data_A1BNA
# 
_chem_comp.id                                    A1BNA 
_chem_comp.name                                  "(2S)-methoxy[(2R,3S)-3,5,7,10-tetrahydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]acetic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-02 
_chem_comp.pdbx_modified_date                    2025-04-25 
_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                        362.331 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SC0 
_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        9MOZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1BNA O4  O1  O 0 1 N N N N N N 13.215 14.822 14.248 2.493  1.336  2.609  O4  A1BNA 1  
A1BNA O3  O2  O 0 1 N N N N N N 15.658 15.366 12.948 3.022  -2.254 -0.593 O3  A1BNA 2  
A1BNA O2  O3  O 0 1 N N N N N N 17.952 16.326 13.724 5.031  -0.833 -1.454 O2  A1BNA 3  
A1BNA C1  C7  C 0 1 N N S N N N 15.611 16.388 13.951 2.908  -0.839 -0.432 C1  A1BNA 4  
A1BNA C2  C10 C 0 1 N N N N N N 16.979 17.017 13.969 4.118  -0.166 -1.026 C2  A1BNA 5  
A1BNA C17 C12 C 0 1 Y N N N N N 15.737 15.156 17.691 0.318  -0.629 1.074  C17 A1BNA 6  
A1BNA C18 C13 C 0 1 Y N N N N N 16.487 15.433 18.837 -0.806 -1.393 1.125  C18 A1BNA 7  
A1BNA C19 C14 C 0 1 Y N N N N N 14.562 14.408 17.789 0.276  0.652  0.488  C19 A1BNA 8  
A1BNA C   C15 C 0 1 N N R N N N 15.126 15.848 15.319 2.816  -0.501 1.058  C   A1BNA 9  
A1BNA C16 C16 C 0 1 N N N N N N 16.245 15.673 16.354 1.591  -1.181 1.660  C16 A1BNA 10 
A1BNA C15 C17 C 0 1 N N N N N N 15.492 15.864 11.615 2.458  -2.748 -1.809 C15 A1BNA 11 
A1BNA C21 C22 C 0 1 N N S N N N 14.293 14.562 15.171 2.691  1.019  1.230  C21 A1BNA 12 
A1BNA C20 C42 C 0 1 N N N N N N 13.767 14.142 16.530 1.493  1.470  0.422  C20 A1BNA 13 
A1BNA O14 O15 O 0 1 N N N N N N 12.664 13.623 16.609 1.538  2.474  -0.259 O14 A1BNA 14 
A1BNA C43 C43 C 0 1 Y N N N N N 16.073 14.978 20.090 -2.024 -0.916 0.602  C43 A1BNA 15 
A1BNA C42 C44 C 0 1 Y N N N N N 14.896 14.234 20.204 -2.082 0.373  0.015  C42 A1BNA 16 
A1BNA C41 C45 C 0 1 Y N N N N N 14.143 13.955 19.052 -0.917 1.158  -0.039 C41 A1BNA 17 
A1BNA O15 O16 O 0 1 N N N N N N 12.997 13.221 19.191 -0.950 2.391  -0.596 O15 A1BNA 18 
A1BNA C44 C46 C 0 1 Y N N N N N 16.834 15.268 21.227 -3.184 -1.700 0.655  C44 A1BNA 19 
A1BNA C45 C47 C 0 1 Y N N N N N 16.425 14.822 22.490 -4.367 -1.214 0.139  C45 A1BNA 20 
A1BNA C58 C48 C 0 1 Y N N N N N 15.257 14.073 22.603 -4.426 0.055  -0.440 C58 A1BNA 21 
A1BNA C59 C49 C 0 1 N N N N N N 14.821 13.588 23.968 -5.732 0.561  -0.996 C59 A1BNA 22 
A1BNA C60 C50 C 0 1 Y N N N N N 14.498 13.782 21.470 -3.303 0.848  -0.506 C60 A1BNA 23 
A1BNA O23 O17 O 0 1 N N N N N N 13.355 13.056 21.613 -3.371 2.080  -1.071 O23 A1BNA 24 
A1BNA O16 O18 O 0 1 N N N N N N 17.162 15.092 23.627 -5.488 -1.979 0.193  O16 A1BNA 25 
A1BNA H6  H6  H 0 1 N N N N N N 14.893 17.159 13.633 2.010  -0.487 -0.940 H6  A1BNA 26 
A1BNA H10 H10 H 0 1 N N N N N N 17.398 16.006 18.752 -0.764 -2.376 1.571  H10 A1BNA 27 
A1BNA H11 H11 H 0 1 N N N N N N 14.446 16.611 15.725 3.714  -0.852 1.566  H11 A1BNA 28 
A1BNA H12 H12 H 0 1 N N N N N N 16.981 14.958 15.958 1.587  -1.021 2.738  H12 A1BNA 29 
A1BNA H13 H13 H 0 1 N N N N N N 16.730 16.647 16.515 1.642  -2.251 1.459  H13 A1BNA 30 
A1BNA H14 H14 H 0 1 N N N N N N 15.539 15.028 10.902 2.585  -3.830 -1.855 H14 A1BNA 31 
A1BNA H15 H15 H 0 1 N N N N N N 14.516 16.364 11.529 1.396  -2.506 -1.842 H15 A1BNA 32 
A1BNA H16 H16 H 0 1 N N N N N N 16.293 16.583 11.390 2.963  -2.286 -2.658 H16 A1BNA 33 
A1BNA H25 H25 H 0 1 N N N N N N 14.941 13.766 14.777 3.593  1.509  0.863  H25 A1BNA 34 
A1BNA H58 H58 H 0 1 N N N N N N 12.561 13.151 18.350 -0.760 2.400  -1.544 H58 A1BNA 35 
A1BNA H59 H59 H 0 1 N N N N N N 17.745 15.841 21.130 -3.152 -2.684 1.100  H59 A1BNA 36 
A1BNA H60 H60 H 0 1 N N N N N N 15.258 12.598 24.163 -6.279 1.090  -0.216 H60 A1BNA 37 
A1BNA H61 H61 H 0 1 N N N N N N 15.164 14.297 24.736 -5.534 1.241  -1.825 H61 A1BNA 38 
A1BNA H62 H62 H 0 1 N N N N N N 13.724 13.516 23.998 -6.327 -0.281 -1.351 H62 A1BNA 39 
A1BNA H63 H63 H 0 1 N N N N N N 13.234 12.832 22.528 -3.190 2.088  -2.020 H63 A1BNA 40 
A1BNA H2  H2  H 0 1 N Y N N N N 12.397 14.515 14.621 2.406  2.283  2.786  H2  A1BNA 41 
A1BNA OXT OXT O 0 1 N Y N N N N 16.999 18.323 14.240 4.183  1.173  -1.081 OXT A1BNA 42 
A1BNA HXT HXT H 0 1 N Y N N N N 17.895 18.639 14.213 4.979  1.559  -1.471 HXT A1BNA 43 
A1BNA H1  H1  H 0 1 N Y N N N N 16.730 14.711 24.383 -6.012 -1.852 0.996  H1  A1BNA 44 
# 
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 
A1BNA C15 O3  SING N N 1  
A1BNA O3  C1  SING N N 2  
A1BNA O2  C2  DOUB N N 3  
A1BNA C1  C2  SING N N 4  
A1BNA C1  C   SING N N 5  
A1BNA O4  C21 SING N N 6  
A1BNA C21 C   SING N N 7  
A1BNA C21 C20 SING N N 8  
A1BNA C   C16 SING N N 9  
A1BNA C16 C17 SING N N 10 
A1BNA C20 O14 DOUB N N 11 
A1BNA C20 C19 SING N N 12 
A1BNA C17 C19 DOUB Y N 13 
A1BNA C17 C18 SING Y N 14 
A1BNA C19 C41 SING Y N 15 
A1BNA C18 C43 DOUB Y N 16 
A1BNA C41 O15 SING N N 17 
A1BNA C41 C42 DOUB Y N 18 
A1BNA C43 C42 SING Y N 19 
A1BNA C43 C44 SING Y N 20 
A1BNA C42 C60 SING Y N 21 
A1BNA C44 C45 DOUB Y N 22 
A1BNA C60 O23 SING N N 23 
A1BNA C60 C58 DOUB Y N 24 
A1BNA C45 C58 SING Y N 25 
A1BNA C45 O16 SING N N 26 
A1BNA C58 C59 SING N N 27 
A1BNA C1  H6  SING N N 28 
A1BNA C18 H10 SING N N 29 
A1BNA C   H11 SING N N 30 
A1BNA C16 H12 SING N N 31 
A1BNA C16 H13 SING N N 32 
A1BNA C15 H14 SING N N 33 
A1BNA C15 H15 SING N N 34 
A1BNA C15 H16 SING N N 35 
A1BNA C21 H25 SING N N 36 
A1BNA O15 H58 SING N N 37 
A1BNA C44 H59 SING N N 38 
A1BNA C59 H60 SING N N 39 
A1BNA C59 H61 SING N N 40 
A1BNA C59 H62 SING N N 41 
A1BNA O23 H63 SING N N 42 
A1BNA O4  H2  SING N N 43 
A1BNA C2  OXT SING N N 44 
A1BNA OXT HXT SING N N 45 
A1BNA O16 H1  SING N N 46 
# 
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 
A1BNA SMILES           ACDLabs              14.52   "O=C(O)C(OC)C1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)C1O"                                                                                                        
A1BNA InChI            InChI                1.06    "InChI=1S/C18H18O8/c1-6-10(19)5-8-3-7-4-9(17(26-2)18(24)25)14(21)16(23)12(7)15(22)11(8)13(6)20/h3,5,9,14,17,19-22H,4H2,1-2H3,(H,24,25)/t9-,14+,17+/m1/s1" 
A1BNA InChIKey         InChI                1.06    ZODZQKNBWYOUJD-ZVTRXGDXSA-N                                                                                                                               
A1BNA SMILES_CANONICAL CACTVS               3.385   "CO[C@@H]([C@@H]1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)[C@H]1O)C(O)=O"                                                                                          
A1BNA SMILES           CACTVS               3.385   "CO[CH]([CH]1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)[CH]1O)C(O)=O"                                                                                               
A1BNA SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1c(cc2cc3c(c(c2c1O)O)C(=O)[C@H]([C@@H](C3)[C@@H](C(=O)O)OC)O)O"                                                                                        
A1BNA SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1c(cc2cc3c(c(c2c1O)O)C(=O)C(C(C3)C(C(=O)O)OC)O)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 
A1BNA "SYSTEMATIC NAME" ACDLabs              14.52   "(2S)-methoxy[(2R,3S)-3,5,7,10-tetrahydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]acetic acid"                                 
A1BNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-2-methoxy-2-[(2~{R},3~{S})-6-methyl-3,5,7,10-tetrakis(oxidanyl)-4-oxidanylidene-2,3-dihydro-1~{H}-anthracen-2-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 
A1BNA "Create component"   2025-01-02 RCSB 
A1BNA "Modify coordinates" 2025-01-11 RCSB 
A1BNA "Initial release"    2025-04-30 RCSB 
# 
