data_A1AKE
# 
_chem_comp.id                                    A1AKE 
_chem_comp.name                                  "(2R)-(2,3-dihydro-1-benzofuran-5-yl)[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]acetic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 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                     2024-04-03 
_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                        338.317 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKE 
_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        7GZB 
_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 
A1AKE N1  N1  N 0 1 Y N N N N N -0.930 9.724  -6.214  -2.492 -1.505 -0.803 N1  A1AKE 1  
A1AKE N3  N2  N 0 1 Y N N N N N -0.123 9.163  -10.125 -6.133 -0.484 0.665  N3  A1AKE 2  
A1AKE C4  C1  C 0 1 Y N N N N N -1.556 14.209 -4.391  2.305  -0.678 -0.997 C4  A1AKE 3  
A1AKE C5  C2  C 0 1 Y N N N N N -2.227 15.403 -4.598  3.475  -1.406 -1.059 C5  A1AKE 4  
A1AKE C6  C3  C 0 1 Y N N N N N -1.493 16.568 -4.739  4.489  -1.184 -0.131 C6  A1AKE 5  
A1AKE C7  C4  C 0 1 Y N N N N N -0.123 16.580 -4.641  4.303  -0.215 0.848  C7  A1AKE 6  
A1AKE C8  C5  C 0 1 Y N N N N N 0.540  15.374 -4.401  3.132  0.507  0.910  C8  A1AKE 7  
A1AKE C10 C6  C 0 1 N N N N N N -0.900 18.615 -5.456  6.563  -0.958 0.794  C10 A1AKE 8  
A1AKE C13 C7  C 0 1 Y N N N N N -0.541 9.293  -8.830  -5.000 -0.993 0.089  C13 A1AKE 9  
A1AKE C15 C8  C 0 1 Y N N N N N 1.078  10.831 -9.232  -4.530 0.959  1.204  C15 A1AKE 10 
A1AKE O1  O1  O 0 1 N N N N N N 0.791  13.189 -1.620  0.064  2.238  -1.843 O1  A1AKE 11 
A1AKE C2  C9  C 0 1 N N N N N N 0.412  12.464 -2.538  0.893  2.186  -0.966 C2  A1AKE 12 
A1AKE O2  O2  O 0 1 N N N N N N -0.177 11.306 -2.389  1.853  3.121  -0.894 O2  A1AKE 13 
A1AKE C1  C10 C 0 1 N N S N N N 0.580  12.874 -3.997  0.848  1.071  0.047  C1  A1AKE 14 
A1AKE N   N3  N 0 1 N N N N N N 0.125  11.796 -4.864  -0.284 0.189  -0.246 N   A1AKE 15 
A1AKE C   C11 C 0 1 N N N N N N 0.606  11.602 -6.090  -1.511 0.490  0.222  C   A1AKE 16 
A1AKE C11 C12 C 0 1 Y N N N N N -0.054 10.514 -6.866  -2.656 -0.402 -0.075 C11 A1AKE 17 
A1AKE C16 C13 C 0 1 Y N N N N N 0.200  10.321 -8.229  -3.942 -0.107 0.403  C16 A1AKE 18 
A1AKE C14 C14 C 0 1 Y N N N N N 0.851  10.107 -10.355 -5.840 0.678  1.326  C14 A1AKE 19 
A1AKE N2  N4  N 0 1 Y N N N N N -1.454 8.500  -8.222  -4.732 -2.065 -0.643 N2  A1AKE 20 
A1AKE C12 C15 C 0 1 Y N N N N N -1.575 8.791  -6.925  -3.508 -2.301 -1.070 C12 A1AKE 21 
A1AKE O   O3  O 0 1 N N N N N N 1.515  12.284 -6.572  -1.679 1.492  0.888  O   A1AKE 22 
A1AKE C3  C16 C 0 1 Y N N N N N -0.166 14.180 -4.264  2.130  0.282  -0.018 C3  A1AKE 23 
A1AKE C9  C17 C 0 1 N N N N N N 0.346  17.998 -4.857  5.565  -0.183 1.687  C9  A1AKE 24 
A1AKE O3  O4  O 0 1 N N N N N N -2.020 17.820 -4.989  5.700  -1.792 0.002  O3  A1AKE 25 
A1AKE H   H1  H 0 1 N N N N N N -0.465 8.498  -10.789 -7.013 -0.888 0.613  H   A1AKE 26 
A1AKE H4  H2  H 0 1 N N N N N N -2.116 13.288 -4.327  1.523  -0.855 -1.721 H4  A1AKE 27 
A1AKE H5  H3  H 0 1 N N N N N N -3.306 15.425 -4.649  3.605  -2.151 -1.830 H5  A1AKE 28 
A1AKE H6  H4  H 0 1 N N N N N N 1.617  15.367 -4.320  2.999  1.253  1.679  H6  A1AKE 29 
A1AKE H9  H5  H 0 1 N N N N N N -1.007 19.657 -5.120  7.127  -0.274 0.160  H9  A1AKE 30 
A1AKE H10 H6  H 0 1 N N N N N N -0.847 18.588 -6.554  7.236  -1.562 1.402  H10 A1AKE 31 
A1AKE H13 H7  H 0 1 N N N N N N 1.787  11.638 -9.118  -4.014 1.811  1.620  H13 A1AKE 32 
A1AKE H3  H8  H 0 1 N N N N N N -0.266 11.112 -1.463  1.841  3.816  -1.566 H3  A1AKE 33 
A1AKE H2  H9  H 0 1 N N N N N N 1.650  13.051 -4.180  0.731  1.493  1.046  H2  A1AKE 34 
A1AKE H1  H10 H 0 1 N N N N N N -0.580 11.174 -4.523  -0.150 -0.611 -0.778 H1  A1AKE 35 
A1AKE H12 H11 H 0 1 N N N N N N 1.362  10.251 -11.296 -6.556 1.281  1.866  H12 A1AKE 36 
A1AKE H11 H12 H 0 1 N N N N N N -2.288 8.194  -6.376  -3.329 -3.185 -1.664 H11 A1AKE 37 
A1AKE H7  H13 H 0 1 N N N N N N 0.623  18.482 -3.909  5.901  0.842  1.846  H7  A1AKE 38 
A1AKE H8  H14 H 0 1 N N N N N N 1.196  18.042 -5.554  5.415  -0.694 2.637  H8  A1AKE 39 
# 
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 
A1AKE O   C   DOUB N N 1  
A1AKE C   N   SING N N 2  
A1AKE N   C1  SING N N 3  
A1AKE C1  C2  SING N N 4  
A1AKE C2  O1  DOUB N N 5  
A1AKE O2  C2  SING N N 6  
A1AKE C3  C1  SING N N 7  
A1AKE C3  C4  DOUB Y N 8  
A1AKE C4  C5  SING Y N 9  
A1AKE C5  C6  DOUB Y N 10 
A1AKE C6  C7  SING Y N 11 
A1AKE C7  C8  DOUB Y N 12 
A1AKE C8  C3  SING Y N 13 
A1AKE C9  C7  SING N N 14 
A1AKE C10 C9  SING N N 15 
A1AKE O3  C10 SING N N 16 
A1AKE C6  O3  SING N N 17 
A1AKE C11 C   SING N N 18 
A1AKE C11 N1  DOUB Y N 19 
A1AKE N1  C12 SING Y N 20 
A1AKE C12 N2  DOUB Y N 21 
A1AKE N2  C13 SING Y N 22 
A1AKE C13 N3  SING Y N 23 
A1AKE N3  C14 SING Y N 24 
A1AKE C14 C15 DOUB Y N 25 
A1AKE C15 C16 SING Y N 26 
A1AKE C16 C11 SING Y N 27 
A1AKE C13 C16 DOUB Y N 28 
A1AKE N3  H   SING N N 29 
A1AKE C4  H4  SING N N 30 
A1AKE C5  H5  SING N N 31 
A1AKE C8  H6  SING N N 32 
A1AKE C10 H9  SING N N 33 
A1AKE C10 H10 SING N N 34 
A1AKE C15 H13 SING N N 35 
A1AKE O2  H3  SING N N 36 
A1AKE C1  H2  SING N N 37 
A1AKE N   H1  SING N N 38 
A1AKE C14 H12 SING N N 39 
A1AKE C12 H11 SING N N 40 
A1AKE C9  H7  SING N N 41 
A1AKE C9  H8  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 
A1AKE SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)c1ncnc2[NH]ccc21)c1cc2CCOc2cc1"                                                                                                           
A1AKE InChI            InChI                1.06  "InChI=1S/C17H14N4O4/c22-16(14-11-3-5-18-15(11)20-8-19-14)21-13(17(23)24)10-1-2-12-9(7-10)4-6-25-12/h1-3,5,7-8,13H,4,6H2,(H,21,22)(H,23,24)(H,18,19,20)" 
A1AKE InChIKey         InChI                1.06  GWSVTAOVQPLNIX-UHFFFAOYSA-N                                                                                                                              
A1AKE SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H](NC(=O)c1ncnc2[nH]ccc12)c3ccc4OCCc4c3"                                                                                                      
A1AKE SMILES           CACTVS               3.385 "OC(=O)[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccc4OCCc4c3"                                                                                                        
A1AKE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1[C@@H](C(=O)O)NC(=O)c3c4cc[nH]c4ncn3)CCO2"                                                                                                    
A1AKE SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(C(=O)O)NC(=O)c3c4cc[nH]c4ncn3)CCO2"                                                                                                         
# 
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 
A1AKE "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-(2,3-dihydro-1-benzofuran-5-yl)[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]acetic acid"             
A1AKE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylcarbonylamino)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 
A1AKE "Create component" 2024-04-03 RCSB 
A1AKE "Initial release"  2024-05-15 RCSB 
# 
