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 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 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 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" SM3 InChI InChI 1.03 "InChI=1S/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" SM3 InChIKey InChI 1.03 LGJCDEZMANATFA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SM3 "Create component" 2002-10-23 RCSB SM3 "Modify descriptor" 2011-06-04 RCSB #