data_A1CKH
# 
_chem_comp.id                                    A1CKH 
_chem_comp.name                                  "(3R)-3-(3-hydroxyphenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic 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                     2025-07-24 
_chem_comp.pdbx_modified_date                    2025-09-12 
_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                     A1CKH 
_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        7IJJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1CKH N2  N1  N 0 1 Y N N N N N -44.898 -29.182 5.308  -2.476 -1.508 -0.817 N2  A1CKH 1  
A1CKH C3  C1  C 0 1 N N R N N N -44.744 -29.616 1.244  1.239  0.493  0.022  C3  A1CKH 2  
A1CKH C6  C2  C 0 1 Y N N N N N -44.847 -29.157 6.632  -3.609 -2.113 -1.106 C6  A1CKH 3  
A1CKH C9  C3  C 0 1 Y N N N N N -48.706 -28.877 5.255  -4.097 1.334  1.067  C9  A1CKH 4  
A1CKH C12 C4  C 0 1 Y N N N N N -45.758 -27.706 -0.078 2.411  -1.532 -0.869 C12 A1CKH 5  
A1CKH C14 C5  C 0 1 Y N N N N N -44.519 -25.698 -0.647 4.480  -2.295 0.063  C14 A1CKH 6  
A1CKH C1  C6  C 0 1 N N N N N N -43.587 -31.717 2.092  2.665  2.357  -0.778 C1  A1CKH 7  
A1CKH C10 C7  C 0 1 Y N N N N N -49.284 -28.787 6.496  -5.440 1.297  1.147  C10 A1CKH 8  
A1CKH C11 C8  C 0 1 Y N N N N N -44.632 -28.253 0.574  2.384  -0.487 0.036  C11 A1CKH 9  
A1CKH C13 C9  C 0 1 Y N N N N N -45.709 -26.436 -0.685 3.458  -2.435 -0.855 C13 A1CKH 10 
A1CKH C15 C10 C 0 1 Y N N N N N -43.391 -26.234 0.003  4.462  -1.240 0.964  C15 A1CKH 11 
A1CKH C16 C11 C 0 1 Y N N N N N -43.444 -27.501 0.623  3.408  -0.339 0.952  C16 A1CKH 12 
A1CKH C2  C12 C 0 1 N N N N N N -43.551 -30.583 1.055  1.456  1.515  -1.095 C2  A1CKH 13 
A1CKH C4  C13 C 0 1 N N N N N N -46.169 -29.176 3.217  -1.183 0.302  0.206  C4  A1CKH 14 
A1CKH C5  C14 C 0 1 Y N N N N N -46.109 -29.110 4.699  -2.460 -0.375 -0.116 C5  A1CKH 15 
A1CKH C7  C15 C 0 1 Y N N N N N -47.070 -28.960 6.863  -4.877 -0.529 -0.028 C7  A1CKH 16 
A1CKH C8  C16 C 0 1 Y N N N N N -47.288 -28.990 5.471  -3.686 0.159  0.308  C8  A1CKH 17 
A1CKH N1  N2  N 0 1 N N N N N N -44.991 -29.465 2.666  -0.016 -0.227 -0.211 N1  A1CKH 18 
A1CKH N3  N3  N 0 1 Y N N N N N -45.868 -29.038 7.472  -4.784 -1.649 -0.730 N3  A1CKH 19 
A1CKH N4  N4  N 0 1 Y N N N N N -48.299 -28.834 7.464  -5.917 0.191  0.498  N4  A1CKH 20 
A1CKH O1  O1  O 0 1 N N N N N N -44.332 -32.691 1.845  3.213  2.247  0.293  O1  A1CKH 21 
A1CKH O2  O2  O 0 1 N N N N N N -47.219 -28.997 2.598  -1.188 1.335  0.846  O2  A1CKH 22 
A1CKH O3  O3  O 0 1 N N N N N N -42.250 -25.495 0.030  5.474  -1.092 1.859  O3  A1CKH 23 
A1CKH O4  O4  O 0 1 N N N N N N -42.880 -31.589 3.117  3.132  3.229  -1.686 O4  A1CKH 24 
A1CKH H3  H1  H 0 1 N N N N N N -45.621 -30.114 0.805  1.190  1.008  0.981  H3  A1CKH 25 
A1CKH H5  H2  H 0 1 N N N N N N -43.867 -29.243 7.077  -3.575 -3.030 -1.677 H5  A1CKH 26 
A1CKH H6  H3  H 0 1 N N N N N N -49.215 -28.865 4.303  -3.448 2.089  1.486  H6  A1CKH 27 
A1CKH H9  H4  H 0 1 N N N N N N -46.676 -28.273 -0.112 1.609  -1.646 -1.584 H9  A1CKH 28 
A1CKH H11 H5  H 0 1 N N N N N N -44.467 -24.725 -1.113 5.299  -2.999 0.071  H11 A1CKH 29 
A1CKH H7  H6  H 0 1 N N N N N N -50.343 -28.694 6.687  -6.051 2.032  1.649  H7  A1CKH 30 
A1CKH H10 H7  H 0 1 N N N N N N -46.583 -26.034 -1.176 3.476  -3.251 -1.563 H10 A1CKH 31 
A1CKH H13 H8  H 0 1 N N N N N N -42.576 -27.892 1.133  3.387  0.478  1.658  H13 A1CKH 32 
A1CKH H1  H9  H 0 1 N N N N N N -43.598 -31.018 0.046  1.614  0.994  -2.039 H1  A1CKH 33 
A1CKH H2  H10 H 0 1 N N N N N N -42.612 -30.022 1.169  0.578  2.156  -1.177 H2  A1CKH 34 
A1CKH H4  H11 H 0 1 N N N N N N -44.213 -29.588 3.283  -0.006 -1.084 -0.666 H4  A1CKH 35 
A1CKH H8  H12 H 0 1 N N N N N N -48.457 -28.784 8.450  -6.854 -0.048 0.421  H8  A1CKH 36 
A1CKH H12 H13 H 0 1 N N N N N N -41.574 -25.972 0.496  6.205  -0.546 1.538  H12 A1CKH 37 
A1CKH H14 H14 H 0 1 N N N N N N -42.996 -32.346 3.679  3.910  3.747  -1.437 H14 A1CKH 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 
A1CKH C13 C14 DOUB Y N 1  
A1CKH C13 C12 SING Y N 2  
A1CKH C14 C15 SING Y N 3  
A1CKH C12 C11 DOUB Y N 4  
A1CKH C15 O3  SING N N 5  
A1CKH C15 C16 DOUB Y N 6  
A1CKH C11 C16 SING Y N 7  
A1CKH C11 C3  SING N N 8  
A1CKH C2  C3  SING N N 9  
A1CKH C2  C1  SING N N 10 
A1CKH C3  N1  SING N N 11 
A1CKH O1  C1  DOUB N N 12 
A1CKH C1  O4  SING N N 13 
A1CKH O2  C4  DOUB N N 14 
A1CKH N1  C4  SING N N 15 
A1CKH C4  C5  SING N N 16 
A1CKH C5  N2  DOUB Y N 17 
A1CKH C5  C8  SING Y N 18 
A1CKH C9  C8  SING Y N 19 
A1CKH C9  C10 DOUB Y N 20 
A1CKH N2  C6  SING Y N 21 
A1CKH C8  C7  DOUB Y N 22 
A1CKH C10 N4  SING Y N 23 
A1CKH C6  N3  DOUB Y N 24 
A1CKH C7  N4  SING Y N 25 
A1CKH C7  N3  SING Y N 26 
A1CKH C3  H3  SING N N 27 
A1CKH C6  H5  SING N N 28 
A1CKH C9  H6  SING N N 29 
A1CKH C12 H9  SING N N 30 
A1CKH C14 H11 SING N N 31 
A1CKH C10 H7  SING N N 32 
A1CKH C13 H10 SING N N 33 
A1CKH C16 H13 SING N N 34 
A1CKH C2  H1  SING N N 35 
A1CKH C2  H2  SING N N 36 
A1CKH N1  H4  SING N N 37 
A1CKH N4  H8  SING N N 38 
A1CKH O3  H12 SING N N 39 
A1CKH O4  H14 SING N N 40 
# 
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 
A1CKH SMILES           ACDLabs              14.52   "Oc1cccc(c1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                              
A1CKH InChI            InChI                1.06    "InChI=1S/C16H14N4O4/c21-10-3-1-2-9(6-10)12(7-13(22)23)20-16(24)14-11-4-5-17-15(11)19-8-18-14/h1-6,8,12,21H,7H2,(H,20,24)(H,22,23)(H,17,18,19)/t12-/m1/s1" 
A1CKH InChIKey         InChI                1.06    DWVIVBHPMUXUQD-GFCCVEGCSA-N                                                                                                                                
A1CKH SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@@H](NC(=O)c1ncnc2[nH]ccc12)c3cccc(O)c3"                                                                                                         
A1CKH SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3cccc(O)c3"                                                                                                           
A1CKH SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)O)[C@@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                       
A1CKH SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)O)C(CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                            
# 
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 
A1CKH "SYSTEMATIC NAME" ACDLabs              14.52   "(3R)-3-(3-hydroxyphenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R})-3-(3-hydroxyphenyl)-3-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylcarbonylamino)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 
A1CKH "Create component" 2025-07-24 RCSB 
A1CKH "Initial release"  2025-09-17 RCSB 
# 
