data_SM2
# 
_chem_comp.id                                    SM2 
_chem_comp.name                                  "(1R)-1-(2-THIENYLACETYLAMINO)-1-(3-CARBOXYPHENYL)METHYLBORONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H14 B N O5 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                        319.141 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SM2 
_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        1MXO 
_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 
SM2 CAF  CAF  C 0 1 Y N N 22.008 4.722  10.795 -0.602 0.158  -5.050 CAF  SM2 1  
SM2 CAC  CAC  C 0 1 Y N N 20.760 5.404  10.943 -0.157 -0.521 -6.169 CAC  SM2 2  
SM2 CAB  CAB  C 0 1 Y N N 20.565 5.924  12.179 1.164  -0.794 -6.290 CAB  SM2 3  
SM2 SAD  SAD  S 0 1 Y N N 21.879 5.614  13.220 1.828  -0.075 -4.796 SAD  SM2 4  
SM2 CAE  CAE  C 0 1 Y N N 22.738 4.762  11.985 0.298  0.540  -4.112 CAE  SM2 5  
SM2 CAG  CAG  C 0 1 N N N 24.111 4.163  12.286 0.067  1.286  -2.823 CAG  SM2 6  
SM2 CAH  CAH  C 0 1 N N N 24.989 5.225  12.951 -0.201 0.301  -1.715 CAH  SM2 7  
SM2 OAI  OAI  O 0 1 N N N 25.325 6.236  12.319 -0.205 -0.888 -1.948 OAI  SM2 8  
SM2 NAJ  NAJ  N 0 1 N N N 25.356 5.008  14.247 -0.438 0.743  -0.463 NAJ  SM2 9  
SM2 CAK  CAK  C 0 1 N N R 26.167 5.917  15.059 -0.699 -0.214 0.613  CAK  SM2 10 
SM2 B    B    B 0 1 N N N 26.787 5.149  16.356 -2.242 -0.492 0.702  B    SM2 11 
SM2 OAT  OAT  O 0 1 N N N 25.782 4.174  16.906 -3.142 0.573  0.964  OAT  SM2 12 
SM2 OAO  OAO  O 0 1 N N N 27.145 6.138  17.415 -2.737 -1.811 0.521  OAO  SM2 13 
SM2 CAL  CAL  C 0 1 Y N N 25.281 7.134  15.419 -0.216 0.357  1.921  CAL  SM2 14 
SM2 CAQ  CAQ  C 0 1 Y N N 24.222 7.008  16.339 0.221  -0.486 2.921  CAQ  SM2 15 
SM2 CAM  CAM  C 0 1 Y N N 25.490 8.382  14.751 -0.218 1.727  2.119  CAM  SM2 16 
SM2 CAN  CAN  C 0 1 Y N N 24.602 9.461  15.012 0.223  2.259  3.317  CAN  SM2 17 
SM2 CAS  CAS  C 0 1 Y N N 23.531 9.313  15.933 0.669  1.427  4.323  CAS  SM2 18 
SM2 CAR  CAR  C 0 1 Y N N 23.342 8.075  16.603 0.673  0.045  4.130  CAR  SM2 19 
SM2 CAU  CAU  C 0 1 N N N 22.226 7.862  17.595 1.149  -0.852 5.203  CAU  SM2 20 
SM2 OAW  OAW  O 0 1 N N N 21.133 7.392  17.153 1.151  -2.054 5.033  OAW  SM2 21 
SM2 OAV  OAV  O 0 1 N N N 22.480 8.136  18.793 1.580  -0.336 6.371  OAV  SM2 22 
SM2 HAF  HAF  H 0 1 N N N 22.364 4.226  9.876  -1.650 0.388  -4.929 HAF  SM2 23 
SM2 HAC  HAC  H 0 1 N N N 19.997 5.521  10.155 -0.853 -0.832 -6.934 HAC  SM2 24 
SM2 HAB  HAB  H 0 1 N N N 19.605 6.452  12.303 1.682  -1.312 -7.084 HAB  SM2 25 
SM2 HAG1 1HAG H 0 0 N N N 24.590 3.726  11.379 -0.789 1.949  -2.936 HAG1 SM2 26 
SM2 HAG2 2HAG H 0 0 N N N 24.042 3.230  12.893 0.953  1.873  -2.580 HAG2 SM2 27 
SM2 HAJ  HAJ  H 0 1 N N N 25.009 4.127  14.626 -0.434 1.695  -0.276 HAJ  SM2 28 
SM2 HAK  HAK  H 0 1 N N N 27.057 6.282  14.494 -0.173 -1.146 0.407  HAK  SM2 29 
SM2 HAT  HAT  H 0 1 N N N 26.143 3.726  17.662 -2.608 1.374  1.054  HAT  SM2 30 
SM2 HAO  HAO  H 0 1 N N N 27.506 5.690  18.171 -1.970 -2.377 0.356  HAO  SM2 31 
SM2 HAQ  HAQ  H 0 1 N N N 24.078 6.050  16.866 0.221  -1.555 2.765  HAQ  SM2 32 
SM2 HAM  HAM  H 0 1 N N N 26.326 8.511  14.043 -0.566 2.382  1.335  HAM  SM2 33 
SM2 HAN  HAN  H 0 1 N N N 24.746 10.424 14.494 0.220  3.329  3.464  HAN  SM2 34 
SM2 HAS  HAS  H 0 1 N N N 22.848 10.157 16.127 1.014  1.845  5.257  HAS  SM2 35 
SM2 HAV  HAV  H 0 1 N N N 21.777 8.002  19.418 1.892  -0.923 7.073  HAV  SM2 36 
# 
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 
SM2 CAF CAC  SING Y N 1  
SM2 CAF CAE  DOUB Y N 2  
SM2 CAF HAF  SING N N 3  
SM2 CAC CAB  DOUB Y N 4  
SM2 CAC HAC  SING N N 5  
SM2 CAB SAD  SING Y N 6  
SM2 CAB HAB  SING N N 7  
SM2 SAD CAE  SING Y N 8  
SM2 CAE CAG  SING N N 9  
SM2 CAG CAH  SING N N 10 
SM2 CAG HAG1 SING N N 11 
SM2 CAG HAG2 SING N N 12 
SM2 CAH OAI  DOUB N N 13 
SM2 CAH NAJ  SING N N 14 
SM2 NAJ CAK  SING N N 15 
SM2 NAJ HAJ  SING N N 16 
SM2 CAK B    SING N N 17 
SM2 CAK CAL  SING N N 18 
SM2 CAK HAK  SING N N 19 
SM2 B   OAT  SING N N 20 
SM2 B   OAO  SING N N 21 
SM2 OAT HAT  SING N N 22 
SM2 OAO HAO  SING N N 23 
SM2 CAL CAQ  DOUB Y N 24 
SM2 CAL CAM  SING Y N 25 
SM2 CAQ CAR  SING Y N 26 
SM2 CAQ HAQ  SING N N 27 
SM2 CAM CAN  DOUB Y N 28 
SM2 CAM HAM  SING N N 29 
SM2 CAN CAS  SING Y N 30 
SM2 CAN HAN  SING N N 31 
SM2 CAS CAR  DOUB Y N 32 
SM2 CAS HAS  SING N N 33 
SM2 CAR CAU  SING N N 34 
SM2 CAU OAW  DOUB N N 35 
SM2 CAU OAV  SING N N 36 
SM2 OAV HAV  SING N N 37 
# 
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 
SM2 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)c1cc(C(=O)O)ccc1)Cc2sccc2                                                                                                        
SM2 InChI            InChI                1.02b InChI=1/C14H14BNO5S/c17-12(8-11-5-2-6-22-11)16-13(15(20)21)9-3-1-4-10(7-9)14(18)19/h1-7,13,20-21H,8H2,(H,16,17)(H,18,19)/t13-/m0/s1/f/h16,18H 
SM2 InChIKey         InChI                1.02b HQLQTGGLHBYZSA-DPCPXFLEDV                                                                                                                     
SM2 SMILES_CANONICAL CACTVS               3.341 OB(O)[C@@H](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O                                                                                                   
SM2 SMILES           CACTVS               3.341 OB(O)[CH](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O                                                                                                     
SM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](c1cccc(c1)C(=O)O)NC(=O)Cc2cccs2)(O)O                                                                                                  
SM2 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(c1cccc(c1)C(=O)O)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 
SM2 "SYSTEMATIC NAME" ACDLabs              10.04 "3-{(R)-(dihydroxyboranyl)[(thiophen-2-ylacetyl)amino]methyl}benzoic acid"  
SM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(R)-dihydroxyboranyl-(2-thiophen-2-ylethanoylamino)methyl]benzoic acid" 
# 
