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 2011-06-04 _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 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" SM2 InChI InChI 1.03 "InChI=1S/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" SM2 InChIKey InChI 1.03 HQLQTGGLHBYZSA-ZDUSSCGKSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SM2 "Create component" 2002-10-23 RCSB SM2 "Modify descriptor" 2011-06-04 RCSB #