data_JU9
# 
_chem_comp.id                                    JU9 
_chem_comp.name                                  "[(~{E})-2-[4-methoxy-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                               "C15 H14 N3 O5 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                        379.328 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JU9 
_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        7ZSM 
_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 
JU9 N1  N1  N 0 1 Y N N -17.437 -8.308  -53.872 -2.023 -1.323 -1.683 N1  JU9 1  
JU9 N3  N2  N 0 1 N N N -14.746 -6.699  -55.500 -3.338 -1.112 1.568  N3  JU9 2  
JU9 C4  C1  C 0 1 Y N N -18.552 -7.321  -60.453 3.253  0.093  -0.506 C4  JU9 3  
JU9 C5  C2  C 0 1 Y N N -18.403 -6.427  -59.384 2.039  0.049  0.181  C5  JU9 4  
JU9 C6  C3  C 0 1 N N N -18.889 -5.051  -59.482 1.206  1.262  0.293  C6  JU9 5  
JU9 C7  C4  C 0 1 N N N -19.476 -4.464  -60.508 1.611  2.399  -0.259 C7  JU9 6  
JU9 C8  C5  C 0 1 Y N N -17.779 -6.855  -58.208 1.613  -1.154 0.764  C8  JU9 7  
JU9 C10 C6  C 0 1 Y N N -18.123 -7.569  -54.785 -0.847 -1.327 -0.987 C10 JU9 8  
JU9 C13 C7  C 0 1 N N N -13.706 -7.158  -54.878 -4.630 -1.062 1.420  C13 JU9 9  
JU9 C15 C8  C 0 1 Y N N -17.321 -8.163  -58.119 2.402  -2.290 0.653  C15 JU9 10 
JU9 C1  C9  C 0 1 N N N -15.621 -10.425 -58.753 5.604  -3.220 -0.857 C1  JU9 11 
JU9 O1  O1  O 0 1 N N N -17.007 -10.309 -59.061 4.376  -3.348 -0.138 O1  JU9 12 
JU9 C2  C10 C 0 1 Y N N -17.488 -9.040  -59.175 3.605  -2.234 -0.031 C2  JU9 13 
JU9 C3  C11 C 0 1 Y N N -18.089 -8.615  -60.350 4.028  -1.042 -0.609 C3  JU9 14 
JU9 P1  P1  P 0 1 N N N -20.212 -2.916  -60.238 0.588  3.890  -0.121 P1  JU9 15 
JU9 O2  O2  O 0 1 N N N -19.258 -2.014  -59.518 -0.745 3.551  0.716  O2  JU9 16 
JU9 O3  O3  O 0 1 N N N -21.452 -3.095  -59.415 1.418  5.043  0.636  O3  JU9 17 
JU9 O4  O4  O 0 1 N N N -20.592 -2.256  -61.523 0.214  4.359  -1.474 O4  JU9 18 
JU9 S1  S1  S 0 1 N N N -17.573 -5.754  -56.831 0.082  -1.222 1.635  S1  JU9 19 
JU9 C9  C12 C 0 1 Y N N -17.216 -6.851  -55.524 -1.110 -1.250 0.338  C9  JU9 20 
JU9 C11 C13 C 0 1 Y N N -16.095 -8.080  -54.029 -3.066 -1.237 -0.791 C11 JU9 21 
JU9 C12 C14 C 0 1 N N N -14.946 -8.579  -53.357 -4.469 -1.190 -0.924 C12 JU9 22 
JU9 O5  O5  O 0 1 N N N -14.923 -9.391  -52.425 -4.993 -1.227 -2.025 O5  JU9 23 
JU9 N2  N3  N 0 1 N N N -13.772 -8.045  -53.873 -5.219 -1.103 0.196  N2  JU9 24 
JU9 C14 C15 C 0 1 Y N N -15.955 -7.162  -55.074 -2.516 -1.195 0.495  C14 JU9 25 
JU9 H1  H1  H 0 1 N N N -17.846 -8.920  -53.195 -2.108 -1.370 -2.648 H1  JU9 26 
JU9 H2  H2  H 0 1 N N N -19.033 -6.994  -61.363 3.583  1.016  -0.960 H2  JU9 27 
JU9 H3  H3  H 0 1 N N N -18.750 -4.438  -58.604 0.267  1.225  0.825  H3  JU9 28 
JU9 H4  H4  H 0 1 N N N -19.498 -4.931  -61.482 2.550  2.436  -0.791 H4  JU9 29 
JU9 H5  H5  H 0 1 N N N -19.196 -7.550  -54.907 0.139  -1.382 -1.426 H5  JU9 30 
JU9 H6  H6  H 0 1 N N N -12.732 -6.807  -55.185 -5.255 -0.997 2.299  H6  JU9 31 
JU9 H7  H7  H 0 1 N N N -16.830 -8.498  -57.217 2.078  -3.218 1.101  H7  JU9 32 
JU9 H8  H8  H 0 1 N N N -15.347 -11.488 -58.686 5.395  -2.909 -1.881 H8  JU9 33 
JU9 H9  H9  H 0 1 N N N -15.028 -9.943  -59.544 6.234  -2.474 -0.372 H9  JU9 34 
JU9 H10 H10 H 0 1 N N N -15.417 -9.933  -57.791 6.120  -4.180 -0.868 H10 JU9 35 
JU9 H11 H11 H 0 1 N N N -18.194 -9.296  -61.182 4.967  -1.005 -1.141 H11 JU9 36 
JU9 H12 H12 H 0 1 N N N -19.110 -1.231  -60.036 -0.575 3.237  1.615  H12 JU9 37 
JU9 H13 H13 H 0 1 N N N -22.200 -2.751  -59.890 0.932  5.871  0.745  H13 JU9 38 
JU9 H14 H14 H 0 1 N N N -12.910 -8.344  -53.464 -6.186 -1.070 0.126  H14 JU9 39 
# 
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 
JU9 O4  P1  DOUB N N 1  
JU9 C7  P1  SING N N 2  
JU9 C7  C6  DOUB N E 3  
JU9 C4  C3  DOUB Y N 4  
JU9 C4  C5  SING Y N 5  
JU9 C3  C2  SING Y N 6  
JU9 P1  O2  SING N N 7  
JU9 P1  O3  SING N N 8  
JU9 C6  C5  SING N N 9  
JU9 C5  C8  DOUB Y N 10 
JU9 C2  O1  SING N N 11 
JU9 C2  C15 DOUB Y N 12 
JU9 O1  C1  SING N N 13 
JU9 C8  C15 SING Y N 14 
JU9 C8  S1  SING N N 15 
JU9 S1  C9  SING N N 16 
JU9 C9  C14 SING Y N 17 
JU9 C9  C10 DOUB Y N 18 
JU9 N3  C14 SING N N 19 
JU9 N3  C13 DOUB N N 20 
JU9 C14 C11 DOUB Y N 21 
JU9 C13 N2  SING N N 22 
JU9 C10 N1  SING Y N 23 
JU9 C11 N1  SING Y N 24 
JU9 C11 C12 SING N N 25 
JU9 N2  C12 SING N N 26 
JU9 C12 O5  DOUB N N 27 
JU9 N1  H1  SING N N 28 
JU9 C4  H2  SING N N 29 
JU9 C6  H3  SING N N 30 
JU9 C7  H4  SING N N 31 
JU9 C10 H5  SING N N 32 
JU9 C13 H6  SING N N 33 
JU9 C15 H7  SING N N 34 
JU9 C1  H8  SING N N 35 
JU9 C1  H9  SING N N 36 
JU9 C1  H10 SING N N 37 
JU9 C3  H11 SING N N 38 
JU9 O2  H12 SING N N 39 
JU9 O3  H13 SING N N 40 
JU9 N2  H14 SING N N 41 
# 
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 
JU9 InChI            InChI                1.06  "InChI=1S/C15H14N3O5PS/c1-23-10-3-2-9(4-5-24(20,21)22)11(6-10)25-12-7-16-14-13(12)17-8-18-15(14)19/h2-8,16H,1H3,(H,17,18,19)(H2,20,21,22)/b5-4+" 
JU9 InChIKey         InChI                1.06  KJWNOOLCCNIVMI-SNAWJCMRSA-N                                                                                                                      
JU9 SMILES_CANONICAL CACTVS               3.385 "COc1ccc(/C=C/[P](O)(O)=O)c(Sc2c[nH]c3C(=O)NC=Nc23)c1"                                                                                           
JU9 SMILES           CACTVS               3.385 "COc1ccc(C=C[P](O)(O)=O)c(Sc2c[nH]c3C(=O)NC=Nc23)c1"                                                                                             
JU9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc(c(c1)Sc2c[nH]c3c2N=CNC3=O)/C=C/P(=O)(O)O"                                                                                               
JU9 SMILES           "OpenEye OEToolkits" 2.0.7 "COc1ccc(c(c1)Sc2c[nH]c3c2N=CNC3=O)C=CP(=O)(O)O"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           JU9 
_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-[4-methoxy-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 
JU9 "Create component"  2022-05-09 PDBE 
JU9 "Modify descriptor" 2022-08-22 RCSB 
JU9 "Initial release"   2023-05-17 RCSB 
# 
