data_A1CKI
# 
_chem_comp.id                                    A1CKI 
_chem_comp.name                                  "(3S)-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                     A1CKI 
_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 
A1CKI O1  O1  O 0 1 N N N N N N -43.302 -31.423 3.485  -2.373 -4.502 -0.118 O1  A1CKI 1  
A1CKI C1  C1  C 0 1 N N N N N N -44.036 -31.651 2.496  -1.904 -3.293 -0.466 C1  A1CKI 2  
A1CKI C2  C2  C 0 1 N N N N N N -44.171 -30.562 1.423  -2.494 -2.051 0.149  C2  A1CKI 3  
A1CKI C3  C3  C 0 1 N N S N N N -44.668 -29.228 2.027  -1.697 -0.827 -0.308 C3  A1CKI 4  
A1CKI C4  C4  C 0 1 N N N N N N -46.479 -29.000 3.726  0.658  -0.205 -0.355 C4  A1CKI 5  
A1CKI C5  C5  C 0 1 Y N N N N N -47.971 -29.100 3.895  2.010  -0.194 0.251  C5  A1CKI 6  
A1CKI C6  C6  C 0 1 Y N N N N N -50.074 -29.281 2.926  3.461  -0.854 1.918  C6  A1CKI 7  
A1CKI C7  C7  C 0 1 Y N N N N N -50.004 -29.158 5.153  4.331  0.502  0.279  C7  A1CKI 8  
A1CKI C8  C8  C 0 1 Y N N N N N -48.584 -29.060 5.171  3.059  0.525  -0.342 C8  A1CKI 9  
A1CKI C10 C9  C 0 1 Y N N N N N -49.304 -28.990 7.309  4.481  1.776  -1.560 C10 A1CKI 10 
A1CKI C11 C10 C 0 1 Y N N N N N -44.580 -28.039 1.075  -2.367 0.426  0.195  C11 A1CKI 11 
A1CKI C12 C11 C 0 1 Y N N N N N -45.730 -27.575 0.397  -2.177 0.833  1.502  C12 A1CKI 12 
A1CKI C13 C12 C 0 1 Y N N N N N -45.679 -26.466 -0.472 -2.791 1.982  1.966  C13 A1CKI 13 
A1CKI C14 C13 C 0 1 Y N N N N N -44.464 -25.800 -0.680 -3.596 2.725  1.124  C14 A1CKI 14 
A1CKI C15 C14 C 0 1 Y N N N N N -43.313 -26.250 -0.009 -3.787 2.318  -0.188 C15 A1CKI 15 
A1CKI C16 C15 C 0 1 Y N N N N N -43.366 -27.357 0.868  -3.166 1.168  -0.653 C16 A1CKI 16 
A1CKI C9  C16 C 0 1 Y N N N N N -48.162 -28.956 6.545  3.202  1.361  -1.527 C9  A1CKI 17 
A1CKI N1  N1  N 0 1 N N N N N N -46.048 -29.297 2.493  -0.336 -0.902 0.229  N1  A1CKI 18 
A1CKI N2  N2  N 0 1 Y N N N N N -48.749 -29.189 2.785  2.261  -0.862 1.376  N2  A1CKI 19 
A1CKI N3  N3  N 0 1 Y N N N N N -50.797 -29.273 4.048  4.478  -0.199 1.395  N3  A1CKI 20 
A1CKI N4  N4  N 0 1 Y N N N N N -50.400 -29.117 6.473  5.165  1.271  -0.488 N4  A1CKI 21 
A1CKI O2  O2  O 0 1 N N N N N N -45.731 -28.691 4.655  0.446  0.414  -1.379 O2  A1CKI 22 
A1CKI O3  O3  O 0 1 N N N N N N -42.143 -25.589 -0.216 -4.579 3.047  -1.018 O3  A1CKI 23 
A1CKI O4  O4  O 0 1 N N N N N N -44.688 -32.701 2.328  -1.010 -3.202 -1.273 O4  A1CKI 24 
A1CKI H14 H1  H 0 1 N N N N N N -43.324 -32.168 4.074  -1.963 -5.270 -0.539 H14 A1CKI 25 
A1CKI H2  H2  H 0 1 N N N N N N -44.889 -30.899 0.661  -3.532 -1.946 -0.166 H2  A1CKI 26 
A1CKI H1  H3  H 0 1 N N N N N N -43.189 -30.398 0.955  -2.450 -2.127 1.236  H1  A1CKI 27 
A1CKI H3  H4  H 0 1 N N N N N N -44.025 -29.005 2.891  -1.657 -0.806 -1.397 H3  A1CKI 28 
A1CKI H5  H5  H 0 1 N N N N N N -50.636 -29.374 2.009  3.620  -1.414 2.828  H5  A1CKI 29 
A1CKI H7  H6  H 0 1 N N N N N N -49.340 -28.928 8.387  4.906  2.415  -2.321 H7  A1CKI 30 
A1CKI H9  H7  H 0 1 N N N N N N -46.671 -28.083 0.548  -1.549 0.254  2.162  H9  A1CKI 31 
A1CKI H10 H8  H 0 1 N N N N N N -46.574 -26.131 -0.976 -2.642 2.299  2.988  H10 A1CKI 32 
A1CKI H11 H9  H 0 1 N N N N N N -44.412 -24.952 -1.347 -4.076 3.622  1.487  H11 A1CKI 33 
A1CKI H13 H10 H 0 1 N N N N N N -42.472 -27.681 1.381  -3.313 0.850  -1.674 H13 A1CKI 34 
A1CKI H6  H11 H 0 1 N N N N N N -47.147 -28.868 6.904  2.429  1.600  -2.243 H6  A1CKI 35 
A1CKI H4  H12 H 0 1 N N N N N N -46.736 -29.593 1.831  -0.151 -1.454 1.006  H4  A1CKI 36 
A1CKI H8  H13 H 0 1 N N N N N N -51.349 -29.172 6.784  6.102  1.433  -0.299 H8  A1CKI 37 
A1CKI H12 H14 H 0 1 N N N N N N -41.454 -25.996 0.295  -4.107 3.734  -1.509 H12 A1CKI 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 
A1CKI C14 C13 DOUB Y N 1  
A1CKI C14 C15 SING Y N 2  
A1CKI C13 C12 SING Y N 3  
A1CKI O3  C15 SING N N 4  
A1CKI C15 C16 DOUB Y N 5  
A1CKI C12 C11 DOUB Y N 6  
A1CKI C16 C11 SING Y N 7  
A1CKI C11 C3  SING N N 8  
A1CKI C2  C3  SING N N 9  
A1CKI C2  C1  SING N N 10 
A1CKI C3  N1  SING N N 11 
A1CKI O4  C1  DOUB N N 12 
A1CKI N1  C4  SING N N 13 
A1CKI C1  O1  SING N N 14 
A1CKI N2  C6  DOUB Y N 15 
A1CKI N2  C5  SING Y N 16 
A1CKI C6  N3  SING Y N 17 
A1CKI C4  C5  SING N N 18 
A1CKI C4  O2  DOUB N N 19 
A1CKI C5  C8  DOUB Y N 20 
A1CKI N3  C7  DOUB Y N 21 
A1CKI C7  C8  SING Y N 22 
A1CKI C7  N4  SING Y N 23 
A1CKI C8  C9  SING Y N 24 
A1CKI N4  C10 SING Y N 25 
A1CKI C9  C10 DOUB Y N 26 
A1CKI O1  H14 SING N N 27 
A1CKI C2  H2  SING N N 28 
A1CKI C2  H1  SING N N 29 
A1CKI C3  H3  SING N N 30 
A1CKI C6  H5  SING N N 31 
A1CKI C10 H7  SING N N 32 
A1CKI C12 H9  SING N N 33 
A1CKI C13 H10 SING N N 34 
A1CKI C14 H11 SING N N 35 
A1CKI C16 H13 SING N N 36 
A1CKI C9  H6  SING N N 37 
A1CKI N1  H4  SING N N 38 
A1CKI N4  H8  SING N N 39 
A1CKI O3  H12 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 
A1CKI SMILES           ACDLabs              14.52   "Oc1cccc(c1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                              
A1CKI 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-/m0/s1" 
A1CKI InChIKey         InChI                1.06    DWVIVBHPMUXUQD-LBPRGKRZSA-N                                                                                                                                
A1CKI SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]ccc12)c3cccc(O)c3"                                                                                                          
A1CKI SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3cccc(O)c3"                                                                                                           
A1CKI SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)O)[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                        
A1CKI 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 
A1CKI "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-(3-hydroxyphenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CKI "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-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 
A1CKI "Create component" 2025-07-24 RCSB 
A1CKI "Initial release"  2025-09-17 RCSB 
# 
