data_A1AU0
# 
_chem_comp.id                                    A1AU0 
_chem_comp.name                                  
;(2R)-2-phenoxy-3-{[(1S,2S,4S)-spiro[bicyclo[2.2.1]heptane-7,1'-cyclopropane]-2-carbonyl]amino}propanoic acid
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-12 
_chem_comp.pdbx_modified_date                    2024-06-14 
_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                        329.390 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AU0 
_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        9C81 
_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 
A1AU0 C02  C1  C 0 1 N N N N N N 21.690 4.054 10.796 -3.026 -2.160 0.342  C02  A1AU0 1  
A1AU0 C03  C2  C 0 1 N N R N N N 22.406 3.944 12.141 -2.036 -1.038 0.168  C03  A1AU0 2  
A1AU0 C05  C3  C 0 1 Y N N N N N 20.996 5.599 13.379 -3.396 0.832  -0.387 C05  A1AU0 3  
A1AU0 C06  C4  C 0 1 Y N N N N N 20.485 6.494 12.449 -3.855 0.818  0.922  C06  A1AU0 4  
A1AU0 C09  C5  C 0 1 Y N N N N N 19.434 6.407 15.024 -4.712 2.787  -0.825 C09  A1AU0 5  
A1AU0 C10  C6  C 0 1 Y N N N N N 20.493 5.584 14.690 -3.825 1.821  -1.260 C10  A1AU0 6  
A1AU0 C13  C7  C 0 1 N N N N N N 25.069 5.350 13.610 1.565  -0.805 -0.728 C13  A1AU0 7  
A1AU0 C15  C8  C 0 1 N N N N N N 23.931 5.628 15.791 3.864  -0.182 -1.516 C15  A1AU0 8  
A1AU0 C19  C9  C 0 1 N N R N N N 25.836 6.971 15.714 3.076  0.666  0.657  C19  A1AU0 9  
A1AU0 C21  C10 C 0 1 N N N N N N 25.134 8.078 18.114 5.354  1.957  1.307  C21  A1AU0 10 
A1AU0 C22  C11 C 0 1 N N N N N N 25.092 6.584 18.319 4.846  2.593  0.004  C22  A1AU0 11 
A1AU0 C07  C12 C 0 1 Y N N N N N 19.422 7.313 12.810 -4.742 1.786  1.352  C07  A1AU0 12 
A1AU0 C08  C13 C 0 1 Y N N N N N 18.900 7.271 14.089 -5.172 2.768  0.479  C08  A1AU0 13 
A1AU0 C11  C14 C 0 1 N N N N N N 23.941 3.830 12.046 -0.693 -1.609 -0.292 C11  A1AU0 14 
A1AU0 C14  C15 C 0 1 N N R N N N 25.309 5.642 15.103 2.588  0.300  -0.784 C14  A1AU0 15 
A1AU0 C16  C16 C 0 1 N N S N N N 23.619 7.076 16.191 5.001  -0.061 -0.449 C16  A1AU0 16 
A1AU0 C17  C17 C 0 1 N N N N N N 23.821 7.983 14.959 4.674  -1.205 0.568  C17  A1AU0 17 
A1AU0 C18  C18 C 0 1 N N N N N N 25.358 8.101 14.817 3.398  -0.723 1.300  C18  A1AU0 18 
A1AU0 C20  C19 C 0 1 N N N N N N 24.937 7.160 16.960 4.506  1.170  0.348  C20  A1AU0 19 
A1AU0 N12  N1  N 0 1 N N N N N N 24.388 4.225 13.373 0.301  -0.534 -0.346 N12  A1AU0 20 
A1AU0 O01  O1  O 0 1 N N N N N N 22.158 4.546 9.781  -4.001 -2.222 -0.370 O01  A1AU0 21 
A1AU0 O04  O2  O 0 1 N N N N N N 22.079 4.721 13.318 -2.524 -0.120 -0.813 O04  A1AU0 22 
A1AU0 O23  O3  O 0 1 N N N N N N 25.371 6.134 12.717 1.879  -1.938 -1.026 O23  A1AU0 23 
A1AU0 O24  O4  O 0 1 N N N N N N 20.536 3.446 10.862 -2.823 -3.094 1.284  O24  A1AU0 24 
A1AU0 H031 H1  H 0 0 N N N N N N 22.132 2.925 12.453 -1.904 -0.519 1.117  H031 A1AU0 25 
A1AU0 H061 H2  H 0 0 N N N N N N 20.908 6.553 11.457 -3.520 0.051  1.604  H061 A1AU0 26 
A1AU0 H091 H3  H 0 0 N N N N N N 19.022 6.374 16.022 -5.049 3.556  -1.505 H091 A1AU0 27 
A1AU0 H101 H4  H 0 0 N N N N N N 20.931 4.933 15.433 -3.466 1.837  -2.278 H101 A1AU0 28 
A1AU0 H152 H5  H 0 0 N N N N N N 23.165 5.254 15.096 3.751  -1.218 -1.836 H152 A1AU0 29 
A1AU0 H151 H6  H 0 0 N N N N N N 23.960 4.987 16.684 4.075  0.458  -2.373 H151 A1AU0 30 
A1AU0 H191 H7  H 0 0 N N N N N N 26.915 6.974 15.927 2.439  1.332  1.239  H191 A1AU0 31 
A1AU0 H211 H8  H 0 0 N N N N N N 26.082 8.624 18.229 6.413  1.706  1.367  H211 A1AU0 32 
A1AU0 H212 H9  H 0 0 N N N N N N 24.303 8.707 18.467 4.893  2.279  2.240  H212 A1AU0 33 
A1AU0 H221 H10 H 0 0 N N N N N N 26.009 6.038 18.585 4.051  3.335  0.081  H221 A1AU0 34 
A1AU0 H222 H11 H 0 0 N N N N N N 24.231 6.121 18.823 5.572  2.762  -0.791 H222 A1AU0 35 
A1AU0 H071 H12 H 0 0 N N N N N N 18.999 7.990 12.083 -5.099 1.776  2.371  H071 A1AU0 36 
A1AU0 H081 H13 H 0 0 N N N N N N 18.075 7.914 14.357 -5.865 3.524  0.817  H081 A1AU0 37 
A1AU0 H112 H14 H 0 0 N N N N N N 24.246 2.798 11.818 -0.364 -2.374 0.411  H112 A1AU0 38 
A1AU0 H111 H15 H 0 0 N N N N N N 24.340 4.508 11.278 -0.806 -2.050 -1.282 H111 A1AU0 39 
A1AU0 H141 H16 H 0 0 N N N N N N 25.907 4.818 15.520 2.173  1.177  -1.281 H141 A1AU0 40 
A1AU0 H161 H17 H 0 0 N N N N N N 22.698 7.238 16.771 6.020  -0.017 -0.831 H161 A1AU0 41 
A1AU0 H172 H18 H 0 0 N N N N N N 23.381 7.524 14.061 4.479  -2.138 0.040  H172 A1AU0 42 
A1AU0 H171 H19 H 0 0 N N N N N N 23.368 8.972 15.125 5.495  -1.332 1.273  H171 A1AU0 43 
A1AU0 H182 H20 H 0 0 N N N N N N 25.678 7.949 13.775 3.577  -0.614 2.370  H182 A1AU0 44 
A1AU0 H181 H21 H 0 0 N N N N N N 25.720 9.077 15.173 2.584  -1.424 1.119  H181 A1AU0 45 
A1AU0 H121 H22 H 0 0 N N N N N N 24.175 3.626 14.145 0.050  0.372  -0.108 H121 A1AU0 46 
A1AU0 H1   H23 H 0 1 N N N N N N 20.127 3.449 10.005 -3.483 -3.797 1.355  H1   A1AU0 47 
# 
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 
A1AU0 C02 O01  DOUB N N 1  
A1AU0 C05 O04  SING N N 2  
A1AU0 C06 C05  DOUB Y N 3  
A1AU0 C07 C06  SING Y N 4  
A1AU0 C08 C07  DOUB Y N 5  
A1AU0 C09 C08  SING Y N 6  
A1AU0 C10 C09  DOUB Y N 7  
A1AU0 O04 C03  SING N N 8  
A1AU0 C11 C03  SING N N 9  
A1AU0 N12 C11  SING N N 10 
A1AU0 C13 N12  SING N N 11 
A1AU0 C15 C14  SING N N 12 
A1AU0 C16 C15  SING N N 13 
A1AU0 C17 C16  SING N N 14 
A1AU0 C18 C17  SING N N 15 
A1AU0 C19 C18  SING N N 16 
A1AU0 C20 C19  SING N N 17 
A1AU0 C21 C20  SING N N 18 
A1AU0 C22 C21  SING N N 19 
A1AU0 C14 C13  SING N N 20 
A1AU0 O23 C13  DOUB N N 21 
A1AU0 C03 C02  SING N N 22 
A1AU0 O24 C02  SING N N 23 
A1AU0 C05 C10  SING Y N 24 
A1AU0 C14 C19  SING N N 25 
A1AU0 C16 C20  SING N N 26 
A1AU0 C20 C22  SING N N 27 
A1AU0 C03 H031 SING N N 28 
A1AU0 C06 H061 SING N N 29 
A1AU0 C09 H091 SING N N 30 
A1AU0 C10 H101 SING N N 31 
A1AU0 C15 H152 SING N N 32 
A1AU0 C15 H151 SING N N 33 
A1AU0 C19 H191 SING N N 34 
A1AU0 C21 H211 SING N N 35 
A1AU0 C21 H212 SING N N 36 
A1AU0 C22 H221 SING N N 37 
A1AU0 C22 H222 SING N N 38 
A1AU0 C07 H071 SING N N 39 
A1AU0 C08 H081 SING N N 40 
A1AU0 C11 H112 SING N N 41 
A1AU0 C11 H111 SING N N 42 
A1AU0 C14 H141 SING N N 43 
A1AU0 C16 H161 SING N N 44 
A1AU0 C17 H172 SING N N 45 
A1AU0 C17 H171 SING N N 46 
A1AU0 C18 H182 SING N N 47 
A1AU0 C18 H181 SING N N 48 
A1AU0 N12 H121 SING N N 49 
A1AU0 O24 H1   SING N N 50 
# 
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 
A1AU0 SMILES           ACDLabs              12.01 "O=C(O)C(Oc1ccccc1)CNC(=O)C1CC2CCC1C12CC1"                                                                                                                       
A1AU0 InChI            InChI                1.06  "InChI=1S/C19H23NO4/c21-17(14-10-12-6-7-15(14)19(12)8-9-19)20-11-16(18(22)23)24-13-4-2-1-3-5-13/h1-5,12,14-16H,6-11H2,(H,20,21)(H,22,23)/t12-,14?,15-,16+/m0/s1" 
A1AU0 InChIKey         InChI                1.06  MJMYSNTUGIKOIH-WWTUQBGBSA-N                                                                                                                                      
A1AU0 SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H](CNC(=O)[C@@H]1C[C@@H]2CC[C@H]1C23CC3)Oc4ccccc4"                                                                                                    
A1AU0 SMILES           CACTVS               3.385 "OC(=O)[CH](CNC(=O)[CH]1C[CH]2CC[CH]1C23CC3)Oc4ccccc4"                                                                                                           
A1AU0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)O[C@H](CNC(=O)[C@@H]2C[C@@H]3CC[C@H]2C34CC4)C(=O)O"                                                                                                   
A1AU0 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)OC(CNC(=O)C2CC3CCC2C34CC4)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 
A1AU0 "SYSTEMATIC NAME" ACDLabs              12.01 
;(2R)-2-phenoxy-3-{[(1S,2S,4S)-spiro[bicyclo[2.2.1]heptane-7,1'-cyclopropane]-2-carbonyl]amino}propanoic acid
;
A1AU0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 
;(2~{R})-2-phenoxy-3-[[(1~{R},2~{R},4~{S})-spiro[bicyclo[2.2.1]heptane-7,1'-cyclopropane]-2-yl]carbonylamino]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 
A1AU0 "Create component" 2024-06-12 RCSB 
A1AU0 "Initial release"  2024-06-19 RCSB 
# 
