data_XSI
# 
_chem_comp.id                                    XSI 
_chem_comp.name                                  "N-{5-[4-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)butyl]pyridine-2-carbonyl}-L-glutamic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-12-06 
_chem_comp.pdbx_modified_date                    2023-05-05 
_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                        473.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XSI 
_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        8FDY 
_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.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 
XSI C12 C1  C 0 1 Y N N -23.923 11.513 34.759 -3.438 -0.891 0.785  C12 XSI 1  
XSI C14 C2  C 0 1 Y N N -24.206 12.434 33.763 -2.625 -1.744 1.528  C14 XSI 2  
XSI C15 C3  C 0 1 Y N N -26.210 11.098 35.049 -1.679 0.551  0.400  C15 XSI 3  
XSI C16 C4  C 0 1 Y N N -25.496 12.674 33.426 -1.289 -1.419 1.699  C16 XSI 4  
XSI C21 C5  C 0 1 N N N -20.141 11.976 37.422 -7.869 0.555  -0.571 C21 XSI 5  
XSI C22 C6  C 0 1 N N N -18.808 12.256 36.729 -7.823 1.442  0.675  C22 XSI 6  
XSI C17 C7  C 0 1 N N N -22.481 11.217 35.163 -4.869 -1.223 0.592  C17 XSI 7  
XSI C23 C8  C 0 1 N N N -17.940 13.190 37.567 -8.603 2.707  0.420  C23 XSI 8  
XSI N11 N1  N 0 1 N N N -24.518 9.368  25.718 10.901 1.741  -0.283 N11 XSI 9  
XSI N13 N2  N 0 1 Y N N -24.926 10.859 35.384 -2.943 0.219  0.252  N13 XSI 10 
XSI C20 C9  C 0 1 N N S -20.793 10.678 36.956 -7.077 -0.728 -0.313 C20 XSI 11 
XSI C02 C10 C 0 1 N N N -24.918 10.530 26.484 9.736  1.023  -0.179 C02 XSI 12 
XSI C04 C11 C 0 1 N N N -24.539 12.716 27.087 8.603  -0.867 0.644  C04 XSI 13 
XSI C05 C12 C 0 1 Y N N -26.188 13.713 28.709 6.081  -0.965 -0.011 C05 XSI 14 
XSI C06 C13 C 0 1 Y N N -27.343 13.352 29.410 5.190  -0.263 -0.684 C06 XSI 15 
XSI C08 C14 C 0 1 Y N N -25.654 12.675 27.896 7.413  -0.390 0.018  C08 XSI 16 
XSI C09 C15 C 0 1 Y N N -26.384 11.483 27.954 7.483  0.806  -0.692 C09 XSI 17 
XSI C26 C16 C 0 1 N N N -20.770 9.628  38.070 -7.223 -1.655 -1.492 C26 XSI 18 
XSI C29 C17 C 0 1 N N N -28.126 14.243 30.362 3.744  -0.656 -0.845 C29 XSI 19 
XSI C30 C18 C 0 1 N N N -27.701 13.932 31.792 2.923  -0.059 0.300  C30 XSI 20 
XSI C31 C19 C 0 1 N N N -28.130 12.524 32.197 1.455  -0.457 0.137  C31 XSI 21 
XSI C32 C20 C 0 1 N N N -27.959 12.272 33.691 0.634  0.139  1.282  C32 XSI 22 
XSI C33 C21 C 0 1 Y N N -26.502 12.014 34.058 -0.812 -0.253 1.122  C33 XSI 23 
XSI N01 N3  N 0 1 N N N -25.997 10.442 27.247 8.653  1.473  -0.764 N01 XSI 24 
XSI N03 N4  N 0 1 N N N -24.192 11.638 26.395 9.734  -0.144 0.527  N03 XSI 25 
XSI N19 N5  N 0 1 N N N -22.161 10.959 36.558 -5.662 -0.400 -0.122 N19 XSI 26 
XSI O10 O1  O 0 1 N N N -23.899 13.713 27.016 8.596  -1.908 1.277  O10 XSI 27 
XSI O18 O2  O 0 1 N N N -21.629 11.189 34.340 -5.328 -2.239 1.077  O18 XSI 28 
XSI O24 O3  O 0 1 N N N -16.974 13.808 37.046 -9.139 2.880  -0.649 O24 XSI 29 
XSI O25 O4  O 0 1 N N N -18.202 13.343 38.788 -8.701 3.639  1.380  O25 XSI 30 
XSI O27 O5  O 0 1 N N N -21.801 8.950  38.318 -6.245 -2.004 -2.110 O27 XSI 31 
XSI O28 O6  O 0 1 N N N -19.722 9.431  38.746 -8.439 -2.091 -1.856 O28 XSI 32 
XSI S07 S1  S 0 1 Y N N -27.678 11.744 29.016 5.903  1.185  -1.368 S07 XSI 33 
XSI H1  H1  H 0 1 N N N -23.405 12.956 33.260 -3.031 -2.645 1.964  H1  XSI 34 
XSI H2  H2  H 0 1 N N N -27.008 10.574 35.554 -1.312 1.463  -0.048 H2  XSI 35 
XSI H3  H3  H 0 1 N N N -25.726 13.392 32.653 -0.634 -2.061 2.271  H3  XSI 36 
XSI H4  H4  H 0 1 N N N -19.966 11.911 38.506 -8.904 0.304  -0.801 H4  XSI 37 
XSI H5  H5  H 0 1 N N N -20.828 12.809 37.211 -7.429 1.090  -1.414 H5  XSI 38 
XSI H6  H6  H 0 1 N N N -18.274 11.306 36.580 -8.263 0.908  1.517  H6  XSI 39 
XSI H7  H7  H 0 1 N N N -19.002 12.725 35.753 -6.788 1.694  0.904  H7  XSI 40 
XSI H8  H8  H 0 1 N N N -25.053 8.525  25.773 10.916 2.570  -0.786 H8  XSI 41 
XSI H9  H9  H 0 1 N N N -23.707 9.409  25.134 11.709 1.419  0.145  H9  XSI 42 
XSI H10 H10 H 0 1 N N N -20.229 10.289 36.095 -7.460 -1.217 0.583  H10 XSI 43 
XSI H11 H11 H 0 1 N N N -25.741 14.694 28.779 5.837  -1.892 0.485  H11 XSI 44 
XSI H12 H12 H 0 1 N N N -27.916 15.299 30.136 3.368  -0.278 -1.796 H12 XSI 45 
XSI H13 H13 H 0 1 N N N -29.203 14.050 30.247 3.658  -1.742 -0.826 H13 XSI 46 
XSI H14 H14 H 0 1 N N N -26.606 14.010 31.867 3.299  -0.436 1.251  H14 XSI 47 
XSI H15 H15 H 0 1 N N N -28.168 14.660 32.472 3.009  1.028  0.281  H15 XSI 48 
XSI H16 H16 H 0 1 N N N -29.190 12.388 31.935 1.079  -0.080 -0.814 H16 XSI 49 
XSI H17 H17 H 0 1 N N N -27.519 11.796 31.644 1.369  -1.544 0.156  H17 XSI 50 
XSI H18 H18 H 0 1 N N N -28.315 13.154 34.244 1.010  -0.238 2.234  H18 XSI 51 
XSI H19 H19 H 0 1 N N N -28.559 11.395 33.975 0.720  1.226  1.263  H19 XSI 52 
XSI H20 H20 H 0 1 N N N -23.384 11.660 25.807 10.552 -0.455 0.947  H20 XSI 53 
XSI H21 H21 H 0 1 N N N -22.886 10.975 37.246 -5.296 0.411  -0.509 H21 XSI 54 
XSI H22 H22 H 0 1 N N N -17.582 13.953 39.171 -9.211 4.433  1.170  H22 XSI 55 
XSI H23 H23 H 0 1 N N N -19.882 8.749  39.388 -8.482 -2.684 -2.619 H23 XSI 56 
# 
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 
XSI N11 C02 SING N N 1  
XSI N03 C02 SING N N 2  
XSI N03 C04 SING N N 3  
XSI C02 N01 DOUB N N 4  
XSI O10 C04 DOUB N N 5  
XSI C04 C08 SING N N 6  
XSI N01 C09 SING N N 7  
XSI C08 C09 DOUB Y N 8  
XSI C08 C05 SING Y N 9  
XSI C09 S07 SING Y N 10 
XSI C05 C06 DOUB Y N 11 
XSI S07 C06 SING Y N 12 
XSI C06 C29 SING N N 13 
XSI C29 C30 SING N N 14 
XSI C30 C31 SING N N 15 
XSI C31 C32 SING N N 16 
XSI C16 C14 DOUB Y N 17 
XSI C16 C33 SING Y N 18 
XSI C32 C33 SING N N 19 
XSI C14 C12 SING Y N 20 
XSI C33 C15 DOUB Y N 21 
XSI O18 C17 DOUB N N 22 
XSI C12 C17 SING N N 23 
XSI C12 N13 DOUB Y N 24 
XSI C15 N13 SING Y N 25 
XSI C17 N19 SING N N 26 
XSI N19 C20 SING N N 27 
XSI C22 C21 SING N N 28 
XSI C22 C23 SING N N 29 
XSI C20 C21 SING N N 30 
XSI C20 C26 SING N N 31 
XSI O24 C23 DOUB N N 32 
XSI C23 O25 SING N N 33 
XSI C26 O27 DOUB N N 34 
XSI C26 O28 SING N N 35 
XSI C14 H1  SING N N 36 
XSI C15 H2  SING N N 37 
XSI C16 H3  SING N N 38 
XSI C21 H4  SING N N 39 
XSI C21 H5  SING N N 40 
XSI C22 H6  SING N N 41 
XSI C22 H7  SING N N 42 
XSI N11 H8  SING N N 43 
XSI N11 H9  SING N N 44 
XSI C20 H10 SING N N 45 
XSI C05 H11 SING N N 46 
XSI C29 H12 SING N N 47 
XSI C29 H13 SING N N 48 
XSI C30 H14 SING N N 49 
XSI C30 H15 SING N N 50 
XSI C31 H16 SING N N 51 
XSI C31 H17 SING N N 52 
XSI C32 H18 SING N N 53 
XSI C32 H19 SING N N 54 
XSI N03 H20 SING N N 55 
XSI N19 H21 SING N N 56 
XSI O25 H22 SING N N 57 
XSI O28 H23 SING N N 58 
# 
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 
XSI SMILES           ACDLabs              12.01 "O=C(O)C(CCC(=O)O)NC(=O)c1ccc(cn1)CCCCc1cc2C(=O)NC(N)=Nc2s1"                                                                                                                                              
XSI InChI            InChI                1.06  "InChI=1S/C21H23N5O6S/c22-21-25-17(29)13-9-12(33-19(13)26-21)4-2-1-3-11-5-6-14(23-10-11)18(30)24-15(20(31)32)7-8-16(27)28/h5-6,9-10,15H,1-4,7-8H2,(H,24,30)(H,27,28)(H,31,32)(H3,22,25,26,29)/t15-/m0/s1" 
XSI InChIKey         InChI                1.06  BKEFFQOOMQZMDH-HNNXBMFYSA-N                                                                                                                                                                               
XSI SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2sc(CCCCc3ccc(nc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1"                                                                                                                                         
XSI SMILES           CACTVS               3.385 "NC1=Nc2sc(CCCCc3ccc(nc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1"                                                                                                                                           
XSI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ncc1CCCCc2cc3c(s2)N=C(NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O"                                                                                                                                         
XSI SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ncc1CCCCc2cc3c(s2)N=C(NC3=O)N)C(=O)NC(CCC(=O)O)C(=O)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 
XSI "SYSTEMATIC NAME" ACDLabs              12.01 "N-{5-[4-(2-amino-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-6-yl)butyl]pyridine-2-carbonyl}-L-glutamic acid"                        
XSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[5-[4-(2-azanyl-4-oxidanylidene-3~{H}-thieno[2,3-d]pyrimidin-6-yl)butyl]pyridin-2-yl]carbonylamino]pentanedioic 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 
XSI "Create component" 2022-12-06 RCSB 
XSI "Initial release"  2023-05-10 RCSB 
# 
