data_A1A3I
# 
_chem_comp.id                                    A1A3I 
_chem_comp.name                                  "N-(2-aminoethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3,4-dihydro-2H-1,4-thiazine-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H16 N6 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-26 
_chem_comp.pdbx_modified_date                    2025-07-04 
_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                        304.371 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A3I 
_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        9DC6 
_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 
A1A3I C1   C1  C 0 1 Y N N N N N 15.001 2.373  -20.677 -2.223 0.334  -0.416 C1   A1A3I 1  
A1A3I C11  C2  C 0 1 N N N N N N 15.082 1.678  -23.049 -0.955 2.018  0.831  C11  A1A3I 2  
A1A3I C12  C3  C 0 1 N N N N N N 14.101 1.693  -24.197 0.178  2.868  0.235  C12  A1A3I 3  
A1A3I C14  C4  C 0 1 N N N N N N 12.686 0.186  -22.537 1.352  0.343  0.093  C14  A1A3I 4  
A1A3I C15  C5  C 0 1 N N N N N N 13.250 0.998  -21.607 0.082  -0.057 -0.051 C15  A1A3I 5  
A1A3I C16  C6  C 0 1 N N N N N N 11.671 -0.786 -22.078 2.435  -0.614 -0.134 C16  A1A3I 6  
A1A3I C19  C7  C 0 1 N N N N N N 10.470 -2.865 -22.527 4.802  -1.184 -0.220 C19  A1A3I 7  
A1A3I C2   C8  C 0 1 Y N N N N N 14.403 2.477  -19.387 -3.122 -0.425 0.347  C2   A1A3I 8  
A1A3I C20  C9  C 0 1 N N N N N N 9.428  -3.084 -23.601 6.149  -0.493 0.004  C20  A1A3I 9  
A1A3I C3   C10 C 0 1 Y N N N N N 15.243 3.072  -18.408 -4.340 -0.818 -0.239 C3   A1A3I 10 
A1A3I C5   C11 C 0 1 Y N N N N N 16.896 3.366  -19.872 -3.716 0.260  -2.173 C5   A1A3I 11 
A1A3I C8   C12 C 0 1 Y N N N N N 13.299 2.549  -17.411 -4.294 -1.618 1.857  C8   A1A3I 12 
A1A3I C9   C13 C 0 1 Y N N N N N 13.171 2.150  -18.729 -3.131 -0.964 1.705  C9   A1A3I 13 
A1A3I N10  N1  N 0 1 N N N N N N 14.391 1.709  -21.745 -1.011 0.744  0.115  N10  A1A3I 14 
A1A3I N18  N2  N 0 1 N N N N N N 11.436 -1.832 -22.875 3.718  -0.226 0.007  N18  A1A3I 15 
A1A3I N21  N3  N 0 1 N N N N N N 9.659  -4.367 -24.300 7.236  -1.454 -0.224 N21  A1A3I 16 
A1A3I N4   N4  N 0 1 Y N N N N N 16.483 3.533  -18.612 -4.590 -0.452 -1.495 N4   A1A3I 17 
A1A3I N6   N5  N 0 1 Y N N N N N 16.245 2.826  -20.907 -2.560 0.646  -1.664 N6   A1A3I 18 
A1A3I N7   N6  N 0 1 Y N N N N N 14.541 3.099  -17.233 -5.026 -1.538 0.700  N7   A1A3I 19 
A1A3I O17  O1  O 0 1 N N N N N N 11.066 -0.613 -21.017 2.177  -1.761 -0.449 O17  A1A3I 20 
A1A3I S13  S1  S 0 1 N N N N N N 13.081 0.228  -24.238 1.745  2.000  0.549  S13  A1A3I 21 
A1A3I H11A H1  H 0 0 N N N N N N 15.737 2.558  -23.127 -0.758 1.836  1.888  H11A A1A3I 22 
A1A3I H11B H2  H 0 0 N N N N N N 15.689 0.763  -23.110 -1.903 2.545  0.721  H11B A1A3I 23 
A1A3I H12B H3  H 0 0 N N N N N N 13.450 2.574  -24.094 0.028  2.983  -0.839 H12B A1A3I 24 
A1A3I H12A H4  H 0 0 N N N N N N 14.662 1.759  -25.141 0.196  3.848  0.713  H12A A1A3I 25 
A1A3I H15  H5  H 0 1 N N N N N N 12.735 1.085  -20.662 -0.091 -1.089 -0.318 H15  A1A3I 26 
A1A3I H19A H6  H 0 0 N N N N N N 11.010 -3.810 -22.364 4.750  -1.556 -1.243 H19A A1A3I 27 
A1A3I H19B H7  H 0 0 N N N N N N 9.960  -2.570 -21.598 4.702  -2.017 0.475  H19B A1A3I 28 
A1A3I H20B H8  H 0 0 N N N N N N 8.430  -3.100 -23.138 6.249  0.341  -0.691 H20B A1A3I 29 
A1A3I H20A H9  H 0 0 N N N N N N 9.482  -2.261 -24.329 6.201  -0.121 1.027  H20A A1A3I 30 
A1A3I H5   H10 H 0 1 N N N N N N 17.895 3.716  -20.084 -3.951 0.534  -3.191 H5   A1A3I 31 
A1A3I H8   H11 H 0 1 N N N N N N 12.543 2.444  -16.647 -4.606 -2.130 2.755  H8   A1A3I 32 
A1A3I H9   H12 H 0 1 N N N N N N 12.308 1.681  -19.178 -2.352 -0.856 2.445  H9   A1A3I 33 
A1A3I H18  H13 H 0 1 N N N N N N 11.938 -1.908 -23.736 3.923  0.689  0.259  H18  A1A3I 34 
A1A3I H21C H14 H 0 0 N N N N N N 8.961  -4.493 -25.005 7.172  -1.861 -1.144 H21C A1A3I 35 
A1A3I H21B H15 H 0 0 N N N N N N 10.564 -4.357 -24.725 8.137  -1.021 -0.082 H21B A1A3I 36 
A1A3I H1   H17 H 0 1 N N N N N N 14.885 3.467  -16.369 -5.902 -1.934 0.568  H1   A1A3I 37 
# 
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 
A1A3I C1  C2   DOUB Y N 1  
A1A3I C2  C3   SING Y N 2  
A1A3I C3  N4   DOUB Y N 3  
A1A3I N4  C5   SING Y N 4  
A1A3I C5  N6   DOUB Y N 5  
A1A3I C3  N7   SING Y N 6  
A1A3I N7  C8   SING Y N 7  
A1A3I C8  C9   DOUB Y N 8  
A1A3I C1  N10  SING N N 9  
A1A3I N10 C11  SING N N 10 
A1A3I C11 C12  SING N N 11 
A1A3I C12 S13  SING N N 12 
A1A3I S13 C14  SING N N 13 
A1A3I C14 C15  DOUB N N 14 
A1A3I C14 C16  SING N N 15 
A1A3I C16 O17  DOUB N N 16 
A1A3I C16 N18  SING N N 17 
A1A3I N18 C19  SING N N 18 
A1A3I C19 C20  SING N N 19 
A1A3I C20 N21  SING N N 20 
A1A3I N6  C1   SING Y N 21 
A1A3I C9  C2   SING Y N 22 
A1A3I C15 N10  SING N N 23 
A1A3I C11 H11A SING N N 24 
A1A3I C11 H11B SING N N 25 
A1A3I C12 H12B SING N N 26 
A1A3I C12 H12A SING N N 27 
A1A3I C15 H15  SING N N 28 
A1A3I C19 H19A SING N N 29 
A1A3I C19 H19B SING N N 30 
A1A3I C20 H20B SING N N 31 
A1A3I C20 H20A SING N N 32 
A1A3I C5  H5   SING N N 33 
A1A3I C8  H8   SING N N 34 
A1A3I C9  H9   SING N N 35 
A1A3I N18 H18  SING N N 36 
A1A3I N21 H21C SING N N 37 
A1A3I N21 H21B SING N N 38 
A1A3I N7  H1   SING N N 39 
# 
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 
A1A3I SMILES           ACDLabs              14.52 "NCCNC(=O)C1=CN(CCS1)c1ncnc2[NH]ccc12"                                                                                          
A1A3I InChI            InChI                1.06  "InChI=1S/C13H16N6OS/c14-2-4-16-13(20)10-7-19(5-6-21-10)12-9-1-3-15-11(9)17-8-18-12/h1,3,7-8H,2,4-6,14H2,(H,16,20)(H,15,17,18)" 
A1A3I InChIKey         InChI                1.06  CTPKBBPXVZYOPM-UHFFFAOYSA-N                                                                                                     
A1A3I SMILES_CANONICAL CACTVS               3.385 "NCCNC(=O)C1=CN(CCS1)c2ncnc3[nH]ccc23"                                                                                          
A1A3I SMILES           CACTVS               3.385 "NCCNC(=O)C1=CN(CCS1)c2ncnc3[nH]ccc23"                                                                                          
A1A3I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c[nH]c2c1c(ncn2)N3CCSC(=C3)C(=O)NCCN"                                                                                        
A1A3I SMILES           "OpenEye OEToolkits" 2.0.7 "c1c[nH]c2c1c(ncn2)N3CCSC(=C3)C(=O)NCCN"                                                                                        
# 
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 
A1A3I "SYSTEMATIC NAME" ACDLabs              14.52 "N-(2-aminoethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3,4-dihydro-2H-1,4-thiazine-6-carboxamide"     
A1A3I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(2-azanylethyl)-4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)-2,3-dihydro-1,4-thiazine-6-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 
A1A3I "Create component" 2024-08-26 RCSB 
A1A3I "Initial release"  2025-07-09 RCSB 
# 
