data_A1CKK
# 
_chem_comp.id                                    A1CKK 
_chem_comp.name                                  "(3S)-3-[(2-chloro-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                               "C16 H13 Cl 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                        344.752 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKK 
_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        7IJL 
_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 
A1CKK N2  N1  N  0 1 Y N N N N N -45.204 -29.293 4.776  -1.757 -0.681 -0.716 N2  A1CKK 1  
A1CKK C3  C1  C  0 1 N N S N N N -44.967 -30.307 0.869  2.352  -0.338 0.508  C3  A1CKK 2  
A1CKK C6  C2  C  0 1 Y N N N N N -45.061 -29.192 6.094  -3.008 -0.770 -1.123 C6  A1CKK 3  
A1CKK C9  C3  C  0 1 Y N N N N N -48.974 -28.929 4.916  -2.465 1.895  1.952  C9  A1CKK 4  
A1CKK C12 C4  C  0 1 Y N N N N N -47.233 -30.718 -0.236 3.828  1.671  0.276  C12 A1CKK 5  
A1CKK C14 C5  C  0 1 Y N N N N N -47.684 -32.798 -1.430 4.049  2.823  -1.811 C14 A1CKK 6  
A1CKK C1  C6  C  0 1 N N N N N N -43.609 -32.049 2.257  2.604  -2.716 1.162  C1  A1CKK 7  
A1CKK C10 C7  C  0 1 Y N N N N N -49.486 -28.781 6.180  -3.747 2.287  2.068  C10 A1CKK 8  
A1CKK C11 C8  C  0 1 Y N N N N N -45.933 -31.174 0.066  2.954  0.775  -0.311 C11 A1CKK 9  
A1CKK C13 C9  C  0 1 Y N N N N N -48.103 -31.535 -0.977 4.375  2.695  -0.474 C13 A1CKK 10 
A1CKK C15 C10 C  0 1 Y N N N N N -46.391 -33.254 -1.140 3.184  1.920  -2.401 C15 A1CKK 11 
A1CKK C16 C11 C  0 1 Y N N N N N -45.525 -32.446 -0.397 2.632  0.900  -1.649 C16 A1CKK 12 
A1CKK C2  C12 C  0 1 N N N N N N -43.606 -31.016 1.119  3.115  -1.637 0.243  C2  A1CKK 13 
A1CKK C4  C13 C  0 1 N N N N N N -46.515 -29.354 2.703  -0.006 0.236  0.728  C4  A1CKK 14 
A1CKK C5  C14 C  0 1 Y N N N N N -46.429 -29.220 4.200  -1.413 0.140  0.275  C5  A1CKK 15 
A1CKK C7  C15 C  0 1 Y N N N N N -47.247 -28.966 6.442  -3.746 0.781  0.405  C7  A1CKK 16 
A1CKK C8  C16 C  0 1 Y N N N N N -47.548 -29.048 5.052  -2.418 0.911  0.877  C8  A1CKK 17 
A1CKK N1  N2  N  0 1 N N N N N N -45.410 -29.948 2.217  0.946  -0.512 0.137  N1  A1CKK 18 
A1CKK N3  N3  N  0 1 Y N N N N N -46.013 -29.031 7.011  -3.985 -0.065 -0.587 N3  A1CKK 19 
A1CKK N4  N4  N  0 1 Y N N N N N -48.450 -28.796 7.093  -4.521 1.629  1.150  N4  A1CKK 20 
A1CKK O1  O1  O  0 1 N N N N N N -43.029 -31.706 3.310  3.186  -3.926 1.164  O1  A1CKK 21 
A1CKK O2  O2  O  0 1 N N N N N N -47.504 -28.991 2.068  0.290  0.990  1.634  O2  A1CKK 22 
A1CKK O3  O3  O  0 1 N N N N N N -44.186 -33.143 2.068  1.672  -2.493 1.897  O3  A1CKK 23 
A1CKK CL1 CL1 CL 0 0 N N N N N N -43.446 -29.289 6.661  -3.384 -1.860 -2.421 CL1 A1CKK 24 
A1CKK H3  H1  H  0 1 N N N N N N -44.771 -29.388 0.297  2.419  -0.087 1.567  H3  A1CKK 25 
A1CKK H5  H2  H  0 1 N N N N N N -49.536 -28.952 3.994  -1.630 2.243  2.543  H5  A1CKK 26 
A1CKK H8  H3  H  0 1 N N N N N N -47.558 -29.745 0.101  4.080  1.573  1.322  H8  A1CKK 27 
A1CKK H10 H4  H  0 1 N N N N N N -48.359 -33.417 -2.002 4.480  3.620  -2.398 H10 A1CKK 28 
A1CKK H6  H5  H  0 1 N N N N N N -50.533 -28.670 6.423  -4.111 3.013  2.780  H6  A1CKK 29 
A1CKK H9  H6  H  0 1 N N N N N N -49.102 -31.190 -1.200 5.058  3.395  -0.015 H9  A1CKK 30 
A1CKK H11 H7  H  0 1 N N N N N N -46.066 -34.223 -1.488 2.929  2.021  -3.445 H11 A1CKK 31 
A1CKK H12 H8  H  0 1 N N N N N N -44.529 -32.799 -0.173 1.956  0.194  -2.110 H12 A1CKK 32 
A1CKK H1  H9  H  0 1 N N N N N N -43.315 -31.531 0.192  2.965  -1.941 -0.793 H1  A1CKK 33 
A1CKK H2  H10 H  0 1 N N N N N N -42.859 -30.245 1.360  4.178  -1.477 0.424  H2  A1CKK 34 
A1CKK H4  H11 H  0 1 N N N N N N -44.752 -30.197 2.927  0.700  -1.167 -0.536 H4  A1CKK 35 
A1CKK H7  H12 H  0 1 N N N N N N -48.557 -28.698 8.082  -5.478 1.747  1.044  H7  A1CKK 36 
A1CKK H13 H13 H  0 1 N N N N N N -43.093 -32.406 3.949  2.823  -4.586 1.771  H13 A1CKK 37 
# 
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 
A1CKK C14 C15 DOUB Y N 1  
A1CKK C14 C13 SING Y N 2  
A1CKK C15 C16 SING Y N 3  
A1CKK C13 C12 DOUB Y N 4  
A1CKK C16 C11 DOUB Y N 5  
A1CKK C12 C11 SING Y N 6  
A1CKK C11 C3  SING N N 7  
A1CKK C3  C2  SING N N 8  
A1CKK C3  N1  SING N N 9  
A1CKK C2  C1  SING N N 10 
A1CKK O2  C4  DOUB N N 11 
A1CKK O3  C1  DOUB N N 12 
A1CKK N1  C4  SING N N 13 
A1CKK C1  O1  SING N N 14 
A1CKK C4  C5  SING N N 15 
A1CKK C5  N2  DOUB Y N 16 
A1CKK C5  C8  SING Y N 17 
A1CKK N2  C6  SING Y N 18 
A1CKK C9  C8  SING Y N 19 
A1CKK C9  C10 DOUB Y N 20 
A1CKK C8  C7  DOUB Y N 21 
A1CKK C6  CL1 SING N N 22 
A1CKK C6  N3  DOUB Y N 23 
A1CKK C10 N4  SING Y N 24 
A1CKK C7  N3  SING Y N 25 
A1CKK C7  N4  SING Y N 26 
A1CKK C3  H3  SING N N 27 
A1CKK C9  H5  SING N N 28 
A1CKK C12 H8  SING N N 29 
A1CKK C14 H10 SING N N 30 
A1CKK C10 H6  SING N N 31 
A1CKK C13 H9  SING N N 32 
A1CKK C15 H11 SING N N 33 
A1CKK C16 H12 SING N N 34 
A1CKK C2  H1  SING N N 35 
A1CKK C2  H2  SING N N 36 
A1CKK N1  H4  SING N N 37 
A1CKK N4  H7  SING N N 38 
A1CKK O1  H13 SING N N 39 
# 
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 
A1CKK SMILES           ACDLabs              14.52   "O=C(O)CC(NC(=O)c1nc(Cl)nc2[NH]ccc12)c1ccccc1"                                                                                                         
A1CKK InChI            InChI                1.06    "InChI=1S/C16H13ClN4O3/c17-16-20-13(10-6-7-18-14(10)21-16)15(24)19-11(8-12(22)23)9-4-2-1-3-5-9/h1-7,11H,8H2,(H,19,24)(H,22,23)(H,18,20,21)/t11-/m0/s1" 
A1CKK InChIKey         InChI                1.06    XAHBKMQEQUARBH-NSHDSACASA-N                                                                                                                            
A1CKK SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1nc(Cl)nc2[nH]ccc12)c3ccccc3"                                                                                                     
A1CKK SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1nc(Cl)nc2[nH]ccc12)c3ccccc3"                                                                                                      
A1CKK SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3nc(n2)Cl"                                                                                                   
A1CKK SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(CC(=O)O)NC(=O)c2c3cc[nH]c3nc(n2)Cl"                                                                                                       
# 
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 
A1CKK "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-[(2-chloro-7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]-3-phenylpropanoic acid"            
A1CKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-[(2-chloranyl-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 
A1CKK "Create component" 2025-07-24 RCSB 
A1CKK "Initial release"  2025-09-17 RCSB 
# 
