data_XSO
# 
_chem_comp.id                                    XSO 
_chem_comp.name                                  "N-{5-[4-(2-amino-4-oxo-1,4-dihydrothieno[2,3-d]pyrimidin-6-yl)butyl]-3-fluoropyridine-2-carbonyl}-L-glutamic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 F 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                        491.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XSO 
_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        8FDZ 
_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 
XSO C17 C1  C 0 1 N N N 25.616 -9.103  -15.383 -4.865 -1.209 0.217  C17 XSO 1  
XSO C12 C2  C 0 1 Y N N 25.449 -10.425 -16.122 -3.408 -1.269 -0.038 C12 XSO 2  
XSO C16 C3  C 0 1 Y N N 24.418 -12.533 -16.728 -1.284 -2.343 0.263  C16 XSO 3  
XSO C15 C4  C 0 1 Y N N 26.405 -11.613 -17.741 -1.543 -0.359 -1.048 C15 XSO 4  
XSO C14 C5  C 0 1 Y N N 24.439 -11.373 -15.947 -2.650 -2.303 0.513  C14 XSO 5  
XSO C02 C6  C 0 1 N N N 24.377 -10.807 -24.580 9.906  0.248  -0.285 C02 XSO 6  
XSO C04 C7  C 0 1 N N N 24.193 -13.019 -23.948 8.253  1.717  -0.966 C04 XSO 7  
XSO C05 C8  C 0 1 Y N N 25.977 -13.874 -22.314 5.821  1.147  -0.060 C05 XSO 8  
XSO C06 C9  C 0 1 Y N N 27.104 -13.404 -21.626 5.208  0.251  0.692  C06 XSO 9  
XSO C08 C10 C 0 1 Y N N 25.344 -12.867 -23.152 7.248  0.938  -0.212 C08 XSO 10 
XSO C09 C11 C 0 1 Y N N 25.968 -11.613 -23.116 7.690  -0.178 0.474  C09 XSO 11 
XSO C20 C12 C 0 1 N N S 27.336 -7.220  -15.114 -7.045 -0.161 -0.070 C20 XSO 12 
XSO C21 C13 C 0 1 N N N 28.774 -7.319  -14.653 -7.532 1.283  -0.212 C21 XSO 13 
XSO C22 C14 C 0 1 N N N 28.919 -8.108  -13.354 -6.901 2.145  0.883  C22 XSO 14 
XSO C23 C15 C 0 1 N N N 30.391 -8.448  -13.169 -7.381 3.566  0.742  C23 XSO 15 
XSO C26 C16 C 0 1 N N N 27.334 -6.260  -16.281 -7.760 -1.033 -1.069 C26 XSO 16 
XSO C29 C17 C 0 1 N N N 28.016 -14.153 -20.693 3.732  0.258  0.994  C29 XSO 17 
XSO C30 C18 C 0 1 N N N 28.124 -13.302 -19.460 2.990  -0.553 -0.070 C30 XSO 18 
XSO C31 C19 C 0 1 N N N 27.232 -13.963 -18.433 1.491  -0.546 0.236  C31 XSO 19 
XSO C32 C20 C 0 1 N N N 25.735 -13.702 -18.635 0.749  -1.357 -0.828 C32 XSO 20 
XSO C33 C21 C 0 1 Y N N 25.450 -12.585 -17.650 -0.727 -1.351 -0.526 C33 XSO 21 
XSO F34 F1  F 0 1 N N N 23.478 -11.145 -15.001 -3.235 -3.250 1.278  F34 XSO 22 
XSO N01 N1  N 0 1 N N N 25.469 -10.607 -23.836 9.031  -0.507 0.424  N01 XSO 23 
XSO N03 N2  N 0 1 N N N 23.746 -11.978 -24.636 9.530  1.317  -0.952 N03 XSO 24 
XSO N11 N3  N 0 1 N N N 23.833 -9.724  -25.374 11.227 -0.112 -0.303 N11 XSO 25 
XSO N13 N4  N 0 1 Y N N 26.396 -10.563 -16.998 -2.833 -0.340 -0.793 N13 XSO 26 
XSO N19 N5  N 0 1 N N N 26.904 -8.482  -15.646 -5.602 -0.216 -0.317 N19 XSO 27 
XSO O10 O1  O 0 1 N N N 23.530 -14.257 -24.024 7.923  2.713  -1.591 O10 XSO 28 
XSO O18 O2  O 0 1 N N N 24.764 -8.621  -14.710 -5.396 -2.060 0.903  O18 XSO 29 
XSO O24 O3  O 0 1 N N N 31.281 -7.679  -13.658 -8.149 3.860  -0.143 O24 XSO 30 
XSO O25 O4  O 0 1 N N N 30.713 -9.502  -12.563 -6.955 4.506  1.600  O25 XSO 31 
XSO O27 O5  O 0 1 N N N 26.835 -5.116  -16.134 -9.098 -1.138 -1.034 O27 XSO 32 
XSO O28 O6  O 0 1 N N N 27.840 -6.620  -17.383 -7.129 -1.639 -1.903 O28 XSO 33 
XSO S07 S1  S 0 1 Y N N 27.307 -11.781 -22.053 6.338  -0.948 1.292  S07 XSO 34 
XSO H1  H1  H 0 1 N N N 23.674 -13.308 -16.623 -0.670 -3.131 0.675  H1  XSO 35 
XSO H2  H2  H 0 1 N N N 27.198 -11.730 -18.465 -1.112 0.416  -1.664 H2  XSO 36 
XSO H3  H3  H 0 1 N N N 25.613 -14.887 -22.230 5.300  1.970  -0.526 H3  XSO 37 
XSO H4  H4  H 0 1 N N N 26.683 -6.862  -14.304 -7.255 -0.517 0.939  H4  XSO 38 
XSO H5  H5  H 0 1 N N N 29.362 -7.819  -15.437 -7.244 1.668  -1.190 H5  XSO 39 
XSO H6  H6  H 0 1 N N N 29.164 -6.303  -14.494 -8.618 1.311  -0.116 H6  XSO 40 
XSO H7  H7  H 0 1 N N N 28.567 -7.500  -12.507 -7.189 1.759  1.860  H7  XSO 41 
XSO H8  H8  H 0 1 N N N 28.327 -9.033  -13.412 -5.816 2.116  0.787  H8  XSO 42 
XSO H9  H9  H 0 1 N N N 27.588 -15.135 -20.445 3.559  -0.185 1.974  H9  XSO 43 
XSO H10 H10 H 0 1 N N N 29.006 -14.290 -21.152 3.365  1.285  0.989  H10 XSO 44 
XSO H11 H11 H 0 1 N N N 29.164 -13.272 -19.103 3.162  -0.110 -1.051 H11 XSO 45 
XSO H12 H12 H 0 1 N N N 27.778 -12.279 -19.668 3.357  -1.579 -0.066 H12 XSO 46 
XSO H13 H13 H 0 1 N N N 27.401 -15.049 -18.478 1.319  -0.990 1.217  H13 XSO 47 
XSO H14 H14 H 0 1 N N N 27.516 -13.588 -17.438 1.124  0.480  0.232  H14 XSO 48 
XSO H15 H15 H 0 1 N N N 25.525 -13.383 -19.667 0.922  -0.914 -1.809 H15 XSO 49 
XSO H16 H16 H 0 1 N N N 25.142 -14.598 -18.400 1.116  -2.384 -0.824 H16 XSO 50 
XSO H17 H17 H 0 1 N N N 25.909 -9.709  -23.819 9.350  -1.288 0.902  H17 XSO 51 
XSO H18 H18 H 0 1 N N N 23.017 -9.874  -25.932 11.523 -0.895 0.187  H18 XSO 52 
XSO H19 H19 H 0 1 N N N 24.273 -8.826  -25.364 11.867 0.417  -0.804 H19 XSO 53 
XSO H20 H20 H 0 1 N N N 27.538 -8.972  -16.244 -5.178 0.463  -0.865 H20 XSO 54 
XSO H21 H21 H 0 1 N N N 31.659 -9.586  -12.553 -7.290 5.404  1.470  H21 XSO 55 
XSO H22 H22 H 0 1 N N N 26.912 -4.630  -16.946 -9.511 -1.709 -1.695 H22 XSO 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 
XSO N11 C02 SING N N 1  
XSO N03 C02 DOUB N N 2  
XSO N03 C04 SING N N 3  
XSO C02 N01 SING N N 4  
XSO O10 C04 DOUB N N 5  
XSO C04 C08 SING N N 6  
XSO N01 C09 SING N N 7  
XSO C08 C09 DOUB Y N 8  
XSO C08 C05 SING Y N 9  
XSO C09 S07 SING Y N 10 
XSO C05 C06 DOUB Y N 11 
XSO S07 C06 SING Y N 12 
XSO C06 C29 SING N N 13 
XSO C29 C30 SING N N 14 
XSO C30 C31 SING N N 15 
XSO C32 C31 SING N N 16 
XSO C32 C33 SING N N 17 
XSO C15 C33 DOUB Y N 18 
XSO C15 N13 SING Y N 19 
XSO C33 C16 SING Y N 20 
XSO O28 C26 DOUB N N 21 
XSO N13 C12 DOUB Y N 22 
XSO C16 C14 DOUB Y N 23 
XSO C26 O27 SING N N 24 
XSO C26 C20 SING N N 25 
XSO C12 C14 SING Y N 26 
XSO C12 C17 SING N N 27 
XSO C14 F34 SING N N 28 
XSO N19 C17 SING N N 29 
XSO N19 C20 SING N N 30 
XSO C17 O18 DOUB N N 31 
XSO C20 C21 SING N N 32 
XSO C21 C22 SING N N 33 
XSO O24 C23 DOUB N N 34 
XSO C22 C23 SING N N 35 
XSO C23 O25 SING N N 36 
XSO C16 H1  SING N N 37 
XSO C15 H2  SING N N 38 
XSO C05 H3  SING N N 39 
XSO C20 H4  SING N N 40 
XSO C21 H5  SING N N 41 
XSO C21 H6  SING N N 42 
XSO C22 H7  SING N N 43 
XSO C22 H8  SING N N 44 
XSO C29 H9  SING N N 45 
XSO C29 H10 SING N N 46 
XSO C30 H11 SING N N 47 
XSO C30 H12 SING N N 48 
XSO C31 H13 SING N N 49 
XSO C31 H14 SING N N 50 
XSO C32 H15 SING N N 51 
XSO C32 H16 SING N N 52 
XSO N01 H17 SING N N 53 
XSO N11 H18 SING N N 54 
XSO N11 H19 SING N N 55 
XSO N19 H20 SING N N 56 
XSO O25 H21 SING N N 57 
XSO O27 H22 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 
XSO SMILES           ACDLabs              12.01 "O=C(O)C(CCC(=O)O)NC(=O)c1ncc(cc1F)CCCCc1cc2C(=O)N=C(N)Nc2s1"                                                                                                                                        
XSO InChI            InChI                1.06  "InChI=1S/C21H22FN5O6S/c22-13-7-10(9-24-16(13)18(31)25-14(20(32)33)5-6-15(28)29)3-1-2-4-11-8-12-17(30)26-21(23)27-19(12)34-11/h7-9,14H,1-6H2,(H,25,31)(H,28,29)(H,32,33)(H3,23,26,27,30)/t14-/m0/s1" 
XSO InChIKey         InChI                1.06  USGRXMVHCFOWQP-AWEZNQCLSA-N                                                                                                                                                                          
XSO SMILES_CANONICAL CACTVS               3.385 "NC1=NC(=O)c2cc(CCCCc3cnc(C(=O)N[C@@H](CCC(O)=O)C(O)=O)c(F)c3)sc2N1"                                                                                                                                 
XSO SMILES           CACTVS               3.385 "NC1=NC(=O)c2cc(CCCCc3cnc(C(=O)N[CH](CCC(O)=O)C(O)=O)c(F)c3)sc2N1"                                                                                                                                   
XSO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cnc(c1F)C(=O)N[C@@H](CCC(=O)O)C(=O)O)CCCCc2cc3c(s2)NC(=NC3=O)N"                                                                                                                                 
XSO SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(cnc(c1F)C(=O)NC(CCC(=O)O)C(=O)O)CCCCc2cc3c(s2)NC(=NC3=O)N"                                                                                                                                      
# 
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 
XSO "SYSTEMATIC NAME" ACDLabs              12.01 "N-{5-[4-(2-amino-4-oxo-1,4-dihydrothieno[2,3-d]pyrimidin-6-yl)butyl]-3-fluoropyridine-2-carbonyl}-L-glutamic acid"                            
XSO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[5-[4-(2-azanyl-4-oxidanylidene-1~{H}-thieno[2,3-d]pyrimidin-6-yl)butyl]-3-fluoranyl-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 
XSO "Create component" 2022-12-06 RCSB 
XSO "Initial release"  2023-05-10 RCSB 
# 
