data_JQ9
# 
_chem_comp.id                                    JQ9 
_chem_comp.name                                  "8-[(~{E})-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         istradefylline 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-25 
_chem_comp.pdbx_modified_date                    2023-03-17 
_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                        384.429 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JQ9 
_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        8GNG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
JQ9 N1    N1  N 0 1 N N N 14.798 84.237 9.442  5.045  -0.380 0.230  N1    JQ9 1  
JQ9 C12   C1  C 0 1 N N N 13.296 83.412 7.668  6.965  -0.888 -1.196 C12   JQ9 2  
JQ9 O2    O1  O 0 1 N N N 16.393 83.416 7.974  5.668  1.736  0.350  O2    JQ9 3  
JQ9 C2    C2  C 0 1 N N N 16.069 84.251 8.825  4.758  0.932  0.287  C2    JQ9 4  
JQ9 N3    N2  N 0 1 N N N 16.995 85.231 9.185  3.488  1.379  0.275  N3    JQ9 5  
JQ9 C21   C3  C 0 1 N N N 18.309 85.216 8.519  3.218  2.818  0.338  C21   JQ9 6  
JQ9 C22   C4  C 0 1 N N N 18.229 85.347 6.993  3.163  3.389  -1.080 C22   JQ9 7  
JQ9 C4    C5  C 0 1 Y N N 16.628 86.148 10.139 2.435  0.480  0.202  C4    JQ9 8  
JQ9 N9    N3  N 0 1 Y N N 17.398 87.160 10.608 1.111  0.618  0.173  N9    JQ9 9  
JQ9 C8    C6  C 0 1 Y N N 16.621 87.766 11.495 0.536  -0.570 0.100  C8    JQ9 10 
JQ9 N7    N4  N 0 1 Y N N 15.361 87.147 11.608 1.502  -1.536 0.078  N7    JQ9 11 
JQ9 C7    C7  C 0 1 N N N 14.205 87.469 12.457 1.291  -2.983 0.001  C7    JQ9 12 
JQ9 C5    C8  C 0 1 Y N N 15.385 86.103 10.726 2.719  -0.882 0.143  C5    JQ9 13 
JQ9 C6    C9  C 0 1 N N N 14.378 85.136 10.420 4.064  -1.304 0.159  C6    JQ9 14 
JQ9 O6    O2  O 0 1 N N N 13.262 85.111 10.948 4.338  -2.490 0.108  O6    JQ9 15 
JQ9 C11   C10 C 0 1 N N N 13.874 83.183 9.046  6.444  -0.812 0.240  C11   JQ9 16 
JQ9 CA    C11 C 0 1 N N N 16.924 88.878 12.306 -0.907 -0.813 0.049  CA    JQ9 17 
JQ9 CB    C12 C 0 1 N N N 18.031 89.599 12.165 -1.767 0.225  0.077  CB    JQ9 18 
JQ9 "C1'" C13 C 0 1 Y N N 18.299 90.730 13.045 -3.216 -0.019 0.026  "C1'" JQ9 19 
JQ9 "C6'" C14 C 0 1 Y N N 17.483 91.190 14.103 -3.705 -1.327 -0.051 "C6'" JQ9 20 
JQ9 "C5'" C15 C 0 1 Y N N 17.835 92.298 14.905 -5.064 -1.553 -0.098 "C5'" JQ9 21 
JQ9 "C4'" C16 C 0 1 Y N N 19.037 92.983 14.661 -5.950 -0.485 -0.070 "C4'" JQ9 22 
JQ9 "O4'" O3  O 0 1 N N N 19.537 94.098 15.346 -7.289 -0.714 -0.117 "O4'" JQ9 23 
JQ9 "C8'" C17 C 0 1 N N N 18.755 94.886 16.234 -7.711 -2.077 -0.194 "C8'" JQ9 24 
JQ9 "C3'" C18 C 0 1 Y N N 19.837 92.481 13.585 -5.471 0.822  0.007  "C3'" JQ9 25 
JQ9 "C2'" C19 C 0 1 Y N N 19.477 91.384 12.805 -4.110 1.057  0.060  "C2'" JQ9 26 
JQ9 "O3'" O4  O 0 1 N N N 21.008 93.118 13.329 -6.343 1.865  0.034  "O3'" JQ9 27 
JQ9 "C9'" C20 C 0 1 N N N 22.135 92.288 13.023 -5.782 3.177  0.113  "C9'" JQ9 28 
JQ9 H1    H1  H 0 1 N N N 12.607 82.591 7.418  6.367  -1.602 -1.763 H1    JQ9 29 
JQ9 H2    H2  H 0 1 N N N 12.749 84.366 7.654  6.892  0.096  -1.661 H2    JQ9 30 
JQ9 H3    H3  H 0 1 N N N 14.111 83.445 6.930  8.006  -1.210 -1.189 H3    JQ9 31 
JQ9 H4    H4  H 0 1 N N N 18.810 84.267 8.760  2.263  2.987  0.836  H4    JQ9 32 
JQ9 H5    H5  H 0 1 N N N 18.905 86.054 8.909  4.012  3.312  0.898  H5    JQ9 33 
JQ9 H6    H6  H 0 1 N N N 19.244 85.328 6.569  2.963  4.460  -1.033 H6    JQ9 34 
JQ9 H7    H7  H 0 1 N N N 17.645 84.510 6.583  4.118  3.220  -1.577 H7    JQ9 35 
JQ9 H8    H8  H 0 1 N N N 17.741 86.297 6.732  2.369  2.895  -1.640 H8    JQ9 36 
JQ9 H9    H9  H 0 1 N N N 14.437 88.349 13.074 1.266  -3.291 -1.045 H9    JQ9 37 
JQ9 H10   H10 H 0 1 N N N 13.333 87.686 11.822 2.104  -3.497 0.512  H10   JQ9 38 
JQ9 H11   H11 H 0 1 N N N 13.980 86.613 13.110 0.344  -3.238 0.477  H11   JQ9 39 
JQ9 H12   H12 H 0 1 N N N 13.049 83.144 9.773  7.042  -0.098 0.806  H12   JQ9 40 
JQ9 H13   H13 H 0 1 N N N 14.411 82.223 9.049  6.517  -1.796 0.705  H13   JQ9 41 
JQ9 H14   H14 H 0 1 N N N 16.223 89.157 13.079 -1.283 -1.824 -0.010 H14   JQ9 42 
JQ9 H15   H15 H 0 1 N N N 18.740 89.345 11.391 -1.391 1.236  0.136  H15   JQ9 43 
JQ9 H16   H16 H 0 1 N N N 16.556 90.675 14.306 -3.018 -2.160 -0.074 H16   JQ9 44 
JQ9 H17   H17 H 0 1 N N N 17.182 92.618 15.704 -5.440 -2.564 -0.158 H17   JQ9 45 
JQ9 H18   H18 H 0 1 N N N 19.372 95.699 16.644 -7.305 -2.533 -1.097 H18   JQ9 46 
JQ9 H19   H19 H 0 1 N N N 17.900 95.313 15.689 -7.352 -2.619 0.680  H19   JQ9 47 
JQ9 H20   H20 H 0 1 N N N 18.387 94.255 17.056 -8.800 -2.118 -0.225 H20   JQ9 48 
JQ9 H21   H21 H 0 1 N N N 20.128 91.050 12.011 -3.738 2.068  0.124  H21   JQ9 49 
JQ9 H22   H22 H 0 1 N N N 23.016 92.919 12.837 -5.143 3.352  -0.753 H22   JQ9 50 
JQ9 H23   H23 H 0 1 N N N 22.337 91.617 13.871 -6.584 3.915  0.128  H23   JQ9 51 
JQ9 H24   H24 H 0 1 N N N 21.917 91.689 12.126 -5.191 3.265  1.025  H24   JQ9 52 
# 
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 
JQ9 C22   C21   SING N N 1  
JQ9 C12   C11   SING N N 2  
JQ9 O2    C2    DOUB N N 3  
JQ9 C21   N3    SING N N 4  
JQ9 C2    N3    SING N N 5  
JQ9 C2    N1    SING N N 6  
JQ9 C11   N1    SING N N 7  
JQ9 N3    C4    SING N N 8  
JQ9 N1    C6    SING N N 9  
JQ9 C4    N9    SING Y N 10 
JQ9 C4    C5    DOUB Y N 11 
JQ9 C6    C5    SING N N 12 
JQ9 C6    O6    DOUB N N 13 
JQ9 N9    C8    DOUB Y N 14 
JQ9 C5    N7    SING Y N 15 
JQ9 C8    N7    SING Y N 16 
JQ9 C8    CA    SING N N 17 
JQ9 N7    C7    SING N N 18 
JQ9 CB    CA    DOUB N E 19 
JQ9 CB    "C1'" SING N N 20 
JQ9 "C2'" "C1'" DOUB Y N 21 
JQ9 "C2'" "C3'" SING Y N 22 
JQ9 "C9'" "O3'" SING N N 23 
JQ9 "C1'" "C6'" SING Y N 24 
JQ9 "O3'" "C3'" SING N N 25 
JQ9 "C3'" "C4'" DOUB Y N 26 
JQ9 "C6'" "C5'" DOUB Y N 27 
JQ9 "C4'" "C5'" SING Y N 28 
JQ9 "C4'" "O4'" SING N N 29 
JQ9 "O4'" "C8'" SING N N 30 
JQ9 C12   H1    SING N N 31 
JQ9 C12   H2    SING N N 32 
JQ9 C12   H3    SING N N 33 
JQ9 C21   H4    SING N N 34 
JQ9 C21   H5    SING N N 35 
JQ9 C22   H6    SING N N 36 
JQ9 C22   H7    SING N N 37 
JQ9 C22   H8    SING N N 38 
JQ9 C7    H9    SING N N 39 
JQ9 C7    H10   SING N N 40 
JQ9 C7    H11   SING N N 41 
JQ9 C11   H12   SING N N 42 
JQ9 C11   H13   SING N N 43 
JQ9 CA    H14   SING N N 44 
JQ9 CB    H15   SING N N 45 
JQ9 "C6'" H16   SING N N 46 
JQ9 "C5'" H17   SING N N 47 
JQ9 "C8'" H18   SING N N 48 
JQ9 "C8'" H19   SING N N 49 
JQ9 "C8'" H20   SING N N 50 
JQ9 "C2'" H21   SING N N 51 
JQ9 "C9'" H22   SING N N 52 
JQ9 "C9'" H23   SING N N 53 
JQ9 "C9'" H24   SING N N 54 
# 
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 
JQ9 InChI            InChI                1.06  "InChI=1S/C20H24N4O4/c1-6-23-18-17(19(25)24(7-2)20(23)26)22(3)16(21-18)11-9-13-8-10-14(27-4)15(12-13)28-5/h8-12H,6-7H2,1-5H3/b11-9+" 
JQ9 InChIKey         InChI                1.06  IQVRBWUUXZMOPW-PKNBQFBNSA-N                                                                                                          
JQ9 SMILES_CANONICAL CACTVS               3.385 "CCN1C(=O)N(CC)c2nc(/C=C/c3ccc(OC)c(OC)c3)n(C)c2C1=O"                                                                                
JQ9 SMILES           CACTVS               3.385 "CCN1C(=O)N(CC)c2nc(C=Cc3ccc(OC)c(OC)c3)n(C)c2C1=O"                                                                                  
JQ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN1c2c(n(c(n2)/C=C/c3ccc(c(c3)OC)OC)C)C(=O)N(C1=O)CC"                                                                              
JQ9 SMILES           "OpenEye OEToolkits" 2.0.7 "CCN1c2c(n(c(n2)C=Cc3ccc(c(c3)OC)OC)C)C(=O)N(C1=O)CC"                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           JQ9 
_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        "8-[(~{E})-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JQ9 "Create component" 2022-08-25 PDBJ 
JQ9 "Initial release"  2023-03-22 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      JQ9 
_pdbx_chem_comp_synonyms.name         istradefylline 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
