data_A1CKM
# 
_chem_comp.id                                    A1CKM 
_chem_comp.name                                  "(2R)-2-(6-methyl-4-oxo-5-phenylthieno[2,3-d]pyrimidin-3(4H)-yl)butanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-25 
_chem_comp.pdbx_modified_date                    2025-08-01 
_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                        328.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKM 
_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        7FZF 
_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 
A1CKM C10 C1  C 0 1 N N R N N N 7.176  8.352  17.664 2.957  0.863  -0.241 C10 A1CKM 1  
A1CKM C11 C2  C 0 1 N N N N N N 7.251  9.832  17.219 3.882  0.706  0.938  C11 A1CKM 2  
A1CKM O12 O1  O 0 1 N N N N N N 4.781  7.401  18.363 0.315  1.432  -0.091 O12 A1CKM 3  
A1CKM C13 C3  C 0 1 Y N N N N N 2.744  6.443  20.362 -2.533 0.712  0.095  C13 A1CKM 4  
A1CKM O14 O2  O 0 1 N N N N N N 7.730  10.047 16.056 4.936  1.525  1.078  O14 A1CKM 5  
A1CKM C16 C4  C 0 1 N N N N N N 2.804  6.502  23.535 -4.023 -1.875 0.224  C16 A1CKM 6  
A1CKM C17 C5  C 0 1 N N N N N N 8.501  7.620  17.496 3.747  0.673  -1.538 C17 A1CKM 7  
A1CKM C18 C6  C 0 1 Y N N N N N 2.000  7.251  19.521 -3.374 1.089  -0.952 C18 A1CKM 8  
A1CKM C19 C7  C 0 1 Y N N N N N 2.418  5.088  20.451 -2.335 1.579  1.169  C19 A1CKM 9  
A1CKM C20 C8  C 0 1 N N N N N N 8.497  6.176  17.925 2.838  0.955  -2.735 C20 A1CKM 10 
A1CKM C21 C9  C 0 1 Y N N N N N 0.941  6.694  18.812 -4.005 2.316  -0.919 C21 A1CKM 11 
A1CKM C22 C10 C 0 1 Y N N N N N 1.363  4.520  19.723 -2.971 2.803  1.190  C22 A1CKM 12 
A1CKM C23 C11 C 0 1 Y N N N N N 0.625  5.338  18.899 -3.804 3.171  0.149  C23 A1CKM 13 
A1CKM C1  C12 C 0 1 Y N N N N N 5.169  7.534  20.704 -0.411 -0.751 -0.021 C1  A1CKM 14 
A1CKM C2  C13 C 0 1 Y N N N N N 6.009  7.842  21.849 -0.015 -2.083 -0.029 C2  A1CKM 15 
A1CKM C3  C14 C 0 1 N N N N N N 5.527  7.682  19.301 0.606  0.248  -0.094 C3  A1CKM 16 
A1CKM N4  N1  N 0 1 N N N N N N 6.807  8.204  19.030 1.894  -0.142 -0.166 N4  A1CKM 17 
A1CKM N5  N2  N 0 1 N N N N N N 7.286  8.416  21.479 1.299  -2.386 -0.103 N5  A1CKM 18 
A1CKM C6  C15 C 0 1 Y N N N N N 3.877  6.952  21.223 -1.858 -0.607 0.069  C6  A1CKM 19 
A1CKM S7  S1  S 0 1 Y N N N N N 5.305  7.583  23.244 -1.427 -3.127 0.068  S7  A1CKM 20 
A1CKM C8  C16 C 0 1 Y N N N N N 3.915  6.965  22.665 -2.523 -1.760 0.127  C8  A1CKM 21 
A1CKM C9  C17 C 0 1 N N N N N N 7.701  8.528  20.092 2.211  -1.462 -0.168 C9  A1CKM 22 
A1CKM O15 O3  O 0 1 N N N N N N 6.877  10.844 17.919 3.674  -0.157 1.758  O15 A1CKM 23 
A1CKM H25 H1  H 0 1 N N N N N N 6.429  7.851  17.030 2.516  1.860  -0.227 H25 A1CKM 24 
A1CKM H1  H2  H 0 1 N N N N N N 7.734  10.981 15.882 5.501  1.386  1.851  H1  A1CKM 25 
A1CKM H27 H3  H 0 1 N N N N N N 3.079  6.646  24.590 -4.450 -1.916 -0.778 H27 A1CKM 26 
A1CKM H28 H4  H 0 1 N N N N N N 1.897  7.082  23.310 -4.283 -2.783 0.768  H28 A1CKM 27 
A1CKM H29 H5  H 0 1 N N N N N N 2.613  5.435  23.349 -4.419 -1.008 0.753  H29 A1CKM 28 
A1CKM H30 H6  H 0 1 N N N N N N 8.778  7.658  16.432 4.592  1.362  -1.553 H30 A1CKM 29 
A1CKM H31 H7  H 0 1 N N N N N N 9.260  8.149  18.091 4.114  -0.352 -1.592 H31 A1CKM 30 
A1CKM H32 H8  H 0 1 N N N N N N 2.238  8.299  19.416 -3.531 0.421  -1.786 H32 A1CKM 31 
A1CKM H33 H9  H 0 1 N N N N N N 3.000  4.455  21.104 -1.685 1.293  1.982  H33 A1CKM 32 
A1CKM H34 H10 H 0 1 N N N N N N 9.495  5.742  17.764 1.993  0.266  -2.720 H34 A1CKM 33 
A1CKM H35 H11 H 0 1 N N N N N N 8.237  6.111  18.992 2.472  1.980  -2.680 H35 A1CKM 34 
A1CKM H36 H12 H 0 1 N N N N N N 7.755  5.620  17.333 3.401  0.819  -3.659 H36 A1CKM 35 
A1CKM H37 H13 H 0 1 N N N N N N 0.345  7.331  18.175 -4.656 2.608  -1.730 H37 A1CKM 36 
A1CKM H38 H14 H 0 1 N N N N N N 1.136  3.468  19.807 -2.818 3.476  2.021  H38 A1CKM 37 
A1CKM H39 H15 H 0 1 N N N N N N -0.194 4.933  18.323 -4.300 4.131  0.169  H39 A1CKM 38 
A1CKM H24 H16 H 0 1 N N N N N N 8.702  8.862  19.862 3.249  -1.753 -0.227 H24 A1CKM 39 
# 
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 
A1CKM C1  C2  DOUB Y N 1  
A1CKM C1  C3  SING N N 2  
A1CKM C3  N4  SING N N 3  
A1CKM C2  N5  SING N N 4  
A1CKM C1  C6  SING Y N 5  
A1CKM C2  S7  SING Y N 6  
A1CKM C6  C8  DOUB Y N 7  
A1CKM S7  C8  SING Y N 8  
A1CKM N4  C9  SING N N 9  
A1CKM N5  C9  DOUB N N 10 
A1CKM N4  C10 SING N N 11 
A1CKM C10 C11 SING N N 12 
A1CKM C3  O12 DOUB N N 13 
A1CKM C6  C13 SING N N 14 
A1CKM C11 O14 SING N N 15 
A1CKM C11 O15 DOUB N N 16 
A1CKM C8  C16 SING N N 17 
A1CKM C10 C17 SING N N 18 
A1CKM C13 C18 DOUB Y N 19 
A1CKM C13 C19 SING Y N 20 
A1CKM C17 C20 SING N N 21 
A1CKM C18 C21 SING Y N 22 
A1CKM C19 C22 DOUB Y N 23 
A1CKM C21 C23 DOUB Y N 24 
A1CKM C22 C23 SING Y N 25 
A1CKM C10 H25 SING N N 26 
A1CKM O14 H1  SING N N 27 
A1CKM C16 H27 SING N N 28 
A1CKM C16 H28 SING N N 29 
A1CKM C16 H29 SING N N 30 
A1CKM C17 H30 SING N N 31 
A1CKM C17 H31 SING N N 32 
A1CKM C18 H32 SING N N 33 
A1CKM C19 H33 SING N N 34 
A1CKM C20 H34 SING N N 35 
A1CKM C20 H35 SING N N 36 
A1CKM C20 H36 SING N N 37 
A1CKM C21 H37 SING N N 38 
A1CKM C22 H38 SING N N 39 
A1CKM C23 H39 SING N N 40 
A1CKM C9  H24 SING N N 41 
# 
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 
A1CKM SMILES           ACDLabs              14.52   "O=C(O)C(CC)N1C=Nc2sc(C)c(c2C1=O)c1ccccc1"                                                                                           
A1CKM InChI            InChI                1.06    "InChI=1S/C17H16N2O3S/c1-3-12(17(21)22)19-9-18-15-14(16(19)20)13(10(2)23-15)11-7-5-4-6-8-11/h4-9,12H,3H2,1-2H3,(H,21,22)/t12-/m1/s1" 
A1CKM InChIKey         InChI                1.06    LGPFPZPACCUANZ-GFCCVEGCSA-N                                                                                                          
A1CKM SMILES_CANONICAL CACTVS               3.385   "CC[C@@H](N1C=Nc2sc(C)c(c3ccccc3)c2C1=O)C(O)=O"                                                                                      
A1CKM SMILES           CACTVS               3.385   "CC[CH](N1C=Nc2sc(C)c(c3ccccc3)c2C1=O)C(O)=O"                                                                                        
A1CKM SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC[C@H](C(=O)O)N1C=Nc2c(c(c(s2)C)c3ccccc3)C1=O"                                                                                     
A1CKM SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(C(=O)O)N1C=Nc2c(c(c(s2)C)c3ccccc3)C1=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 
A1CKM "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-2-(6-methyl-4-oxo-5-phenylthieno[2,3-d]pyrimidin-3(4H)-yl)butanoic acid"           
A1CKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-2-(6-methyl-4-oxidanylidene-5-phenyl-thieno[2,3-d]pyrimidin-3-yl)butanoic 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 
A1CKM "Create component" 2025-07-25 RCSB 
A1CKM "Initial release"  2025-08-06 RCSB 
# 
