data_A1AMP
# 
_chem_comp.id                                    A1AMP 
_chem_comp.name                                  "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~,2-benzothiazin-7-yl)-2-methylpropyl]amino}-N-ethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H26 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-15 
_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                        442.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AMP 
_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        7H0K 
_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 
A1AMP N1  N1  N 0 1 N N N N N N 4.619  -15.757 17.623 0.466  -0.719 0.444  N1  A1AMP 1  
A1AMP N3  N2  N 0 1 Y N N N N N 4.922  -14.621 15.606 1.382  -2.595 -0.649 N3  A1AMP 2  
A1AMP C4  C1  C 0 1 Y N N N N N 7.741  -16.466 17.392 3.338  0.454  0.235  C4  A1AMP 3  
A1AMP C5  C2  C 0 1 Y N N N N N 6.816  -15.737 16.565 2.806  -0.781 -0.191 C5  A1AMP 4  
A1AMP C6  C3  C 0 1 Y N N N N N 5.445  -15.340 16.619 1.532  -1.379 -0.133 C6  A1AMP 5  
A1AMP C7  C4  C 0 1 N N S N N N 3.295  -15.201 17.903 -0.851 -1.358 0.493  C7  A1AMP 6  
A1AMP C8  C5  C 0 1 Y N N N N N 3.316  -14.060 18.908 -1.920 -0.299 0.582  C8  A1AMP 7  
A1AMP C10 C6  C 0 1 Y N N N N N 2.821  -11.785 19.548 -2.716 1.778  1.465  C10 A1AMP 8  
A1AMP C13 C7  C 0 1 Y N N N N N 3.939  -14.225 20.138 -3.099 -0.439 -0.124 C13 A1AMP 9  
A1AMP C15 C8  C 0 1 N N N N N N 3.404  -10.782 21.776 -4.951 2.702  0.955  C15 A1AMP 10 
A1AMP C17 C9  C 0 1 N N N N N N 2.203  -17.403 17.227 -2.307 -2.935 1.773  C17 A1AMP 11 
A1AMP C20 C10 C 0 1 Y N N N N N 7.507  -15.375 15.400 3.858  -1.501 -0.793 C20 A1AMP 12 
A1AMP O2  O1  O 0 1 N N N N N N 6.217  -13.883 22.232 -6.155 -0.874 -0.599 O2  A1AMP 13 
A1AMP S   S1  S 0 1 N N N N N N 4.885  -13.468 22.549 -5.549 0.344  -1.008 S   A1AMP 14 
A1AMP O1  O2  O 0 1 N N N N N N 4.086  -14.306 23.391 -5.195 0.631  -2.354 O1  A1AMP 15 
A1AMP N2  N3  N 0 1 N N N N N N 4.964  -11.989 23.232 -6.554 1.574  -0.501 N2  A1AMP 16 
A1AMP C14 C11 C 0 1 N N N N N N 3.704  -11.229 23.183 -5.891 2.864  -0.228 C14 A1AMP 17 
A1AMP C11 C12 C 0 1 Y N N N N N 3.435  -11.932 20.794 -3.908 1.640  0.760  C11 A1AMP 18 
A1AMP C9  C13 C 0 1 Y N N N N N 2.757  -12.820 18.628 -1.731 0.817  1.376  C9  A1AMP 19 
A1AMP C12 C14 C 0 1 Y N N N N N 4.020  -13.183 21.053 -4.080 0.533  -0.043 C12 A1AMP 20 
A1AMP C16 C15 C 0 1 N N N N N N 2.326  -16.332 18.318 -0.931 -2.267 1.721  C16 A1AMP 21 
A1AMP C18 C16 C 0 1 N N N N N N 0.949  -15.786 18.701 0.154  -3.342 1.631  C18 A1AMP 22 
A1AMP C19 C17 C 0 1 Y N N N N N 5.725  -14.326 14.573 2.397  -3.231 -1.203 C19 A1AMP 23 
A1AMP N4  N4  N 0 1 Y N N N N N 7.005  -14.664 14.373 3.605  -2.714 -1.280 N4  A1AMP 24 
A1AMP N5  N5  N 0 1 Y N N N N N 8.790  -15.863 15.492 4.978  -0.721 -0.727 N5  A1AMP 25 
A1AMP C3  C18 C 0 1 Y N N N N N 8.934  -16.510 16.714 4.657  0.471  -0.100 C3  A1AMP 26 
A1AMP C2  C19 C 0 1 N N N N N N 10.229 -17.093 17.133 5.589  1.575  0.162  C2  A1AMP 27 
A1AMP O   O3  O 0 1 N N N N N N 10.361 -17.573 18.260 5.198  2.581  0.722  O   A1AMP 28 
A1AMP N   N6  N 0 1 N N N N N N 11.225 -17.064 16.246 6.878  1.473  -0.219 N   A1AMP 29 
A1AMP C1  C20 C 0 1 N N N N N N 12.443 -17.882 16.407 7.808  2.574  0.042  C1  A1AMP 30 
A1AMP C   C21 C 0 1 N N N N N N 12.193 -19.357 16.253 9.196  2.206  -0.487 C   A1AMP 31 
A1AMP H9  H1  H 0 1 N N N N N N 4.470  -16.732 17.458 0.590  0.166  0.821  H9  A1AMP 32 
A1AMP H8  H2  H 0 1 N N N N N N 7.536  -16.896 18.361 2.796  1.244  0.735  H8  A1AMP 33 
A1AMP H   H3  H 0 1 N N N N N N 2.906  -14.787 16.961 -1.001 -1.951 -0.409 H   A1AMP 34 
A1AMP H11 H4  H 0 1 N N N N N N 2.381  -10.832 19.293 -2.558 2.648  2.083  H11 A1AMP 35 
A1AMP H12 H5  H 0 1 N N N N N N 4.369  -15.183 20.388 -3.255 -1.310 -0.743 H12 A1AMP 36 
A1AMP H16 H6  H 0 1 N N N N N N 2.404  -10.325 21.755 -4.450 3.653  1.134  H16 A1AMP 37 
A1AMP H17 H7  H 0 1 N N N N N N 4.154  -10.037 21.473 -5.541 2.449  1.836  H17 A1AMP 38 
A1AMP H20 H8  H 0 1 N N N N N N 1.507  -18.187 17.559 -2.457 -3.528 0.871  H20 A1AMP 39 
A1AMP H19 H9  H 0 1 N N N N N N 1.823  -16.943 16.303 -2.364 -3.583 2.647  H19 A1AMP 40 
A1AMP H21 H10 H 0 1 N N N N N N 3.191  -17.847 17.036 -3.080 -2.169 1.837  H21 A1AMP 41 
A1AMP H13 H11 H 0 1 N N N N N N 5.225  -12.101 24.191 -7.510 1.451  -0.394 H13 A1AMP 42 
A1AMP H14 H12 H 0 1 N N N N N N 2.883  -11.868 23.541 -6.643 3.618  0.006  H14 A1AMP 43 
A1AMP H15 H13 H 0 1 N N N N N N 3.791  -10.345 23.832 -5.324 3.175  -1.105 H15 A1AMP 44 
A1AMP H10 H14 H 0 1 N N N N N N 2.265  -12.660 17.680 -0.810 0.937  1.927  H10 A1AMP 45 
A1AMP H18 H15 H 0 1 N N N N N N 2.750  -16.816 19.210 -0.781 -1.674 2.623  H18 A1AMP 46 
A1AMP H22 H16 H 0 1 N N N N N N 0.291  -16.619 18.989 0.004  -3.935 0.729  H22 A1AMP 47 
A1AMP H23 H17 H 0 1 N N N N N N 1.053  -15.091 19.547 1.134  -2.867 1.594  H23 A1AMP 48 
A1AMP H24 H18 H 0 1 N N N N N N 0.513  -15.255 17.842 0.097  -3.990 2.505  H24 A1AMP 49 
A1AMP H25 H19 H 0 1 N N N N N N 5.275  -13.731 13.792 2.230  -4.218 -1.610 H25 A1AMP 50 
A1AMP H1  H20 H 0 1 N N N N N N 9.501  -15.768 14.795 5.854  -0.963 -1.065 H1  A1AMP 51 
A1AMP H7  H21 H 0 1 N N N N N N 11.144 -16.469 15.446 7.190  0.670  -0.666 H7  A1AMP 52 
A1AMP H5  H22 H 0 1 N N N N N N 12.855 -17.701 17.410 7.455  3.475  -0.461 H5  A1AMP 53 
A1AMP H6  H23 H 0 1 N N N N N N 13.176 -17.571 15.648 7.865  2.756  1.115  H6  A1AMP 54 
A1AMP H2  H24 H 0 1 N N N N N N 13.138 -19.905 16.384 9.549  1.305  0.016  H2  A1AMP 55 
A1AMP H3  H25 H 0 1 N N N N N N 11.469 -19.687 17.012 9.140  2.024  -1.560 H3  A1AMP 56 
A1AMP H4  H26 H 0 1 N N N N N N 11.789 -19.558 15.250 9.888  3.025  -0.293 H4  A1AMP 57 
# 
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 
A1AMP C   C1  SING N N 1  
A1AMP C1  N   SING N N 2  
A1AMP N   C2  SING N N 3  
A1AMP O   C2  DOUB N N 4  
A1AMP C2  C3  SING N N 5  
A1AMP C3  C4  DOUB Y N 6  
A1AMP C4  C5  SING Y N 7  
A1AMP C5  C6  DOUB Y N 8  
A1AMP C6  N1  SING N N 9  
A1AMP N1  C7  SING N N 10 
A1AMP C7  C8  SING N N 11 
A1AMP C8  C9  DOUB Y N 12 
A1AMP C9  C10 SING Y N 13 
A1AMP C10 C11 DOUB Y N 14 
A1AMP C11 C12 SING Y N 15 
A1AMP C13 C12 DOUB Y N 16 
A1AMP C8  C13 SING Y N 17 
A1AMP C12 S   SING N N 18 
A1AMP O1  S   DOUB N N 19 
A1AMP S   O2  DOUB N N 20 
A1AMP N2  S   SING N N 21 
A1AMP C14 N2  SING N N 22 
A1AMP C15 C14 SING N N 23 
A1AMP C11 C15 SING N N 24 
A1AMP C16 C7  SING N N 25 
A1AMP C17 C16 SING N N 26 
A1AMP C18 C16 SING N N 27 
A1AMP N3  C6  SING Y N 28 
A1AMP C19 N3  DOUB Y N 29 
A1AMP N4  C19 SING Y N 30 
A1AMP C20 N4  DOUB Y N 31 
A1AMP C5  C20 SING Y N 32 
A1AMP N5  C20 SING Y N 33 
A1AMP C3  N5  SING Y N 34 
A1AMP N1  H9  SING N N 35 
A1AMP C4  H8  SING N N 36 
A1AMP C7  H   SING N N 37 
A1AMP C10 H11 SING N N 38 
A1AMP C13 H12 SING N N 39 
A1AMP C15 H16 SING N N 40 
A1AMP C15 H17 SING N N 41 
A1AMP C17 H20 SING N N 42 
A1AMP C17 H19 SING N N 43 
A1AMP C17 H21 SING N N 44 
A1AMP N2  H13 SING N N 45 
A1AMP C14 H14 SING N N 46 
A1AMP C14 H15 SING N N 47 
A1AMP C9  H10 SING N N 48 
A1AMP C16 H18 SING N N 49 
A1AMP C18 H22 SING N N 50 
A1AMP C18 H23 SING N N 51 
A1AMP C18 H24 SING N N 52 
A1AMP C19 H25 SING N N 53 
A1AMP N5  H1  SING N N 54 
A1AMP N   H7  SING N N 55 
A1AMP C1  H5  SING N N 56 
A1AMP C1  H6  SING N N 57 
A1AMP C   H2  SING N N 58 
A1AMP C   H3  SING N N 59 
A1AMP C   H4  SING N N 60 
# 
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 
A1AMP SMILES           ACDLabs              12.01 "CCNC(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2CCNS(=O)(=O)c2c1)C(C)C"                                                                                                                                 
A1AMP InChI            InChI                1.06  "InChI=1S/C21H26N6O3S/c1-4-22-21(28)16-10-15-19(26-16)23-11-24-20(15)27-18(12(2)3)14-6-5-13-7-8-25-31(29,30)17(13)9-14/h5-6,9-12,18,25H,4,7-8H2,1-3H3,(H,22,28)(H2,23,24,26,27)/t18-/m0/s1" 
A1AMP InChIKey         InChI                1.06  YEZOZCAEAOEUES-SFHVURJKSA-N                                                                                                                                                                 
A1AMP SMILES_CANONICAL CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[C@@H](C(C)C)c3ccc4CCN[S](=O)(=O)c4c3)c2c1"                                                                                                                          
A1AMP SMILES           CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[CH](C(C)C)c3ccc4CCN[S](=O)(=O)c4c3)c2c1"                                                                                                                            
A1AMP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2N[C@H](c3ccc4c(c3)S(=O)(=O)NCC4)C(C)C"                                                                                                                           
A1AMP SMILES           "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2NC(c3ccc4c(c3)S(=O)(=O)NCC4)C(C)C"                                                                                                                               
# 
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 
A1AMP "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~,2-benzothiazin-7-yl)-2-methylpropyl]amino}-N-ethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide"                    
A1AMP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(1~{S})-1-[1,1-bis(oxidanylidene)-3,4-dihydro-2~{H}-1$l^{6},2-benzothiazin-7-yl]-2-methyl-propyl]amino]-~{N}-ethyl-7~{H}-pyrrolo[2,3-d]pyrimidine-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 
A1AMP "Create component" 2024-04-15 RCSB 
A1AMP "Initial release"  2024-05-15 RCSB 
# 
