data_A1AKS
# 
_chem_comp.id                                    A1AKS 
_chem_comp.name                                  "(2R)-(2,3-dihydro-1,4-benzodioxin-6-yl)[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]acetic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-04 
_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                        326.307 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKS 
_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        7GZJ 
_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 
A1AKS N1  N1  N 0 1 Y N N N N N 1.107  11.872 -6.991 -2.688 -1.189 -0.997 N1  A1AKS 1  
A1AKS N3  N2  N 0 1 Y N N N N N -0.533 8.414  -8.343 -5.496 1.623  -0.194 N3  A1AKS 2  
A1AKS C4  C1  C 0 1 Y N N N N N 0.039  9.621  -8.053 -4.695 0.582  -0.573 C4  A1AKS 3  
A1AKS C5  C2  C 0 1 Y N N N N N -1.409 8.104  -7.332 -4.790 2.498  0.591  C5  A1AKS 4  
A1AKS C6  C3  C 0 1 Y N N N N N -1.416 9.090  -6.399 -3.530 2.057  0.742  C6  A1AKS 5  
A1AKS C7  C4  C 0 1 Y N N N N N -0.498 10.080 -6.844 -3.428 0.805  -0.005 C7  A1AKS 6  
A1AKS C8  C5  C 0 1 Y N N N N N -0.212 14.137 -4.472 1.254  -0.287 0.164  C8  A1AKS 7  
A1AKS C10 C6  C 0 1 Y N N N N N -2.161 15.560 -4.638 2.717  1.238  1.291  C10 A1AKS 8  
A1AKS C13 C7  C 0 1 Y N N N N N 0.612  15.256 -4.530 2.266  -0.608 -0.723 C13 A1AKS 9  
A1AKS C15 C8  C 0 1 N N N N N N -1.154 18.754 -5.766 6.050  0.913  -0.137 C15 A1AKS 10 
A1AKS O   O1  O 0 1 N N N N N N 0.085  11.141 -2.609 -1.073 -2.047 1.872  O   A1AKS 11 
A1AKS C   C9  C 0 1 N N N N N N 0.448  12.257 -2.941 -0.206 -2.068 1.030  C   A1AKS 12 
A1AKS O1  O2  O 0 1 N N N N N N 0.933  13.141 -2.110 0.658  -3.094 0.983  O1  A1AKS 13 
A1AKS C1  C10 C 0 1 N N S N N N 0.412  12.750 -4.384 -0.096 -0.943 0.033  C1  A1AKS 14 
A1AKS N   N3  N 0 1 N N N N N N -0.344 11.811 -5.186 -1.146 0.045  0.294  N   A1AKS 15 
A1AKS C2  C11 C 0 1 Y N N N N N 0.095  11.267 -6.334 -2.409 -0.130 -0.243 C2  A1AKS 16 
A1AKS N2  N4  N 0 1 Y N N N N N 1.017  10.225 -8.751 -4.877 -0.510 -1.315 N2  A1AKS 17 
A1AKS C3  C12 C 0 1 Y N N N N N 1.487  11.323 -8.150 -3.893 -1.360 -1.512 C3  A1AKS 18 
A1AKS C12 C13 C 0 1 Y N N N N N 0.064  16.519 -4.647 3.509  -0.006 -0.605 C12 A1AKS 19 
A1AKS O2  O3  O 0 1 N N N N N N 0.926  17.593 -4.718 4.497  -0.336 -1.482 O2  A1AKS 20 
A1AKS C14 C14 C 0 1 N N N N N N 0.418  18.734 -5.464 5.610  0.561  -1.564 C14 A1AKS 21 
A1AKS O3  O4  O 0 1 N N N N N N -1.925 17.900 -4.902 4.944  1.535  0.530  O3  A1AKS 22 
A1AKS C11 C15 C 0 1 Y N N N N N -1.338 16.674 -4.711 3.735  0.922  0.405  C11 A1AKS 23 
A1AKS C9  C16 C 0 1 Y N N N N N -1.592 14.303 -4.518 1.482  0.629  1.173  C9  A1AKS 24 
A1AKS H1  H1  H 0 1 N N N N N N -0.346 7.854  -9.150 -6.428 1.728  -0.443 H1  A1AKS 25 
A1AKS H5  H2  H 0 1 N N N N N N -2.006 7.205  -7.286 -5.187 3.405  1.023  H5  A1AKS 26 
A1AKS H6  H3  H 0 1 N N N N N N -2.005 9.117  -5.494 -2.744 2.536  1.307  H6  A1AKS 27 
A1AKS H8  H4  H 0 1 N N N N N N -3.235 15.672 -4.674 2.891  1.958  2.078  H8  A1AKS 28 
A1AKS H9  H5  H 0 1 N N N N N N 1.684  15.137 -4.483 2.087  -1.329 -1.507 H9  A1AKS 29 
A1AKS H12 H6  H 0 1 N N N N N N -1.516 19.786 -5.646 6.341  0.005  0.393  H12 A1AKS 30 
A1AKS H13 H7  H 0 1 N N N N N N -1.311 18.428 -6.805 6.893  1.604  -0.172 H13 A1AKS 31 
A1AKS H2  H8  H 0 1 N N N N N N 0.953  12.775 -1.234 0.548  -3.792 1.643  H2  A1AKS 32 
A1AKS H   H9  H 0 1 N N N N N N 1.444  12.807 -4.759 -0.212 -1.339 -0.976 H   A1AKS 33 
A1AKS H3  H10 H 0 1 N N N N N N -0.543 11.040 -4.581 -0.956 0.821  0.843  H3  A1AKS 34 
A1AKS H4  H11 H 0 1 N N N N N N 2.281  11.836 -8.671 -4.077 -2.234 -2.119 H4  A1AKS 35 
A1AKS H10 H12 H 0 1 N N N N N N 0.659  19.641 -4.890 5.313  1.467  -2.092 H10 A1AKS 36 
A1AKS H11 H13 H 0 1 N N N N N N 0.943  18.761 -6.430 6.432  0.079  -2.094 H11 A1AKS 37 
A1AKS H7  H14 H 0 1 N N N N N N -2.232 13.435 -4.459 0.691  0.874  1.867  H7  A1AKS 38 
# 
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 
A1AKS C   O   DOUB N N 1  
A1AKS O1  C   SING N N 2  
A1AKS C1  C   SING N N 3  
A1AKS N   C1  SING N N 4  
A1AKS C2  N   SING N N 5  
A1AKS C2  N1  DOUB Y N 6  
A1AKS N1  C3  SING Y N 7  
A1AKS C3  N2  DOUB Y N 8  
A1AKS N2  C4  SING Y N 9  
A1AKS C4  N3  SING Y N 10 
A1AKS N3  C5  SING Y N 11 
A1AKS C5  C6  DOUB Y N 12 
A1AKS C6  C7  SING Y N 13 
A1AKS C7  C2  SING Y N 14 
A1AKS C4  C7  DOUB Y N 15 
A1AKS C8  C1  SING N N 16 
A1AKS C8  C9  DOUB Y N 17 
A1AKS C9  C10 SING Y N 18 
A1AKS C10 C11 DOUB Y N 19 
A1AKS C11 C12 SING Y N 20 
A1AKS C12 C13 DOUB Y N 21 
A1AKS C13 C8  SING Y N 22 
A1AKS O2  C12 SING N N 23 
A1AKS C14 O2  SING N N 24 
A1AKS C15 C14 SING N N 25 
A1AKS O3  C15 SING N N 26 
A1AKS C11 O3  SING N N 27 
A1AKS N3  H1  SING N N 28 
A1AKS C5  H5  SING N N 29 
A1AKS C6  H6  SING N N 30 
A1AKS C10 H8  SING N N 31 
A1AKS C13 H9  SING N N 32 
A1AKS C15 H12 SING N N 33 
A1AKS C15 H13 SING N N 34 
A1AKS O1  H2  SING N N 35 
A1AKS C1  H   SING N N 36 
A1AKS N   H3  SING N N 37 
A1AKS C3  H4  SING N N 38 
A1AKS C14 H10 SING N N 39 
A1AKS C14 H11 SING N N 40 
A1AKS C9  H7  SING N N 41 
# 
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 
A1AKS SMILES           ACDLabs              12.01 "O=C(O)C(Nc1ncnc2[NH]ccc21)c1ccc2OCCOc2c1"                                                                                                    
A1AKS InChI            InChI                1.06  "InChI=1S/C16H14N4O4/c21-16(22)13(9-1-2-11-12(7-9)24-6-5-23-11)20-15-10-3-4-17-14(10)18-8-19-15/h1-4,7-8,13H,5-6H2,(H,21,22)(H2,17,18,19,20)" 
A1AKS InChIKey         InChI                1.06  FHHVXLFEHODNRQ-UHFFFAOYSA-N                                                                                                                   
A1AKS SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H](Nc1ncnc2[nH]ccc12)c3ccc4OCCOc4c3"                                                                                               
A1AKS SMILES           CACTVS               3.385 "OC(=O)[CH](Nc1ncnc2[nH]ccc12)c3ccc4OCCOc4c3"                                                                                                 
A1AKS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1[C@@H](C(=O)O)Nc3c4cc[nH]c4ncn3)OCCO2"                                                                                             
A1AKS SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(C(=O)O)Nc3c4cc[nH]c4ncn3)OCCO2"                                                                                                  
# 
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 
A1AKS "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-(2,3-dihydro-1,4-benzodioxin-6-yl)[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]acetic acid"            
A1AKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)ethanoic 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 
A1AKS "Create component" 2024-04-04 RCSB 
A1AKS "Initial release"  2024-05-15 RCSB 
# 
