data_BM5
# 
_chem_comp.id                                    BM5 
_chem_comp.name                                  "(R)-(+) 5(9BH)-OXO-9B-PHENYL-2,3-DIHYDROTHIAZOLO[2,3-A]ISOINDOL-3-CARBOXYLIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 N O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BM +50.0934" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-20 
_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                        325.382 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BM5 
_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        1C0U 
_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 
BM5 S1   S1   S 0 1 N N N -1.317 -36.850 25.296 0.383  2.212  -0.082 S1   BM5 1  
BM5 C2   C2   C 0 1 N N N -0.018 -37.781 24.553 0.609  1.875  1.716  C2   BM5 2  
BM5 C3   C3   C 0 1 N N R 0.931  -36.834 24.212 0.533  0.322  1.739  C3   BM5 3  
BM5 C5   C5   C 0 1 N N R -0.801 -35.268 24.454 0.143  0.476  -0.640 C5   BM5 4  
BM5 N4   N4   N 0 1 N N N 0.125  -35.804 23.443 -0.319 -0.143 0.633  N4   BM5 5  
BM5 C6   C6   C 0 1 N N N -0.481 -35.862 22.181 -1.412 -0.869 0.342  C6   BM5 6  
BM5 OE   OE   O 0 1 N N N -0.107 -36.531 21.248 -1.894 -1.722 1.062  OE   BM5 7  
BM5 C7   C7   C 0 1 Y N N -1.638 -34.978 22.254 -1.942 -0.478 -0.978 C7   BM5 8  
BM5 C12  C12  C 0 1 Y N N -1.890 -34.665 23.594 -1.015 0.373  -1.587 C12  BM5 9  
BM5 C8   C8   C 0 1 Y N N -2.471 -34.475 21.232 -3.115 -0.810 -1.656 C8   BM5 10 
BM5 C9   C9   C 0 1 Y N N -3.571 -33.656 21.561 -3.366 -0.271 -2.901 C9   BM5 11 
BM5 C10  C10  C 0 1 Y N N -3.834 -33.346 22.912 -2.454 0.590  -3.485 C10  BM5 12 
BM5 C11  C11  C 0 1 Y N N -2.994 -33.849 23.932 -1.278 0.908  -2.827 C11  BM5 13 
BM5 C13  C13  C 0 1 Y N N -0.153 -34.193 25.406 1.407  -0.145 -1.176 C13  BM5 14 
BM5 C14  C14  C 0 1 Y N N 1.034  -33.519 25.010 2.353  0.642  -1.804 C14  BM5 15 
BM5 C15  C15  C 0 1 Y N N 1.673  -32.568 25.822 3.512  0.071  -2.296 C15  BM5 16 
BM5 C16  C16  C 0 1 Y N N 1.101  -32.278 27.074 3.725  -1.287 -2.160 C16  BM5 17 
BM5 C17  C17  C 0 1 Y N N -0.078 -32.926 27.494 2.779  -2.075 -1.530 C17  BM5 18 
BM5 C18  C18  C 0 1 Y N N -0.702 -33.879 26.665 1.622  -1.504 -1.035 C18  BM5 19 
BM5 CA   CA   C 0 1 N N N 2.389  -37.052 23.785 -0.053 -0.132 3.051  CA   BM5 20 
BM5 OB   OB   O 0 1 N N N 3.211  -37.669 24.421 -1.081 -0.766 3.065  OB   BM5 21 
BM5 OC   OC   O 0 1 N N N 2.649  -36.465 22.605 0.567  0.167  4.203  OC   BM5 22 
BM5 CD   CD   C 0 1 N N N 3.471  -35.309 22.767 0.002  -0.271 5.467  CD   BM5 23 
BM5 H21  1H2  H 0 1 N N N 0.372  -38.608 25.190 -0.196 2.317  2.303  H21  BM5 24 
BM5 H22  2H2  H 0 1 N N N -0.346 -38.424 23.703 1.582  2.225  2.062  H22  BM5 25 
BM5 H3   H3   H 0 1 N N N 1.412  -36.568 25.181 1.534  -0.092 1.625  H3   BM5 26 
BM5 H81  1H8  H 0 1 N N N -2.262 -34.721 20.177 -3.826 -1.488 -1.208 H81  BM5 27 
BM5 H91  1H9  H 0 1 N N N -4.223 -33.259 20.764 -4.277 -0.524 -3.423 H91  BM5 28 
BM5 H101 1H10 H 0 0 N N N -4.697 -32.709 23.171 -2.661 1.016  -4.456 H101 BM5 29 
BM5 H111 1H11 H 0 0 N N N -3.199 -33.605 24.988 -0.567 1.578  -3.288 H111 BM5 30 
BM5 H141 1H14 H 0 0 N N N 1.480  -33.744 24.026 2.186  1.703  -1.911 H141 BM5 31 
BM5 H151 1H15 H 0 0 N N N 2.595  -32.064 25.486 4.250  0.687  -2.788 H151 BM5 32 
BM5 H161 1H16 H 0 0 N N N 1.581  -31.535 27.732 4.630  -1.733 -2.545 H161 BM5 33 
BM5 H171 1H17 H 0 0 N N N -0.515 -32.685 28.477 2.946  -3.137 -1.424 H171 BM5 34 
BM5 H181 1H18 H 0 0 N N N -1.624 -34.381 27.003 0.884  -2.119 -0.543 H181 BM5 35 
BM5 HD1  1HD  H 0 1 N N N 3.686  -34.821 21.787 0.640  0.063  6.285  HD1  BM5 36 
BM5 HD2  2HD  H 0 1 N N N 3.024  -34.588 23.491 -0.994 0.153  5.586  HD2  BM5 37 
BM5 HD3  3HD  H 0 1 N N N 4.409  -35.549 23.319 -0.062 -1.359 5.478  HD3  BM5 38 
# 
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 
BM5 S1  C2   SING N N 1  
BM5 S1  C5   SING N N 2  
BM5 C2  C3   SING N N 3  
BM5 C2  H21  SING N N 4  
BM5 C2  H22  SING N N 5  
BM5 C3  N4   SING N N 6  
BM5 C3  CA   SING N N 7  
BM5 C3  H3   SING N N 8  
BM5 C5  N4   SING N N 9  
BM5 C5  C12  SING N N 10 
BM5 C5  C13  SING N N 11 
BM5 N4  C6   SING N N 12 
BM5 C6  OE   DOUB N N 13 
BM5 C6  C7   SING N N 14 
BM5 C7  C12  DOUB Y N 15 
BM5 C7  C8   SING Y N 16 
BM5 C12 C11  SING Y N 17 
BM5 C8  C9   DOUB Y N 18 
BM5 C8  H81  SING N N 19 
BM5 C9  C10  SING Y N 20 
BM5 C9  H91  SING N N 21 
BM5 C10 C11  DOUB Y N 22 
BM5 C10 H101 SING N N 23 
BM5 C11 H111 SING N N 24 
BM5 C13 C14  DOUB Y N 25 
BM5 C13 C18  SING Y N 26 
BM5 C14 C15  SING Y N 27 
BM5 C14 H141 SING N N 28 
BM5 C15 C16  DOUB Y N 29 
BM5 C15 H151 SING N N 30 
BM5 C16 C17  SING Y N 31 
BM5 C16 H161 SING N N 32 
BM5 C17 C18  DOUB Y N 33 
BM5 C17 H171 SING N N 34 
BM5 C18 H181 SING N N 35 
BM5 CA  OB   DOUB N N 36 
BM5 CA  OC   SING N N 37 
BM5 OC  CD   SING N N 38 
BM5 CD  HD1  SING N N 39 
BM5 CD  HD2  SING N N 40 
BM5 CD  HD3  SING N N 41 
# 
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 
BM5 SMILES           ACDLabs              10.04 O=C2c1c(cccc1)C3(SCC(N23)C(=O)OC)c4ccccc4                                                                                     
BM5 InChI            InChI                1.02b InChI=1/C18H15NO3S/c1-22-17(21)15-11-23-18(12-7-3-2-4-8-12)14-10-6-5-9-13(14)16(20)19(15)18/h2-10,15H,11H2,1H3/t15-,18+/m0/s1 
BM5 InChIKey         InChI                1.02b JYIHODAXBBPFQF-MAUKXSAKBM                                                                                                     
BM5 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@H]1CS[C@]2(N1C(=O)c3ccccc23)c4ccccc4                                                                               
BM5 SMILES           CACTVS               3.341 COC(=O)[CH]1CS[C]2(N1C(=O)c3ccccc23)c4ccccc4                                                                                  
BM5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)[C@@H]1CS[C@]2(N1C(=O)c3c2cccc3)c4ccccc4                                                                               
BM5 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)C1CSC2(N1C(=O)c3c2cccc3)c4ccccc4                                                                                       
# 
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 
BM5 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (3R,9bR)-5-oxo-9b-phenyl-2,3,5,9b-tetrahydro[1,3]thiazolo[2,3-a]isoindole-3-carboxylate" 
BM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (3R,9bR)-5-oxo-9b-phenyl-2,3-dihydro-[1,3]thiazolo[2,3-a]isoindole-3-carboxylate"        
# 
