data_3VU
# 
_chem_comp.id                                    3VU 
_chem_comp.name                                  "{(3R)-6-[(3-amino-1,2,4-thiadiazol-5-yl)oxy]-1-hydroxy-4,5-dimethyl-1,3-dihydro-2,1-benzoxaborol-3-yl}acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 B N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-11-19 
_chem_comp.pdbx_modified_date                    2015-07-31 
_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                        335.143 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3VU 
_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        4WZ4 
_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 
3VU C1  C1  C 0 1 Y N N -6.637  -12.493 19.336 0.312  1.372  -0.824 C1  3VU 1  
3VU C2  C2  C 0 1 Y N N -6.463  -13.829 19.690 1.098  0.281  -1.160 C2  3VU 2  
3VU C3  C3  C 0 1 Y N N -5.215  -14.453 19.716 0.522  -0.977 -1.281 C3  3VU 3  
3VU O4  O1  O 0 1 N N N -5.729  -10.312 17.019 -2.084 3.583  0.003  O4  3VU 4  
3VU C7  C4  C 0 1 N N N -2.658  -11.716 17.158 -3.440 -0.826 0.783  C7  3VU 5  
3VU C8  C5  C 0 1 N N N -1.816  -10.593 16.574 -4.930 -0.803 1.007  C8  3VU 6  
3VU C9  C6  C 0 1 N N N -2.700  -14.321 19.400 -1.446 -2.519 -1.195 C9  3VU 7  
3VU C10 C7  C 0 1 N N N -5.091  -15.927 20.036 1.380  -2.162 -1.647 C10 3VU 8  
3VU C11 C8  C 0 1 Y N N -8.522  -14.833 19.084 3.271  0.219  -0.334 C11 3VU 9  
3VU C12 C9  C 0 1 Y N N -10.317 -15.670 18.164 5.198  -0.023 0.785  C12 3VU 10 
3VU O1  O2  O 0 1 N N N -0.990  -10.002 17.233 -5.469 -1.509 2.013  O1  3VU 11 
3VU O2  O3  O 0 1 N N N -2.069  -10.257 15.345 -5.640 -0.147 0.281  O2  3VU 12 
3VU C6  C10 C 0 1 N N R -3.200  -11.378 18.551 -3.091 0.055  -0.417 C6  3VU 13 
3VU O   O4  O 0 1 N N N -3.881  -10.107 18.537 -3.400 1.419  -0.135 O   3VU 14 
3VU B   B1  B 0 1 N N N -5.229  -10.357 18.295 -2.207 2.186  -0.219 B   3VU 15 
3VU C5  C11 C 0 1 Y N N -4.262  -12.345 19.040 -1.622 -0.070 -0.722 C5  3VU 16 
3VU C   C12 C 0 1 Y N N -5.520  -11.737 18.954 -1.050 1.197  -0.605 C   3VU 17 
3VU C4  C13 C 0 1 Y N N -4.075  -13.692 19.400 -0.833 -1.149 -1.067 C4  3VU 18 
3VU O3  O5  O 0 1 N N N -7.606  -14.579 20.059 2.431  0.443  -1.372 O3  3VU 19 
3VU S   S1  S 0 1 Y N N -8.467  -14.221 17.431 2.848  -0.146 1.296  S   3VU 20 
3VU N1  N1  N 0 1 Y N N -9.881  -14.992 17.052 4.456  -0.260 1.834  N1  3VU 21 
3VU N   N2  N 0 1 Y N N -9.590  -15.596 19.326 4.585  0.229  -0.353 N   3VU 22 
3VU N2  N3  N 0 1 N N N -11.415 -16.424 18.098 6.590  -0.035 0.868  N2  3VU 23 
3VU H1  H1  H 0 1 N N N -7.620  -12.045 19.356 0.755  2.352  -0.729 H1  3VU 24 
3VU H2  H2  H 0 1 N N N -5.030  -10.097 16.412 -2.916 4.020  0.233  H2  3VU 25 
3VU H3  H3  H 0 1 N N N -3.507  -11.907 16.486 -2.933 -0.449 1.671  H3  3VU 26 
3VU H4  H4  H 0 1 N N N -2.037  -12.621 17.231 -3.118 -1.849 0.589  H4  3VU 27 
3VU H5  H5  H 0 1 N N N -2.245  -14.209 20.395 -1.689 -2.712 -2.240 H5  3VU 28 
3VU H6  H6  H 0 1 N N N -2.786  -15.390 19.154 -0.738 -3.269 -0.842 H6  3VU 29 
3VU H7  H7  H 0 1 N N N -2.069  -13.822 18.650 -2.356 -2.567 -0.596 H7  3VU 30 
3VU H8  H8  H 0 1 N N N -4.952  -16.057 21.119 1.765  -2.625 -0.739 H8  3VU 31 
3VU H9  H9  H 0 1 N N N -6.006  -16.449 19.719 0.781  -2.887 -2.198 H9  3VU 32 
3VU H10 H10 H 0 1 N N N -4.225  -16.346 19.502 2.212  -1.830 -2.268 H10 3VU 33 
3VU H11 H11 H 0 1 N N N -0.605  -9.308  16.711 -6.429 -1.462 2.118  H11 3VU 34 
3VU H12 H12 H 0 1 N N N -2.366  -11.359 19.268 -3.671 -0.263 -1.283 H12 3VU 35 
3VU H13 H13 H 0 1 N N N -11.793 -16.383 17.173 7.125  0.144  0.079  H13 3VU 36 
3VU H14 H14 H 0 1 N N N -11.183 -17.371 18.322 7.024  -0.222 1.715  H14 3VU 37 
# 
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 
3VU O2  C8  DOUB N N 1  
3VU C8  C7  SING N N 2  
3VU C8  O1  SING N N 3  
3VU O4  B   SING N N 4  
3VU N1  S   SING Y N 5  
3VU N1  C12 DOUB Y N 6  
3VU C7  C6  SING N N 7  
3VU S   C11 SING Y N 8  
3VU N2  C12 SING N N 9  
3VU C12 N   SING Y N 10 
3VU B   O   SING N N 11 
3VU B   C   SING N N 12 
3VU O   C6  SING N N 13 
3VU C6  C5  SING N N 14 
3VU C   C5  DOUB Y N 15 
3VU C   C1  SING Y N 16 
3VU C5  C4  SING Y N 17 
3VU C11 N   DOUB Y N 18 
3VU C11 O3  SING N N 19 
3VU C1  C2  DOUB Y N 20 
3VU C9  C4  SING N N 21 
3VU C4  C3  DOUB Y N 22 
3VU C2  C3  SING Y N 23 
3VU C2  O3  SING N N 24 
3VU C3  C10 SING N N 25 
3VU C1  H1  SING N N 26 
3VU O4  H2  SING N N 27 
3VU C7  H3  SING N N 28 
3VU C7  H4  SING N N 29 
3VU C9  H5  SING N N 30 
3VU C9  H6  SING N N 31 
3VU C9  H7  SING N N 32 
3VU C10 H8  SING N N 33 
3VU C10 H9  SING N N 34 
3VU C10 H10 SING N N 35 
3VU O1  H11 SING N N 36 
3VU C6  H12 SING N N 37 
3VU N2  H13 SING N N 38 
3VU N2  H14 SING N N 39 
# 
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 
3VU SMILES           ACDLabs              12.01 "O=C(O)CC3OB(O)c2cc(Oc1nc(ns1)N)c(c(c23)C)C"                                                                                                  
3VU InChI            InChI                1.03  "InChI=1S/C13H14BN3O5S/c1-5-6(2)11-7(14(20)22-9(11)4-10(18)19)3-8(5)21-13-16-12(15)17-23-13/h3,9,20H,4H2,1-2H3,(H2,15,17)(H,18,19)/t9-/m1/s1" 
3VU InChIKey         InChI                1.03  CXFHZAGALDYYDH-SECBINFHSA-N                                                                                                                   
3VU SMILES_CANONICAL CACTVS               3.385 "Cc1c(C)c2[C@@H](CC(O)=O)OB(O)c2cc1Oc3snc(N)n3"                                                                                               
3VU SMILES           CACTVS               3.385 "Cc1c(C)c2[CH](CC(O)=O)OB(O)c2cc1Oc3snc(N)n3"                                                                                                 
3VU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "B1(c2cc(c(c(c2[C@H](O1)CC(=O)O)C)C)Oc3nc(ns3)N)O"                                                                                            
3VU SMILES           "OpenEye OEToolkits" 1.9.2 "B1(c2cc(c(c(c2C(O1)CC(=O)O)C)C)Oc3nc(ns3)N)O"                                                                                                
# 
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 
3VU "SYSTEMATIC NAME" ACDLabs              12.01 "{(3R)-6-[(3-amino-1,2,4-thiadiazol-5-yl)oxy]-1-hydroxy-4,5-dimethyl-1,3-dihydro-2,1-benzoxaborol-3-yl}acetic acid" 
3VU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(3R)-6-[(3-azanyl-1,2,4-thiadiazol-5-yl)oxy]-4,5-dimethyl-1-oxidanyl-3H-2,1-benzoxaborol-3-yl]ethanoic 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 
3VU "Create component" 2014-11-19 RCSB 
3VU "Initial release"  2015-08-05 RCSB 
# 
