data_A1CJB
# 
_chem_comp.id                                    A1CJB 
_chem_comp.name                                  "(3S)-3-(4-bromophenyl)-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 H13 Br N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-23 
_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                        389.203 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CJB 
_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        7IIW 
_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 
A1CJB O1  O1  O  0 1 N N N N N N -44.468 -28.943 2.675  -1.479 0.013  -1.553 O1  A1CJB 1  
A1CJB C1  C1  C  0 1 N N N N N N -43.443 -31.832 2.642  -0.880 4.209  -0.093 C1  A1CJB 2  
A1CJB C2  C2  C  0 1 N N N N N N -43.196 -31.163 1.277  0.295  3.309  0.190  C2  A1CJB 3  
A1CJB C3  C3  C  0 1 N N S N N N -44.510 -30.934 0.493  0.051  1.937  -0.442 C3  A1CJB 4  
A1CJB C4  C4  C  0 1 Y N N N N N -44.920 -32.264 -0.114 1.281  1.083  -0.278 C4  A1CJB 5  
A1CJB C5  C5  C  0 1 Y N N N N N -44.135 -32.858 -1.123 1.523  0.442  0.923  C5  A1CJB 6  
A1CJB C6  C6  C  0 1 Y N N N N N -44.519 -34.097 -1.659 2.649  -0.346 1.072  C6  A1CJB 7  
A1CJB C7  C7  C  0 1 Y N N N N N -45.680 -34.732 -1.182 3.533  -0.494 0.019  C7  A1CJB 8  
A1CJB C8  C8  C  0 1 Y N N N N N -46.462 -34.150 -0.177 3.291  0.147  -1.182 C8  A1CJB 9  
A1CJB C10 C9  C  0 1 N N N N N N -45.508 -29.499 2.329  -1.757 0.304  -0.407 C10 A1CJB 10 
A1CJB C11 C10 C  0 1 Y N N N N N -46.834 -29.235 2.995  -2.834 -0.424 0.302  C11 A1CJB 11 
A1CJB C12 C11 C  0 1 Y N N N N N -46.949 -29.111 4.406  -3.545 -1.454 -0.332 C12 A1CJB 12 
A1CJB C13 C12 C  0 1 Y N N N N N -46.066 -29.160 5.539  -3.513 -2.077 -1.649 C13 A1CJB 13 
A1CJB C14 C13 C  0 1 Y N N N N N -46.837 -28.955 6.653  -4.461 -3.031 -1.653 C14 A1CJB 14 
A1CJB C15 C14 C  0 1 Y N N N N N -48.265 -28.871 4.892  -4.565 -2.118 0.392  C15 A1CJB 15 
A1CJB C16 C15 C  0 1 Y N N N N N -49.141 -28.898 2.840  -4.111 -0.764 2.193  C16 A1CJB 16 
A1CJB C9  C16 C  0 1 Y N N N N N -46.077 -32.920 0.360  2.165  0.935  -1.330 C9  A1CJB 17 
A1CJB N1  N1  N  0 1 N N N N N N -45.581 -30.408 1.348  -1.085 1.290  0.220  N1  A1CJB 18 
A1CJB N2  N2  N  0 1 Y N N N N N -48.154 -28.782 6.266  -5.096 -3.065 -0.441 N2  A1CJB 19 
A1CJB N3  N3  N  0 1 Y N N N N N -49.398 -28.754 4.143  -4.805 -1.738 1.639  N3  A1CJB 20 
A1CJB N4  N4  N  0 1 Y N N N N N -47.966 -29.125 2.243  -3.149 -0.123 1.561  N4  A1CJB 21 
A1CJB O2  O2  O  0 1 N N N N N N -42.732 -31.464 3.599  -0.936 5.433  0.455  O2  A1CJB 22 
A1CJB O3  O3  O  0 1 N N N N N N -44.352 -32.686 2.722  -1.770 3.830  -0.817 O3  A1CJB 23 
A1CJB BR1 BR1 BR 0 0 N N N N N N -46.206 -36.403 -1.890 5.074  -1.571 0.223  BR1 A1CJB 24 
A1CJB H2  H1  H  0 1 N N N N N N -42.535 -31.809 0.680  1.199  3.748  -0.232 H2  A1CJB 25 
A1CJB H1  H2  H  0 1 N N N N N N -42.708 -30.191 1.442  0.415  3.197  1.268  H1  A1CJB 26 
A1CJB H3  H3  H  0 1 N N N N N N -44.309 -30.221 -0.321 -0.168 2.060  -1.502 H3  A1CJB 27 
A1CJB H4  H4  H  0 1 N N N N N N -43.244 -32.363 -1.481 0.832  0.558  1.745  H4  A1CJB 28 
A1CJB H5  H5  H  0 1 N N N N N N -43.926 -34.560 -2.434 2.838  -0.845 2.011  H5  A1CJB 29 
A1CJB H6  H6  H  0 1 N N N N N N -47.353 -34.647 0.179  3.981  0.031  -2.005 H6  A1CJB 30 
A1CJB H9  H7  H  0 1 N N N N N N -44.999 -29.327 5.517  -2.854 -1.821 -2.466 H9  A1CJB 31 
A1CJB H10 H8  H  0 1 N N N N N N -46.475 -28.932 7.670  -4.688 -3.675 -2.490 H10 A1CJB 32 
A1CJB H12 H9  H  0 1 N N N N N N -49.994 -28.821 2.182  -4.336 -0.484 3.211  H12 A1CJB 33 
A1CJB H7  H10 H  0 1 N N N N N N -46.668 -32.468 1.143  1.974  1.432  -2.270 H7  A1CJB 34 
A1CJB H8  H11 H  0 1 N N N N N N -46.493 -30.780 1.174  -1.353 1.571  1.109  H8  A1CJB 35 
A1CJB H11 H12 H  0 1 N N N N N N -48.916 -28.616 6.891  -5.816 -3.671 -0.207 H11 A1CJB 36 
A1CJB H13 H13 H  0 1 N N N N N N -42.991 -31.932 4.384  -1.707 5.975  0.241  H13 A1CJB 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 
A1CJB BR1 C7  SING N N 1  
A1CJB C6  C7  DOUB Y N 2  
A1CJB C6  C5  SING Y N 3  
A1CJB C7  C8  SING Y N 4  
A1CJB C5  C4  DOUB Y N 5  
A1CJB C8  C9  DOUB Y N 6  
A1CJB C4  C9  SING Y N 7  
A1CJB C4  C3  SING N N 8  
A1CJB C3  C2  SING N N 9  
A1CJB C3  N1  SING N N 10 
A1CJB C2  C1  SING N N 11 
A1CJB N1  C10 SING N N 12 
A1CJB N4  C16 DOUB Y N 13 
A1CJB N4  C11 SING Y N 14 
A1CJB C10 O1  DOUB N N 15 
A1CJB C10 C11 SING N N 16 
A1CJB C1  O3  DOUB N N 17 
A1CJB C1  O2  SING N N 18 
A1CJB C16 N3  SING Y N 19 
A1CJB C11 C12 DOUB Y N 20 
A1CJB N3  C15 DOUB Y N 21 
A1CJB C12 C15 SING Y N 22 
A1CJB C12 C13 SING Y N 23 
A1CJB C15 N2  SING Y N 24 
A1CJB C13 C14 DOUB Y N 25 
A1CJB N2  C14 SING Y N 26 
A1CJB C2  H2  SING N N 27 
A1CJB C2  H1  SING N N 28 
A1CJB C3  H3  SING N N 29 
A1CJB C5  H4  SING N N 30 
A1CJB C6  H5  SING N N 31 
A1CJB C8  H6  SING N N 32 
A1CJB C13 H9  SING N N 33 
A1CJB C14 H10 SING N N 34 
A1CJB C16 H12 SING N N 35 
A1CJB C9  H7  SING N N 36 
A1CJB N1  H8  SING N N 37 
A1CJB N2  H11 SING N N 38 
A1CJB O2  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 
A1CJB SMILES           ACDLabs              14.52   "Brc1ccc(cc1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                            
A1CJB InChI            InChI                1.06    "InChI=1S/C16H13BrN4O3/c17-10-3-1-9(2-4-10)12(7-13(22)23)21-16(24)14-11-5-6-18-15(11)20-8-19-14/h1-6,8,12H,7H2,(H,21,24)(H,22,23)(H,18,19,20)/t12-/m0/s1" 
A1CJB InChIKey         InChI                1.06    FSOPVDVKYHLXNE-LBPRGKRZSA-N                                                                                                                               
A1CJB SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]ccc12)c3ccc(Br)cc3"                                                                                                        
A1CJB SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccc(Br)cc3"                                                                                                         
A1CJB SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)Br"                                                                                                        
A1CJB SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1C(CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)Br"                                                                                                            
# 
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 
A1CJB "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-(4-bromophenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CJB "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-(4-bromophenyl)-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 
A1CJB "Create component" 2025-07-23 RCSB 
A1CJB "Initial release"  2025-09-17 RCSB 
# 
