data_SBL # _chem_comp.id SBL _chem_comp.name "L-NAPHTHYL-1-ACETAMIDO BORONIC ACID ALANINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C17 H22 B N2 O6" _chem_comp.mon_nstd_parent_comp_id SER _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 S _chem_comp.three_letter_code SBL _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 1AV7 _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 SBL N N N 0 1 N N N 16.957 4.059 26.515 4.658 0.635 0.122 N SBL 1 SBL CA CA C 0 1 N N S 17.920 3.013 26.231 3.952 -0.490 0.751 CA SBL 2 SBL CB CB C 0 1 N N N 18.462 3.158 24.806 2.655 -0.767 -0.010 CB SBL 3 SBL O3 O3 O 0 1 N N N 17.585 2.590 23.843 1.776 0.352 0.122 O3 SBL 4 SBL C C C 0 1 N N N 19.065 3.223 27.226 4.828 -1.716 0.714 C SBL 5 SBL O O O 0 1 N N N 19.729 2.270 27.664 4.592 -2.735 1.556 O SBL 6 SBL OXT OXT O 0 1 N Y N 19.266 4.494 27.574 5.743 -1.781 -0.072 OXT SBL 7 SBL N13 N13 N 0 1 N N N 16.674 2.294 20.610 0.288 2.512 -0.816 N13 SBL 8 SBL C12 C12 C 0 1 N N R 15.903 2.888 21.717 -0.392 1.262 -0.468 C12 SBL 9 SBL C11 C11 C 0 1 N N N 14.941 2.057 22.572 -1.555 1.028 -1.433 C11 SBL 10 SBL C1 C1 C 0 1 Y N N 13.614 1.802 21.895 -2.255 -0.258 -1.076 C1 SBL 11 SBL C10 C10 C 0 1 Y N N 12.486 1.378 22.624 -3.248 -0.269 -0.082 C10 SBL 12 SBL C5 C5 C 0 1 Y N N 11.226 1.206 21.974 -3.898 -1.487 0.237 C5 SBL 13 SBL C2 C2 C 0 1 Y N N 13.460 2.042 20.526 -1.924 -1.416 -1.710 C2 SBL 14 SBL C3 C3 C 0 1 Y N N 12.232 1.874 19.887 -2.559 -2.614 -1.392 C3 SBL 15 SBL C4 C4 C 0 1 Y N N 11.112 1.462 20.610 -3.530 -2.662 -0.439 C4 SBL 16 SBL O1 O1 O 0 1 N N N 18.252 4.316 22.027 0.072 -1.080 -0.050 O1 SBL 17 SBL O2 O2 O 0 1 N N N 16.322 4.806 23.611 0.955 -0.169 -1.887 O2 SBL 18 SBL B B B -1 1 N N N 17.055 3.677 22.840 0.640 0.047 -0.574 B SBL 19 SBL C14 C14 C 0 1 N N N 16.706 0.988 20.328 0.625 3.388 0.152 C14 SBL 20 SBL O15 O15 O 0 1 N N N 15.715 0.269 20.402 0.285 3.185 1.298 O15 SBL 21 SBL C16 C16 C 0 1 N N N 17.993 0.354 19.857 1.425 4.618 -0.191 C16 SBL 22 SBL C9 C9 C 0 1 Y N N 12.591 1.072 23.981 -3.621 0.908 0.590 C9 SBL 23 SBL C8 C8 C 0 1 Y N N 11.471 0.603 24.685 -4.591 0.860 1.543 C8 SBL 24 SBL C7 C7 C 0 1 Y N N 10.236 0.443 24.034 -5.227 -0.339 1.861 C7 SBL 25 SBL C6 C6 C 0 1 Y N N 10.115 0.750 22.685 -4.896 -1.497 1.227 C6 SBL 26 SBL H 1HN H 0 1 N N N 16.596 3.962 27.464 5.549 0.715 0.588 H SBL 27 SBL H2 2HN H 0 1 N Y N 16.207 4.082 25.824 4.852 0.360 -0.829 H2 SBL 28 SBL HA HA H 0 1 N N N 17.456 2.002 26.320 3.720 -0.240 1.786 HA SBL 29 SBL HB2 1HB H 0 1 N N N 18.691 4.222 24.566 2.175 -1.656 0.400 HB2 SBL 30 SBL HB3 2HB H 0 1 N N N 19.489 2.733 24.718 2.879 -0.930 -1.064 HB3 SBL 31 SBL HXT HXT H 0 1 N Y N 19.976 4.624 28.191 ? ? ? HXT SBL 32 SBL HN3 HN3 H 0 1 N N N 17.246 2.845 19.970 0.496 2.709 -1.742 HN3 SBL 33 SBL H12 H12 H 0 1 N N N 15.202 3.545 21.151 -0.772 1.327 0.551 H12 SBL 34 SBL H111 1H11 H 0 0 N N N 15.416 1.099 22.887 -2.259 1.857 -1.361 H111 SBL 35 SBL H112 2H11 H 0 0 N N N 14.792 2.526 23.572 -1.174 0.963 -2.453 H112 SBL 36 SBL HC2 H2 H 0 1 N N N 14.330 2.372 19.934 -1.157 -1.405 -2.470 HC2 SBL 37 SBL H3 H3 H 0 1 N N N 12.146 2.067 18.804 -2.278 -3.519 -1.911 H3 SBL 38 SBL H4 H4 H 0 1 N N N 10.139 1.339 20.104 -4.014 -3.599 -0.204 H4 SBL 39 SBL HO1 HO1 H 0 1 N N N 17.931 4.973 21.420 -0.134 -0.885 0.874 HO1 SBL 40 SBL HO2 HO2 H 0 1 N N N 16.001 5.463 23.004 1.290 0.668 -2.236 HO2 SBL 41 SBL H161 1H16 H 0 0 N N N 18.019 -0.735 19.621 2.488 4.396 -0.106 H161 SBL 42 SBL H162 2H16 H 0 0 N N N 18.360 0.917 18.967 1.198 4.927 -1.211 H162 SBL 43 SBL H163 3H16 H 0 0 N N N 18.790 0.574 20.604 1.166 5.423 0.498 H163 SBL 44 SBL H9 H9 H 0 1 N N N 13.557 1.200 24.496 -3.138 1.844 0.354 H9 SBL 45 SBL H8 H8 H 0 1 N N N 11.562 0.358 25.756 -4.873 1.765 2.061 H8 SBL 46 SBL H7 H7 H 0 1 N N N 9.355 0.073 24.585 -5.994 -0.349 2.621 H7 SBL 47 SBL H6 H6 H 0 1 N N N 9.141 0.632 22.180 -5.397 -2.418 1.483 H6 SBL 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 SBL N CA SING N N 1 SBL N H SING N N 2 SBL N H2 SING N N 3 SBL CA CB SING N N 4 SBL CA C SING N N 5 SBL CA HA SING N N 6 SBL CB O3 SING N N 7 SBL CB HB2 SING N N 8 SBL CB HB3 SING N N 9 SBL O3 B SING N N 10 SBL C O DOUB N N 11 SBL C OXT SING N N 12 SBL OXT HXT SING N N 13 SBL N13 C12 SING N N 14 SBL N13 C14 SING N N 15 SBL N13 HN3 SING N N 16 SBL C12 C11 SING N N 17 SBL C12 B SING N N 18 SBL C12 H12 SING N N 19 SBL C11 C1 SING N N 20 SBL C11 H111 SING N N 21 SBL C11 H112 SING N N 22 SBL C1 C10 DOUB Y N 23 SBL C1 C2 SING Y N 24 SBL C10 C5 SING Y N 25 SBL C10 C9 SING Y N 26 SBL C5 C4 DOUB Y N 27 SBL C5 C6 SING Y N 28 SBL C2 C3 DOUB Y N 29 SBL C2 HC2 SING N N 30 SBL C3 C4 SING Y N 31 SBL C3 H3 SING N N 32 SBL C4 H4 SING N N 33 SBL O1 B SING N N 34 SBL O1 HO1 SING N N 35 SBL O2 B SING N N 36 SBL O2 HO2 SING N N 37 SBL C14 O15 DOUB N N 38 SBL C14 C16 SING N N 39 SBL C16 H161 SING N N 40 SBL C16 H162 SING N N 41 SBL C16 H163 SING N N 42 SBL C9 C8 DOUB Y N 43 SBL C9 H9 SING N N 44 SBL C8 C7 SING Y N 45 SBL C8 H8 SING N N 46 SBL C7 C6 DOUB Y N 47 SBL C7 H7 SING N N 48 SBL 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 SBL SMILES ACDLabs 10.04 "O=C(O)C(N)CO[B-](O)(O)C(NC(=O)C)Cc2cccc1ccccc12" SBL SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H](Cc1cccc2ccccc12)[B-](O)(O)OC[C@H](N)C(O)=O" SBL SMILES CACTVS 3.341 "CC(=O)N[CH](Cc1cccc2ccccc12)[B-](O)(O)OC[CH](N)C(O)=O" SBL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[B-]([C@H](Cc1cccc2c1cccc2)NC(=O)C)(O)(O)OC[C@@H](C(=O)O)N" SBL SMILES "OpenEye OEToolkits" 1.5.0 "[B-](C(Cc1cccc2c1cccc2)NC(=O)C)(O)(O)OCC(C(=O)O)N" SBL 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" SBL InChIKey InChI 1.03 KJSNEFAXFLDDDR-HOTGVXAUSA-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 SBL "SYSTEMATIC NAME" ACDLabs 10.04 "[(1R)-1-(acetylamino)-2-naphthalen-1-ylethyl](dihydroxy)(L-serinato-kappaO~3~)borate(1-)" SBL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-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 SBL "Create component" 1999-07-08 RCSB SBL "Modify descriptor" 2011-06-04 RCSB #