data_SBD # _chem_comp.id SBD _chem_comp.name "D-NAPHTHYL-1-ACETAMIDO BORONIC ACID ALANINE" _chem_comp.type "D-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C17 H22 B N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 1999-07-08 _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 361.177 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SBD _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 Y _chem_comp.pdbx_model_coordinates_db_code 3VSB _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 SBD N N N 0 1 N N N 16.854 4.064 26.569 3.846 0.566 1.786 N SBD 1 SBD CA CA C 0 1 N N S 17.845 3.019 26.288 3.696 0.943 0.374 CA SBD 2 SBD CB CB C 0 1 N N N 18.296 3.103 24.828 2.212 0.939 0.001 CB SBD 3 SBD O3 O3 O 0 1 N N N 17.361 2.526 23.943 1.700 -0.392 0.093 O3 SBD 4 SBD C C C 0 1 N N N 19.056 3.238 27.184 4.264 2.322 0.158 C SBD 5 SBD O O O 0 1 N N N 19.813 2.307 27.456 4.608 2.720 -1.077 O SBD 6 SBD OXT OXT O 0 1 N Y N 19.283 4.505 27.532 4.411 3.068 1.097 OXT SBD 7 SBD N13 N13 N 0 1 N N N 14.970 2.420 21.506 0.565 -2.731 -0.935 N13 SBD 8 SBD C12 C12 C 0 1 N N S 15.365 2.779 22.857 -0.259 -1.794 -0.167 C12 SBD 9 SBD C11 C11 C 0 1 N N N 14.180 3.276 23.707 -1.675 -1.766 -0.747 C11 SBD 10 SBD C1 C1 C 0 1 Y N N 13.012 2.308 23.599 -2.558 -0.912 0.125 C1 SBD 11 SBD C10 C10 C 0 1 Y N N 12.037 2.457 22.596 -2.936 0.374 -0.297 C10 SBD 12 SBD C5 C5 C 0 1 Y N N 10.925 1.578 22.523 -3.771 1.161 0.534 C5 SBD 13 SBD C2 C2 C 0 1 Y N N 12.877 1.271 24.522 -2.990 -1.379 1.328 C2 SBD 14 SBD C3 C3 C 0 1 Y N N 11.784 0.411 24.443 -3.808 -0.604 2.148 C3 SBD 15 SBD C4 C4 C 0 1 Y N N 10.805 0.548 23.458 -4.197 0.644 1.769 C4 SBD 16 SBD O1 O1 O 0 1 N N N 17.715 3.830 21.994 0.260 0.145 -1.525 O1 SBD 17 SBD O2 O2 O 0 1 N N N 16.585 4.876 24.077 -0.279 0.501 0.612 O2 SBD 18 SBD B B B -1 1 N N N 16.642 3.609 23.093 0.379 -0.332 -0.250 B SBD 19 SBD C14 C14 C 0 1 N N N 15.745 2.198 20.453 1.388 -3.585 -0.295 C14 SBD 20 SBD O15 O15 O 0 1 N N N 16.735 2.861 20.218 1.521 -3.513 0.908 O15 SBD 21 SBD C16 C16 C 0 1 N N N 15.261 1.219 19.402 2.145 -4.629 -1.075 C16 SBD 22 SBD C9 C9 C 0 1 Y N N 12.145 3.517 21.689 -2.514 0.889 -1.535 C9 SBD 23 SBD C8 C8 C 0 1 Y N N 11.155 3.697 20.740 -2.904 2.137 -1.914 C8 SBD 24 SBD C7 C7 C 0 1 Y N N 10.066 2.841 20.676 -3.721 2.913 -1.093 C7 SBD 25 SBD C6 C6 C 0 1 Y N N 9.940 1.781 21.550 -4.153 2.445 0.109 C6 SBD 26 SBD H 1HN H 0 1 N N N 16.553 4.008 27.542 4.822 0.682 2.014 H SBD 27 SBD H2 2HN H 0 1 N Y N 16.065 4.026 25.922 3.339 1.252 2.324 H2 SBD 28 SBD HA HA H 0 1 N N N 17.389 2.019 26.478 4.229 0.228 -0.252 HA SBD 29 SBD HB2 1HB H 0 1 N N N 18.527 4.154 24.538 2.093 1.304 -1.020 HB2 SBD 30 SBD HB3 2HB H 0 1 N N N 19.307 2.653 24.693 1.664 1.587 0.684 HB3 SBD 31 SBD HXT HXT H 0 1 N Y N 20.038 4.641 28.091 ? ? ? HXT SBD 32 SBD HN3 HN3 H 0 1 N N N 13.987 2.305 21.255 0.518 -2.736 -1.904 HN3 SBD 33 SBD H12 H12 H 0 1 N N N 15.709 1.783 23.222 -0.299 -2.115 0.874 H12 SBD 34 SBD H111 1H11 H 0 0 N N N 14.474 3.455 24.767 -1.647 -1.350 -1.754 H111 SBD 35 SBD H112 2H11 H 0 0 N N N 13.883 4.317 23.439 -2.072 -2.781 -0.784 H112 SBD 36 SBD HC2 H2 H 0 1 N N N 13.633 1.131 25.312 -2.695 -2.366 1.652 HC2 SBD 37 SBD H3 H3 H 0 1 N N N 11.691 -0.402 25.182 -4.137 -0.999 3.098 H3 SBD 38 SBD H4 H4 H 0 1 N N N 9.949 -0.147 23.419 -4.831 1.234 2.415 H4 SBD 39 SBD HO1 HO1 H 0 1 N N N 17.275 4.492 21.474 0.680 -0.503 -2.106 HO1 SBD 40 SBD HO2 HO2 H 0 1 N N N 16.145 5.538 23.557 -0.170 0.129 1.498 HO2 SBD 41 SBD H161 1H16 H 0 0 N N N 15.912 1.032 18.516 1.548 -5.539 -1.139 H161 SBD 42 SBD H162 2H16 H 0 0 N N N 15.024 0.245 19.892 2.347 -4.256 -2.080 H162 SBD 43 SBD H163 3H16 H 0 0 N N N 14.250 1.531 19.050 3.087 -4.847 -0.572 H163 SBD 44 SBD H9 H9 H 0 1 N N N 13.005 4.206 21.721 -1.881 0.299 -2.181 H9 SBD 45 SBD H8 H8 H 0 1 N N N 11.234 4.533 20.025 -2.576 2.531 -2.864 H8 SBD 46 SBD H7 H7 H 0 1 N N N 9.284 3.006 19.915 -4.017 3.900 -1.418 H7 SBD 47 SBD H6 H6 H 0 1 N N N 9.068 1.109 21.472 -4.787 3.058 0.734 H6 SBD 48 # 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 SBD N CA SING N N 1 SBD N H SING N N 2 SBD N H2 SING N N 3 SBD CA CB SING N N 4 SBD CA C SING N N 5 SBD CA HA SING N N 6 SBD CB O3 SING N N 7 SBD CB HB2 SING N N 8 SBD CB HB3 SING N N 9 SBD O3 B SING N N 10 SBD C O DOUB N N 11 SBD C OXT SING N N 12 SBD OXT HXT SING N N 13 SBD N13 C12 SING N N 14 SBD N13 C14 SING N N 15 SBD N13 HN3 SING N N 16 SBD C12 C11 SING N N 17 SBD C12 B SING N N 18 SBD C12 H12 SING N N 19 SBD C11 C1 SING N N 20 SBD C11 H111 SING N N 21 SBD C11 H112 SING N N 22 SBD C1 C10 DOUB Y N 23 SBD C1 C2 SING Y N 24 SBD C10 C5 SING Y N 25 SBD C10 C9 SING Y N 26 SBD C5 C4 DOUB Y N 27 SBD C5 C6 SING Y N 28 SBD C2 C3 DOUB Y N 29 SBD C2 HC2 SING N N 30 SBD C3 C4 SING Y N 31 SBD C3 H3 SING N N 32 SBD C4 H4 SING N N 33 SBD O1 B SING N N 34 SBD O1 HO1 SING N N 35 SBD O2 B SING N N 36 SBD O2 HO2 SING N N 37 SBD C14 O15 DOUB N N 38 SBD C14 C16 SING N N 39 SBD C16 H161 SING N N 40 SBD C16 H162 SING N N 41 SBD C16 H163 SING N N 42 SBD C9 C8 DOUB Y N 43 SBD C9 H9 SING N N 44 SBD C8 C7 SING Y N 45 SBD C8 H8 SING N N 46 SBD C7 C6 DOUB Y N 47 SBD C7 H7 SING N N 48 SBD C6 H6 SING N N 49 # 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 SBD SMILES ACDLabs 10.04 "O=C(O)C(N)CO[B-](O)(O)C(NC(=O)C)Cc2cccc1ccccc12" SBD SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@H](Cc1cccc2ccccc12)[B-](O)(O)OC[C@H](N)C(O)=O" SBD SMILES CACTVS 3.341 "CC(=O)N[CH](Cc1cccc2ccccc12)[B-](O)(O)OC[CH](N)C(O)=O" SBD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[B-]([C@@H](Cc1cccc2c1cccc2)NC(=O)C)(O)(O)OC[C@@H](C(=O)O)N" SBD SMILES "OpenEye OEToolkits" 1.5.0 "[B-](C(Cc1cccc2c1cccc2)NC(=O)C)(O)(O)OCC(C(=O)O)N" SBD InChI InChI 1.03 "InChI=1S/C17H22BN2O6/c1-11(21)20-16(18(24,25)26-10-15(19)17(22)23)9-13-7-4-6-12-5-2-3-8-14(12)13/h2-8,15-16,24-25H,9-10,19H2,1H3,(H,20,21)(H,22,23)/q-1/t15-,16+/m0/s1" SBD InChIKey InChI 1.03 KJSNEFAXFLDDDR-JKSUJKDBSA-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 SBD "SYSTEMATIC NAME" ACDLabs 10.04 "[(1S)-1-(acetylamino)-2-naphthalen-1-ylethyl](dihydroxy)(L-serinato-kappaO~3~)borate(1-)" SBD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S)-1-acetamido-2-naphthalen-1-yl-ethyl]-[(2S)-2-amino-3-hydroxy-3-oxo-propoxy]-dihydroxy-boron" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SBD "Create component" 1999-07-08 RCSB SBD "Modify descriptor" 2011-06-04 RCSB #