data_VGA
# 
_chem_comp.id                                    VGA 
_chem_comp.name                                  1-[(3S)-5-PHENYL-3-THIOPHEN-2-YL-3H-1,4-BENZODIAZEPIN-2-YL]AZETIDIN-3-OL 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C22 H19 N3 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-11-25 
_chem_comp.pdbx_modified_date                    2008-12-05 
_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                        373.471 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VGA 
_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        2W4I 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
VGA N1   N1   N 0 1 N N N 15.962 -1.042 4.704 -1.241 0.029  -1.296 N1   VGA 1  
VGA C2   C2   C 0 1 N N N 17.245 -0.828 4.886 -1.673 0.505  -0.183 C2   VGA 2  
VGA C3   C3   C 0 1 N N S 17.671 0.030  6.061 -0.988 0.232  1.127  C3   VGA 3  
VGA C4   C4   C 0 1 N N N 15.973 1.615  5.902 1.238  0.437  0.251  C4   VGA 4  
VGA N5   N5   N 0 1 N N N 17.224 1.399  5.760 0.347  0.829  1.096  N5   VGA 5  
VGA C6   C6   C 0 1 Y N N 14.955 0.595  6.244 1.029  -0.632 -0.738 C6   VGA 6  
VGA C7   C7   C 0 1 Y N N 14.956 -0.619 5.565 -0.170 -0.794 -1.444 C7   VGA 7  
VGA C8   C8   C 0 1 Y N N 13.920 -1.492 5.864 -0.289 -1.851 -2.358 C8   VGA 8  
VGA C9   C9   C 0 1 Y N N 12.908 -1.206 6.767 0.761  -2.716 -2.567 C9   VGA 9  
VGA C10  C10  C 0 1 Y N N 12.879 0.002  7.435 1.950  -2.550 -1.875 C10  VGA 10 
VGA C11  C11  C 0 1 Y N N 13.909 0.893  7.160 2.087  -1.522 -0.970 C11  VGA 11 
VGA C12  C12  C 0 1 Y N N 15.424 2.933  5.509 2.560  1.106  0.277  C12  VGA 12 
VGA N13  N13  N 0 1 N N N 18.173 -1.340 4.002 -2.792 1.288  -0.191 N13  VGA 13 
VGA C14  C14  C 0 1 N N N 18.113 -2.244 2.821 -3.729 1.785  -1.210 C14  VGA 14 
VGA C15  C15  C 0 1 N N N 19.595 -1.954 2.510 -4.007 2.983  -0.292 C15  VGA 15 
VGA C16  C16  C 0 1 N N N 19.636 -1.231 3.847 -3.594 2.000  0.815  C16  VGA 16 
VGA C17  C17  C 0 1 Y N N 16.257 4.023  5.240 3.369  1.103  -0.859 C17  VGA 17 
VGA C18  C18  C 0 1 Y N N 15.718 5.234  4.833 4.598  1.729  -0.828 C18  VGA 18 
VGA C19  C19  C 0 1 Y N N 14.349 5.375  4.681 5.029  2.358  0.327  C19  VGA 19 
VGA C20  C20  C 0 1 Y N N 13.509 4.294  4.912 4.231  2.364  1.457  C20  VGA 20 
VGA C21  C21  C 0 1 Y N N 14.043 3.074  5.309 2.997  1.747  1.436  C21  VGA 21 
VGA C22  C22  C 0 1 Y N N 19.104 0.150  6.467 -0.872 -1.256 1.335  C22  VGA 22 
VGA S23  S23  S 0 1 Y N N 19.844 1.735  6.489 -1.955 -2.463 0.655  S23  VGA 23 
VGA C24  C24  C 0 1 Y N N 21.328 1.035  7.118 -1.041 -3.757 1.419  C24  VGA 24 
VGA C25  C25  C 0 1 Y N N 21.187 -0.281 7.269 -0.024 -3.240 2.109  C25  VGA 25 
VGA C26  C26  C 0 1 Y N N 19.943 -0.783 6.919 0.073  -1.860 2.058  C26  VGA 26 
VGA O27  O27  O 0 1 N N N 20.452 -3.090 2.490 -3.109 4.080  -0.472 O27  VGA 27 
VGA H3   H3   H 0 1 N N N 17.222 -0.504 6.911 -1.566 0.672  1.940  H3   VGA 28 
VGA H11  H11  H 0 1 N N N 13.915 1.849  7.662 3.017  -1.400 -0.435 H11  VGA 29 
VGA H8   H8   H 0 1 N N N 13.901 -2.449 5.365 -1.212 -1.988 -2.902 H8   VGA 30 
VGA H9   H9   H 0 1 N N N 12.134 -1.936 6.950 0.658  -3.527 -3.272 H9   VGA 31 
VGA H10  H10  H 0 1 N N N 12.094 0.243  8.137 2.772  -3.230 -2.045 H10  VGA 32 
VGA H17  H17  H 0 1 N N N 17.327 3.921  5.350 3.034  0.612  -1.760 H17  VGA 33 
VGA H21  H21  H 0 1 N N N 13.390 2.228  5.465 2.373  1.756  2.318  H21  VGA 34 
VGA H141 H141 H 0 0 N N N 17.851 -3.294 3.021 -3.246 2.060  -2.148 H141 VGA 35 
VGA H142 H142 H 0 0 N N N 17.348 -2.085 2.046 -4.595 1.139  -1.355 H142 VGA 36 
VGA H161 H161 H 0 0 N N N 20.042 -0.209 3.828 -4.424 1.410  1.204  H161 VGA 37 
VGA H162 H162 H 0 0 N N N 20.290 -1.614 4.644 -2.996 2.457  1.603  H162 VGA 38 
VGA H15  H15  H 0 1 N N N 19.892 -1.497 1.555 -5.055 3.283  -0.252 H15  VGA 39 
VGA H27  H27  H 0 1 N N N 20.643 -3.327 1.590 -3.287 4.833  0.108  H27  VGA 40 
VGA H18  H18  H 0 1 N N N 16.370 6.072  4.633 5.226  1.727  -1.707 H18  VGA 41 
VGA H19  H19  H 0 1 N N N 13.934 6.327  4.383 5.993  2.845  0.346  H19  VGA 42 
VGA H20  H20  H 0 1 N N N 12.442 4.401  4.783 4.572  2.857  2.355  H20  VGA 43 
VGA H26  H26  H 0 1 N N N 19.679 -1.827 7.004 0.852  -1.313 2.568  H26  VGA 44 
VGA H24  H24  H 0 1 N N N 22.225 1.591  7.349 -1.270 -4.810 1.342  H24  VGA 45 
VGA H25  H25  H 0 1 N N N 21.983 -0.911 7.637 0.674  -3.851 2.661  H25  VGA 46 
# 
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 
VGA N1  C2   DOUB N N 1  
VGA N1  C7   SING N N 2  
VGA C2  C3   SING N N 3  
VGA C2  N13  SING N N 4  
VGA C3  N5   SING N N 5  
VGA C3  C22  SING N N 6  
VGA C4  N5   DOUB N N 7  
VGA C4  C6   SING N N 8  
VGA C4  C12  SING N N 9  
VGA C6  C7   SING N N 10 
VGA C6  C11  DOUB Y N 11 
VGA C7  C8   DOUB Y N 12 
VGA C8  C9   SING Y N 13 
VGA C9  C10  DOUB Y N 14 
VGA C10 C11  SING N N 15 
VGA C12 C17  SING Y N 16 
VGA C12 C21  DOUB N N 17 
VGA N13 C14  SING Y N 18 
VGA N13 C16  SING N N 19 
VGA C14 C15  SING N N 20 
VGA C15 C16  SING Y N 21 
VGA C15 O27  SING Y N 22 
VGA C17 C18  DOUB N N 23 
VGA C18 C19  SING N N 24 
VGA C19 C20  DOUB N N 25 
VGA C20 C21  SING N N 26 
VGA C22 S23  SING N N 27 
VGA C22 C26  DOUB N N 28 
VGA S23 C24  SING N N 29 
VGA C24 C25  DOUB N N 30 
VGA C25 C26  SING N N 31 
VGA C3  H3   SING N N 32 
VGA C11 H11  SING Y N 33 
VGA C8  H8   SING N N 34 
VGA C9  H9   SING Y N 35 
VGA C10 H10  SING N N 36 
VGA C17 H17  SING Y N 37 
VGA C21 H21  SING N N 38 
VGA C14 H141 SING Y N 39 
VGA C14 H142 SING N N 40 
VGA C16 H161 SING N N 41 
VGA C16 H162 SING Y N 42 
VGA C15 H15  SING Y N 43 
VGA O27 H27  SING Y N 44 
VGA C18 H18  SING Y N 45 
VGA C19 H19  SING N N 46 
VGA C20 H20  SING Y N 47 
VGA C26 H26  SING N N 48 
VGA C24 H24  SING N N 49 
VGA C25 H25  SING N N 50 
# 
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 
VGA SMILES           ACDLabs              10.04 N2=C(c4ccccc4N=C(N1CC(O)C1)C2c3sccc3)c5ccccc5                                                                                                 
VGA InChI            InChI                1.02b InChI=1/C22H19N3OS/c26-16-13-25(14-16)22-21(19-11-6-12-27-19)24-20(15-7-2-1-3-8-15)17-9-4-5-10-18(17)23-22/h1-12,16,21,26H,13-14H2/t21-/m1/s1 
VGA InChIKey         InChI                1.02b BKSGACYTXOQQNI-OAQYLSRUBY                                                                                                                     
VGA SMILES_CANONICAL CACTVS               3.352 O[C@H]1CN(C1)C2=Nc3ccccc3C(=N[C@@H]2c4sccc4)c5ccccc5                                                                                          
VGA SMILES           CACTVS               3.352 O[CH]1CN(C1)C2=Nc3ccccc3C(=N[CH]2c4sccc4)c5ccccc5                                                                                             
VGA SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 c1ccc(cc1)C2=N[C@@H](C(=Nc3c2cccc3)N4CC(C4)O)c5cccs5                                                                                          
VGA SMILES           "OpenEye OEToolkits" 1.6.1 c1ccc(cc1)C2=NC(C(=Nc3c2cccc3)N4CC(C4)O)c5cccs5                                                                                               
# 
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 
VGA "SYSTEMATIC NAME" ACDLabs              10.04 1-[(3S)-5-phenyl-3-thiophen-2-yl-3H-1,4-benzodiazepin-2-yl]azetidin-3-ol 
VGA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 1-[(3S)-5-phenyl-3-thiophen-2-yl-3H-1,4-benzodiazepin-2-yl]azetidin-3-ol 
# 
