data_A1CKE
# 
_chem_comp.id                                    A1CKE 
_chem_comp.name                                  "(3S)-3-[(5-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]-3-phenylpropanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 N4 O3" 
_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                        324.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKE 
_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        7IJH 
_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 
A1CKE N2  N1  N 0 1 Y N N N N N -48.253 -28.888 5.168  -4.315 -1.374 -0.250 N2  A1CKE 1  
A1CKE C3  C1  C 0 1 Y N N N N N -50.744 -28.700 2.617  -3.775 2.134  -0.441 C3  A1CKE 2  
A1CKE C6  C2  C 0 1 Y N N N N N -47.245 -29.851 2.682  -1.740 -0.772 0.387  C6  A1CKE 3  
A1CKE C9  C3  C 0 1 N N N N N N -43.284 -31.880 1.121  2.949  -1.408 -0.631 C9  A1CKE 4  
A1CKE C12 C4  C 0 1 Y N N N N N -44.421 -34.148 -0.462 3.228  1.547  0.994  C12 A1CKE 5  
A1CKE C14 C5  C 0 1 Y N N N N N -46.185 -35.824 -0.513 3.112  3.574  -0.274 C14 A1CKE 6  
A1CKE C17 C6  C 0 1 Y N N N N N -48.589 -29.375 2.733  -2.636 0.252  0.047  C17 A1CKE 7  
A1CKE C1  C7  C 0 1 N N N N N N -49.895 -29.550 0.396  -1.339 2.557  0.177  C1  A1CKE 8  
A1CKE C10 C8  C 0 1 N N N N N N -43.157 -32.398 2.557  2.670  -2.860 -0.340 C10 A1CKE 9  
A1CKE C11 C9  C 0 1 Y N N N N N -45.269 -33.262 0.243  2.428  0.916  0.060  C11 A1CKE 10 
A1CKE C13 C10 C 0 1 Y N N N N N -44.874 -35.428 -0.833 3.570  2.876  0.828  C13 A1CKE 11 
A1CKE C15 C11 C 0 1 Y N N N N N -47.039 -34.951 0.182  2.321  2.941  -1.214 C15 A1CKE 12 
A1CKE C16 C12 C 0 1 Y N N N N N -46.584 -33.675 0.560  1.975  1.613  -1.044 C16 A1CKE 13 
A1CKE C2  C13 C 0 1 Y N N N N N -49.735 -29.227 1.851  -2.556 1.703  -0.070 C2  A1CKE 14 
A1CKE C4  C14 C 0 1 Y N N N N N -48.988 -28.924 4.026  -3.969 -0.095 -0.279 C4  A1CKE 15 
A1CKE C5  C15 C 0 1 Y N N N N N -47.024 -29.357 4.951  -3.438 -2.303 0.075  C5  A1CKE 16 
A1CKE C7  C16 C 0 1 N N N N N N -46.580 -30.373 1.442  -0.334 -0.467 0.738  C7  A1CKE 17 
A1CKE C8  C17 C 0 1 N N S N N N -44.758 -31.874 0.637  2.051  -0.531 0.244  C8  A1CKE 18 
A1CKE N1  N2  N 0 1 Y N N N N N -50.291 -28.514 3.910  -4.627 1.070  -0.569 N1  A1CKE 19 
A1CKE N3  N3  N 0 1 Y N N N N N -46.496 -29.809 3.814  -2.188 -2.027 0.387  N3  A1CKE 20 
A1CKE N4  N4  N 0 1 N N N N N N -45.583 -31.234 1.666  0.652  -0.724 -0.144 N4  A1CKE 21 
A1CKE O1  O1  O 0 1 N N N N N N -46.902 -30.018 0.312  -0.069 0.015  1.822  O1  A1CKE 22 
A1CKE O2  O2  O 0 1 N N N N N N -43.398 -33.611 2.699  1.785  -3.164 0.424  O2  A1CKE 23 
A1CKE O3  O3  O 0 1 N N N N N N -42.865 -31.595 3.477  3.406  -3.816 -0.929 O3  A1CKE 24 
A1CKE H4  H1  H 0 1 N N N N N N -51.738 -28.467 2.265  -4.043 3.166  -0.611 H4  A1CKE 25 
A1CKE H10 H2  H 0 1 N N N N N N -42.694 -32.527 0.456  3.994  -1.188 -0.414 H10 A1CKE 26 
A1CKE H9  H3  H 0 1 N N N N N N -42.891 -30.854 1.077  2.745  -1.202 -1.681 H9  A1CKE 27 
A1CKE H11 H4  H 0 1 N N N N N N -43.418 -33.840 -0.718 3.583  1.002  1.857  H11 A1CKE 28 
A1CKE H13 H5  H 0 1 N N N N N N -46.537 -36.803 -0.803 3.383  4.611  -0.406 H13 A1CKE 29 
A1CKE H3  H6  H 0 1 N N N N N N -49.621 -28.672 -0.207 -1.355 2.925  1.202  H3  A1CKE 30 
A1CKE H2  H7  H 0 1 N N N N N N -49.240 -30.394 0.134  -0.439 1.963  0.018  H2  A1CKE 31 
A1CKE H1  H8  H 0 1 N N N N N N -50.942 -29.822 0.194  -1.342 3.402  -0.512 H1  A1CKE 32 
A1CKE H12 H9  H 0 1 N N N N N N -44.217 -36.103 -1.361 4.196  3.368  1.558  H12 A1CKE 33 
A1CKE H14 H10 H 0 1 N N N N N N -48.045 -35.260 0.426  1.974  3.483  -2.081 H14 A1CKE 34 
A1CKE H15 H11 H 0 1 N N N N N N -47.242 -33.007 1.095  1.350  1.121  -1.775 H15 A1CKE 35 
A1CKE H6  H12 H 0 1 N N N N N N -46.370 -29.373 5.810  -3.758 -3.334 0.087  H6  A1CKE 36 
A1CKE H8  H13 H 0 1 N N N N N N -44.796 -31.246 -0.266 2.180  -0.809 1.290  H8  A1CKE 37 
A1CKE H5  H14 H 0 1 N N N N N N -50.837 -28.134 4.656  -5.560 1.133  -0.827 H5  A1CKE 38 
A1CKE H7  H15 H 0 1 N N N N N N -45.382 -31.462 2.619  0.435  -1.037 -1.036 H7  A1CKE 39 
A1CKE H16 H16 H 0 1 N N N N N N -42.855 -32.055 4.308  3.190  -4.733 -0.712 H16 A1CKE 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 
A1CKE C13 C14 DOUB Y N 1  
A1CKE C13 C12 SING Y N 2  
A1CKE C14 C15 SING Y N 3  
A1CKE C12 C11 DOUB Y N 4  
A1CKE C15 C16 DOUB Y N 5  
A1CKE C11 C16 SING Y N 6  
A1CKE C11 C8  SING N N 7  
A1CKE O1  C7  DOUB N N 8  
A1CKE C1  C2  SING N N 9  
A1CKE C8  C9  SING N N 10 
A1CKE C8  N4  SING N N 11 
A1CKE C9  C10 SING N N 12 
A1CKE C7  N4  SING N N 13 
A1CKE C7  C6  SING N N 14 
A1CKE C2  C3  DOUB Y N 15 
A1CKE C2  C17 SING Y N 16 
A1CKE C10 O2  DOUB N N 17 
A1CKE C10 O3  SING N N 18 
A1CKE C3  N1  SING Y N 19 
A1CKE C6  C17 DOUB Y N 20 
A1CKE C6  N3  SING Y N 21 
A1CKE C17 C4  SING Y N 22 
A1CKE N3  C5  DOUB Y N 23 
A1CKE N1  C4  SING Y N 24 
A1CKE C4  N2  DOUB Y N 25 
A1CKE C5  N2  SING Y N 26 
A1CKE C3  H4  SING N N 27 
A1CKE C9  H10 SING N N 28 
A1CKE C9  H9  SING N N 29 
A1CKE C12 H11 SING N N 30 
A1CKE C14 H13 SING N N 31 
A1CKE C1  H3  SING N N 32 
A1CKE C1  H2  SING N N 33 
A1CKE C1  H1  SING N N 34 
A1CKE C13 H12 SING N N 35 
A1CKE C15 H14 SING N N 36 
A1CKE C16 H15 SING N N 37 
A1CKE C5  H6  SING N N 38 
A1CKE C8  H8  SING N N 39 
A1CKE N1  H5  SING N N 40 
A1CKE N4  H7  SING N N 41 
A1CKE O3  H16 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 
A1CKE SMILES           ACDLabs              14.52   "O=C(O)CC(NC(=O)c1ncnc2[NH]cc(C)c12)c1ccccc1"                                                                                                                 
A1CKE InChI            InChI                1.06    "InChI=1S/C17H16N4O3/c1-10-8-18-16-14(10)15(19-9-20-16)17(24)21-12(7-13(22)23)11-5-3-2-4-6-11/h2-6,8-9,12H,7H2,1H3,(H,21,24)(H,22,23)(H,18,19,20)/t12-/m0/s1" 
A1CKE InChIKey         InChI                1.06    LPHYGEJETNSAFW-LBPRGKRZSA-N                                                                                                                                   
A1CKE SMILES_CANONICAL CACTVS               3.385   "Cc1c[nH]c2ncnc(C(=O)N[C@@H](CC(O)=O)c3ccccc3)c12"                                                                                                            
A1CKE SMILES           CACTVS               3.385   "Cc1c[nH]c2ncnc(C(=O)N[CH](CC(O)=O)c3ccccc3)c12"                                                                                                              
A1CKE SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1c[nH]c2c1c(ncn2)C(=O)N[C@@H](CC(=O)O)c3ccccc3"                                                                                                            
A1CKE SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1c[nH]c2c1c(ncn2)C(=O)NC(CC(=O)O)c3ccccc3"                                                                                                                 
# 
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 
A1CKE "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-[(5-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]-3-phenylpropanoic acid"         
A1CKE "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-[(5-methyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)carbonylamino]-3-phenyl-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 
A1CKE "Create component" 2025-07-24 RCSB 
A1CKE "Initial release"  2025-09-17 RCSB 
# 
