data_BSO
# 
_chem_comp.id                                    BSO 
_chem_comp.name                                  BIOTIN-D-SULFOXIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-[(3AR,4R,6AS)-5-OXIDO-2-OXOHEXAHYDRO-1H-THIENO[3,4-D]IMIDAZOL-4-YL]PENTANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-19 
_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                        260.310 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BSO 
_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        2C1S 
_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 
BSO C11  C11  C 0 1 N N N 31.044 11.396 15.098 5.157  0.363  -0.177 C11  BSO 1  
BSO O11  O11  O 0 1 N N N 31.030 12.440 14.406 6.365  -0.189 -0.370 O11  BSO 2  
BSO O12  O12  O 0 1 N N N 30.332 10.401 14.871 5.030  1.564  -0.208 O12  BSO 3  
BSO C10  C10  C 0 1 N N N 31.967 11.309 16.333 3.959  -0.515 0.078  C10  BSO 4  
BSO C9   C9   C 0 1 N N N 33.287 12.112 16.259 2.716  0.358  0.263  C9   BSO 5  
BSO C8   C8   C 0 1 N N N 34.251 11.395 15.321 1.500  -0.533 0.522  C8   BSO 6  
BSO C7   C7   C 0 1 N N N 35.482 12.286 15.059 0.258  0.340  0.707  C7   BSO 7  
BSO C2   C2   C 0 1 N N S 36.434 11.560 14.081 -0.959 -0.551 0.965  C2   BSO 8  
BSO S1   S1   S 0 1 N N S 37.244 10.103 14.761 -1.424 -1.494 -0.551 S1   BSO 9  
BSO C6   C6   C 0 1 N N N 38.434 10.006 13.393 -3.225 -1.595 -0.226 C6   BSO 10 
BSO C5   C5   C 0 1 N N R 38.785 11.472 13.068 -3.483 -0.280 0.541  C5   BSO 11 
BSO N1   N1   N 0 1 N N N 39.937 11.877 13.887 -3.905 0.751  -0.408 N1   BSO 12 
BSO C3   C3   C 0 1 N N N 39.584 12.846 14.740 -3.047 1.778  -0.343 C3   BSO 13 
BSO O3   O3   O 0 1 N N N 40.406 13.361 15.504 -3.154 2.776  -1.028 O3   BSO 14 
BSO N2   N2   N 0 1 N N N 38.302 13.221 14.637 -2.060 1.604  0.547  N2   BSO 15 
BSO C4   C4   C 0 1 N N S 37.639 12.419 13.564 -2.227 0.297  1.200  C4   BSO 16 
BSO O10  O10  O 0 1 N N N 36.247 8.991  14.578 -0.859 -2.796 -0.499 O10  BSO 17 
BSO H11  H11  H 0 1 N N N 30.402 12.344 13.700 7.133  0.374  -0.534 H11  BSO 18 
BSO H101 1H10 H 0 0 N N N 32.265 10.253 16.408 3.811  -1.183 -0.771 H101 BSO 19 
BSO H102 2H10 H 0 0 N N N 31.399 11.693 17.193 4.126  -1.105 0.979  H102 BSO 20 
BSO H9C1 1H9C H 0 0 N N N 33.732 12.189 17.262 2.865  1.026  1.111  H9C1 BSO 21 
BSO H9C2 2H9C H 0 0 N N N 33.084 13.123 15.878 2.549  0.948  -0.639 H9C2 BSO 22 
BSO H8C1 1H8C H 0 0 N N N 33.743 11.186 14.368 1.352  -1.201 -0.327 H8C1 BSO 23 
BSO H8C2 2H8C H 0 0 N N N 34.575 10.451 15.783 1.667  -1.123 1.423  H8C2 BSO 24 
BSO H7C1 1H7C H 0 0 N N N 36.005 12.483 16.007 0.406  1.008  1.555  H7C1 BSO 25 
BSO H7C2 2H7C H 0 0 N N N 35.159 13.241 14.619 0.091  0.930  -0.195 H7C2 BSO 26 
BSO H2   H2   H 0 1 N N N 35.723 11.314 13.278 -0.777 -1.224 1.804  H2   BSO 27 
BSO H6C1 1H6C H 0 0 N N N 38.018 9.479  12.522 -3.450 -2.462 0.397  H6C1 BSO 28 
BSO H6C2 2H6C H 0 0 N N N 39.331 9.442  13.689 -3.795 -1.625 -1.155 H6C2 BSO 29 
BSO H5   H5   H 0 1 N N N 38.960 11.543 11.984 -4.256 -0.432 1.295  H5   BSO 30 
BSO H1   H1   H 0 1 N N N 40.854 11.484 13.817 -4.678 0.699  -0.991 H1   BSO 31 
BSO HA   HA   H 0 1 N N N 37.859 13.926 15.191 -1.349 2.239  0.731  HA   BSO 32 
BSO H4   H4   H 0 1 N N N 37.209 13.071 12.790 -2.394 0.431  2.269  H4   BSO 33 
# 
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 
BSO C11 O11  SING N N 1  
BSO C11 O12  DOUB N N 2  
BSO C11 C10  SING N N 3  
BSO O11 H11  SING N N 4  
BSO C10 C9   SING N N 5  
BSO C10 H101 SING N N 6  
BSO C10 H102 SING N N 7  
BSO C9  C8   SING N N 8  
BSO C9  H9C1 SING N N 9  
BSO C9  H9C2 SING N N 10 
BSO C8  C7   SING N N 11 
BSO C8  H8C1 SING N N 12 
BSO C8  H8C2 SING N N 13 
BSO C7  C2   SING N N 14 
BSO C7  H7C1 SING N N 15 
BSO C7  H7C2 SING N N 16 
BSO C2  S1   SING N N 17 
BSO C2  C4   SING N N 18 
BSO C2  H2   SING N N 19 
BSO S1  C6   SING N N 20 
BSO S1  O10  DOUB N N 21 
BSO C6  C5   SING N N 22 
BSO C6  H6C1 SING N N 23 
BSO C6  H6C2 SING N N 24 
BSO C5  N1   SING N N 25 
BSO C5  C4   SING N N 26 
BSO C5  H5   SING N N 27 
BSO N1  C3   SING N N 28 
BSO N1  H1   SING N N 29 
BSO C3  O3   DOUB N N 30 
BSO C3  N2   SING N N 31 
BSO N2  C4   SING N N 32 
BSO N2  HA   SING N N 33 
BSO C4  H4   SING N N 34 
# 
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 
BSO SMILES           ACDLabs              10.04 O=S2CC1NC(=O)NC1C2CCCCC(=O)O                                                                                                          
BSO InChI            InChI                1.02b InChI=1/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-,17-/m0/s1/f/h11-13H 
BSO InChIKey         InChI                1.02b KCSKCIQYNAOBNQ-UTXOUBLSDT                                                                                                             
BSO SMILES_CANONICAL CACTVS               3.341 OC(=O)CCCC[C@H]1[C@H]2NC(=O)N[C@H]2C[S@]1=O                                                                                           
BSO SMILES           CACTVS               3.341 OC(=O)CCCC[CH]1[CH]2NC(=O)N[CH]2C[S]1=O                                                                                               
BSO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H]2[C@@H]([C@@H]([S@]1=O)CCCCC(=O)O)NC(=O)N2                                                                                     
BSO SMILES           "OpenEye OEToolkits" 1.5.0 C1C2C(C(S1=O)CCCCC(=O)O)NC(=O)N2                                                                                                      
# 
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 
BSO "SYSTEMATIC NAME" ACDLabs              10.04 "5-[(3aS,4S,5S,6aR)-5-oxido-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid"        
BSO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(3aS,4S,5S,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid" 
# 
