data_A1A57
# 
_chem_comp.id                                    A1A57 
_chem_comp.name                                  "(3R)-3-hydroxy-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-10 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        247.253 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A57 
_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        7HCR 
_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 
A1A57 O1  O1  O 0 1 N N N N N N 15.718 10.190 7.050 3.515  -0.075 1.759  O1  A1A57 1  
A1A57 C1  C1  C 0 1 N N N N N N 14.498 10.170 7.152 3.705  -0.076 0.562  C1  A1A57 2  
A1A57 C2  C2  C 0 1 N N R N N N 13.704 8.905  6.618 2.538  0.023  -0.387 C2  A1A57 3  
A1A57 C3  C3  C 0 1 N N N N N N 13.475 9.079  5.128 2.024  -1.388 -0.754 C3  A1A57 4  
A1A57 C4  C4  C 0 1 N N N N N N 14.778 8.537  4.511 0.486  -1.201 -0.779 C4  A1A57 5  
A1A57 C5  C5  C 0 1 Y N N N N N 15.245 6.047  4.402 -0.984 0.368  0.205  C5  A1A57 6  
A1A57 C6  C6  C 0 1 Y N N N N N 15.521 5.268  2.131 -2.228 2.297  -0.035 C6  A1A57 7  
A1A57 C7  C7  C 0 1 Y N N N N N 15.416 3.696  3.704 -3.393 0.313  0.015  C7  A1A57 8  
A1A57 C8  C8  C 0 1 Y N N N N N 15.261 4.646  4.806 -2.174 -0.374 0.159  C8  A1A57 9  
A1A57 C10 C9  C 0 1 Y N N N N N 15.266 2.449  5.565 -3.848 -1.881 0.126  C10 A1A57 10 
A1A57 C11 C10 C 0 1 N N N N N N 14.538 7.499  6.630 1.348  0.718  0.301  C11 A1A57 11 
A1A57 C9  C11 C 0 1 Y N N N N N 15.167 3.772  5.978 -2.512 -1.794 0.228  C9  A1A57 12 
A1A57 N1  N1  N 0 1 N N N N N N 13.818 11.288 7.708 4.960  -0.160 0.078  N1  A1A57 13 
A1A57 N2  N2  N 0 1 N N N N N N 15.102 7.276  5.220 0.240  -0.261 0.344  N2  A1A57 14 
A1A57 N3  N3  N 0 1 Y N N N N N 15.383 6.272  3.061 -1.062 1.692  0.104  N3  A1A57 15 
A1A57 N4  N4  N 0 1 Y N N N N N 15.546 3.963  2.370 -3.367 1.642  -0.082 N4  A1A57 16 
A1A57 N5  N5  N 0 1 Y N N N N N 15.411 2.436  4.207 -4.387 -0.627 -0.001 N5  A1A57 17 
A1A57 O2  O2  O 0 1 N N N N N N 12.511 8.775  7.325 2.916  0.738  -1.565 O2  A1A57 18 
A1A57 H4  H1  H 0 1 N N N N N N 13.327 10.139 4.872 2.392  -1.689 -1.735 H4  A1A57 19 
A1A57 H5  H2  H 0 1 N N N N N N 12.606 8.496  4.791 2.315  -2.114 0.004  H5  A1A57 20 
A1A57 H6  H3  H 0 1 N N N N N N 14.635 8.341  3.438 0.167  -0.763 -1.724 H6  A1A57 21 
A1A57 H7  H4  H 0 1 N N N N N N 15.591 9.266  4.645 -0.019 -2.151 -0.604 H7  A1A57 22 
A1A57 H8  H5  H 0 1 N N N N N N 15.619 5.573  1.100 -2.246 3.374  -0.117 H8  A1A57 23 
A1A57 H10 H6  H 0 1 N N N N N N 15.234 1.581  6.207 -4.414 -2.801 0.142  H10 A1A57 24 
A1A57 H12 H7  H 0 1 N N N N N N 13.869 6.669  6.901 1.624  1.011  1.314  H12 A1A57 25 
A1A57 H13 H8  H 0 1 N N N N N N 15.361 7.558  7.357 1.049  1.596  -0.271 H13 A1A57 26 
A1A57 H9  H9  H 0 1 N N N N N N 15.041 4.103  6.998 -1.820 -2.616 0.338  H9  A1A57 27 
A1A57 H2  H10 H 0 1 N N N N N N 14.336 12.087 8.014 5.712  -0.219 0.688  H2  A1A57 28 
A1A57 H1  H11 H 0 1 N N N N N N 12.822 11.276 7.793 5.112  -0.160 -0.880 H1  A1A57 29 
A1A57 H11 H12 H 0 1 N N N N N N 15.502 1.607  3.656 -5.333 -0.434 -0.090 H11 A1A57 30 
A1A57 H3  H13 H 0 1 N N N N N N 12.700 8.669  8.250 3.661  0.347  -2.040 H3  A1A57 31 
# 
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 
A1A57 C6  N4  DOUB Y N 1  
A1A57 C6  N3  SING Y N 2  
A1A57 N4  C7  SING Y N 3  
A1A57 N3  C5  DOUB Y N 4  
A1A57 C7  N5  SING Y N 5  
A1A57 C7  C8  DOUB Y N 6  
A1A57 N5  C10 SING Y N 7  
A1A57 C5  C8  SING Y N 8  
A1A57 C5  N2  SING N N 9  
A1A57 C4  C3  SING N N 10 
A1A57 C4  N2  SING N N 11 
A1A57 C8  C9  SING Y N 12 
A1A57 C3  C2  SING N N 13 
A1A57 N2  C11 SING N N 14 
A1A57 C10 C9  DOUB Y N 15 
A1A57 C2  C11 SING N N 16 
A1A57 C2  C1  SING N N 17 
A1A57 C2  O2  SING N N 18 
A1A57 O1  C1  DOUB N N 19 
A1A57 C1  N1  SING N N 20 
A1A57 C3  H4  SING N N 21 
A1A57 C3  H5  SING N N 22 
A1A57 C4  H6  SING N N 23 
A1A57 C4  H7  SING N N 24 
A1A57 C6  H8  SING N N 25 
A1A57 C10 H10 SING N N 26 
A1A57 C11 H12 SING N N 27 
A1A57 C11 H13 SING N N 28 
A1A57 C9  H9  SING N N 29 
A1A57 N1  H2  SING N N 30 
A1A57 N1  H1  SING N N 31 
A1A57 N5  H11 SING N N 32 
A1A57 O2  H3  SING N N 33 
# 
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 
A1A57 SMILES           ACDLabs              14.52   "NC(=O)C1(O)CCN(C1)c1ncnc2[NH]ccc12"                                                                                            
A1A57 InChI            InChI                1.06    "InChI=1S/C11H13N5O2/c12-10(17)11(18)2-4-16(5-11)9-7-1-3-13-8(7)14-6-15-9/h1,3,6,18H,2,4-5H2,(H2,12,17)(H,13,14,15)/t11-/m1/s1" 
A1A57 InChIKey         InChI                1.06    DQFPKPPBDKQWIB-LLVKDONJSA-N                                                                                                     
A1A57 SMILES_CANONICAL CACTVS               3.385   "NC(=O)[C@@]1(O)CCN(C1)c2ncnc3[nH]ccc23"                                                                                        
A1A57 SMILES           CACTVS               3.385   "NC(=O)[C]1(O)CCN(C1)c2ncnc3[nH]ccc23"                                                                                          
A1A57 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)N3CC[C@@](C3)(C(=O)N)O"                                                                                      
A1A57 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)N3CCC(C3)(C(=O)N)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 
A1A57 "SYSTEMATIC NAME" ACDLabs              14.52   "(3R)-3-hydroxy-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidine-3-carboxamide"        
A1A57 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R})-3-oxidanyl-1-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A57 "Create component" 2024-09-10 RCSB 
A1A57 "Initial release"  2025-06-11 RCSB 
# 
