data_BTN
# 
_chem_comp.id                                    BTN 
_chem_comp.name                                  BIOTIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        244.311 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BTN 
_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        1DF8 
_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 
BTN C11  C11  C 0 1 N N N 32.564 18.139 14.071 0.280  -0.183 5.072  C11  BTN 1  
BTN O11  O11  O 0 1 N N N 33.426 17.463 13.473 1.470  -0.024 4.941  O11  BTN 2  
BTN O12  O12  O 0 1 N N N 32.532 19.392 13.966 -0.229 -0.480 6.277  O12  BTN 3  
BTN C10  C10  C 0 1 N N N 31.599 17.450 14.962 -0.632 -0.049 3.880  C10  BTN 4  
BTN C9   C9   C 0 1 N N N 31.226 16.046 14.560 0.194  0.290  2.639  C9   BTN 5  
BTN C8   C8   C 0 1 N N N 30.516 16.036 13.200 -0.732 0.426  1.429  C8   BTN 6  
BTN C7   C7   C 0 1 N N N 30.016 14.626 12.822 0.095  0.766  0.188  C7   BTN 7  
BTN C2   C2   C 0 1 N N S 29.208 14.551 11.545 -0.831 0.903  -1.020 C2   BTN 8  
BTN S1   S1   S 0 1 N N N 27.511 15.228 11.703 -1.643 -0.705 -1.418 S1   BTN 9  
BTN C6   C6   C 0 1 N N N 27.167 14.650 10.023 -1.808 -0.443 -3.237 C6   BTN 10 
BTN C5   C5   C 0 1 N N R 27.736 13.248 9.974  -0.564 0.420  -3.535 C5   BTN 11 
BTN N1   N1   N 0 1 N N N 26.885 12.181 10.497 0.545  -0.458 -3.938 N1   BTN 12 
BTN C3   C3   C 0 1 N N N 27.458 11.546 11.529 1.574  -0.273 -3.099 C3   BTN 13 
BTN O3   O3   O 0 1 N N N 26.977 10.602 12.205 2.627  -0.873 -3.199 O3   BTN 14 
BTN N2   N2   N 0 1 N N N 28.648 12.121 11.821 1.337  0.633  -2.141 N2   BTN 15 
BTN C4   C4   C 0 1 N N S 28.967 13.206 10.901 -0.024 1.165  -2.310 C4   BTN 16 
BTN HO2  HO2  H 0 1 N N N 31.875 19.906 14.421 0.356  -0.566 7.042  HO2  BTN 17 
BTN H101 1H10 H 0 0 N N N 31.977 17.457 16.010 -1.160 -0.989 3.719  H101 BTN 18 
BTN H102 2H10 H 0 0 N N N 30.679 18.069 15.078 -1.355 0.746  4.064  H102 BTN 19 
BTN H91  1H9  H 0 1 N N N 32.110 15.366 14.568 0.722  1.230  2.800  H91  BTN 20 
BTN H92  2H9  H 0 1 N N N 30.617 15.540 15.345 0.917  -0.505 2.455  H92  BTN 21 
BTN H81  1H8  H 0 1 N N N 29.687 16.781 13.170 -1.260 -0.513 1.268  H81  BTN 22 
BTN H82  2H8  H 0 1 N N N 31.165 16.463 12.400 -1.454 1.222  1.613  H82  BTN 23 
BTN H71  1H7  H 0 1 N N N 30.873 13.914 12.776 0.623  1.706  0.350  H71  BTN 24 
BTN H72  2H7  H 0 1 N N N 29.439 14.183 13.667 0.817  -0.029 0.005  H72  BTN 25 
BTN H2   H2   H 0 1 N N N 29.903 15.146 10.908 -1.572 1.685  -0.856 H2   BTN 26 
BTN H61  1H6  H 0 1 N N N 26.092 14.713 9.732  -1.765 -1.391 -3.775 H61  BTN 27 
BTN H62  2H6  H 0 1 N N N 27.553 15.324 9.223  -2.725 0.096  -3.473 H62  BTN 28 
BTN H5   H5   H 0 1 N N N 27.910 13.063 8.888  -0.785 1.131  -4.331 H5   BTN 29 
BTN HN1  HN1  H 0 1 N N N 26.616 11.526 9.761  0.533  -1.072 -4.689 HN1  BTN 30 
BTN HN2  HN2  H 0 1 N N N 29.211 11.791 12.604 1.962  0.896  -1.448 HN2  BTN 31 
BTN H4   H4   H 0 1 N N N 29.936 13.010 10.385 0.014  2.236  -2.510 H4   BTN 32 
# 
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 
BTN C11 O11  DOUB N N 1  
BTN C11 O12  SING N N 2  
BTN C11 C10  SING N N 3  
BTN O12 HO2  SING N N 4  
BTN C10 C9   SING N N 5  
BTN C10 H101 SING N N 6  
BTN C10 H102 SING N N 7  
BTN C9  C8   SING N N 8  
BTN C9  H91  SING N N 9  
BTN C9  H92  SING N N 10 
BTN C8  C7   SING N N 11 
BTN C8  H81  SING N N 12 
BTN C8  H82  SING N N 13 
BTN C7  C2   SING N N 14 
BTN C7  H71  SING N N 15 
BTN C7  H72  SING N N 16 
BTN C2  S1   SING N N 17 
BTN C2  C4   SING N N 18 
BTN C2  H2   SING N N 19 
BTN S1  C6   SING N N 20 
BTN C6  C5   SING N N 21 
BTN C6  H61  SING N N 22 
BTN C6  H62  SING N N 23 
BTN C5  N1   SING N N 24 
BTN C5  C4   SING N N 25 
BTN C5  H5   SING N N 26 
BTN N1  C3   SING N N 27 
BTN N1  HN1  SING N N 28 
BTN C3  O3   DOUB N N 29 
BTN C3  N2   SING N N 30 
BTN N2  C4   SING N N 31 
BTN N2  HN2  SING N N 32 
BTN C4  H4   SING N N 33 
# 
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 
BTN SMILES           ACDLabs              10.04 O=C1NC2C(SCC2N1)CCCCC(=O)O                                                                                                     
BTN InChI            InChI                1.02b InChI=1/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1/f/h11-13H 
BTN InChIKey         InChI                1.02b YBJHBAHKTGYVGT-JRUXAZBRDC                                                                                                      
BTN SMILES_CANONICAL CACTVS               3.341 OC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12                                                                                       
BTN SMILES           CACTVS               3.341 OC(=O)CCCC[CH]1SC[CH]2NC(=O)N[CH]12                                                                                            
BTN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)O)NC(=O)N2                                                                                   
BTN SMILES           "OpenEye OEToolkits" 1.5.0 C1C2C(C(S1)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 
BTN "SYSTEMATIC NAME" ACDLabs              10.04 "5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid"            
BTN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid" 
# 
