data_U66
# 
_chem_comp.id                                    U66 
_chem_comp.name                                  (20S)-19,20,22,23-TETRAHYDRO-19-OXO-5H,21H-18,20-ETHANO-12,14-ETHENO-6,10-METHENOBENZ[D]IMIDAZO[4,3-L][1,6,9,13]OXATRIAZACYCLONOADECOSINE-9-CARBONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 66" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-04-24 
_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                        453.536 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U66 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1LD7 
_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 
U66 C    C    C 0 1 Y N N 15.484 134.723 -3.596 -1.008 -0.473 -3.748  C    U66 1  
U66 C1   C1   C 0 1 Y N N 15.853 136.091 -3.871 -0.683 0.825  -3.243  C1   U66 2  
U66 C2   C2   C 0 1 Y N N 14.166 134.228 -3.954 -0.895 -1.592 -2.877  C2   U66 3  
U66 C3   C3   C 0 1 Y N N 16.352 133.808 -2.979 -1.506 -0.731 -5.048  C3   U66 4  
U66 N    N    N 0 1 N N N 17.162 136.606 -3.546 -0.643 1.983  -4.068  N    U66 5  
U66 C4   C4   C 0 1 Y N N 14.892 136.941 -4.496 -0.362 0.973  -1.883  C4   U66 6  
U66 C5   C5   C 0 1 Y N N 13.799 132.867 -3.687 -1.176 -2.890 -3.339  C5   U66 7  
U66 C6   C6   C 0 1 Y N N 13.242 135.105 -4.574 -0.522 -1.405 -1.540  C6   U66 8  
U66 C7   C7   C 0 1 Y N N 16.015 132.447 -2.711 -1.805 -2.026 -5.479  C7   U66 9  
U66 C8   C8   C 0 1 N N N 17.537 137.259 -2.355 -0.080 2.048  -5.356  C8   U66 10 
U66 C9   C9   C 0 1 N N N 18.295 136.486 -4.448 -1.184 3.260  -3.652  C9   U66 11 
U66 C10  C10  C 0 1 Y N N 13.600 136.449 -4.840 -0.277 -0.131 -1.042  C10  U66 12 
U66 C11  C11  C 0 1 Y N N 14.726 131.973 -3.071 -1.613 -3.113 -4.641  C11  U66 13 
U66 O    O    O 0 1 N N N 16.935 131.526 -2.137 -2.243 -2.230 -6.759  O    U66 14 
U66 C12  C12  C 0 1 N N S 19.069 137.473 -2.393 -0.381 3.426  -5.916  C12  U66 15 
U66 O13  O13  O 0 1 N N N 16.827 137.510 -1.400 0.557  1.193  -5.956  O13  U66 16 
U66 C14  C14  C 0 1 N N N 19.487 136.493 -3.511 -0.576 4.243  -4.637  C14  U66 17 
U66 C15  C15  C 0 1 N N R 18.323 131.862 -2.181 -3.677 -2.085 -6.860  C15  U66 18 
U66 N16  N16  N 0 1 N N N 19.725 137.178 -1.084 -1.614 3.364  -6.704  N16  U66 19 
U66 C17  C17  C 0 1 N N R 19.108 132.053 -3.394 -4.245 -3.403 -7.417  C17  U66 20 
U66 C18  C18  C 0 1 N N N 18.955 132.018 -0.914 -3.975 -0.888 -7.784  C18  U66 21 
U66 C19  C19  C 0 1 N N N 19.442 135.865 -0.444 -1.426 2.701  -7.999  C19  U66 22 
U66 C20  C20  C 0 1 N N N 20.477 132.405 -3.274 -3.750 -3.666 -8.849  C20  U66 23 
U66 C21  C21  C 0 1 N N N 18.519 131.894 -4.704 -5.720 -3.406 -7.359  C21  U66 24 
U66 C22  C22  C 0 1 N N N 20.343 132.364 -0.816 -3.833 -1.188 -9.258  C22  U66 25 
U66 C23  C23  C 0 1 N N N 20.205 135.678 0.855  -2.673 2.907  -8.872  C23  U66 26 
U66 C24  C24  C 0 1 N N N 21.085 132.561 -2.005 -3.727 -2.445 -9.722  C24  U66 27 
U66 N25  N25  N 0 1 N N N 17.982 131.760 -5.723 -6.880 -3.408 -7.313  N25  U66 28 
U66 C26  C26  C 0 1 N N N 21.063 132.531 0.502  -3.859 -0.005 -10.194 C26  U66 29 
U66 C27  C27  C 0 1 Y N S 19.886 134.481 1.696  -2.642 2.216  -10.246 C27  U66 30 
U66 N28  N28  N 0 1 Y N N 20.252 133.160 1.541  -2.630 0.760  -10.087 N28  U66 31 
U66 C29  C29  C 0 1 Y N N 19.128 134.472 2.842  -1.388 2.510  -11.086 C29  U66 32 
U66 C30  C30  C 0 1 Y N N 19.704 132.456 2.587  -1.350 0.201  -10.495 C30  U66 33 
U66 NZ   NZ   N 0 1 Y N N 19.009 133.228 3.402  -0.553 1.340  -10.898 NZ   U66 34 
U66 H31  1H3  H 0 1 N N N 17.350 134.178 -2.690 -1.699 0.084  -5.739  H31  U66 35 
U66 H41  1H4  H 0 1 N N N 15.151 137.990 -4.716 -0.109 1.943  -1.463  H41  U66 36 
U66 H51  1H5  H 0 1 N N N 12.793 132.504 -3.958 -1.068 -3.747 -2.676  H51  U66 37 
U66 H61  1H6  H 0 1 N N N 12.239 134.740 -4.851 -0.436 -2.253 -0.864  H61  U66 38 
U66 H91  1H9  H 0 1 N N N 18.332 137.258 -5.251 -0.920 3.527  -2.627  H91  U66 39 
U66 H92  2H9  H 0 1 N N N 18.250 135.609 -5.135 -2.275 3.217  -3.748  H92  U66 40 
U66 H101 1H10 H 0 0 N N N 12.866 137.119 -5.319 0.001  -0.000 -0.000  H101 U66 41 
U66 H111 1H11 H 0 0 N N N 14.448 130.924 -2.875 -1.826 -4.122 -4.978  H111 U66 42 
U66 H121 1H12 H 0 0 N N N 19.374 138.528 -2.585 0.464  3.818  -6.490  H121 U66 43 
U66 H141 1H14 H 0 0 N N N 20.457 136.741 -4.002 -1.188 5.141  -4.769  H141 U66 44 
U66 H142 2H14 H 0 0 N N N 19.793 135.484 -3.148 0.406  4.567  -4.267  H142 U66 45 
U66 H151 1H15 H 0 0 N N N 18.187 131.794 -3.286 -4.123 -1.878 -5.875  H151 U66 46 
U66 H161 1H16 H 0 0 N N N 19.508 137.926 -0.425 -1.948 4.315  -6.864  H161 U66 47 
U66 H117 17H1 H 0 0 N N N 18.180 131.705 -3.905 -3.889 -4.234 -6.794  H117 U66 48 
U66 H181 1H18 H 0 0 N N N 18.790 131.084 -0.328 -3.306 -0.061 -7.521  H181 U66 49 
U66 H182 2H18 H 0 0 N N N 18.371 132.764 -0.326 -5.002 -0.543 -7.609  H182 U66 50 
U66 H191 1H19 H 0 0 N N N 19.637 135.024 -1.149 -1.259 1.631  -7.846  H191 U66 51 
U66 H192 2H19 H 0 0 N N N 18.347 135.720 -0.291 -0.550 3.120  -8.505  H192 U66 52 
U66 H201 1H20 H 0 0 N N N 20.645 133.342 -3.854 -4.370 -4.434 -9.329  H201 U66 53 
U66 H202 2H20 H 0 0 N N N 21.076 131.665 -3.855 -2.729 -4.066 -8.814  H202 U66 54 
U66 H231 1H23 H 0 0 N N N 20.099 136.598 1.476  -3.558 2.559  -8.322  H231 U66 55 
U66 H232 2H23 H 0 0 N N N 21.299 135.691 0.640  -2.812 3.984  -9.037  H232 U66 56 
U66 H241 1H24 H 0 0 N N N 22.150 132.840 -1.942 -3.618 -2.618 -10.789 H241 U66 57 
U66 H261 1H26 H 0 0 N N N 22.019 133.087 0.360  -4.002 -0.318 -11.235 H261 U66 58 
U66 H262 2H26 H 0 0 N N N 21.466 131.554 0.856  -4.723 0.621  -9.940  H262 U66 59 
U66 H291 1H29 H 0 0 N N N 18.124 134.921 2.657  -1.655 2.584  -12.146 H291 U66 60 
U66 H301 1H30 H 0 0 N N N 20.485 131.886 3.142  -1.466 -0.486 -11.339 H301 U66 61 
# 
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 
U66 C   C1   SING Y N 1  
U66 C   C2   SING Y N 2  
U66 C   C3   DOUB Y N 3  
U66 C1  N    SING N N 4  
U66 C1  C4   DOUB Y N 5  
U66 C2  C5   DOUB Y N 6  
U66 C2  C6   SING Y N 7  
U66 C3  C7   SING Y N 8  
U66 C3  H31  SING N N 9  
U66 N   C8   SING N N 10 
U66 N   C9   SING N N 11 
U66 C4  C10  SING Y N 12 
U66 C4  H41  SING N N 13 
U66 C5  C11  SING Y N 14 
U66 C5  H51  SING N N 15 
U66 C6  C10  DOUB Y N 16 
U66 C6  H61  SING N N 17 
U66 C7  C11  DOUB Y N 18 
U66 C7  O    SING N N 19 
U66 C8  C12  SING N N 20 
U66 C8  O13  DOUB N N 21 
U66 C9  C14  SING N N 22 
U66 C9  H91  SING N N 23 
U66 C9  H92  SING N N 24 
U66 C10 H101 SING N N 25 
U66 C11 H111 SING N N 26 
U66 O   C15  SING N N 27 
U66 C12 C14  SING N N 28 
U66 C12 N16  SING N N 29 
U66 C12 H121 SING N N 30 
U66 C14 H141 SING N N 31 
U66 C14 H142 SING N N 32 
U66 C15 C17  SING N N 33 
U66 C15 C18  SING N N 34 
U66 C15 H151 SING N N 35 
U66 N16 C19  SING N N 36 
U66 N16 H161 SING N N 37 
U66 C17 C20  SING N N 38 
U66 C17 C21  SING N N 39 
U66 C17 H117 SING N N 40 
U66 C18 C22  SING N N 41 
U66 C18 H181 SING N N 42 
U66 C18 H182 SING N N 43 
U66 C19 C23  SING N N 44 
U66 C19 H191 SING N N 45 
U66 C19 H192 SING N N 46 
U66 C20 C24  SING N N 47 
U66 C20 H201 SING N N 48 
U66 C20 H202 SING N N 49 
U66 C21 N25  TRIP N N 50 
U66 C22 C24  DOUB N N 51 
U66 C22 C26  SING N N 52 
U66 C23 C27  SING N N 53 
U66 C23 H231 SING N N 54 
U66 C23 H232 SING N N 55 
U66 C24 H241 SING N N 56 
U66 C26 N28  SING N N 57 
U66 C26 H261 SING N N 58 
U66 C26 H262 SING N N 59 
U66 C27 N28  SING Y N 60 
U66 C27 C29  DOUB Y N 61 
U66 N28 C30  SING Y N 62 
U66 C29 NZ   SING Y N 63 
U66 C29 H291 SING N N 64 
U66 C30 NZ   DOUB Y N 65 
U66 C30 H301 SING N N 66 
# 
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 
U66 SMILES           ACDLabs              10.04 O=C3N4c6c5cc(OC1CC(=CCC1C#N)Cn2cncc2CCNC3CC4)ccc5ccc6                                                                                                                                            
U66 InChI            InChI                1.02b InChI=1/C27H27N5O2/c28-14-20-5-4-18-12-26(20)34-22-7-6-19-2-1-3-25(23(19)13-22)32-11-9-24(27(32)33)30-10-8-21-15-29-17-31(21)16-18/h1-4,6-7,13,15,17,20,24,26,30H,5,8-12,16H2/t20-,24+,26?/m1/s1 
U66 InChIKey         InChI                1.02b GBEQWWUQNVMGMR-LLHWJCAFBJ                                                                                                                                                                        
U66 SMILES_CANONICAL CACTVS               3.341 O=C1[C@@H]2CCN1c3cccc4ccc(O[C@@H]5CC(=CC[C@@H]5C#N)Cn6cncc6CCN2)cc34                                                                                                                             
U66 SMILES           CACTVS               3.341 O=C1[CH]2CCN1c3cccc4ccc(O[CH]5CC(=CC[CH]5C#N)Cn6cncc6CCN2)cc34                                                                                                                                   
U66 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc2c(c1)N4CC[C@@H](C4=O)NCCc5cncn5CC6=CCC(C(C6)O3)C#N                                                                                                                                   
U66 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc2c(c1)N4CCC(C4=O)NCCc5cncn5CC6=CCC(C(C6)O3)C#N                                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           U66 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(5S,18R,19R)-31-oxo-20-oxa-2,6,11,13-tetraazahexacyclo[19.6.2.1~2,5~.1~15,19~.0~9,13~.0~24,28~]hentriaconta-1(27),9,11,15,21,23,25,28-octaene-18-carbonitrile (non-preferred name)" 
# 
