data_A1AKZ
# 
_chem_comp.id                                    A1AKZ 
_chem_comp.name                                  "(3S)-3-[3-(methanesulfonamido)phenyl]-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                               "C17 H17 N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-05 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        403.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKZ 
_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        7GZR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AKZ N1  N1  N 0 1 N N N N N N -1.655 14.178 -3.166  -1.325 -1.037 0.337  N1  A1AKZ 1  
A1AKZ N3  N2  N 0 1 Y N N N N N -1.081 14.903 1.830   -5.883 0.824  1.223  N3  A1AKZ 2  
A1AKZ C4  C1  C 0 1 Y N N N N N -2.337 11.538 -4.168  1.041  -0.249 1.681  C4  A1AKZ 3  
A1AKZ C5  C2  C 0 1 Y N N N N N -1.485 12.387 -4.858  1.060  -0.585 0.339  C5  A1AKZ 4  
A1AKZ C6  C3  C 0 1 N N R N N N -1.520 13.882 -4.590  -0.039 -1.440 -0.238 C6  A1AKZ 5  
A1AKZ C7  C4  C 0 1 N N N N N N -2.729 14.507 -5.305  0.230  -2.909 0.094  C7  A1AKZ 6  
A1AKZ C8  C5  C 0 1 N N N N N N -2.770 16.015 -5.241  -0.791 -3.775 -0.597 C8  A1AKZ 7  
A1AKZ C10 C6  C 0 1 Y N N N N N -0.901 14.797 -0.961  -3.404 0.258  0.257  C10 A1AKZ 8  
A1AKZ C13 C7  C 0 1 Y N N N N N -4.232 15.452 0.348   -5.117 2.923  -1.542 C13 A1AKZ 9  
A1AKZ C15 C8  C 0 1 Y N N N N N -2.153 15.043 -0.368  -4.177 1.264  -0.341 C15 A1AKZ 10 
A1AKZ O4  O1  O 0 1 N N N N N N 0.405  15.096 -2.943  -1.598 0.542  -1.201 O4  A1AKZ 11 
A1AKZ C9  C9  C 0 1 N N N N N N -0.653 14.707 -2.443  -2.052 -0.067 -0.252 C9  A1AKZ 12 
A1AKZ C14 C10 C 0 1 Y N N N N N -3.501 15.283 -0.782  -3.995 2.185  -1.457 C14 A1AKZ 13 
A1AKZ N4  N3  N 0 1 Y N N N N N -3.430 15.334 1.461   -6.000 2.544  -0.567 N4  A1AKZ 14 
A1AKZ C12 C11 C 0 1 Y N N N N N -2.153 15.082 1.038   -5.463 1.534  0.185  C12 A1AKZ 15 
A1AKZ C11 C12 C 0 1 Y N N N N N 0.035  14.689 1.131   -5.121 -0.112 1.753  C11 A1AKZ 16 
A1AKZ N2  N4  N 0 1 Y N N N N N 0.191  14.626 -0.195  -3.919 -0.398 1.296  N2  A1AKZ 17 
A1AKZ O3  O2  O 0 1 N N N N N N -2.934 16.491 -4.040  -0.693 -5.112 -0.529 O3  A1AKZ 18 
A1AKZ O2  O3  O 0 1 N N N N N N -2.674 16.717 -6.217  -1.698 -3.267 -1.212 O2  A1AKZ 19 
A1AKZ C3  C13 C 0 1 Y N N N N N -2.373 10.185 -4.457  2.044  0.540  2.213  C3  A1AKZ 20 
A1AKZ C2  C14 C 0 1 Y N N N N N -1.551 9.657  -5.437  3.068  0.996  1.405  C2  A1AKZ 21 
A1AKZ C16 C15 C 0 1 Y N N N N N -0.656 11.853 -5.842  2.083  -0.137 -0.473 C16 A1AKZ 22 
A1AKZ C1  C16 C 0 1 Y N N N N N -0.697 10.493 -6.144  3.089  0.661  0.058  C1  A1AKZ 23 
A1AKZ N   N5  N 0 1 N N N N N N 0.110  9.892  -7.165  4.123  1.120  -0.762 N   A1AKZ 24 
A1AKZ S   S1  S 0 1 N N N N N N 1.124  10.577 -8.243  5.692  1.038  -0.240 S   A1AKZ 25 
A1AKZ O   O4  O 0 1 N N N N N N 1.559  11.852 -7.759  6.445  1.607  -1.302 O   A1AKZ 26 
A1AKZ O1  O5  O 0 1 N N N N N N 2.107  9.580  -8.533  5.666  1.643  1.046  O1  A1AKZ 27 
A1AKZ C   C17 C 0 1 N N N N N N 0.175  10.835 -9.691  6.030  -0.738 -0.100 C   A1AKZ 28 
A1AKZ H12 H1  H 0 1 N N N N N N -2.524 13.980 -2.713  -1.654 -1.470 1.140  H12 A1AKZ 29 
A1AKZ H8  H2  H 0 1 N N N N N N -2.979 11.937 -3.397  0.240  -0.601 2.313  H8  A1AKZ 30 
A1AKZ H   H3  H 0 1 N N N N N N -0.600 14.339 -4.982  -0.069 -1.312 -1.320 H   A1AKZ 31 
A1AKZ H9  H4  H 0 1 N N N N N N -2.698 14.207 -6.363  1.229  -3.182 -0.247 H9  A1AKZ 32 
A1AKZ H10 H5  H 0 1 N N N N N N -3.646 14.116 -4.839  0.161  -3.056 1.172  H10 A1AKZ 33 
A1AKZ H14 H6  H 0 1 N N N N N N -5.293 15.651 0.371   -5.295 3.700  -2.271 H14 A1AKZ 34 
A1AKZ H15 H7  H 0 1 N N N N N N -3.866 15.322 -1.798  -3.126 2.260  -2.094 H15 A1AKZ 35 
A1AKZ H1  H8  H 0 1 N N N N N N -3.728 15.418 2.412   -6.878 2.933  -0.430 H1  A1AKZ 36 
A1AKZ H13 H9  H 0 1 N N N N N N 0.933  14.548 1.715   -5.499 -0.669 2.597  H13 A1AKZ 37 
A1AKZ H11 H10 H 0 1 N N N N N N -2.962 17.440 -4.076  -1.371 -5.626 -0.989 H11 A1AKZ 38 
A1AKZ H7  H11 H 0 1 N N N N N N -3.046 9.538  -3.915  2.027  0.800  3.261  H7  A1AKZ 39 
A1AKZ H6  H12 H 0 1 N N N N N N -1.574 8.599  -5.651  3.851  1.613  1.821  H6  A1AKZ 40 
A1AKZ H16 H13 H 0 1 N N N N N N 0.025  12.499 -6.376  2.097  -0.400 -1.520 H16 A1AKZ 41 
A1AKZ H5  H14 H 0 1 N N N N N N -0.546 9.393  -7.731  3.922  1.488  -1.637 H5  A1AKZ 42 
A1AKZ H4  H15 H 0 1 N N N N N N -0.170 9.866  -10.081 5.900  -1.211 -1.073 H4  A1AKZ 43 
A1AKZ H3  H16 H 0 1 N N N N N N -0.694 11.465 -9.452  7.055  -0.888 0.243  H3  A1AKZ 44 
A1AKZ H2  H17 H 0 1 N N N N N N 0.793  11.336 -10.450 5.340  -1.185 0.616  H2  A1AKZ 45 
# 
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 
A1AKZ C   S   SING N N 1  
A1AKZ O   S   DOUB N N 2  
A1AKZ O1  S   DOUB N N 3  
A1AKZ S   N   SING N N 4  
A1AKZ N   C1  SING N N 5  
A1AKZ C1  C2  DOUB Y N 6  
A1AKZ C2  C3  SING Y N 7  
A1AKZ C3  C4  DOUB Y N 8  
A1AKZ C4  C5  SING Y N 9  
A1AKZ C5  C6  SING N N 10 
A1AKZ C7  C6  SING N N 11 
A1AKZ C8  C7  SING N N 12 
A1AKZ O2  C8  DOUB N N 13 
A1AKZ O3  C8  SING N N 14 
A1AKZ C6  N1  SING N N 15 
A1AKZ N1  C9  SING N N 16 
A1AKZ C9  O4  DOUB N N 17 
A1AKZ C10 C9  SING N N 18 
A1AKZ C10 N2  DOUB Y N 19 
A1AKZ N2  C11 SING Y N 20 
A1AKZ C11 N3  DOUB Y N 21 
A1AKZ N3  C12 SING Y N 22 
A1AKZ C12 N4  SING Y N 23 
A1AKZ N4  C13 SING Y N 24 
A1AKZ C13 C14 DOUB Y N 25 
A1AKZ C14 C15 SING Y N 26 
A1AKZ C15 C10 SING Y N 27 
A1AKZ C12 C15 DOUB Y N 28 
A1AKZ C16 C5  DOUB Y N 29 
A1AKZ C1  C16 SING Y N 30 
A1AKZ N1  H12 SING N N 31 
A1AKZ C4  H8  SING N N 32 
A1AKZ C6  H   SING N N 33 
A1AKZ C7  H9  SING N N 34 
A1AKZ C7  H10 SING N N 35 
A1AKZ C13 H14 SING N N 36 
A1AKZ C14 H15 SING N N 37 
A1AKZ N4  H1  SING N N 38 
A1AKZ C11 H13 SING N N 39 
A1AKZ O3  H11 SING N N 40 
A1AKZ C3  H7  SING N N 41 
A1AKZ C2  H6  SING N N 42 
A1AKZ C16 H16 SING N N 43 
A1AKZ N   H5  SING N N 44 
A1AKZ C   H4  SING N N 45 
A1AKZ C   H3  SING N N 46 
A1AKZ C   H2  SING N N 47 
# 
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 
A1AKZ SMILES           ACDLabs              12.01 "CS(=O)(=O)Nc1cccc(c1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                                     
A1AKZ InChI            InChI                1.06  "InChI=1S/C17H17N5O5S/c1-28(26,27)22-11-4-2-3-10(7-11)13(8-14(23)24)21-17(25)15-12-5-6-18-16(12)20-9-19-15/h2-7,9,13,22H,8H2,1H3,(H,21,25)(H,23,24)(H,18,19,20)/t13-/m0/s1" 
A1AKZ InChIKey         InChI                1.06  SSZRKFQGEKLBHY-ZDUSSCGKSA-N                                                                                                                                                 
A1AKZ SMILES_CANONICAL CACTVS               3.385 "C[S](=O)(=O)Nc1cccc(c1)[C@@H](CC(O)=O)NC(=O)c2ncnc3[nH]ccc23"                                                                                                              
A1AKZ SMILES           CACTVS               3.385 "C[S](=O)(=O)Nc1cccc(c1)[CH](CC(O)=O)NC(=O)c2ncnc3[nH]ccc23"                                                                                                                
A1AKZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)Nc1cccc(c1)[C@@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                                
A1AKZ SMILES           "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)Nc1cccc(c1)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 
A1AKZ "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-3-[3-(methanesulfonamido)phenyl]-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"       
A1AKZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{R})-3-[3-(methylsulfonylamino)phenyl]-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 
A1AKZ "Create component" 2024-04-05 RCSB 
A1AKZ "Initial release"  2024-05-15 RCSB 
# 
