.703 -7.799 -6.036 -1.370 -0.502 C16  BNE 16 
BNE O17  O17  O 0 1 N N N 16.682 131.431 -2.475 0.390  2.862  0.017  O17  BNE 17 
BNE C18  C18  C 0 1 Y N N 14.255 131.373 -2.924 -0.180 1.826  2.081  C18  BNE 18 
BNE C19  C19  C 0 1 Y N N 17.832 132.248 -2.391 1.430  2.091  -0.389 C19  BNE 19 
BNE C20  C20  C 0 1 Y N N 18.801 132.361 -3.446 2.490  2.660  -1.108 C20  BNE 20 
BNE C21  C21  C 0 1 Y N N 18.007 132.998 -1.194 1.445  0.735  -0.099 C21  BNE 21 
BNE C22  C22  C 0 1 Y N N 19.921 133.212 -3.275 3.558  1.856  -1.515 C22  BNE 22 
BNE C23  C23  C 0 1 N N N 18.625 131.708 -4.709 2.484  4.059  -1.413 C23  BNE 23 
BNE C24  C24  C 0 1 Y N N 19.127 133.870 -1.009 2.505  -0.049 -0.513 C24  BNE 24 
BNE C25  C25  C 0 1 Y N N 20.083 133.957 -2.078 3.557  0.510  -1.218 C25  BNE 25 
BNE N26  N26  N 0 1 N N N 18.422 131.206 -5.728 2.480  5.169  -1.655 N26  BNE 26 
BNE C27  C27  C 0 1 N N S 19.322 134.693 0.293  2.515  -1.522 -0.194 C27  BNE 27 
BNE C28  C28  C 0 1 Y N N 19.308 133.839 1.561  3.918  -1.951 0.150  C28  BNE 28 
BNE C29  C29  C 0 1 N N N 18.219 135.794 0.425  2.024  -2.311 -1.410 C29  BNE 29 
BNE N30  N30  N 0 1 N N N 20.633 135.348 0.253  1.630  -1.782 0.949  N30  BNE 30 
BNE N31  N31  N 0 1 Y N N 20.094 132.724 1.793  4.740  -1.381 1.084  N31  BNE 31 
BNE C32  C32  C 0 1 Y N N 18.549 133.946 2.728  4.607  -2.966 -0.408 C32  BNE 32 
BNE C33  C33  C 0 1 Y N N 19.752 132.271 3.023  5.900  -2.073 1.071  C33  BNE 33 
BNE C34  C34  C 0 1 N N N 21.108 132.052 0.994  4.419  -0.239 1.944  C34  BNE 34 
BNE NZ   NZ   N 0 1 Y N N 18.825 132.969 3.643  5.814  -3.017 0.174  NZ   BNE 35 
BNE H41  1H4  H 0 1 N N N 13.732 136.611 -6.429 -4.117 -1.687 1.409  H41  BNE 36 
BNE H42  2H4  H 0 1 N N N 12.624 135.490 -5.730 -4.337 -0.116 2.222  H42  BNE 37 
BNE H51  1H5  H 0 1 N N N 12.904 136.633 -3.787 -5.325 0.666  -0.866 H51  BNE 38 
BNE H52  2H5  H 0 1 N N N 14.281 137.620 -4.062 -3.825 1.504  -1.332 H52  BNE 39 
BNE H61  1H6  H 0 1 N N N 16.530 133.870 -3.602 -1.738 1.650  -0.915 H61  BNE 40 
BNE H71  1H7  H 0 1 N N N 12.255 133.798 -4.395 -2.776 -0.211 2.779  H71  BNE 41 
BNE H101 1H10 H 0 0 N N N 13.192 134.659 -7.954 -6.525 -1.101 1.578  H101 BNE 42 
BNE H102 2H10 H 0 0 N N N 13.804 133.532 -6.827 -6.217 0.413  0.692  H102 BNE 43 
BNE H111 1H11 H 0 0 N N N 15.518 136.437 -2.117 -5.330 1.832  1.303  H111 BNE 44 
BNE H112 2H11 H 0 0 N N N 13.998 137.234 -1.507 -3.789 2.626  0.899  H112 BNE 45 
BNE H113 3H11 H 0 0 N N N 14.141 135.450 -1.842 -5.260 3.017  -0.023 H113 BNE 46 
BNE H131 1H13 H 0 0 N N N 12.125 131.491 -3.392 -0.822 0.827  3.857  H131 BNE 47 
BNE H141 1H14 H 0 0 N N N 16.220 133.315 -6.335 -4.806 -2.825 0.505  H141 BNE 48 
BNE H142 2H14 H 0 0 N N N 17.360 133.854 -7.472 -5.427 -3.357 -1.073 H142 BNE 49 
BNE H151 1H15 H 0 0 N N N 18.845 135.652 -5.158 -3.898 -3.743 -2.420 H151 BNE 50 
BNE H152 2H15 H 0 0 N N N 18.934 135.219 -6.917 -3.186 -2.286 -3.154 H152 BNE 51 
BNE H153 3H15 H 0 0 N N N 18.337 136.822 -6.317 -2.247 -3.243 -1.984 H153 BNE 52 
BNE H161 1H16 H 0 0 N N N 15.548 135.745 -8.154 -7.043 -1.776 -0.593 H161 BNE 53 
BNE H162 2H16 H 0 0 N N N 15.410 134.164 -8.774 -5.837 -0.689 -1.330 H162 BNE 54 
BNE H181 1H18 H 0 0 N N N 14.191 130.363 -2.485 0.677  2.281  2.555  H181 BNE 55 
BNE H211 1H21 H 0 0 N N N 17.257 132.901 -0.391 0.629  0.291  0.451  H211 BNE 56 
BNE H221 1H22 H 0 0 N N N 20.672 133.295 -4.079 4.381  2.288  -2.065 H221 BNE 57 
BNE H251 1H25 H 0 0 N N N 20.964 134.613 -1.977 4.381  -0.111 -1.537 H251 BNE 58 
BNE H291 1H29 H 0 0 N N N 17.194 135.361 0.361  2.681  -2.118 -2.258 H291 BNE 59 
BNE H292 2H29 H 0 0 N N N 18.359 136.385 1.360  2.032  -3.376 -1.179 H292 BNE 60 
BNE H293 3H29 H 0 0 N N N 18.181 136.450 -0.476 1.009  -2.000 -1.658 H293 BNE 61 
BNE H301 1H30 H 0 0 N N N 20.759 135.914 -0.586 1.776  -2.744 1.216  H301 BNE 62 
BNE H302 2H30 H 0 0 N N N 20.761 135.889 1.108  1.967  -1.215 1.712  H302 BNE 63 
BNE H321 1H32 H 0 0 N N N 17.798 134.733 2.911  4.249  -3.623 -1.186 H321 BNE 64 
BNE H331 1H33 H 0 0 N N N 20.204 131.382 3.494  6.758  -1.875 1.696  H331 BNE 65 
BNE H341 1H34 H 0 0 N N N 21.839 132.856 0.746  4.714  0.684  1.446  H341 BNE 66 
BNE H342 2H34 H 0 0 N N N 21.741 131.154 1.181  3.346  -0.221 2.137  H342 BNE 67 
BNE H343 3H34 H 0 0 N N N 20.595 131.830 0.029  4.957  -0.332 2.887  H343 BNE 68 
# 
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 
BNE C1  C2   SING N N 1  
BNE C1  C3   SING N N 2  
BNE C1  C4   SING N N 3  
BNE C1  C5   SING N N 4  
BNE C2  C6   DOUB Y N 5  
BNE C2  C7   SING Y N 6  
BNE C3  N8   SING N N 7  
BNE C3  O9   DOUB N N 8  
BNE C4  C10  SING N N 9  
BNE C4  H41  SING N N 10 
BNE C4  H42  SING N N 11 
BNE C5  C11  SING N N 12 
BNE C5  H51  SING N N 13 
BNE C5  H52  SING N N 14 
BNE C6  C12  SING Y N 15 
BNE C6  H61  SING N N 16 
BNE C7  C13  DOUB Y N 17 
BNE C7  H71  SING N N 18 
BNE N8  C14  SING N N 19 
BNE N8  C15  SING N N 20 
BNE C10 C16  SING N N 21 
BNE C10 H101 SING N N 22 
BNE C10 H102 SING N N 23 
BNE C11 H111 SING N N 24 
BNE C11 H112 SING N N 25 
BNE C11 H113 SING N N 26 
BNE C12 O17  SING N N 27 
BNE C12 C18  DOUB Y N 28 
BNE C13 C18  SING Y N 29 
BNE C13 H131 SING N N 30 
BNE C14 C16  SING N N 31 
BNE C14 H141 SING N N 32 
BNE C14 H142 SING N N 33 
BNE C15 H151 SING N N 34 
BNE C15 H152 SING N N 35 
BNE C15 H153 SING N N 36 
BNE C16 H161 SING N N 37 
BNE C16 H162 SING N N 38 
BNE O17 C19  SING N N 39 
BNE C18 H181 SING N N 40 
BNE C19 C20  DOUB Y N 41 
BNE C19 C21  SING Y N 42 
BNE C20 C22  SING Y N 43 
BNE C20 C23  SING N N 44 
BNE C21 C24  DOUB Y N 45 
BNE C21 H211 SING N N 46 
BNE C22 C25  DOUB Y N 47 
BNE C22 H221 SING N N 48 
BNE C23 N26  TRIP N N 49 
BNE C24 C25  SING Y N 50 
BNE C24 C27  SING N N 51 
BNE C25 H251 SING N N 52 
BNE C27 C28  SING N N 53 
BNE C27 C29  SING N N 54 
BNE C27 N30  SING N N 55 
BNE C28 N31  SING Y N 56 
BNE C28 C32  DOUB Y N 57 
BNE C29 H291 SING N N 58 
BNE C29 H292 SING N N 59 
BNE C29 H293 SING N N 60 
BNE N30 H301 SING N N 61 
BNE N30 H302 SING N N 62 
BNE N31 C33  SING Y N 63 
BNE N31 C34  SING N N 64 
BNE C32 NZ   SING Y N 65 
BNE C32 H321 SING N N 66 
BNE C33 NZ   DOUB Y N 67 
BNE C33 H331 SING N N 68 
BNE C34 H341 SING N N 69 
BNE C34 H342 SING N N 70 
BNE C34 H343 SING N N 71 
# 
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 
BNE SMILES           ACDLabs              10.04 O=C1N(C)CCCCC1(c4cc(Oc2c(C#N)ccc(c2)C(N)(c3cncn3C)C)ccc4)CC                                                                                                                            
BNE InChI            InChI                1.02b InChI=1/C28H33N5O2/c1-5-28(13-6-7-14-32(3)26(28)34)22-9-8-10-23(15-22)35-24-16-21(12-11-20(24)17-29)27(2,30)25-18-31-19-33(25)4/h8-12,15-16,18-19H,5-7,13-14,30H2,1-4H3/t27-,28-/m0/s1 
BNE InChIKey         InChI                1.02b MHNMEERHZSPWFL-NSOVKSMOBG                                                                                                                                                              
BNE SMILES_CANONICAL CACTVS               3.341 CC[C@]1(CCCCN(C)C1=O)c2cccc(Oc3cc(ccc3C#N)[C@](C)(N)c4cncn4C)c2                                                                                                                        
BNE SMILES           CACTVS               3.341 CC[C]1(CCCCN(C)C1=O)c2cccc(Oc3cc(ccc3C#N)[C](C)(N)c4cncn4C)c2                                                                                                                          
BNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@]1(CCCCN(C1=O)C)c2cccc(c2)Oc3cc(ccc3C#N)[C@@](C)(c4cncn4C)N                                                                                                                       
BNE SMILES           "OpenEye OEToolkits" 1.5.0 CCC1(CCCCN(C1=O)C)c2cccc(c2)Oc3cc(ccc3C#N)C(C)(c4cncn4C)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 
BNE "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1S)-1-amino-1-(1-methyl-1H-imidazol-5-yl)ethyl]-2-{3-[(3S)-3-ethyl-1-methyl-2-oxoazepan-3-yl]phenoxy}benzonitrile 
BNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(1S)-1-amino-1-(3-methylimidazol-4-yl)ethyl]-2-[3-[(3S)-3-ethyl-1-methyl-2-oxo-azepan-3-yl]phenoxy]benzonitrile    
# 
