data_A1AKI
# 
_chem_comp.id                                    A1AKI 
_chem_comp.name                                  "(3R)-3-(4-bromophenyl)-3-[(1-methyl-1H-pyrazolo[3,4-b]pyridine-4-carbonyl)amino]propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 Br N4 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                        403.230 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKI 
_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        7GZF 
_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 
A1AKI N1  N1  N  0 1 Y N N N N N -7.047 15.380 -0.979 6.371  -0.561 -0.940 N1  A1AKI 1  
A1AKI N3  N2  N  0 1 Y N N N N N -4.741 15.541 1.689  5.054  2.310  0.695  N3  A1AKI 2  
A1AKI C4  C1  C  0 1 N N N N N N -2.722 15.470 -2.137 2.047  -0.575 -0.090 C4  A1AKI 3  
A1AKI C5  C2  C  0 1 N N S N N N -0.671 14.893 -3.347 -0.286 -1.277 -0.086 C5  A1AKI 4  
A1AKI C6  C3  C  0 1 N N N N N N 0.784  15.083 -2.938 -0.338 -2.409 0.942  C6  A1AKI 5  
A1AKI C7  C4  C  0 1 N N N N N N 1.228  14.044 -1.937 -1.314 -3.461 0.483  C7  A1AKI 6  
A1AKI C8  C5  C  0 1 Y N N N N N -0.855 13.511 -3.949 -1.611 -0.559 -0.110 C8  A1AKI 7  
A1AKI C10 C6  C  0 1 Y N N N N N -0.140 11.788 -5.482 -3.747 -0.183 -1.125 C10 A1AKI 8  
A1AKI C13 C7  C  0 1 Y N N N N N -1.863 12.664 -3.510 -1.903 0.385  0.856  C13 A1AKI 9  
A1AKI C15 C8  C  0 1 Y N N N N N -3.410 15.639 1.589  3.812  2.547  1.054  C15 A1AKI 10 
A1AKI BR  BR1 BR 0 0 N N N N N N -1.384 9.255  -5.784 -5.708 1.652  -0.180 BR  A1AKI 11 
A1AKI C11 C9  C  0 1 Y N N N N N -1.159 10.980 -5.030 -4.042 0.758  -0.154 C11 A1AKI 12 
A1AKI C9  C10 C  0 1 Y N N N N N 0.007  13.049 -4.935 -2.532 -0.842 -1.102 C9  A1AKI 13 
A1AKI C12 C11 C  0 1 Y N N N N N -2.013 11.395 -4.038 -3.118 1.044  0.834  C12 A1AKI 14 
A1AKI O2  O1  O  0 1 N N N N N N 0.464  13.975 -0.878 -1.625 -4.486 1.291  O2  A1AKI 15 
A1AKI O1  O2  O  0 1 N N N N N N 2.198  13.312 -2.128 -1.817 -3.381 -0.613 O1  A1AKI 16 
A1AKI N2  N3  N  0 1 N N N N N N -1.446 15.075 -2.123 0.774  -0.334 0.279  N2  A1AKI 17 
A1AKI O   O3  O  0 1 N N N N N N -3.321 15.710 -3.183 2.332  -1.618 -0.646 O   A1AKI 18 
A1AKI C3  C12 C  0 1 Y N N N N N -3.414 15.563 -0.809 3.099  0.429  0.181  C3  A1AKI 19 
A1AKI C14 C13 C  0 1 Y N N N N N -2.711 15.636 0.393  2.798  1.632  0.817  C14 A1AKI 20 
A1AKI C16 C14 C  0 1 Y N N N N N -5.391 15.442 0.525  5.406  1.186  0.087  C16 A1AKI 21 
A1AKI N   N4  N  0 1 Y N N N N N -6.726 15.299 0.344  6.600  0.702  -0.381 N   A1AKI 22 
A1AKI C   C15 C  0 1 N N N N N N -7.734 14.949 1.331  7.893  1.387  -0.308 C   A1AKI 23 
A1AKI C2  C16 C  0 1 Y N N N N N -4.812 15.489 -0.741 4.440  0.199  -0.194 C2  A1AKI 24 
A1AKI C1  C17 C  0 1 Y N N N N N -5.911 15.457 -1.632 5.109  -0.865 -0.836 C1  A1AKI 25 
A1AKI H   H1  H  0 1 N N N N N N -0.945 15.657 -4.090 -0.080 -1.692 -1.073 H   A1AKI 26 
A1AKI H7  H2  H  0 1 N N N N N N 1.418  15.007 -3.834 0.653  -2.852 1.044  H7  A1AKI 27 
A1AKI H6  H3  H  0 1 N N N N N N 0.900  16.081 -2.490 -0.659 -2.011 1.905  H6  A1AKI 28 
A1AKI H10 H4  H  0 1 N N N N N N 0.534  11.442 -6.252 -4.468 -0.407 -1.897 H10 A1AKI 29 
A1AKI H12 H5  H  0 1 N N N N N N -2.543 13.002 -2.742 -1.181 0.609  1.628  H12 A1AKI 30 
A1AKI H14 H6  H  0 1 N N N N N N -2.842 15.726 2.503  3.575  3.479  1.547  H14 A1AKI 31 
A1AKI H9  H7  H  0 1 N N N N N N 0.807  13.687 -5.281 -2.302 -1.577 -1.859 H9  A1AKI 32 
A1AKI H11 H8  H  0 1 N N N N N N -2.791 10.739 -3.675 -3.346 1.781  1.590  H11 A1AKI 33 
A1AKI H8  H9  H  0 1 N N N N N N 0.779  13.286 -0.304 -2.257 -5.136 0.953  H8  A1AKI 34 
A1AKI H5  H10 H  0 1 N N N N N N -1.006 14.898 -1.243 0.559  0.465  0.786  H5  A1AKI 35 
A1AKI H13 H11 H  0 1 N N N N N N -1.632 15.690 0.392  1.785  1.849  1.122  H13 A1AKI 36 
A1AKI H2  H12 H  0 1 N N N N N N -8.698 14.784 0.828  8.034  1.994  -1.203 H2  A1AKI 37 
A1AKI H3  H13 H  0 1 N N N N N N -7.431 14.030 1.854  7.916  2.028  0.573  H3  A1AKI 38 
A1AKI H1  H14 H  0 1 N N N N N N -7.835 15.768 2.058  8.692  0.649  -0.241 H1  A1AKI 39 
A1AKI H4  H15 H  0 1 N N N N N N -5.826 15.491 -2.708 4.650  -1.780 -1.184 H4  A1AKI 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 
A1AKI C   N   SING N N 1  
A1AKI N   N1  SING Y N 2  
A1AKI N1  C1  DOUB Y N 3  
A1AKI C1  C2  SING Y N 4  
A1AKI C2  C3  DOUB Y N 5  
A1AKI C3  C4  SING N N 6  
A1AKI O   C4  DOUB N N 7  
A1AKI C4  N2  SING N N 8  
A1AKI N2  C5  SING N N 9  
A1AKI C6  C5  SING N N 10 
A1AKI C7  C6  SING N N 11 
A1AKI O1  C7  DOUB N N 12 
A1AKI O2  C7  SING N N 13 
A1AKI C5  C8  SING N N 14 
A1AKI C8  C9  DOUB Y N 15 
A1AKI C9  C10 SING Y N 16 
A1AKI C10 C11 DOUB Y N 17 
A1AKI C11 BR  SING N N 18 
A1AKI C12 C11 SING Y N 19 
A1AKI C13 C12 DOUB Y N 20 
A1AKI C8  C13 SING Y N 21 
A1AKI C14 C3  SING Y N 22 
A1AKI C15 C14 DOUB Y N 23 
A1AKI N3  C15 SING Y N 24 
A1AKI C16 N3  DOUB Y N 25 
A1AKI C2  C16 SING Y N 26 
A1AKI N   C16 SING Y N 27 
A1AKI C5  H   SING N N 28 
A1AKI C6  H7  SING N N 29 
A1AKI C6  H6  SING N N 30 
A1AKI C10 H10 SING N N 31 
A1AKI C13 H12 SING N N 32 
A1AKI C15 H14 SING N N 33 
A1AKI C9  H9  SING N N 34 
A1AKI C12 H11 SING N N 35 
A1AKI O2  H8  SING N N 36 
A1AKI N2  H5  SING N N 37 
A1AKI C14 H13 SING N N 38 
A1AKI C   H2  SING N N 39 
A1AKI C   H3  SING N N 40 
A1AKI C   H1  SING N N 41 
A1AKI C1  H4  SING N N 42 
# 
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 
A1AKI SMILES           ACDLabs              12.01 "Brc1ccc(cc1)C(CC(=O)O)NC(=O)c1ccnc2c1cnn2C"                                                                                                         
A1AKI InChI            InChI                1.06  "InChI=1S/C17H15BrN4O3/c1-22-16-13(9-20-22)12(6-7-19-16)17(25)21-14(8-15(23)24)10-2-4-11(18)5-3-10/h2-7,9,14H,8H2,1H3,(H,21,25)(H,23,24)/t14-/m1/s1" 
A1AKI InChIKey         InChI                1.06  HNXRGQKHEKNAON-CQSZACIVSA-N                                                                                                                          
A1AKI SMILES_CANONICAL CACTVS               3.385 "Cn1ncc2c(ccnc12)C(=O)N[C@@H](CC(O)=O)c3ccc(Br)cc3"                                                                                                  
A1AKI SMILES           CACTVS               3.385 "Cn1ncc2c(ccnc12)C(=O)N[CH](CC(O)=O)c3ccc(Br)cc3"                                                                                                    
A1AKI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1c2c(cn1)c(ccn2)C(=O)N[C@@H](CC(=O)O)c3ccc(cc3)Br"                                                                                                
A1AKI SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1c2c(cn1)c(ccn2)C(=O)NC(CC(=O)O)c3ccc(cc3)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 
A1AKI "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-3-(4-bromophenyl)-3-[(1-methyl-1H-pyrazolo[3,4-b]pyridine-4-carbonyl)amino]propanoic acid" 
A1AKI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-3-(4-bromophenyl)-3-[(1-methylpyrazolo[3,4-b]pyridin-4-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 
A1AKI "Create component" 2024-04-03 RCSB 
A1AKI "Initial release"  2024-05-15 RCSB 
# 
