data_JSI
# 
_chem_comp.id                                    JSI 
_chem_comp.name                                  "[(~{E})-2-[5-bromanyl-2-[(4-oxidanylidene-3,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)sulfanyl]phenyl]ethenyl]phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H11 Br N3 O4 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-09 
_chem_comp.pdbx_modified_date                    2023-05-12 
_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                        428.198 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JSI 
_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        7ZSN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
JSI N1  N1  N  0 1 N N N 0.228  15.840 28.145 5.929  1.125  0.207  N1  JSI 1  
JSI N3  N2  N  0 1 Y N N 1.897  19.101 27.807 2.535  1.392  1.691  N3  JSI 2  
JSI C4  C1  C  0 1 Y N N 1.369  17.836 27.763 3.675  1.281  0.930  C4  JSI 3  
JSI C5  C2  C  0 1 Y N N 2.761  18.106 26.022 1.866  1.266  -0.421 C5  JSI 4  
JSI C6  C3  C  0 1 Y N N 2.733  19.276 26.745 1.449  1.385  0.861  C6  JSI 5  
JSI C7  C4  C  0 1 Y N N 3.117  19.276 23.617 -0.788 1.168  -1.162 C7  JSI 6  
JSI C8  C5  C  0 1 Y N N 4.019  19.952 22.786 -1.291 -0.015 -0.601 C8  JSI 7  
JSI C10 C6  C  0 1 Y N N 2.332  21.589 22.313 -3.351 1.113  -0.092 C10 JSI 8  
JSI C13 C7  C  0 1 N N N 5.401  19.487 22.634 -0.461 -1.236 -0.576 C13 JSI 9  
JSI C1  C8  C  0 1 N N N 0.457  17.135 28.599 5.053  1.245  1.229  C1  JSI 10 
JSI C2  C9  C  0 1 N N N 0.781  15.303 27.052 5.488  1.045  -1.076 C2  JSI 11 
JSI N2  N3  N  0 1 N N N 1.609  15.936 26.285 4.222  1.081  -1.375 N2  JSI 12 
JSI C3  C10 C  0 1 Y N N 1.911  17.210 26.638 3.280  1.201  -0.410 C3  JSI 13 
JSI S1  S1  S  0 1 N N N 3.616  17.831 24.524 0.834  1.203  -1.848 S1  JSI 14 
JSI C9  C11 C  0 1 Y N N 3.608  21.120 22.140 -2.579 -0.032 -0.066 C9  JSI 15 
JSI C11 C12 C  0 1 Y N N 1.432  20.929 23.118 -2.849 2.282  -0.641 C11 JSI 16 
JSI C12 C13 C  0 1 Y N N 1.826  19.777 23.771 -1.577 2.310  -1.180 C12 JSI 17 
JSI BR1 BR1 BR 0 0 N N N 1.799  23.183 21.427 -5.094 1.090  0.641  BR1 JSI 18 
JSI C14 C14 C  0 1 N N N 6.061  19.226 21.522 -0.940 -2.353 -0.045 C14 JSI 19 
JSI P1  P1  P  0 1 N N N 7.701  18.715 21.677 0.079  -3.853 -0.014 P1  JSI 20 
JSI O1  O1  O  0 1 N N N 8.410  18.646 20.377 -0.603 -4.929 -0.767 O1  JSI 21 
JSI O2  O2  O  0 1 N N N 7.783  17.373 22.328 1.507  -3.546 -0.692 O2  JSI 22 
JSI O3  O3  O  0 1 N N N 8.414  19.687 22.560 0.300  -4.321 1.511  O3  JSI 23 
JSI O4  O4  O  0 1 N N N -0.100 17.559 29.621 5.444  1.321  2.381  O4  JSI 24 
JSI H1  H1  H  0 1 N N N -0.397 15.268 28.676 6.881  1.099  0.391  H1  JSI 25 
JSI H2  H2  H  0 1 N N N 1.700  19.787 28.508 2.506  1.471  2.657  H2  JSI 26 
JSI H3  H3  H  0 1 N N N 3.279  20.178 26.511 0.419  1.459  1.179  H3  JSI 27 
JSI H4  H4  H  0 1 N N N 5.950  19.339 23.552 0.536  -1.220 -0.990 H4  JSI 28 
JSI H5  H5  H  0 1 N N N 0.523  14.286 26.796 6.211  0.949  -1.872 H5  JSI 29 
JSI H6  H6  H  0 1 N N N 4.297  21.655 21.503 -2.973 -0.939 0.367  H6  JSI 30 
JSI H7  H7  H  0 1 N N N 0.428  21.308 23.238 -3.459 3.172  -0.658 H7  JSI 31 
JSI H8  H8  H  0 1 N N N 1.125  19.259 24.408 -1.196 3.223  -1.615 H8  JSI 32 
JSI H9  H9  H  0 1 N N N 5.593  19.328 20.554 -1.937 -2.370 0.370  H9  JSI 33 
JSI H10 H10 H  0 1 N N N 8.268  16.778 21.768 2.011  -2.849 -0.250 H10 JSI 34 
JSI H11 H11 H  0 1 N N N 9.162  20.046 22.097 0.837  -5.120 1.603  H11 JSI 35 
# 
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 
JSI O1  P1  DOUB N N 1  
JSI BR1 C10 SING N N 2  
JSI C14 P1  SING N N 3  
JSI C14 C13 DOUB N E 4  
JSI P1  O2  SING N N 5  
JSI P1  O3  SING N N 6  
JSI C9  C10 DOUB Y N 7  
JSI C9  C8  SING Y N 8  
JSI C10 C11 SING Y N 9  
JSI C13 C8  SING N N 10 
JSI C8  C7  DOUB Y N 11 
JSI C11 C12 DOUB Y N 12 
JSI C7  C12 SING Y N 13 
JSI C7  S1  SING N N 14 
JSI S1  C5  SING N N 15 
JSI C5  C3  SING Y N 16 
JSI C5  C6  DOUB Y N 17 
JSI N2  C3  SING N N 18 
JSI N2  C2  DOUB N N 19 
JSI C3  C4  DOUB Y N 20 
JSI C6  N3  SING Y N 21 
JSI C2  N1  SING N N 22 
JSI C4  N3  SING Y N 23 
JSI C4  C1  SING N N 24 
JSI N1  C1  SING N N 25 
JSI C1  O4  DOUB N N 26 
JSI N1  H1  SING N N 27 
JSI N3  H2  SING N N 28 
JSI C6  H3  SING N N 29 
JSI C13 H4  SING N N 30 
JSI C2  H5  SING N N 31 
JSI C9  H6  SING N N 32 
JSI C11 H7  SING N N 33 
JSI C12 H8  SING N N 34 
JSI C14 H9  SING N N 35 
JSI O2  H10 SING N N 36 
JSI O3  H11 SING N N 37 
# 
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 
JSI InChI            InChI                1.06  "InChI=1S/C14H11BrN3O4PS/c15-9-1-2-10(8(5-9)3-4-23(20,21)22)24-11-6-16-13-12(11)17-7-18-14(13)19/h1-7,16H,(H,17,18,19)(H2,20,21,22)/b4-3+" 
JSI InChIKey         InChI                1.06  MGDUXLLRMUSBMA-ONEGZZNKSA-N                                                                                                                
JSI SMILES_CANONICAL CACTVS               3.385 "O[P](O)(=O)\C=C\c1cc(Br)ccc1Sc2c[nH]c3C(=O)NC=Nc23"                                                                                       
JSI SMILES           CACTVS               3.385 "O[P](O)(=O)C=Cc1cc(Br)ccc1Sc2c[nH]c3C(=O)NC=Nc23"                                                                                         
JSI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1Br)/C=C/P(=O)(O)O)Sc2c[nH]c3c2N=CNC3=O"                                                                                         
JSI SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1Br)C=CP(=O)(O)O)Sc2c[nH]c3c2N=CNC3=O"                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           JSI 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(~{E})-2-[5-bromanyl-2-[(4-oxidanylidene-3,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)sulfanyl]phenyl]ethenyl]phosphonic 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 
JSI "Create component"  2022-05-09 PDBE 
JSI "Modify descriptor" 2022-08-22 RCSB 
JSI "Initial release"   2023-05-17 RCSB 
# 
