data_A1A46
# 
_chem_comp.id                                    A1A46 
_chem_comp.name                                  "(2S)-2-{[(2S,3S)-1,3-dihydroxy-4-oxopentan-2-yl]amino}-3-(4-hydroxyphenyl)propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-09 
_chem_comp.pdbx_modified_date                    2025-07-11 
_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                        297.304 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A46 
_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        9DHN 
_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 
A1A46 C13 C1  C 0 1 Y N N N N N -10.929 11.746 -10.473 -2.478 -0.002 -1.221 C13 A1A46 1  
A1A46 C01 C2  C 0 1 N N N N N N -15.219 5.379  -7.628  1.851  2.934  1.683  C01 A1A46 2  
A1A46 C02 C3  C 0 1 N N N N N N -14.549 6.768  -7.518  2.367  2.442  0.356  C02 A1A46 3  
A1A46 C04 C4  C 0 1 N N S N N N -14.745 7.893  -8.553  1.505  1.557  -0.507 C04 A1A46 4  
A1A46 C06 C5  C 0 1 N N S N N N -14.913 9.328  -7.963  1.473  0.145  0.082  C06 A1A46 5  
A1A46 C07 C6  C 0 1 N N N N N N -15.828 9.401  -6.724  2.870  -0.473 0.001  C07 A1A46 6  
A1A46 C12 C7  C 0 1 Y N N N N N -11.987 11.564 -9.605  -2.362 -0.926 -0.199 C12 A1A46 7  
A1A46 C14 C8  C 0 1 Y N N N N N -10.229 12.943 -10.476 -3.320 1.084  -1.079 C14 A1A46 8  
A1A46 C15 C9  C 0 1 Y N N N N N -10.567 13.967 -9.607  -4.049 1.247  0.090  C15 A1A46 9  
A1A46 C18 C10 C 0 1 Y N N N N N -12.339 12.588 -8.739  -3.092 -0.769 0.965  C18 A1A46 10 
A1A46 C19 C11 C 0 1 N N N N N N -14.577 9.690  -11.352 0.843  -2.953 0.125  C19 A1A46 11 
A1A46 O08 O1  O 0 1 N N N N N N -15.519 10.549 -5.967  3.797  0.351  0.710  O08 A1A46 12 
A1A46 O21 O2  O 0 1 N N N N N N -15.772 9.346  -11.642 0.877  -3.796 1.169  O21 A1A46 13 
A1A46 C10 C12 C 0 1 N N S N N N -14.222 10.472 -10.058 -0.047 -1.738 0.166  C10 A1A46 14 
A1A46 C11 C13 C 0 1 N N N N N N -12.757 10.248 -9.635  -1.438 -2.106 -0.354 C11 A1A46 15 
A1A46 C17 C14 C 0 1 Y N N N N N -11.633 13.787 -8.733  -3.931 0.319  1.114  C17 A1A46 16 
A1A46 N09 N1  N 0 1 N N N N N N -15.203 10.390 -8.952  0.527  -0.682 -0.679 N09 A1A46 17 
A1A46 O03 O3  O 0 1 N N N N N N -13.831 6.996  -6.606  3.472  2.756  -0.017 O03 A1A46 18 
A1A46 O05 O4  O 0 1 N N N N N N -15.690 7.559  -9.543  2.044  1.509  -1.829 O05 A1A46 19 
A1A46 O16 O5  O 0 1 N N N N N N -9.812  15.157 -9.640  -4.878 2.315  0.232  O16 A1A46 20 
A1A46 O20 O6  O 0 1 N N N N N N -13.645 9.399  -12.160 1.526  -3.169 -0.848 O20 A1A46 21 
A1A46 H1  H1  H 0 1 N N N N N N -10.646 10.954 -11.151 -1.907 -0.127 -2.129 H1  A1A46 22 
A1A46 H2  H2  H 0 1 N N N N N N -14.909 4.753  -6.778  1.335  3.884  1.542  H2  A1A46 23 
A1A46 H3  H3  H 0 1 N N N N N N -16.313 5.498  -7.616  1.158  2.202  2.098  H3  A1A46 24 
A1A46 H4  H4  H 0 1 N N N N N N -14.913 4.898  -8.568  2.687  3.073  2.369  H4  A1A46 25 
A1A46 H5  H5  H 0 1 N N N N N N -13.780 7.939  -9.079  0.492  1.959  -0.542 H5  A1A46 26 
A1A46 H6  H6  H 0 1 N N N N N N -13.914 9.573  -7.574  1.157  0.193  1.124  H6  A1A46 27 
A1A46 H7  H7  H 0 1 N N N N N N -16.878 9.450  -7.048  2.853  -1.468 0.446  H7  A1A46 28 
A1A46 H8  H8  H 0 1 N N N N N N -15.676 8.504  -6.105  3.174  -0.547 -1.043 H8  A1A46 29 
A1A46 H9  H9  H 0 1 N N N N N N -9.409  13.079 -11.166 -3.411 1.806  -1.877 H9  A1A46 30 
A1A46 H10 H10 H 0 1 N N N N N N -13.170 12.454 -8.062  -2.999 -1.492 1.762  H10 A1A46 31 
A1A46 H11 H11 H 0 1 N N N N N N -16.086 10.589 -5.205  4.706  0.019  0.701  H11 A1A46 32 
A1A46 H12 H12 H 0 1 N N N N N N -15.778 8.893  -12.477 1.463  -4.561 1.097  H12 A1A46 33 
A1A46 H13 H13 H 0 1 N N N N N N -14.249 11.526 -10.372 -0.126 -1.379 1.192  H13 A1A46 34 
A1A46 H14 H14 H 0 1 N N N N N N -12.738 9.797  -8.632  -1.828 -2.950 0.217  H14 A1A46 35 
A1A46 H15 H15 H 0 1 N N N N N N -12.276 9.567  -10.352 -1.372 -2.380 -1.407 H15 A1A46 36 
A1A46 H16 H16 H 0 1 N N N N N N -11.913 14.576 -8.051  -4.497 0.443  2.025  H16 A1A46 37 
A1A46 H17 H17 H 0 1 N N N N N N -15.212 11.269 -8.475  0.966  -1.073 -1.498 H17 A1A46 38 
A1A46 H19 H19 H 0 1 N N N N N N -15.526 6.676  -9.853  2.955  1.187  -1.871 H19 A1A46 39 
A1A46 H20 H20 H 0 1 N N N N N N -10.153 15.767 -8.996  -5.781 2.156  -0.075 H20 A1A46 40 
# 
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 
A1A46 O20 C19 DOUB N N 1  
A1A46 O21 C19 SING N N 2  
A1A46 C19 C10 SING N N 3  
A1A46 C14 C13 DOUB Y N 4  
A1A46 C14 C15 SING Y N 5  
A1A46 C13 C12 SING Y N 6  
A1A46 C10 C11 SING N N 7  
A1A46 C10 N09 SING N N 8  
A1A46 O16 C15 SING N N 9  
A1A46 C11 C12 SING N N 10 
A1A46 C15 C17 DOUB Y N 11 
A1A46 C12 C18 DOUB Y N 12 
A1A46 O05 C04 SING N N 13 
A1A46 N09 C06 SING N N 14 
A1A46 C18 C17 SING Y N 15 
A1A46 C04 C06 SING N N 16 
A1A46 C04 C02 SING N N 17 
A1A46 C06 C07 SING N N 18 
A1A46 C01 C02 SING N N 19 
A1A46 C02 O03 DOUB N N 20 
A1A46 C07 O08 SING N N 21 
A1A46 C13 H1  SING N N 22 
A1A46 C01 H2  SING N N 23 
A1A46 C01 H3  SING N N 24 
A1A46 C01 H4  SING N N 25 
A1A46 C04 H5  SING N N 26 
A1A46 C06 H6  SING N N 27 
A1A46 C07 H7  SING N N 28 
A1A46 C07 H8  SING N N 29 
A1A46 C14 H9  SING N N 30 
A1A46 C18 H10 SING N N 31 
A1A46 O08 H11 SING N N 32 
A1A46 O21 H12 SING N N 33 
A1A46 C10 H13 SING N N 34 
A1A46 C11 H14 SING N N 35 
A1A46 C11 H15 SING N N 36 
A1A46 C17 H16 SING N N 37 
A1A46 N09 H17 SING N N 38 
A1A46 O05 H19 SING N N 39 
A1A46 O16 H20 SING N N 40 
# 
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 
A1A46 SMILES           ACDLabs              14.52   "Oc1ccc(CC(NC(CO)C(O)C(C)=O)C(=O)O)cc1"                                                                                                      
A1A46 InChI            InChI                1.06    "InChI=1S/C14H19NO6/c1-8(17)13(19)12(7-16)15-11(14(20)21)6-9-2-4-10(18)5-3-9/h2-5,11-13,15-16,18-19H,6-7H2,1H3,(H,20,21)/t11-,12-,13+/m0/s1" 
A1A46 InChIKey         InChI                1.06    FFYADCDWUVDZPP-RWMBFGLXSA-N                                                                                                                  
A1A46 SMILES_CANONICAL CACTVS               3.385   "CC(=O)[C@@H](O)[C@H](CO)N[C@@H](Cc1ccc(O)cc1)C(O)=O"                                                                                        
A1A46 SMILES           CACTVS               3.385   "CC(=O)[CH](O)[CH](CO)N[CH](Cc1ccc(O)cc1)C(O)=O"                                                                                             
A1A46 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(=O)[C@H]([C@H](CO)N[C@@H](Cc1ccc(cc1)O)C(=O)O)O"                                                                                         
A1A46 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(=O)C(C(CO)NC(Cc1ccc(cc1)O)C(=O)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 
A1A46 "SYSTEMATIC NAME" ACDLabs              14.52   "(2S)-2-{[(2S,3S)-1,3-dihydroxy-4-oxopentan-2-yl]amino}-3-(4-hydroxyphenyl)propanoic acid (non-preferred name)"    
A1A46 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-2-[[(2~{S},3~{S})-1,3-bis(oxidanyl)-4-oxidanylidene-pentan-2-yl]amino]-3-(4-hydroxyphenyl)propanoic 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 
A1A46 "Create component"   2024-09-09 RCSB 
A1A46 "Modify value order" 2025-05-06 RCSB 
A1A46 "Initial release"    2025-07-16 RCSB 
# 
