data_A1CJE
# 
_chem_comp.id                                    A1CJE 
_chem_comp.name                                  "(3R)-3-(4-bromophenyl)-3-[(5-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 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                     2025-07-24 
_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                        403.230 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CJE 
_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        7IIY 
_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 
A1CJE N2  N1  N  0 1 Y N N N N N -45.917 -29.104 7.449  -5.027 -2.043 -0.710 N2  A1CJE 1  
A1CJE C3  C1  C  0 1 Y N N N N N -49.341 -28.686 6.555  -2.109 -3.933 0.032  C3  A1CJE 2  
A1CJE C6  C2  C  0 1 Y N N N N N -46.222 -29.133 4.650  -3.052 -0.419 0.215  C6  A1CJE 3  
A1CJE C9  C3  C  0 1 N N N N N N -43.644 -30.822 1.094  -0.123 3.389  -0.493 C9  A1CJE 4  
A1CJE C12 C4  C  0 1 Y N N N N N -45.546 -27.978 -0.364 2.029  1.395  1.192  C12 A1CJE 5  
A1CJE C14 C5  C  0 1 Y N N N N N -44.131 -26.056 -0.820 3.425  -0.096 -0.060 C14 A1CJE 6  
A1CJE C17 C6  C  0 1 Y N N N N N -47.397 -28.968 5.442  -2.826 -1.798 0.093  C17 A1CJE 7  
A1CJE C1  C7  C  0 1 N N N N N N -49.684 -28.710 4.055  -0.348 -2.299 0.885  C1  A1CJE 8  
A1CJE C10 C8  C  0 1 N N N N N N -43.716 -31.896 2.181  -1.369 4.212  -0.285 C10 A1CJE 9  
A1CJE C11 C9  C  0 1 Y N N N N N -44.567 -28.489 0.513  1.068  1.328  0.200  C11 A1CJE 10 
A1CJE C13 C10 C  0 1 Y N N N N N -45.331 -26.761 -1.032 3.207  0.683  1.062  C13 A1CJE 11 
A1CJE C15 C11 C  0 1 Y N N N N N -43.156 -26.562 0.054  2.458  -0.171 -1.047 C15 A1CJE 12 
A1CJE C16 C12 C  0 1 Y N N N N N -43.369 -27.774 0.725  1.283  0.544  -0.919 C16 A1CJE 13 
A1CJE C2  C13 C  0 1 Y N N N N N -48.832 -28.784 5.288  -1.703 -2.691 0.354  C2  A1CJE 14 
A1CJE C4  C14 C  0 1 Y N N N N N -47.126 -28.961 6.841  -3.874 -2.615 -0.392 C4  A1CJE 15 
A1CJE C5  C15 C  0 1 Y N N N N N -44.929 -29.251 6.576  -5.193 -0.743 -0.578 C5  A1CJE 16 
A1CJE C7  C16 C  0 1 N N N N N N -46.208 -29.186 3.160  -1.990 0.484  0.718  C7  A1CJE 17 
A1CJE C8  C17 C  0 1 N N R N N N -44.807 -29.811 1.230  -0.213 2.108  0.339  C8  A1CJE 18 
A1CJE N1  N2  N  0 1 Y N N N N N -48.328 -28.789 7.480  -3.402 -3.901 -0.415 N1  A1CJE 19 
A1CJE N3  N3  N  0 1 Y N N N N N -45.015 -29.268 5.253  -4.246 0.057  -0.131 N3  A1CJE 20 
A1CJE N4  N4  N  0 1 N N N N N N -45.060 -29.647 2.653  -1.334 1.294  -0.137 N4  A1CJE 21 
A1CJE O1  O1  O  0 1 N N N N N N -47.163 -28.830 2.472  -1.711 0.495  1.900  O1  A1CJE 22 
A1CJE O2  O2  O  0 1 N N N N N N -44.512 -32.836 1.993  -2.194 3.863  0.526  O2  A1CJE 23 
A1CJE O3  O3  O  0 1 N N N N N N -42.989 -31.739 3.187  -1.561 5.331  -1.000 O3  A1CJE 24 
A1CJE BR1 BR1 BR 0 0 N N N N N N -43.798 -24.417 -1.708 5.033  -1.075 -0.235 BR1 A1CJE 25 
A1CJE H4  H1  H  0 1 N N N N N N -50.385 -28.548 6.794  -1.503 -4.823 0.112  H4  A1CJE 26 
A1CJE H9  H2  H  0 1 N N N N N N -43.702 -31.305 0.108  -0.030 3.131  -1.548 H9  A1CJE 27 
A1CJE H10 H3  H  0 1 N N N N N N -42.689 -30.284 1.183  0.748  3.964  -0.181 H10 A1CJE 28 
A1CJE H11 H4  H  0 1 N N N N N N -46.464 -28.524 -0.523 1.862  2.007  2.066  H11 A1CJE 29 
A1CJE H2  H5  H  0 1 N N N N N N -50.024 -29.720 3.783  -0.382 -2.257 1.973  H2  A1CJE 30 
A1CJE H3  H6  H  0 1 N N N N N N -50.557 -28.069 4.250  0.391  -3.036 0.572  H3  A1CJE 31 
A1CJE H1  H7  H  0 1 N N N N N N -49.096 -28.286 3.228  -0.074 -1.320 0.492  H1  A1CJE 32 
A1CJE H12 H8  H  0 1 N N N N N N -46.081 -26.369 -1.703 3.958  0.736  1.836  H12 A1CJE 33 
A1CJE H13 H9  H  0 1 N N N N N N -42.238 -26.015 0.210  2.627  -0.780 -1.923 H13 A1CJE 34 
A1CJE H14 H10 H  0 1 N N N N N N -42.620 -28.159 1.401  0.531  0.492  -1.693 H14 A1CJE 35 
A1CJE H6  H11 H  0 1 N N N N N N -43.939 -29.371 6.991  -6.147 -0.314 -0.848 H6  A1CJE 36 
A1CJE H8  H12 H  0 1 N N N N N N -45.694 -30.275 0.774  -0.370 2.365  1.387  H8  A1CJE 37 
A1CJE H5  H13 H  0 1 N N N N N N -48.450 -28.745 8.472  -3.910 -4.674 -0.706 H5  A1CJE 38 
A1CJE H7  H14 H  0 1 N N N N N N -44.331 -29.894 3.291  -1.605 1.338  -1.068 H7  A1CJE 39 
A1CJE H15 H15 H  0 1 N N N N N N -43.134 -32.452 3.797  -2.375 5.825  -0.832 H15 A1CJE 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 
A1CJE BR1 C14 SING N N 1  
A1CJE C13 C14 DOUB Y N 2  
A1CJE C13 C12 SING Y N 3  
A1CJE C14 C15 SING Y N 4  
A1CJE C12 C11 DOUB Y N 5  
A1CJE C15 C16 DOUB Y N 6  
A1CJE C11 C16 SING Y N 7  
A1CJE C11 C8  SING N N 8  
A1CJE C9  C8  SING N N 9  
A1CJE C9  C10 SING N N 10 
A1CJE C8  N4  SING N N 11 
A1CJE O2  C10 DOUB N N 12 
A1CJE C10 O3  SING N N 13 
A1CJE O1  C7  DOUB N N 14 
A1CJE N4  C7  SING N N 15 
A1CJE C7  C6  SING N N 16 
A1CJE C1  C2  SING N N 17 
A1CJE C6  N3  DOUB Y N 18 
A1CJE C6  C17 SING Y N 19 
A1CJE N3  C5  SING Y N 20 
A1CJE C2  C17 SING Y N 21 
A1CJE C2  C3  DOUB Y N 22 
A1CJE C17 C4  DOUB Y N 23 
A1CJE C3  N1  SING Y N 24 
A1CJE C5  N2  DOUB Y N 25 
A1CJE C4  N2  SING Y N 26 
A1CJE C4  N1  SING Y N 27 
A1CJE C3  H4  SING N N 28 
A1CJE C9  H9  SING N N 29 
A1CJE C9  H10 SING N N 30 
A1CJE C12 H11 SING N N 31 
A1CJE C1  H2  SING N N 32 
A1CJE C1  H3  SING N N 33 
A1CJE C1  H1  SING N N 34 
A1CJE C13 H12 SING N N 35 
A1CJE C15 H13 SING N N 36 
A1CJE C16 H14 SING N N 37 
A1CJE C5  H6  SING N N 38 
A1CJE C8  H8  SING N N 39 
A1CJE N1  H5  SING N N 40 
A1CJE N4  H7  SING N N 41 
A1CJE O3  H15 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 
A1CJE SMILES           ACDLabs              14.52   "Brc1ccc(cc1)C(CC(=O)O)NC(=O)c1ncnc2[NH]cc(C)c12"                                                                                                                 
A1CJE InChI            InChI                1.06    "InChI=1S/C17H15BrN4O3/c1-9-7-19-16-14(9)15(20-8-21-16)17(25)22-12(6-13(23)24)10-2-4-11(18)5-3-10/h2-5,7-8,12H,6H2,1H3,(H,22,25)(H,23,24)(H,19,20,21)/t12-/m1/s1" 
A1CJE InChIKey         InChI                1.06    VHLIYAPQKKKFFO-GFCCVEGCSA-N                                                                                                                                       
A1CJE SMILES_CANONICAL CACTVS               3.385   "Cc1c[nH]c2ncnc(C(=O)N[C@H](CC(O)=O)c3ccc(Br)cc3)c12"                                                                                                             
A1CJE SMILES           CACTVS               3.385   "Cc1c[nH]c2ncnc(C(=O)N[CH](CC(O)=O)c3ccc(Br)cc3)c12"                                                                                                              
A1CJE SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1c[nH]c2c1c(ncn2)C(=O)N[C@H](CC(=O)O)c3ccc(cc3)Br"                                                                                                             
A1CJE SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1c[nH]c2c1c(ncn2)C(=O)NC(CC(=O)O)c3ccc(cc3)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 
A1CJE "SYSTEMATIC NAME" ACDLabs              14.52   "(3R)-3-(4-bromophenyl)-3-[(5-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"        
A1CJE "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R})-3-(4-bromophenyl)-3-[(5-methyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)carbonylamino]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 
A1CJE "Create component" 2025-07-24 RCSB 
A1CJE "Initial release"  2025-09-17 RCSB 
# 
