data_A1AKH
# 
_chem_comp.id                                    A1AKH 
_chem_comp.name                                  "(3R)-3-(4-bromophenyl)-3-{[5-(dimethylamino)pyridine-2-carbonyl]amino}propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 Br N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-03 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        392.247 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKH 
_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        7GZE 
_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 
A1AKH N1  N1  N  0 1 N N N N N N -0.722 13.662 -3.689 0.855  -0.738 -0.149 N1  A1AKH 1  
A1AKH C4  C1  C  0 1 Y N N N N N -3.970 15.120 -2.964 4.494  -0.964 -0.818 C4  A1AKH 2  
A1AKH C5  C2  C  0 1 Y N N N N N -2.637 14.822 -2.782 3.277  -0.452 -0.367 C5  A1AKH 3  
A1AKH C6  C3  C  0 1 N N N N N N -1.835 14.354 -3.962 2.035  -1.225 -0.581 C6  A1AKH 4  
A1AKH C7  C4  C  0 1 N N S N N N 0.146  13.138 -4.745 -0.359 -1.551 -0.262 C7  A1AKH 5  
A1AKH C8  C5  C  0 1 N N N N N N 1.521  12.821 -4.125 -0.412 -2.551 0.894  C8  A1AKH 6  
A1AKH C10 C6  C  0 1 Y N N N N N -0.400 11.888 -5.404 -1.569 -0.655 -0.208 C10 A1AKH 7  
A1AKH C13 C7  C  0 1 Y N N N N N -1.252 9.546  -6.615 -3.791 0.988  -0.109 C13 A1AKH 8  
A1AKH C15 C8  C  0 1 Y N N N N N 0.256  11.378 -6.510 -1.598 0.416  0.665  C15 A1AKH 9  
A1AKH BR  BR1 BR 0 0 N N N N N N -1.818 7.945  -7.460 -5.310 2.113  -0.042 BR  A1AKH 10 
A1AKH C12 C9  C  0 1 Y N N N N N -1.929 10.018 -5.508 -3.759 -0.081 -0.987 C12 A1AKH 11 
A1AKH C11 C10 C  0 1 Y N N N N N -1.501 11.192 -4.910 -2.649 -0.902 -1.036 C11 A1AKH 12 
A1AKH C14 C11 C  0 1 Y N N N N N -0.165 10.214 -7.121 -2.708 1.238  0.715  C14 A1AKH 13 
A1AKH C9  C12 C  0 1 N N N N N N 1.326  12.135 -2.789 -1.567 -3.497 0.687  C9  A1AKH 14 
A1AKH O2  O1  O  0 1 N N N N N N 1.558  12.873 -1.812 -1.773 -4.504 1.550  O2  A1AKH 15 
A1AKH O1  O2  O  0 1 N N N N N N 0.801  11.044 -2.644 -2.307 -3.349 -0.256 O1  A1AKH 16 
A1AKH O   O3  O  0 1 N N N N N N -2.247 14.495 -5.095 2.078  -2.300 -1.147 O   A1AKH 17 
A1AKH C3  C13 C  0 1 Y N N N N N -4.743 15.365 -1.849 5.650  -0.235 -0.608 C3  A1AKH 18 
A1AKH N2  N2  N  0 1 Y N N N N N -2.058 14.803 -1.576 3.222  0.721  0.253  N2  A1AKH 19 
A1AKH C16 C14 C  0 1 Y N N N N N -2.826 15.052 -0.502 4.299  1.442  0.464  C16 A1AKH 20 
A1AKH C2  C15 C  0 1 Y N N N N N -4.179 15.339 -0.590 5.552  0.990  0.050  C2  A1AKH 21 
A1AKH N   N3  N  0 1 N N N N N N -4.923 15.640 0.545  6.689  1.756  0.283  N   A1AKH 22 
A1AKH C1  C16 C  0 1 N N N N N N -4.270 15.824 1.834  7.977  1.347  -0.281 C1  A1AKH 23 
A1AKH C   C17 C  0 1 N N N N N N -6.233 15.034 0.727  6.598  2.974  1.093  C   A1AKH 24 
A1AKH H9  H1  H  0 1 N N N N N N -0.476 13.498 -2.734 0.810  0.149  0.241  H9  A1AKH 25 
A1AKH H8  H2  H  0 1 N N N N N N -4.398 15.161 -3.955 4.534  -1.919 -1.320 H8  A1AKH 26 
A1AKH H   H3  H  0 1 N N N N N N 0.285  13.909 -5.517 -0.347 -2.090 -1.209 H   A1AKH 27 
A1AKH H11 H4  H  0 1 N N N N N N 2.083  12.158 -4.799 0.519  -3.117 0.929  H11 A1AKH 28 
A1AKH H10 H5  H  0 1 N N N N N N 2.082  13.756 -3.979 -0.546 -2.014 1.833  H10 A1AKH 29 
A1AKH H16 H6  H  0 1 N N N N N N 1.115  11.901 -6.903 -0.753 0.611  1.309  H16 A1AKH 30 
A1AKH H14 H7  H  0 1 N N N N N N -2.779 9.480  -5.114 -4.603 -0.274 -1.633 H14 A1AKH 31 
A1AKH H13 H8  H  0 1 N N N N N N -2.029 11.573 -4.048 -2.624 -1.737 -1.721 H13 A1AKH 32 
A1AKH H15 H9  H  0 1 N N N N N N 0.355  9.833  -7.988 -2.730 2.075  1.397  H15 A1AKH 33 
A1AKH H12 H10 H  0 1 N N N N N N 1.267  12.445 -1.015 -2.526 -5.085 1.376  H12 A1AKH 34 
A1AKH H7  H11 H  0 1 N N N N N N -5.796 15.578 -1.962 6.607  -0.606 -0.946 H7  A1AKH 35 
A1AKH H17 H12 H  0 1 N N N N N N -2.368 15.027 0.476  4.215  2.392  0.971  H17 A1AKH 36 
A1AKH H5  H13 H  0 1 N N N N N N -3.282 16.282 1.683  8.100  1.793  -1.268 H5  A1AKH 37 
A1AKH H6  H14 H  0 1 N N N N N N -4.886 16.481 2.466  8.783  1.681  0.372  H6  A1AKH 38 
A1AKH H4  H15 H  0 1 N N N N N N -4.150 14.848 2.327  8.007  0.260  -0.368 H4  A1AKH 39 
A1AKH H3  H16 H  0 1 N N N N N N -6.715 14.901 -0.253 5.593  3.062  1.505  H3  A1AKH 40 
A1AKH H1  H17 H  0 1 N N N N N N -6.119 14.055 1.216  7.322  2.924  1.907  H1  A1AKH 41 
A1AKH H2  H18 H  0 1 N N N N N N -6.855 15.688 1.356  6.812  3.842  0.469  H2  A1AKH 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 
A1AKH C   N   SING N N 1  
A1AKH C1  N   SING N N 2  
A1AKH N   C2  SING N N 3  
A1AKH C2  C3  DOUB Y N 4  
A1AKH C3  C4  SING Y N 5  
A1AKH C4  C5  DOUB Y N 6  
A1AKH C5  C6  SING N N 7  
A1AKH O   C6  DOUB N N 8  
A1AKH C6  N1  SING N N 9  
A1AKH N1  C7  SING N N 10 
A1AKH C8  C7  SING N N 11 
A1AKH C9  C8  SING N N 12 
A1AKH O1  C9  DOUB N N 13 
A1AKH O2  C9  SING N N 14 
A1AKH C7  C10 SING N N 15 
A1AKH C10 C11 DOUB Y N 16 
A1AKH C11 C12 SING Y N 17 
A1AKH C12 C13 DOUB Y N 18 
A1AKH C13 BR  SING N N 19 
A1AKH C14 C13 SING Y N 20 
A1AKH C15 C14 DOUB Y N 21 
A1AKH C10 C15 SING Y N 22 
A1AKH N2  C5  SING Y N 23 
A1AKH C16 N2  DOUB Y N 24 
A1AKH C2  C16 SING Y N 25 
A1AKH N1  H9  SING N N 26 
A1AKH C4  H8  SING N N 27 
A1AKH C7  H   SING N N 28 
A1AKH C8  H11 SING N N 29 
A1AKH C8  H10 SING N N 30 
A1AKH C15 H16 SING N N 31 
A1AKH C12 H14 SING N N 32 
A1AKH C11 H13 SING N N 33 
A1AKH C14 H15 SING N N 34 
A1AKH O2  H12 SING N N 35 
A1AKH C3  H7  SING N N 36 
A1AKH C16 H17 SING N N 37 
A1AKH C1  H5  SING N N 38 
A1AKH C1  H6  SING N N 39 
A1AKH C1  H4  SING N N 40 
A1AKH C   H3  SING N N 41 
A1AKH C   H1  SING N N 42 
A1AKH C   H2  SING N N 43 
# 
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 
A1AKH SMILES           ACDLabs              12.01 "O=C(NC(CC(=O)O)c1ccc(Br)cc1)c1ccc(cn1)N(C)C"                                                                                                     
A1AKH InChI            InChI                1.06  "InChI=1S/C17H18BrN3O3/c1-21(2)13-7-8-14(19-10-13)17(24)20-15(9-16(22)23)11-3-5-12(18)6-4-11/h3-8,10,15H,9H2,1-2H3,(H,20,24)(H,22,23)/t15-/m1/s1" 
A1AKH InChIKey         InChI                1.06  AIPFYHWZLYBABR-OAHLLOKOSA-N                                                                                                                       
A1AKH SMILES_CANONICAL CACTVS               3.385 "CN(C)c1ccc(nc1)C(=O)N[C@@H](CC(O)=O)c2ccc(Br)cc2"                                                                                                
A1AKH SMILES           CACTVS               3.385 "CN(C)c1ccc(nc1)C(=O)N[CH](CC(O)=O)c2ccc(Br)cc2"                                                                                                  
A1AKH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)c1ccc(nc1)C(=O)N[C@@H](CC(=O)O)c2ccc(cc2)Br"                                                                                                
A1AKH SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)c1ccc(nc1)C(=O)NC(CC(=O)O)c2ccc(cc2)Br"                                                                                                     
# 
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 
A1AKH "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-3-(4-bromophenyl)-3-{[5-(dimethylamino)pyridine-2-carbonyl]amino}propanoic acid"     
A1AKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-3-(4-bromophenyl)-3-[[5-(dimethylamino)pyridin-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 
A1AKH "Create component" 2024-04-03 RCSB 
A1AKH "Initial release"  2024-05-15 RCSB 
# 
