data_A1APP
# 
_chem_comp.id                                    A1APP 
_chem_comp.name                                  Cefadroxil 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1S,2R,3R,6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-25 
_chem_comp.pdbx_modified_date                    2024-07-19 
_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                        363.388 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1APP 
_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        9BIR 
_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.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 
A1APP C1X  C1  C 0 1 N N N N N N 147.315 146.505 155.791 4.814  -0.293 0.312  C1X  A1APP 1  
A1APP C2X  C2  C 0 1 N N N N N N 146.810 146.441 154.375 3.579  0.434  -0.032 C2X  A1APP 2  
A1APP C3X  C3  C 0 1 N N N N N N 146.903 145.384 153.566 3.502  1.741  0.170  C3X  A1APP 3  
A1APP C4X  C4  C 0 1 N N R N N N 145.724 147.802 152.529 1.349  0.342  -1.348 C4X  A1APP 4  
A1APP C5X  C5  C 0 1 N N N N N N 146.427 148.952 154.129 1.943  -1.486 -0.523 C5X  A1APP 5  
A1APP C6X  C6  C 0 1 N N N N N N 146.840 143.964 154.052 4.708  2.379  0.809  C6X  A1APP 6  
A1APP C7X  C7  C 0 1 N N N N N N 147.043 145.514 152.070 2.373  2.663  -0.154 C7X  A1APP 7  
A1APP C8X  C8  C 0 1 N N R N N N 145.727 149.335 152.814 0.620  -0.966 -1.059 C8X  A1APP 8  
A1APP C9X  C9  C 0 1 N N N N N N 145.836 151.013 151.053 -1.454 -1.712 -0.021 C9X  A1APP 9  
A1APP N1X  N1  N 0 1 N N N N N N 146.196 147.611 153.905 2.486  -0.258 -0.580 N1X  A1APP 10 
A1APP N2X  N2  N 0 1 N N N N N N 146.463 150.202 151.912 -0.422 -0.845 -0.037 N2X  A1APP 11 
A1APP N3X  N3  N 0 1 N N N N N N 145.840 152.478 149.122 -3.245 -2.863 1.150  N3X  A1APP 12 
A1APP O1X  O1  O 0 1 N N N N N N 148.398 145.910 156.019 5.803  0.320  0.662  O1X  A1APP 13 
A1APP O2X  O2  O 0 1 N N N N N N 146.634 147.133 156.629 4.845  -1.639 0.244  O2X  A1APP 14 
A1APP O3X  O3  O 0 1 N N N N N N 146.977 149.546 155.040 2.349  -2.577 -0.180 O3X  A1APP 15 
A1APP O4X  O4  O 0 1 N N N N N N 144.614 151.113 150.987 -1.520 -2.591 -0.854 O4X  A1APP 16 
A1APP O5X  O5  O 0 1 N N N N N N 150.740 148.691 147.635 -6.139 2.475  -0.442 O5X  A1APP 17 
A1APP S1X  S1  S 0 1 N N N N N N 146.933 147.177 151.354 0.798  1.777  -0.363 S1X  A1APP 18 
A1APP C10X C10 C 0 0 N N R N N N 146.742 151.845 150.127 -2.526 -1.588 1.031  C10X A1APP 19 
A1APP C11X C11 C 0 0 Y N N N N N 147.810 150.997 149.468 -3.493 -0.501 0.637  C11X A1APP 20 
A1APP C12X C12 C 0 0 Y N N N N N 147.556 149.682 149.105 -3.389 0.755  1.206  C12X A1APP 21 
A1APP C13X C13 C 0 0 Y N N N N N 149.066 151.523 149.203 -4.479 -0.760 -0.297 C13X A1APP 22 
A1APP C14X C14 C 0 0 Y N N N N N 148.527 148.908 148.494 -4.273 1.753  0.846  C14X A1APP 23 
A1APP C15X C15 C 0 0 Y N N N N N 150.046 150.762 148.591 -5.366 0.235  -0.660 C15X A1APP 24 
A1APP C16X C16 C 0 0 Y N N N N N 149.778 149.449 148.235 -5.267 1.495  -0.086 C16X A1APP 25 
A1APP H1X  H3  H 0 1 N N N N N N 144.727 147.392 152.311 1.539  0.552  -2.400 H1X  A1APP 26 
A1APP H4X  H4  H 0 1 N N N N N N 146.739 143.955 155.147 5.449  2.605  0.041  H4X  A1APP 27 
A1APP H3X  H5  H 0 1 N N N N N N 145.973 143.460 153.599 4.410  3.301  1.308  H3X  A1APP 28 
A1APP H2X  H6  H 0 1 N N N N N N 147.762 143.437 153.765 5.138  1.694  1.538  H2X  A1APP 29 
A1APP H5X  H7  H 0 1 N N N N N N 146.249 144.906 151.612 2.266  3.389  0.652  H5X  A1APP 30 
A1APP H6X  H8  H 0 1 N N N N N N 148.025 145.102 151.795 2.604  3.194  -1.079 H6X  A1APP 31 
A1APP H7X  H9  H 0 1 N N N N N N 144.706 149.698 153.002 0.278  -1.483 -1.956 H7X  A1APP 32 
A1APP H8X  H10 H 0 1 N N N N N N 147.463 150.193 151.933 -0.369 -0.142 0.629  H8X  A1APP 33 
A1APP H10X H11 H 0 0 N N N N N N 145.150 153.028 149.592 -3.926 -2.826 1.893  H10X A1APP 34 
A1APP H11X H12 H 0 0 N N N N N N 146.377 153.064 148.515 -3.679 -3.117 0.275  H11X A1APP 35 
A1APP H3   H14 H 0 1 N N N N N N 147.061 147.095 157.477 5.676  -2.072 0.484  H3   A1APP 36 
A1APP H16X H15 H 0 0 N N N N N N 151.531 149.207 147.531 -5.846 3.007  -1.194 H16X A1APP 37 
A1APP H9X  H16 H 0 1 N N N N N N 147.228 152.631 150.724 -2.069 -1.338 1.988  H9X  A1APP 38 
A1APP H12X H17 H 0 0 N N N N N N 146.584 149.255 149.303 -2.615 0.956  1.932  H12X A1APP 39 
A1APP H13X H18 H 0 0 N N N N N N 149.283 152.544 149.479 -4.556 -1.740 -0.743 H13X A1APP 40 
A1APP H14X H19 H 0 0 N N N N N N 148.312 147.886 148.220 -4.192 2.734  1.291  H14X A1APP 41 
A1APP H15X H20 H 0 0 N N N N N N 151.017 151.190 148.391 -6.136 0.033  -1.389 H15X A1APP 42 
# 
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 
A1APP O5X  C16X SING N N 1  
A1APP C16X C14X DOUB Y N 2  
A1APP C16X C15X SING Y N 3  
A1APP C14X C12X SING Y N 4  
A1APP C15X C13X DOUB Y N 5  
A1APP C12X C11X DOUB Y N 6  
A1APP N3X  C10X SING N N 7  
A1APP C13X C11X SING Y N 8  
A1APP C11X C10X SING N N 9  
A1APP C10X C9X  SING N N 10 
A1APP O4X  C9X  DOUB N N 11 
A1APP C9X  N2X  SING N N 12 
A1APP S1X  C7X  SING N N 13 
A1APP S1X  C4X  SING N N 14 
A1APP N2X  C8X  SING N N 15 
A1APP C7X  C3X  SING N N 16 
A1APP C4X  C8X  SING N N 17 
A1APP C4X  N1X  SING N N 18 
A1APP C8X  C5X  SING N N 19 
A1APP C3X  C6X  SING N N 20 
A1APP C3X  C2X  DOUB N N 21 
A1APP N1X  C5X  SING N N 22 
A1APP N1X  C2X  SING N N 23 
A1APP C5X  O3X  DOUB N N 24 
A1APP C2X  C1X  SING N N 25 
A1APP C1X  O1X  DOUB N N 26 
A1APP C1X  O2X  SING N N 27 
A1APP C4X  H1X  SING N N 28 
A1APP C6X  H4X  SING N N 29 
A1APP C6X  H3X  SING N N 30 
A1APP C6X  H2X  SING N N 31 
A1APP C7X  H5X  SING N N 32 
A1APP C7X  H6X  SING N N 33 
A1APP C8X  H7X  SING N N 34 
A1APP N2X  H8X  SING N N 35 
A1APP N3X  H10X SING N N 36 
A1APP N3X  H11X SING N N 37 
A1APP O2X  H3   SING N N 38 
A1APP O5X  H16X SING N N 39 
A1APP C10X H9X  SING N N 40 
A1APP C12X H12X SING N N 41 
A1APP C13X H13X SING N N 42 
A1APP C14X H14X SING N N 43 
A1APP C15X H15X SING N N 44 
# 
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 
A1APP SMILES           ACDLabs              12.01 "CC=1CSC2C(NC(=O)C(N)c3ccc(O)cc3)C(=O)N2C=1C(=O)O"                                                                                                                  
A1APP InChI            InChI                1.06  "InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1" 
A1APP InChIKey         InChI                1.06  BOEGTKLJZSQCCD-UEKVPHQBSA-N                                                                                                                                         
A1APP SMILES_CANONICAL CACTVS               3.385 "CC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C2=O)C(O)=O"                                                                                                     
A1APP SMILES           CACTVS               3.385 "CC1=C(N2[CH](SC1)[CH](NC(=O)[CH](N)c3ccc(O)cc3)C2=O)C(O)=O"                                                                                                        
A1APP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](c3ccc(cc3)O)N)SC1)C(=O)O"                                                                                                  
A1APP SMILES           "OpenEye OEToolkits" 2.0.7 "CC1=C(N2C(C(C2=O)NC(=O)C(c3ccc(cc3)O)N)SC1)C(=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 
A1APP "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"                    
A1APP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(6~{R},7~{R})-7-[[(2~{R})-2-azanyl-2-(4-hydroxyphenyl)ethanoyl]amino]-3-methyl-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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 
A1APP "Create component" 2024-04-25 RCSB 
A1APP "Initial release"  2024-07-24 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1APP 
_pdbx_chem_comp_synonyms.name         "(1S,2R,3R,6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
