data_U49
# 
_chem_comp.id                                    U49 
_chem_comp.name                                  (20S)-19,20,21,22-TETRAHYDRO-19-OXO-5H-18,20-ETHANO-12,14-ETHENO-6,10-METHENO-18H-BENZ[D]IMIDAZO[4,3-K][1,6,9,12]OXATRIAZA-CYCLOOCTADECOSINE-9-CARBONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H21 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 49" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-04-25 
_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                        435.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U49 
_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        1LD8 
_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 
U49 C1   C1   C 0 1 Y N N 15.293 134.420 -3.062 -0.298 0.122  -2.938 C1   U49 1  
U49 C2   C2   C 0 1 Y N N 15.577 135.803 -2.882 1.066  -0.037 -3.213 C2   U49 2  
U49 C3   C3   C 0 1 Y N N 14.187 134.006 -3.899 -1.170 0.384  -4.031 C3   U49 3  
U49 C4   C4   C 0 1 Y N N 16.062 133.417 -2.456 -0.846 0.041  -1.649 C4   U49 4  
U49 N5   N5   N 0 1 N N N 16.691 136.106 -2.035 2.060  -0.370 -2.302 N5   U49 5  
U49 C6   C6   C 0 1 Y N N 14.757 136.786 -3.542 1.527  0.173  -4.508 C6   U49 6  
U49 C7   C7   C 0 1 Y N N 13.913 132.617 -4.066 -2.558 0.423  -3.823 C7   U49 7  
U49 C8   C8   C 0 1 Y N N 13.388 134.998 -4.546 -0.660 0.599  -5.320 C8   U49 8  
U49 C9   C9   C 0 1 Y N N 15.818 132.045 -2.625 -2.197 0.077  -1.464 C9   U49 9  
U49 C10  C10  C 0 1 N N N 17.977 136.596 -2.570 3.489  -0.190 -2.642 C10  U49 10 
U49 C11  C11  C 0 1 N N N 16.673 136.111 -0.631 1.973  -0.894 -1.075 C11  U49 11 
U49 C12  C12  C 0 1 Y N N 13.675 136.379 -4.368 0.674  0.500  -5.553 C12  U49 12 
U49 C13  C13  C 0 1 Y N N 14.723 131.634 -3.428 -3.051 0.263  -2.575 C13  U49 13 
U49 O14  O14  O 0 1 N N N 16.714 131.054 -2.132 -2.793 -0.070 -0.295 O14  U49 14 
U49 C15  C15  C 0 1 N N N 18.669 137.266 -1.374 4.172  0.114  -1.291 C15  U49 15 
U49 C17  C17  C 0 1 N N R 18.090 136.370 -0.280 3.263  -0.678 -0.314 C17  U49 16 
U49 C18  C18  C 0 1 Y N N 18.093 131.440 -2.174 -2.383 0.189  0.920  C18  U49 17 
U49 C20  C20  C 0 1 Y N N 18.831 131.682 -3.383 -3.253 -0.277 1.944  C20  U49 18 
U49 C21  C21  C 0 1 Y N N 18.733 131.586 -0.924 -1.236 0.861  1.299  C21  U49 19 
U49 C22  C22  C 0 1 N N N 19.638 135.025 0.728  1.868  -0.476 1.559  C22  U49 20 
U49 C23  C23  C 0 1 Y N N 20.192 132.075 -3.300 -2.950 -0.077 3.285  C23  U49 21 
U49 C24  C24  C 0 1 N N N 18.174 131.516 -4.658 -4.455 -0.969 1.585  C24  U49 22 
U49 C25  C25  C 0 1 Y N N 20.107 131.973 -0.830 -0.932 1.035  2.637  C25  U49 23 
U49 C26  C26  C 0 1 Y N N 19.446 133.921 1.707  1.932  -0.208 3.038  C26  U49 24 
U49 C27  C27  C 0 1 Y N N 20.831 132.223 -2.032 -1.786 0.572  3.620  C27  U49 25 
U49 N28  N28  N 0 1 N N N 17.581 131.373 -5.627 -5.408 -1.518 1.301  N28  U49 26 
U49 C29  C29  C 0 1 N N N 20.829 132.128 0.505  0.341  1.736  3.028  C29  U49 27 
U49 N30  N30  N 0 1 Y N N 19.982 132.655 1.582  1.235  0.775  3.682  N30  U49 28 
U49 C31  C31  C 0 1 Y N N 18.752 133.881 2.898  2.645  -0.861 3.968  C31  U49 29 
U49 C32  C32  C 0 1 Y N N 19.597 131.941 2.674  1.530  0.685  4.994  C32  U49 30 
U49 N33  N33  N 0 1 Y N N 18.849 132.664 3.489  2.381  -0.297 5.154  N33  U49 31 
U49 O39  O39  O 0 1 N N N 15.757 135.966 0.124  1.008  -1.483 -0.631 O39  U49 32 
U49 N54  N54  N 0 1 N N N 18.678 136.077 0.967  3.038  0.131  0.907  N54  U49 33 
U49 H41  1H4  H 0 1 N N N 16.904 133.724 -1.812 -0.202 -0.008 -0.783 H41  U49 34 
U49 H61  1H6  H 0 1 N N N 14.960 137.863 -3.413 2.583  0.070  -4.715 H61  U49 35 
U49 H71  1H7  H 0 1 N N N 13.065 132.299 -4.696 -3.225 0.585  -4.659 H71  U49 36 
U49 H81  1H8  H 0 1 N N N 12.543 134.696 -5.188 -1.332 0.845  -6.128 H81  U49 37 
U49 H101 1H10 H 0 0 N N N 17.874 137.257 -3.462 3.613  0.654  -3.320 H101 U49 38 
U49 H102 2H10 H 0 0 N N N 18.591 135.808 -3.066 3.891  -1.100 -3.081 H102 U49 39 
U49 H121 1H12 H 0 0 N N N 13.055 137.139 -4.873 1.068  0.677  -6.543 H121 U49 40 
U49 H131 1H13 H 0 0 N N N 14.504 130.560 -3.555 -4.120 0.276  -2.419 H131 U49 41 
U49 H151 1H15 H 0 0 N N N 18.520 138.365 -1.256 4.147  1.182  -1.071 H151 U49 42 
U49 H152 2H15 H 0 0 N N N 19.780 137.352 -1.419 5.195  -0.262 -1.272 H152 U49 43 
U49 H171 1H17 H 0 0 N N N 18.755 135.521 0.003  3.727  -1.616 -0.036 H171 U49 44 
U49 H211 1H21 H 0 0 N N N 18.151 131.395 -0.007 -0.572 1.270  0.550  H211 U49 45 
U49 H221 1H22 H 0 0 N N N 19.601 134.659 -0.325 1.882  -1.548 1.385  H221 U49 46 
U49 H222 2H22 H 0 0 N N N 20.685 135.408 0.733  0.969  -0.024 1.146  H222 U49 47 
U49 H231 1H23 H 0 0 N N N 20.757 132.267 -4.228 -3.629 -0.422 4.054  H231 U49 48 
U49 H271 1H27 H 0 0 N N N 21.889 132.532 -1.981 -1.540 0.717  4.662  H271 U49 49 
U49 H291 1H29 H 0 0 N N N 21.745 132.753 0.385  0.822  2.139  2.137  H291 U49 50 
U49 H292 2H29 H 0 0 N N N 21.298 131.164 0.811  0.114  2.549  3.715  H292 U49 51 
U49 H311 1H31 H 0 0 N N N 18.185 134.724 3.328  3.309  -1.694 3.785  H311 U49 52 
U49 H321 1H32 H 0 0 N N N 19.863 130.890 2.877  1.138  1.317  5.776  H321 U49 53 
U49 H541 1H54 H 0 0 N N N 17.997 135.847 1.691  3.809  -0.200 1.523  H541 U49 54 
# 
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 
U49 C1  C2   DOUB Y N 1  
U49 C1  C3   SING Y N 2  
U49 C1  C4   SING Y N 3  
U49 C2  N5   SING N N 4  
U49 C2  C6   SING Y N 5  
U49 C3  C7   SING Y N 6  
U49 C3  C8   DOUB Y N 7  
U49 C4  C9   DOUB Y N 8  
U49 C4  H41  SING N N 9  
U49 N5  C10  SING N N 10 
U49 N5  C11  SING N N 11 
U49 C6  C12  DOUB Y N 12 
U49 C6  H61  SING N N 13 
U49 C7  C13  DOUB Y N 14 
U49 C7  H71  SING N N 15 
U49 C8  C12  SING Y N 16 
U49 C8  H81  SING N N 17 
U49 C9  C13  SING Y N 18 
U49 C9  O14  SING N N 19 
U49 C10 C15  SING N N 20 
U49 C10 H101 SING N N 21 
U49 C10 H102 SING N N 22 
U49 C11 C17  SING N N 23 
U49 C11 O39  DOUB N N 24 
U49 C12 H121 SING N N 25 
U49 C13 H131 SING N N 26 
U49 O14 C18  SING N N 27 
U49 C15 C17  SING N N 28 
U49 C15 H151 SING N N 29 
U49 C15 H152 SING N N 30 
U49 C17 N54  SING N N 31 
U49 C17 H171 SING N N 32 
U49 C18 C20  DOUB Y N 33 
U49 C18 C21  SING Y N 34 
U49 C20 C23  SING Y N 35 
U49 C20 C24  SING N N 36 
U49 C21 C25  DOUB Y N 37 
U49 C21 H211 SING N N 38 
U49 C22 C26  SING N N 39 
U49 C22 N54  SING N N 40 
U49 C22 H221 SING N N 41 
U49 C22 H222 SING N N 42 
U49 C23 C27  DOUB Y N 43 
U49 C23 H231 SING N N 44 
U49 C24 N28  TRIP N N 45 
U49 C25 C27  SING Y N 46 
U49 C25 C29  SING N N 47 
U49 C26 N30  SING Y N 48 
U49 C26 C31  DOUB Y N 49 
U49 C27 H271 SING N N 50 
U49 C29 N30  SING N N 51 
U49 C29 H291 SING N N 52 
U49 C29 H292 SING N N 53 
U49 N30 C32  SING Y N 54 
U49 C31 N33  SING Y N 55 
U49 C31 H311 SING N N 56 
U49 C32 N33  DOUB Y N 57 
U49 C32 H321 SING N N 58 
U49 N54 H541 SING N N 59 
# 
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 
U49 SMILES           ACDLabs              10.04 O=C3N4c6c5cc(Oc1cc(ccc1C#N)Cn2cncc2CNC3CC4)ccc5ccc6                                                                                                                            
U49 InChI            InChI                1.02b InChI=1/C26H21N5O2/c27-12-19-5-4-17-10-25(19)33-21-7-6-18-2-1-3-24(22(18)11-21)31-9-8-23(26(31)32)29-14-20-13-28-16-30(20)15-17/h1-7,10-11,13,16,23,29H,8-9,14-15H2/t23-/m1/s1 
U49 InChIKey         InChI                1.02b USPFJPDEADLGIG-HSZRJFAPBV                                                                                                                                                      
U49 SMILES_CANONICAL CACTVS               3.341 O=C1[C@H]2CCN1c3cccc4ccc(Oc5cc(Cn6cncc6CN2)ccc5C#N)cc34                                                                                                                        
U49 SMILES           CACTVS               3.341 O=C1[CH]2CCN1c3cccc4ccc(Oc5cc(Cn6cncc6CN2)ccc5C#N)cc34                                                                                                                         
U49 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc2c(c1)N4CCC(C4=O)NCc5cncn5Cc6ccc(c(c6)O3)C#N                                                                                                                        
U49 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc2c(c1)N4CCC(C4=O)NCc5cncn5Cc6ccc(c(c6)O3)C#N                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           U49 
_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        "(5R)-30-oxo-19-oxa-2,6,10,12-tetraazahexacyclo[18.6.2.1~2,5~.1~14,18~.0~8,12~.0~23,27~]triaconta-1(27),8,10,14(29),15,17,20(28),21,23,25-decaene-17-carbonitrile (non-preferred name)" 
# 
