data_BSH # _chem_comp.id BSH _chem_comp.name "3-[(2R)-2-[(benzylsulfonyl)amino]-2-(dihydroxyboranyl)ethyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H18 B N O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-03 _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 363.193 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BSH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3O88 _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 BSH OAA OAA O 0 1 N N N 1.503 3.909 -3.890 6.723 -1.628 -0.148 OAA BSH 1 BSH OAB OAB O 0 1 N N N 2.076 -1.416 1.024 -2.212 1.453 -1.234 OAB BSH 2 BSH OAC OAC O 0 1 N N N -0.325 -1.161 1.989 -3.173 2.157 0.934 OAC BSH 3 BSH OAD OAD O 0 1 N N N 2.290 2.064 -3.366 5.581 -1.064 1.670 OAD BSH 4 BSH OAE OAE O 0 1 N N N -1.737 -4.064 -1.963 0.823 -0.308 2.445 OAE BSH 5 BSH OAF OAF O 0 1 N N N -3.170 -3.424 0.166 0.668 -1.689 0.415 OAF BSH 6 BSH CAH CAH C 0 1 Y N N -0.609 -4.560 5.315 -6.515 -1.567 -0.860 CAH BSH 7 BSH CAI CAI C 0 1 Y N N -1.487 -4.844 4.256 -5.400 -1.727 -1.661 CAI BSH 8 BSH CAJ CAJ C 0 1 Y N N 0.667 -4.037 5.047 -6.382 -1.041 0.412 CAJ BSH 9 BSH CAK CAK C 0 1 Y N N -2.161 2.908 -2.018 3.903 0.510 -2.468 CAK BSH 10 BSH CAL CAL C 0 1 Y N N -1.094 -4.595 2.929 -4.152 -1.361 -1.191 CAL BSH 11 BSH CAM CAM C 0 1 Y N N 1.058 -3.785 3.717 -5.135 -0.676 0.882 CAM BSH 12 BSH CAN CAN C 0 1 Y N N -2.465 1.539 -1.943 2.848 1.145 -1.839 CAN BSH 13 BSH CAO CAO C 0 1 Y N N -0.910 3.328 -2.507 4.831 -0.191 -1.727 CAO BSH 14 BSH CAP CAP C 0 1 Y N N -0.268 1.011 -2.844 3.637 0.386 0.291 CAP BSH 15 BSH CAQ CAQ C 0 1 N N N -1.839 -0.882 -2.285 1.563 1.780 0.214 CAQ BSH 16 BSH CAR CAR C 0 1 N N N 0.567 -3.747 1.237 -2.660 -0.439 0.594 CAR BSH 17 BSH NAS NAS N 0 1 N N N -0.003 -1.552 -0.722 -0.814 1.586 0.754 NAS BSH 18 BSH CAT CAT C 0 1 N N N 1.312 2.798 -3.403 5.694 -1.007 0.462 CAT BSH 19 BSH CAU CAU C 0 1 Y N N 0.178 -4.049 2.639 -4.020 -0.836 0.081 CAU BSH 20 BSH CAV CAV C 0 1 Y N N -1.522 0.571 -2.357 2.716 1.083 -0.463 CAV BSH 21 BSH CAW CAW C 0 1 Y N N 0.064 2.387 -2.926 4.704 -0.258 -0.338 CAW BSH 22 BSH CAX CAX C 0 1 N N R -1.477 -1.526 -0.915 0.333 0.870 0.191 CAX BSH 23 BSH SAZ SAZ S 0 1 N N N 0.565 -1.942 0.907 -2.338 1.296 0.173 SAZ BSH 24 BSH BOR BOR B 0 1 N N N -2.107 -3.052 -0.872 0.617 -0.417 1.044 BOR BSH 25 BSH HAH HAH H 0 1 N N N -0.915 -4.744 6.334 -7.490 -1.849 -1.229 HAH BSH 26 BSH HAI HAI H 0 1 N N N -2.465 -5.254 4.461 -5.503 -2.138 -2.654 HAI BSH 27 BSH HAJ HAJ H 0 1 N N N 1.347 -3.828 5.859 -7.253 -0.916 1.038 HAJ BSH 28 BSH HAK HAK H 0 1 N N N -2.889 3.640 -1.700 3.997 0.558 -3.543 HAK BSH 29 BSH HAL HAL H 0 1 N N N -1.773 -4.824 2.121 -3.281 -1.486 -1.817 HAL BSH 30 BSH HAM HAM H 0 1 N N N 2.041 -3.385 3.517 -5.031 -0.266 1.876 HAM BSH 31 BSH HAN HAN H 0 1 N N N -3.427 1.223 -1.566 2.124 1.693 -2.424 HAN BSH 32 BSH HAO HAO H 0 1 N N N -0.689 4.384 -2.564 5.654 -0.688 -2.220 HAO BSH 33 BSH HAP HAP H 0 1 N N N 0.457 0.277 -3.163 3.533 0.339 1.365 HAP BSH 34 BSH HAQ HAQ H 0 1 N N N -2.920 -1.006 -2.448 1.830 2.003 1.247 HAQ BSH 35 BSH HAQA HAQA H 0 0 N N N -1.265 -1.398 -3.069 1.340 2.707 -0.312 HAQA BSH 36 BSH HAR HAR H 0 1 N N N 1.580 -4.138 1.059 -2.630 -0.561 1.677 HAR BSH 37 BSH HARA HARA H 0 0 N N N -0.151 -4.231 0.559 -1.899 -1.071 0.136 HARA BSH 38 BSH HNAS HNAS H 0 0 N N N 0.365 -2.247 -1.339 -0.682 2.230 1.467 HNAS BSH 39 BSH HAX HAX H 0 1 N N N -1.904 -0.929 -0.096 0.113 0.583 -0.838 HAX BSH 40 BSH H16 H16 H 0 1 N N N 2.412 3.987 -4.155 7.345 -2.106 0.418 H16 BSH 41 BSH H17 H17 H 0 1 N N N -1.069 -3.692 -2.527 0.842 0.602 2.770 H17 BSH 42 BSH H18 H18 H 0 1 N N N -3.289 -2.701 0.771 0.587 -1.655 -0.548 H18 BSH 43 # 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 BSH OAA CAT SING N N 1 BSH OAB SAZ DOUB N N 2 BSH OAC SAZ DOUB N N 3 BSH OAD CAT DOUB N N 4 BSH OAE BOR SING N N 5 BSH OAF BOR SING N N 6 BSH CAH CAI DOUB Y N 7 BSH CAH CAJ SING Y N 8 BSH CAH HAH SING N N 9 BSH CAI CAL SING Y N 10 BSH CAI HAI SING N N 11 BSH CAJ CAM DOUB Y N 12 BSH CAJ HAJ SING N N 13 BSH CAK CAN DOUB Y N 14 BSH CAK CAO SING Y N 15 BSH CAK HAK SING N N 16 BSH CAL CAU DOUB Y N 17 BSH CAL HAL SING N N 18 BSH CAM CAU SING Y N 19 BSH CAM HAM SING N N 20 BSH CAN CAV SING Y N 21 BSH CAN HAN SING N N 22 BSH CAO CAW DOUB Y N 23 BSH CAO HAO SING N N 24 BSH CAP CAV DOUB Y N 25 BSH CAP CAW SING Y N 26 BSH CAP HAP SING N N 27 BSH CAQ CAV SING N N 28 BSH CAQ CAX SING N N 29 BSH CAQ HAQ SING N N 30 BSH CAQ HAQA SING N N 31 BSH CAR CAU SING N N 32 BSH CAR SAZ SING N N 33 BSH CAR HAR SING N N 34 BSH CAR HARA SING N N 35 BSH NAS CAX SING N N 36 BSH NAS SAZ SING N N 37 BSH NAS HNAS SING N N 38 BSH CAT CAW SING N N 39 BSH CAX BOR SING N N 40 BSH CAX HAX SING N N 41 BSH OAA H16 SING N N 42 BSH OAE H17 SING N N 43 BSH OAF H18 SING N N 44 # 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 BSH SMILES ACDLabs 12.01 "O=S(=O)(NC(B(O)O)Cc1cccc(C(=O)O)c1)Cc2ccccc2" BSH SMILES_CANONICAL CACTVS 3.370 "OB(O)[C@H](Cc1cccc(c1)C(O)=O)N[S](=O)(=O)Cc2ccccc2" BSH SMILES CACTVS 3.370 "OB(O)[CH](Cc1cccc(c1)C(O)=O)N[S](=O)(=O)Cc2ccccc2" BSH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "B([C@H](Cc1cccc(c1)C(=O)O)NS(=O)(=O)Cc2ccccc2)(O)O" BSH SMILES "OpenEye OEToolkits" 1.7.0 "B(C(Cc1cccc(c1)C(=O)O)NS(=O)(=O)Cc2ccccc2)(O)O" BSH InChI InChI 1.03 "InChI=1S/C16H18BNO6S/c19-16(20)14-8-4-7-13(9-14)10-15(17(21)22)18-25(23,24)11-12-5-2-1-3-6-12/h1-9,15,18,21-22H,10-11H2,(H,19,20)/t15-/m0/s1" BSH InChIKey InChI 1.03 LCKOZWBVAVBOPR-HNNXBMFYSA-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 BSH "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(2R)-2-[(benzylsulfonyl)amino]-2-(dihydroxyboranyl)ethyl]benzoic acid" BSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-[(2R)-2-(dihydroxyboranyl)-2-(phenylmethylsulfonylamino)ethyl]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 BSH "Create component" 2010-08-03 RCSB BSH "Modify aromatic_flag" 2011-06-04 RCSB BSH "Modify descriptor" 2011-06-04 RCSB #