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 2011-06-04 _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 Y 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 Y N 15 VGA C12 C17 SING Y N 16 VGA C12 C21 DOUB Y N 17 VGA N13 C14 SING N N 18 VGA N13 C16 SING N N 19 VGA C14 C15 SING N N 20 VGA C15 C16 SING N N 21 VGA C15 O27 SING N N 22 VGA C17 C18 DOUB Y N 23 VGA C18 C19 SING Y N 24 VGA C19 C20 DOUB Y N 25 VGA C20 C21 SING Y N 26 VGA C22 S23 SING Y N 27 VGA C22 C26 DOUB Y N 28 VGA S23 C24 SING Y N 29 VGA C24 C25 DOUB Y N 30 VGA C25 C26 SING Y N 31 VGA C3 H3 SING N N 32 VGA C11 H11 SING N N 33 VGA C8 H8 SING N N 34 VGA C9 H9 SING N N 35 VGA C10 H10 SING N N 36 VGA C17 H17 SING N N 37 VGA C21 H21 SING N N 38 VGA C14 H141 SING N N 39 VGA C14 H142 SING N N 40 VGA C16 H161 SING N N 41 VGA C16 H162 SING N N 42 VGA C15 H15 SING N N 43 VGA O27 H27 SING N N 44 VGA C18 H18 SING N N 45 VGA C19 H19 SING N N 46 VGA C20 H20 SING N 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 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" VGA InChI InChI 1.03 "InChI=1S/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 1.03 BKSGACYTXOQQNI-OAQYLSRUSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VGA "Create component" 2008-11-25 EBI VGA "Modify aromatic_flag" 2011-06-04 RCSB VGA "Modify descriptor" 2011-06-04 RCSB #