data_VAU
# 
_chem_comp.id                                    VAU 
_chem_comp.name                                  "(1~{R},3~{R},4~{S},5~{R})-3-methyl-1,3,4,5-tetrakis(oxidanyl)cyclohexane-1-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H14 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-03-30 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        206.193 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VAU 
_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        4UIO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
VAU CAJ C1  C 0 1 N N N N N N 7.240  -20.013 -18.097 -1.914 2.283  0.645  CAJ VAU 1  
VAU CAR C2  C 0 1 N N R N N N 8.627  -20.378 -17.646 -1.142 1.112  0.034  CAR VAU 2  
VAU OAG O1  O 0 1 N N N N N N 9.516  -19.395 -17.948 -1.220 1.183  -1.392 OAG VAU 3  
VAU CAL C3  C 0 1 N N N N N N 8.661  -20.289 -16.147 0.323  1.186  0.468  CAL VAU 4  
VAU CAQ C4  C 0 1 N N R N N N 9.617  -21.111 -15.385 1.096  0.015  -0.144 CAQ VAU 5  
VAU CAN C5  C 0 1 N N N N N N 9.273  -21.327 -13.953 2.539  0.087  0.284  CAN VAU 6  
VAU OAC O2  O 0 1 N N N N N N 9.807  -20.532 -13.199 3.492  -0.479 -0.473 OAC VAU 7  
VAU OAB O3  O 0 1 N N N N N N 8.631  -22.301 -13.693 2.838  0.655  1.308  OAB VAU 8  
VAU OAF O4  O 0 1 N N N N N N 10.741 -20.271 -15.404 1.017  0.086  -1.569 OAF VAU 9  
VAU CAK C6  C 0 1 N N N N N N 9.875  -22.492 -16.108 0.487  -1.304 0.336  CAK VAU 10 
VAU CAO C7  C 0 1 N N R N N N 10.191 -22.329 -17.646 -0.978 -1.377 -0.099 CAO VAU 11 
VAU OAD O5  O 0 1 N N N N N N 10.414 -23.613 -18.298 -1.547 -2.609 0.349  OAD VAU 12 
VAU CAP C8  C 0 1 N N S N N N 8.978  -21.712 -18.266 -1.751 -0.207 0.513  CAP VAU 13 
VAU OAE O6  O 0 1 N N N N N N 9.183  -21.579 -19.617 -3.119 -0.275 0.108  OAE VAU 14 
VAU H1  H1  H 0 1 N N N N N N 6.955  -19.044 -17.661 -1.481 3.223  0.304  H1  VAU 15 
VAU H2  H2  H 0 1 N N N N N N 7.218  -19.942 -19.194 -2.958 2.230  0.336  H2  VAU 16 
VAU H3  H3  H 0 1 N N N N N N 9.245  -18.584 -17.533 -2.122 1.142  -1.738 H3  VAU 17 
VAU H4  H4  H 0 1 N N N N N N 8.873  -19.239 -15.895 0.757  2.125  0.126  H4  VAU 18 
VAU H5  H5  H 0 1 N N N N N N 7.656  -20.556 -15.789 0.383  1.132  1.555  H5  VAU 19 
VAU H6  H6  H 0 1 N N N N N N 9.645  -20.790 -12.299 4.404  -0.407 -0.158 H6  VAU 20 
VAU H7  H7  H 0 1 N N N N N N 11.455 -20.686 -14.935 1.486  -0.627 -2.025 H7  VAU 21 
VAU H8  H8  H 0 1 N N N N N N 8.978  -23.119 -15.998 1.037  -2.138 -0.101 H8  VAU 22 
VAU H9  H9  H 0 1 N N N N N N 10.730 -22.987 -15.624 0.547  -1.358 1.423  H9  VAU 23 
VAU H10 H10 H 0 1 N N N N N N 11.062 -21.669 -17.770 -1.038 -1.324 -1.186 H10 VAU 24 
VAU H11 H11 H 0 1 N N N N N N 11.181 -24.030 -17.923 -1.106 -3.396 -0.000 H11 VAU 25 
VAU H12 H12 H 0 1 N N N N N N 8.131  -22.391 -18.091 -1.691 -0.261 1.600  H12 VAU 26 
VAU H13 H13 H 0 1 N N N N N N 9.402  -22.425 -19.989 -3.570 -1.087 0.378  H13 VAU 27 
VAU H14 H14 H 0 1 N N N N N N 6.531  -20.786 -17.766 -1.855 2.229  1.732  H14 VAU 28 
# 
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 
VAU OAE CAP SING N N 1  
VAU OAD CAO SING N N 2  
VAU CAP CAR SING N N 3  
VAU CAP CAO SING N N 4  
VAU CAJ CAR SING N N 5  
VAU OAG CAR SING N N 6  
VAU CAR CAL SING N N 7  
VAU CAO CAK SING N N 8  
VAU CAL CAQ SING N N 9  
VAU CAK CAQ SING N N 10 
VAU OAF CAQ SING N N 11 
VAU CAQ CAN SING N N 12 
VAU CAN OAB DOUB N N 13 
VAU CAN OAC SING N N 14 
VAU CAJ H1  SING N N 15 
VAU CAJ H2  SING N N 16 
VAU OAG H3  SING N N 17 
VAU CAL H4  SING N N 18 
VAU CAL H5  SING N N 19 
VAU OAC H6  SING N N 20 
VAU OAF H7  SING N N 21 
VAU CAK H8  SING N N 22 
VAU CAK H9  SING N N 23 
VAU CAO H10 SING N N 24 
VAU OAD H11 SING N N 25 
VAU CAP H12 SING N N 26 
VAU OAE H13 SING N N 27 
VAU CAJ H14 SING N N 28 
# 
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 
VAU InChI            InChI                1.03  "InChI=1S/C8H14O6/c1-7(13)3-8(14,6(11)12)2-4(9)5(7)10/h4-5,9-10,13-14H,2-3H2,1H3,(H,11,12)/t4-,5+,7-,8-/m1/s1" 
VAU InChIKey         InChI                1.03  AQOKFKYCBLFIKH-IXROVEORSA-N                                                                                    
VAU SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(O)C[C@](O)(C[C@@H](O)[C@@H]1O)C(O)=O"                                                                 
VAU SMILES           CACTVS               3.385 "C[C]1(O)C[C](O)(C[CH](O)[CH]1O)C(O)=O"                                                                        
VAU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@]1(C[C@](C[C@H]([C@@H]1O)O)(C(=O)O)O)O"                                                                   
VAU SMILES           "OpenEye OEToolkits" 2.0.6 "CC1(CC(CC(C1O)O)(C(=O)O)O)O"                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           VAU 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "(1~{R},3~{R},4~{S},5~{R})-3-methyl-1,3,4,5-tetrakis(oxidanyl)cyclohexane-1-carboxylic 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 
VAU "Create component"   2015-03-30 EBI  
VAU "Initial release"    2015-07-15 RCSB 
VAU "Other modification" 2018-08-21 EBI  
VAU "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            VAU 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               CAJ 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
