data_IY4
# 
_chem_comp.id                                    IY4 
_chem_comp.name                                  "methyl N-(2-{[(2M)-2-(pyridin-3-yl)-1,3-thiazole-4-carbonyl]amino}prop-2-enoyl)-D-alaninate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H16 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-03 
_chem_comp.pdbx_modified_date                    2025-10-24 
_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                        360.388 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IY4 
_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        8TFJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
IY4 C10 C1  C 0 1 Y N N N N N 4.353  13.562 22.510 -5.033 0.312  0.103  C10 IY4 1  
IY4 C13 C2  C 0 1 Y N N N N N 5.925  13.821 24.792 -7.196 1.956  0.307  C13 IY4 2  
IY4 C15 C3  C 0 1 Y N N N N N 3.801  13.964 23.747 -4.921 1.701  0.040  C15 IY4 3  
IY4 C17 C4  C 0 1 N N N N N N 6.448  13.198 16.383 2.542  0.388  0.127  C17 IY4 4  
IY4 C20 C5  C 0 1 N N R N N N 8.969  13.086 16.006 4.886  0.211  0.768  C20 IY4 5  
IY4 C21 C6  C 0 1 N N N N N N 9.845  13.065 14.742 5.048  1.201  1.923  C21 IY4 6  
IY4 C22 C7  C 0 1 N N N N N N 9.213  11.811 16.955 6.185  0.106  0.011  C22 IY4 7  
IY4 C01 C8  C 0 1 N N N N N N 4.364  13.203 14.735 1.796  1.579  -1.862 C01 IY4 8  
IY4 C02 C9  C 0 1 N N N N N N 4.981  13.259 15.907 1.480  0.861  -0.781 C02 IY4 9  
IY4 N03 N1  N 0 1 N N N N N N 4.522  13.291 17.307 0.140  0.557  -0.510 N03 IY4 10 
IY4 C04 C10 C 0 1 N N N N N N 3.130  13.448 17.670 -0.254 -0.729 -0.418 C04 IY4 11 
IY4 O05 O1  O 0 1 N N N N N N 2.268  13.608 16.847 0.569  -1.623 -0.482 O05 IY4 12 
IY4 C06 C11 C 0 1 Y N N N N N 2.861  13.438 19.184 -1.680 -1.052 -0.240 C06 IY4 13 
IY4 C07 C12 C 0 1 Y N N N N N 1.573  13.381 19.669 -2.129 -2.323 -0.141 C07 IY4 14 
IY4 S08 S1  S 0 1 Y N N N N N 1.773  13.444 21.403 -3.827 -2.303 0.057  S08 IY4 15 
IY4 C09 C13 C 0 1 Y N N N N N 3.518  13.475 21.371 -3.832 -0.544 -0.006 C09 IY4 16 
IY4 C11 C14 C 0 1 Y N N N N N 5.736  13.288 22.442 -6.299 -0.257 0.278  C11 IY4 17 
IY4 C12 C15 C 0 1 Y N N N N N 6.548  13.420 23.588 -7.390 0.588  0.380  C12 IY4 18 
IY4 N14 N2  N 0 1 Y N N N N N 4.581  14.070 24.846 -5.990 2.464  0.137  N14 IY4 19 
IY4 N16 N3  N 0 1 Y N N N N N 3.866  13.472 20.068 -2.616 -0.116 -0.159 N16 IY4 20 
IY4 O18 O2  O 0 1 N N N N N N 6.664  13.237 17.560 2.254  -0.266 1.111  O18 IY4 21 
IY4 N19 N4  N 0 1 N N N N N N 7.583  13.159 15.469 3.832  0.681  -0.134 N19 IY4 22 
IY4 O23 O3  O 0 1 N N N N N N 8.357  10.936 17.078 6.225  0.395  -1.162 O23 IY4 23 
IY4 O24 O4  O 0 1 N N N N N N 10.449 11.662 17.690 7.297  -0.307 0.639  O24 IY4 24 
IY4 C25 C16 C 0 1 N N N N N N 10.368 11.162 19.032 8.512  -0.384 -0.153 C25 IY4 25 
IY4 H1  H1  H 0 1 N N N N N N 6.521  13.933 25.686 -8.046 2.618  0.382  H1  IY4 26 
IY4 H2  H2  H 0 1 N N N N N N 2.747  14.189 23.815 -3.950 2.155  -0.090 H2  IY4 27 
IY4 H3  H3  H 0 1 N N N N N N 9.193  13.994 16.585 4.617  -0.768 1.164  H3  IY4 28 
IY4 H4  H4  H 0 1 N N N N N N 10.905 13.011 15.031 4.109  1.277  2.471  H4  IY4 29 
IY4 H5  H5  H 0 1 N N N N N N 9.586  12.187 14.131 5.833  0.852  2.594  H5  IY4 30 
IY4 H6  H6  H 0 1 N Y N N N N 9.670  13.982 14.159 5.318  2.180  1.527  H6  IY4 31 
IY4 H7  H7  H 0 1 N N N N N N 3.285  13.170 14.694 1.029  1.853  -2.572 H7  IY4 32 
IY4 H8  H8  H 0 1 N N N N N N 4.940  13.190 13.822 2.818  1.886  -2.026 H8  IY4 33 
IY4 H9  H9  H 0 1 N N N N N N 5.200  13.201 18.036 -0.505 1.271  -0.389 H9  IY4 34 
IY4 H10 H10 H 0 1 N N N N N N 0.653  13.313 19.107 -1.513 -3.210 -0.182 H10 IY4 35 
IY4 H11 H11 H 0 1 N N N N N N 6.175  12.975 21.506 -6.422 -1.329 0.331  H11 IY4 36 
IY4 H12 H12 H 0 1 N N N N N N 7.609  13.222 23.547 -8.382 0.185  0.516  H12 IY4 37 
IY4 H13 H13 H 0 1 N N N N N N 7.430  13.181 14.481 4.061  1.202  -0.919 H13 IY4 38 
IY4 H14 H14 H 0 1 N N N N N N 11.378 11.102 19.463 9.333  -0.730 0.474  H14 IY4 39 
IY4 H15 H15 H 0 1 N N N N N N 9.750  11.840 19.639 8.364  -1.081 -0.977 H15 IY4 40 
IY4 H16 H16 H 0 1 N N N N N N 9.914  10.160 19.023 8.749  0.603  -0.550 H16 IY4 41 
# 
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 
IY4 C01 C02 DOUB N N 1  
IY4 C21 C20 SING N N 2  
IY4 N19 C20 SING N N 3  
IY4 N19 C17 SING N N 4  
IY4 C02 C17 SING N N 5  
IY4 C02 N03 SING N N 6  
IY4 C20 C22 SING N N 7  
IY4 C17 O18 DOUB N N 8  
IY4 O05 C04 DOUB N N 9  
IY4 C22 O23 DOUB N N 10 
IY4 C22 O24 SING N N 11 
IY4 N03 C04 SING N N 12 
IY4 C04 C06 SING N N 13 
IY4 O24 C25 SING N N 14 
IY4 C06 C07 DOUB Y N 15 
IY4 C06 N16 SING Y N 16 
IY4 C07 S08 SING Y N 17 
IY4 N16 C09 DOUB Y N 18 
IY4 C09 S08 SING Y N 19 
IY4 C09 C10 SING N N 20 
IY4 C11 C10 DOUB Y N 21 
IY4 C11 C12 SING Y N 22 
IY4 C10 C15 SING Y N 23 
IY4 C12 C13 DOUB Y N 24 
IY4 C15 N14 DOUB Y N 25 
IY4 C13 N14 SING Y N 26 
IY4 C13 H1  SING N N 27 
IY4 C15 H2  SING N N 28 
IY4 C20 H3  SING N N 29 
IY4 C21 H4  SING N N 30 
IY4 C21 H5  SING N N 31 
IY4 C21 H6  SING N N 32 
IY4 C01 H7  SING N N 33 
IY4 C01 H8  SING N N 34 
IY4 C07 H10 SING N N 35 
IY4 C11 H11 SING N N 36 
IY4 C12 H12 SING N N 37 
IY4 N19 H13 SING N N 38 
IY4 C25 H14 SING N N 39 
IY4 C25 H15 SING N N 40 
IY4 C25 H16 SING N N 41 
IY4 N03 H9  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 
IY4 SMILES           ACDLabs              12.01 "O=C(OC)C(C)NC(=O)C(=C)NC(=O)c1csc(n1)c1cnccc1"                                                                                                  
IY4 InChI            InChI                1.06  "InChI=1S/C16H16N4O4S/c1-9(13(21)19-10(2)16(23)24-3)18-14(22)12-8-25-15(20-12)11-5-4-6-17-7-11/h4-8,10H,1H2,2-3H3,(H,18,22)(H,19,21)/t10-/m1/s1" 
IY4 InChIKey         InChI                1.06  RVPKOYWAKLWTTB-SNVBAGLBSA-N                                                                                                                      
IY4 SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@@H](C)NC(=O)C(=C)NC(=O)c1csc(n1)c2cccnc2"                                                                                             
IY4 SMILES           CACTVS               3.385 "COC(=O)[CH](C)NC(=O)C(=C)NC(=O)c1csc(n1)c2cccnc2"                                                                                               
IY4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](C(=O)OC)NC(=O)C(=C)NC(=O)c1csc(n1)c2cccnc2"                                                                                              
IY4 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(=O)OC)NC(=O)C(=C)NC(=O)c1csc(n1)c2cccnc2"                                                                                                  
# 
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 
IY4 "SYSTEMATIC NAME" ACDLabs              12.01 "methyl N-(2-{[(2M)-2-(pyridin-3-yl)-1,3-thiazole-4-carbonyl]amino}prop-2-enoyl)-D-alaninate"      
IY4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl (2~{R})-2-[2-[(2-pyridin-3-yl-1,3-thiazol-4-yl)carbonylamino]prop-2-enoylamino]propanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IY4 "Create component" 2023-08-03 RCSB 
IY4 "Modify PCM"       2024-09-27 PDBE 
IY4 "Initial release"  2025-10-29 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            IY4 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C21 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
