data_SM3
# 
_chem_comp.id                                    SM3 
_chem_comp.name                                  "(1R)-1-(2-THIENYLACETYLAMINO)-1-PHENYLMETHYLBORONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 B N O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-10-23 
_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                        275.131 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SM3 
_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        1MY8 
_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 
SM3 CAF  CAF  C 0 1 Y N N 21.376 5.663  12.902 -0.759 0.749  -4.031 CAF  SM3 1  
SM3 CAC  CAC  C 0 1 Y N N 20.255 5.991  12.077 -0.751 0.119  -5.262 CAC  SM3 2  
SM3 CAB  CAB  C 0 1 Y N N 20.393 5.570  10.798 0.314  -0.645 -5.602 CAB  SM3 3  
SM3 SAD  SAD  S 0 1 Y N N 21.870 4.766  10.536 1.359  -0.483 -4.164 SAD  SM3 4  
SM3 CAE  CAE  C 0 1 Y N N 22.352 4.981  12.171 0.304  0.592  -3.206 CAE  SM3 5  
SM3 CAG  CAG  C 0 1 N N N 23.697 4.439  12.624 0.534  1.170  -1.833 CAG  SM3 6  
SM3 CAH  CAH  C 0 1 N N N 24.508 5.552  13.312 -0.016 0.229  -0.793 CAH  SM3 7  
SM3 OAI  OAI  O 0 1 N N N 24.745 6.624  12.727 -0.543 -0.809 -1.133 OAI  SM3 8  
SM3 NAJ  NAJ  N 0 1 N N N 24.937 5.290  14.565 0.076  0.540  0.514  NAJ  SM3 9  
SM3 CAK  CAK  C 0 1 N N R 25.722 6.167  15.420 -0.458 -0.374 1.525  CAK  SM3 10 
SM3 B    B    B 0 1 N N N 26.289 5.337  16.621 -1.958 -0.013 1.815  B    SM3 11 
SM3 OAT  OAT  O 0 1 N N N 25.253 4.412  17.133 -2.296 1.275  2.306  OAT  SM3 12 
SM3 OAO  OAO  O 0 1 N N N 26.734 6.201  17.691 -2.977 -0.976 1.588  OAO  SM3 13 
SM3 CAL  CAL  C 0 1 Y N N 24.903 7.454  15.833 0.344  -0.245 2.794  CAL  SM3 14 
SM3 CAQ  CAQ  C 0 1 Y N N 25.210 8.735  15.283 -0.256 -0.475 4.018  CAQ  SM3 15 
SM3 CAM  CAM  C 0 1 Y N N 23.826 7.336  16.781 1.681  0.097  2.734  CAM  SM3 16 
SM3 CAN  CAN  C 0 1 Y N N 23.092 8.497  17.161 2.416  0.219  3.898  CAN  SM3 17 
SM3 CAS  CAS  C 0 1 Y N N 23.412 9.762  16.608 1.816  -0.009 5.122  CAS  SM3 18 
SM3 CAR  CAR  C 0 1 Y N N 24.469 9.882  15.667 0.479  -0.357 5.182  CAR  SM3 19 
SM3 HAF  HAF  H 0 1 N N N 21.476 5.907  13.973 -1.596 1.364  -3.736 HAF  SM3 20 
SM3 HAC  HAC  H 0 1 N N N 19.350 6.530  12.404 -1.584 0.231  -5.940 HAC  SM3 21 
SM3 HAB  HAB  H 0 1 N N N 19.537 5.815  10.148 0.487  -1.206 -6.509 HAB  SM3 22 
SM3 HAG1 1HAG H 0 0 N N N 24.262 3.968  11.786 0.029  2.133  -1.756 HAG1 SM3 23 
SM3 HAG2 2HAG H 0 0 N N N 23.588 3.539  13.273 1.603  1.306  -1.671 HAG2 SM3 24 
SM3 HAJ  HAJ  H 0 1 N N N 24.648 4.367  14.888 0.498  1.371  0.785  HAJ  SM3 25 
SM3 HAK  HAK  H 0 1 N N N 26.601 6.569  14.864 -0.395 -1.398 1.158  HAK  SM3 26 
SM3 HAT  HAT  H 0 1 N N N 25.597 3.909  17.862 -1.469 1.768  2.389  HAT  SM3 27 
SM3 HAO  HAO  H 0 1 N N N 27.078 5.698  18.420 -2.539 -1.773 1.259  HAO  SM3 28 
SM3 HAQ  HAQ  H 0 1 N N N 26.030 8.840  14.553 -1.300 -0.747 4.064  HAQ  SM3 29 
SM3 HAM  HAM  H 0 1 N N N 23.563 6.357  17.216 2.150  0.277  1.778  HAM  SM3 30 
SM3 HAN  HAN  H 0 1 N N N 22.268 8.416  17.890 3.460  0.492  3.852  HAN  SM3 31 
SM3 HAS  HAS  H 0 1 N N N 22.838 10.654 16.910 2.391  0.083  6.032  HAS  SM3 32 
SM3 HAR  HAR  H 0 1 N N N 24.715 10.866 15.234 0.010  -0.537 6.138  HAR  SM3 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 
SM3 CAF CAC  SING Y N 1  
SM3 CAF CAE  DOUB Y N 2  
SM3 CAF HAF  SING N N 3  
SM3 CAC CAB  DOUB Y N 4  
SM3 CAC HAC  SING N N 5  
SM3 CAB SAD  SING Y N 6  
SM3 CAB HAB  SING N N 7  
SM3 SAD CAE  SING Y N 8  
SM3 CAE CAG  SING N N 9  
SM3 CAG CAH  SING N N 10 
SM3 CAG HAG1 SING N N 11 
SM3 CAG HAG2 SING N N 12 
SM3 CAH OAI  DOUB N N 13 
SM3 CAH NAJ  SING N N 14 
SM3 NAJ CAK  SING N N 15 
SM3 NAJ HAJ  SING N N 16 
SM3 CAK B    SING N N 17 
SM3 CAK CAL  SING N N 18 
SM3 CAK HAK  SING N N 19 
SM3 B   OAT  SING N N 20 
SM3 B   OAO  SING N N 21 
SM3 OAT HAT  SING N N 22 
SM3 OAO HAO  SING N N 23 
SM3 CAL CAQ  DOUB Y N 24 
SM3 CAL CAM  SING Y N 25 
SM3 CAQ CAR  SING Y N 26 
SM3 CAQ HAQ  SING N N 27 
SM3 CAM CAN  DOUB Y N 28 
SM3 CAM HAM  SING N N 29 
SM3 CAN CAS  SING Y N 30 
SM3 CAN HAN  SING N N 31 
SM3 CAS CAR  DOUB Y N 32 
SM3 CAS HAS  SING N N 33 
SM3 CAR HAR  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 
SM3 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)c1ccccc1)Cc2sccc2                                                                                            
SM3 InChI            InChI                1.02b InChI=1/C13H14BNO3S/c16-12(9-11-7-4-8-19-11)15-13(14(17)18)10-5-2-1-3-6-10/h1-8,13,17-18H,9H2,(H,15,16)/t13-/m0/s1/f/h15H 
SM3 InChIKey         InChI                1.02b LGJCDEZMANATFA-GOTULZKPDP                                                                                                 
SM3 SMILES_CANONICAL CACTVS               3.341 OB(O)[C@@H](NC(=O)Cc1sccc1)c2ccccc2                                                                                       
SM3 SMILES           CACTVS               3.341 OB(O)[CH](NC(=O)Cc1sccc1)c2ccccc2                                                                                         
SM3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](c1ccccc1)NC(=O)Cc2cccs2)(O)O                                                                                      
SM3 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(c1ccccc1)NC(=O)Cc2cccs2)(O)O                                                                                          
# 
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 
SM3 "SYSTEMATIC NAME" ACDLabs              10.04 "{(R)-phenyl[(thiophen-2-ylacetyl)amino]methyl}boronic acid"    
SM3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(R)-phenyl-(2-thiophen-2-ylethanoylamino)methyl]boronic acid" 
# 
