data_A1CJW
# 
_chem_comp.id                                    A1CJW 
_chem_comp.name                                  "(3S)-3-(4-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                     A1CJW 
_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        7IJ1 
_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 
A1CJW O1  O1  O 0 1 N N N N N N -42.967 -33.435 1.427  3.076  2.511  -0.579 O1  A1CJW 1  
A1CJW C1  C1  C 0 1 N N N N N N -42.854 -32.254 1.830  2.606  2.632  0.527  C1  A1CJW 2  
A1CJW C2  C2  C 0 1 N N N N N N -43.078 -31.129 0.809  1.462  1.751  0.960  C2  A1CJW 3  
A1CJW C3  C3  C 0 1 N N S N N N -44.572 -30.739 0.767  1.200  0.692  -0.113 C3  A1CJW 4  
A1CJW C4  C4  C 0 1 N N N N N N -45.879 -29.504 2.576  -1.221 0.415  -0.106 C4  A1CJW 5  
A1CJW C5  C5  C 0 1 Y N N N N N -45.819 -29.367 4.073  -2.433 -0.399 0.142  C5  A1CJW 6  
A1CJW C6  C6  C 0 1 Y N N N N N -44.538 -29.403 6.025  -3.420 -2.334 0.919  C6  A1CJW 7  
A1CJW C7  C7  C 0 1 Y N N N N N -46.728 -29.073 6.271  -4.830 -0.741 0.052  C7  A1CJW 8  
A1CJW C8  C8  C 0 1 Y N N N N N -46.971 -29.149 4.872  -3.705 0.078  -0.207 C8  A1CJW 9  
A1CJW C10 C9  C 0 1 Y N N N N N -48.943 -28.787 5.901  -5.560 1.159  -0.891 C10 A1CJW 10 
A1CJW C11 C10 C 0 1 Y N N N N N -45.405 -31.954 0.388  2.376  -0.247 -0.190 C11 A1CJW 11 
A1CJW C12 C11 C 0 1 Y N N N N N -45.095 -32.690 -0.773 2.504  -1.270 0.732  C12 A1CJW 12 
A1CJW C13 C12 C 0 1 Y N N N N N -45.857 -33.825 -1.109 3.581  -2.132 0.664  C13 A1CJW 13 
A1CJW C14 C13 C 0 1 Y N N N N N -46.921 -34.233 -0.283 4.535  -1.971 -0.331 C14 A1CJW 14 
A1CJW C15 C14 C 0 1 Y N N N N N -47.226 -33.508 0.882  4.404  -0.945 -1.255 C15 A1CJW 15 
A1CJW C16 C15 C 0 1 Y N N N N N -46.465 -32.377 1.219  3.322  -0.089 -1.185 C16 A1CJW 16 
A1CJW C9  C16 C 0 1 Y N N N N N -48.382 -28.961 4.662  -4.223 1.297  -0.817 C9  A1CJW 17 
A1CJW N1  N1  N 0 1 N N N N N N -44.895 -30.295 2.118  -0.007 -0.064 0.232  N1  A1CJW 18 
A1CJW N2  N2  N 0 1 Y N N N N N -44.620 -29.497 4.698  -2.344 -1.607 0.698  N2  A1CJW 19 
A1CJW N3  N3  N 0 1 Y N N N N N -45.525 -29.194 6.897  -4.634 -1.926 0.613  N3  A1CJW 20 
A1CJW N4  N4  N 0 1 Y N N N N N -47.950 -28.856 6.863  -5.934 -0.051 -0.373 N4  A1CJW 21 
A1CJW O2  O2  O 0 1 N N N N N N -46.761 -28.990 1.891  -1.321 1.514  -0.614 O2  A1CJW 22 
A1CJW O3  O3  O 0 1 N N N N N N -47.657 -35.332 -0.613 5.596  -2.818 -0.399 O3  A1CJW 23 
A1CJW O4  O4  O 0 1 N N N N N N -42.598 -31.911 3.004  3.105  3.547  1.373  O4  A1CJW 24 
A1CJW H2  H1  H 0 1 N N N N N N -42.764 -31.474 -0.187 1.717  1.261  1.900  H2  A1CJW 25 
A1CJW H1  H2  H 0 1 N N N N N N -42.481 -30.251 1.098  0.568  2.358  1.098  H1  A1CJW 26 
A1CJW H3  H3  H 0 1 N N N N N N -44.727 -29.931 0.037  1.061  1.179  -1.078 H3  A1CJW 27 
A1CJW H5  H4  H 0 1 N N N N N N -43.549 -29.509 6.446  -3.301 -3.306 1.376  H5  A1CJW 28 
A1CJW H7  H5  H 0 1 N N N N N N -49.993 -28.622 6.095  -6.237 1.896  -1.296 H7  A1CJW 29 
A1CJW H9  H6  H 0 1 N N N N N N -44.274 -32.384 -1.404 1.761  -1.394 1.506  H9  A1CJW 30 
A1CJW H10 H7  H 0 1 N N N N N N -45.624 -34.384 -2.003 3.681  -2.930 1.385  H10 A1CJW 31 
A1CJW H12 H8  H 0 1 N N N N N N -48.043 -33.820 1.516  5.145  -0.818 -2.030 H12 A1CJW 32 
A1CJW H13 H9  H 0 1 N N N N N N -46.692 -31.827 2.120  3.217  0.708  -1.907 H13 A1CJW 33 
A1CJW H6  H10 H 0 1 N N N N N N -48.898 -28.958 3.713  -3.645 2.147  -1.146 H6  A1CJW 34 
A1CJW H4  H11 H 0 1 N N N N N N -44.277 -30.639 2.825  0.068  -0.908 0.703  H4  A1CJW 35 
A1CJW H8  H12 H 0 1 N N N N N N -48.100 -28.762 7.847  -6.847 -0.373 -0.315 H8  A1CJW 36 
A1CJW H11 H13 H 0 1 N N N N N N -48.331 -35.471 0.042  5.441  -3.599 -0.948 H11 A1CJW 37 
A1CJW H14 H14 H 0 1 N N N N N N -42.502 -32.685 3.547  3.841  4.086  1.051  H14 A1CJW 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 
A1CJW C13 C12 DOUB Y N 1  
A1CJW C13 C14 SING Y N 2  
A1CJW C12 C11 SING Y N 3  
A1CJW O3  C14 SING N N 4  
A1CJW C14 C15 DOUB Y N 5  
A1CJW C11 C3  SING N N 6  
A1CJW C11 C16 DOUB Y N 7  
A1CJW C3  C2  SING N N 8  
A1CJW C3  N1  SING N N 9  
A1CJW C2  C1  SING N N 10 
A1CJW C15 C16 SING Y N 11 
A1CJW O1  C1  DOUB N N 12 
A1CJW C1  O4  SING N N 13 
A1CJW O2  C4  DOUB N N 14 
A1CJW N1  C4  SING N N 15 
A1CJW C4  C5  SING N N 16 
A1CJW C5  N2  DOUB Y N 17 
A1CJW C5  C8  SING Y N 18 
A1CJW C9  C8  SING Y N 19 
A1CJW C9  C10 DOUB Y N 20 
A1CJW N2  C6  SING Y N 21 
A1CJW C8  C7  DOUB Y N 22 
A1CJW C10 N4  SING Y N 23 
A1CJW C6  N3  DOUB Y N 24 
A1CJW C7  N4  SING Y N 25 
A1CJW C7  N3  SING Y N 26 
A1CJW C2  H2  SING N N 27 
A1CJW C2  H1  SING N N 28 
A1CJW C3  H3  SING N N 29 
A1CJW C6  H5  SING N N 30 
A1CJW C10 H7  SING N N 31 
A1CJW C12 H9  SING N N 32 
A1CJW C13 H10 SING N N 33 
A1CJW C15 H12 SING N N 34 
A1CJW C16 H13 SING N N 35 
A1CJW C9  H6  SING N N 36 
A1CJW N1  H4  SING N N 37 
A1CJW N4  H8  SING N N 38 
A1CJW O3  H11 SING N N 39 
A1CJW 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 
A1CJW SMILES           ACDLabs              14.52   "Oc1ccc(cc1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                              
A1CJW InChI            InChI                1.06    "InChI=1S/C16H14N4O4/c21-10-3-1-9(2-4-10)12(7-13(22)23)20-16(24)14-11-5-6-17-15(11)19-8-18-14/h1-6,8,12,21H,7H2,(H,20,24)(H,22,23)(H,17,18,19)/t12-/m0/s1" 
A1CJW InChIKey         InChI                1.06    PCMJJRHLOPNZKL-LBPRGKRZSA-N                                                                                                                                
A1CJW SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]ccc12)c3ccc(O)cc3"                                                                                                          
A1CJW SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccc(O)cc3"                                                                                                           
A1CJW SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)O"                                                                                                          
A1CJW SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1C(CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)O"                                                                                                              
# 
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 
A1CJW "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-(4-hydroxyphenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CJW "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-(4-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 
A1CJW "Create component" 2025-07-24 RCSB 
A1CJW "Initial release"  2025-09-17 RCSB 
# 
