data_YO9
# 
_chem_comp.id                                    YO9 
_chem_comp.name                                  "4-[(9-{4-[(E)-2-cyanoethenyl]-2,6-dimethylphenyl}-8-oxo-8,9-dihydro-7H-purin-2-yl)amino]benzonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H17 N7 O" 
_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                    2023-01-27 
_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                        407.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YO9 
_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        8FCC 
_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 
YO9 C01 C1  C 0 1 Y N N -12.457 -61.818 -14.344 -0.743 -2.507 -0.124 C01 YO9 1  
YO9 C02 C2  C 0 1 Y N N -11.849 -62.461 -15.352 0.018  -1.341 0.029  C02 YO9 2  
YO9 C04 C3  C 0 1 Y N N -10.013 -62.973 -14.035 -1.929 -0.123 0.144  C04 YO9 3  
YO9 C06 C4  C 0 1 Y N N -11.787 -61.770 -13.112 -2.123 -2.405 -0.134 C06 YO9 4  
YO9 C09 C5  C 0 1 Y N N -12.026 -64.413 -17.881 3.009  -0.302 -1.016 C09 YO9 5  
YO9 C10 C6  C 0 1 Y N N -11.507 -64.857 -19.110 4.088  0.545  -0.904 C10 YO9 6  
YO9 C11 C7  C 0 1 Y N N -11.159 -63.948 -20.125 4.619  0.836  0.357  C11 YO9 7  
YO9 C12 C8  C 0 1 Y N N -11.308 -62.567 -19.930 4.050  0.262  1.500  C12 YO9 8  
YO9 C13 C9  C 0 1 Y N N -11.815 -62.075 -18.726 2.971  -0.584 1.379  C13 YO9 9  
YO9 C14 C10 C 0 1 Y N N -12.186 -62.999 -17.690 2.447  -0.870 0.122  C14 YO9 10 
YO9 C15 C11 C 0 1 N N N -12.385 -65.501 -16.849 2.432  -0.610 -2.374 C15 YO9 11 
YO9 C16 C12 C 0 1 N N N -11.945 -60.538 -18.610 2.357  -1.202 2.608  C16 YO9 12 
YO9 C18 C13 C 0 1 N N N -10.644 -64.530 -21.369 5.772  1.740  0.482  C18 YO9 13 
YO9 C19 C14 C 0 1 N N N -10.143 -65.768 -21.426 6.319  2.292  -0.621 C19 YO9 14 
YO9 C20 C15 C 0 1 Y N N -8.127  -64.566 -14.664 -3.936 1.209  0.158  C20 YO9 15 
YO9 C21 C16 C 0 1 Y N N -7.011  -65.176 -14.109 -4.613 0.382  -0.734 C21 YO9 16 
YO9 C22 C17 C 0 1 Y N N -6.384  -66.195 -14.808 -5.981 0.477  -0.860 C22 YO9 17 
YO9 C23 C18 C 0 1 Y N N -6.855  -66.600 -16.052 -6.689 1.405  -0.091 C23 YO9 18 
YO9 C24 C19 C 0 1 Y N N -7.951  -65.989 -16.616 -6.006 2.234  0.804  C24 YO9 19 
YO9 C25 C20 C 0 1 Y N N -8.578  -64.983 -15.912 -4.639 2.130  0.929  C25 YO9 20 
YO9 C26 C21 C 0 1 N N N -6.210  -67.660 -16.781 -8.112 1.507  -0.220 C26 YO9 21 
YO9 C27 C22 C 0 1 N N N -13.769 -61.729 -16.206 1.405  -3.062 -0.154 C27 YO9 22 
YO9 C29 C23 C 0 1 N N N -9.686  -66.302 -22.654 7.442  3.172  -0.500 C29 YO9 23 
YO9 N03 N1  N 0 1 Y N N -10.644 -63.044 -15.232 -0.605 -0.178 0.159  N03 YO9 24 
YO9 N05 N2  N 0 1 Y N N -10.540 -62.346 -12.935 -2.676 -1.207 0.002  N05 YO9 25 
YO9 N07 N3  N 0 1 N N N -13.633 -61.383 -14.893 0.158  -3.564 -0.233 N07 YO9 26 
YO9 N08 N4  N 0 1 N N N -8.757  -63.566 -13.933 -2.552 1.109  0.283  N08 YO9 27 
YO9 N17 N5  N 0 1 N N N -12.637 -62.436 -16.480 1.347  -1.725 0.004  N17 YO9 28 
YO9 N30 N6  N 0 1 N N N -9.352  -66.717 -23.673 8.333  3.871  -0.403 N30 YO9 29 
YO9 N31 N7  N 0 1 N N N -5.691  -68.496 -17.363 -9.241 1.587  -0.322 N31 YO9 30 
YO9 O28 O1  O 0 1 N N N -14.746 -61.469 -16.932 2.429  -3.716 -0.213 O28 YO9 31 
YO9 H1  H1  H 0 1 N N N -12.257 -61.270 -12.278 -2.739 -3.284 -0.251 H1  YO9 32 
YO9 H2  H2  H 0 1 N N N -11.373 -65.915 -19.278 4.524  0.985  -1.789 H2  YO9 33 
YO9 H3  H3  H 0 1 N N N -11.029 -61.881 -20.716 4.457  0.483  2.476  H3  YO9 34 
YO9 H4  H4  H 0 1 N N N -11.511 -65.708 -16.214 1.658  0.119  -2.614 H4  YO9 35 
YO9 H5  H5  H 0 1 N N N -13.219 -65.151 -16.222 3.222  -0.563 -3.124 H5  YO9 36 
YO9 H6  H6  H 0 1 N N N -12.682 -66.421 -17.374 1.999  -1.611 -2.366 H6  YO9 37 
YO9 H7  H7  H 0 1 N N N -12.937 -60.225 -18.969 1.571  -0.550 2.989  H7  YO9 38 
YO9 H8  H8  H 0 1 N N N -11.824 -60.238 -17.559 1.932  -2.173 2.353  H8  YO9 39 
YO9 H9  H9  H 0 1 N N N -11.166 -60.057 -19.220 3.125  -1.331 3.372  H9  YO9 40 
YO9 H10 H10 H 0 1 N N N -10.671 -63.937 -22.271 6.181  1.962  1.457  H10 YO9 41 
YO9 H11 H11 H 0 1 N N N -10.087 -66.365 -20.528 5.910  2.069  -1.596 H11 YO9 42 
YO9 H12 H12 H 0 1 N N N -6.637  -64.861 -13.146 -4.065 -0.334 -1.328 H12 YO9 43 
YO9 H13 H13 H 0 1 N N N -5.519  -66.681 -14.381 -6.506 -0.164 -1.552 H13 YO9 44 
YO9 H14 H14 H 0 1 N N N -8.312  -66.291 -17.588 -6.550 2.952  1.399  H14 YO9 45 
YO9 H15 H15 H 0 1 N N N -9.445  -64.504 -16.342 -4.110 2.769  1.620  H15 YO9 46 
YO9 H16 H16 H 0 1 N N N -14.321 -60.865 -14.385 -0.073 -4.499 -0.347 H16 YO9 47 
YO9 H17 H17 H 0 1 N N N -8.199  -63.201 -13.188 -2.024 1.902  0.468  H17 YO9 48 
# 
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 
YO9 N30 C29 TRIP N N 1  
YO9 C29 C19 SING N N 2  
YO9 C19 C18 DOUB N E 3  
YO9 C18 C11 SING N N 4  
YO9 C11 C12 DOUB Y N 5  
YO9 C11 C10 SING Y N 6  
YO9 C12 C13 SING Y N 7  
YO9 C10 C09 DOUB Y N 8  
YO9 C13 C16 SING N N 9  
YO9 C13 C14 DOUB Y N 10 
YO9 C09 C14 SING Y N 11 
YO9 C09 C15 SING N N 12 
YO9 C14 N17 SING N N 13 
YO9 N31 C26 TRIP N N 14 
YO9 O28 C27 DOUB N N 15 
YO9 C26 C23 SING N N 16 
YO9 C24 C23 DOUB Y N 17 
YO9 C24 C25 SING Y N 18 
YO9 N17 C27 SING N N 19 
YO9 N17 C02 SING N N 20 
YO9 C27 N07 SING N N 21 
YO9 C23 C22 SING Y N 22 
YO9 C25 C20 DOUB Y N 23 
YO9 C02 N03 DOUB Y N 24 
YO9 C02 C01 SING Y N 25 
YO9 N03 C04 SING Y N 26 
YO9 N07 C01 SING N N 27 
YO9 C22 C21 DOUB Y N 28 
YO9 C20 C21 SING Y N 29 
YO9 C20 N08 SING N N 30 
YO9 C01 C06 DOUB Y N 31 
YO9 C04 N08 SING N N 32 
YO9 C04 N05 DOUB Y N 33 
YO9 C06 N05 SING Y N 34 
YO9 C06 H1  SING N N 35 
YO9 C10 H2  SING N N 36 
YO9 C12 H3  SING N N 37 
YO9 C15 H4  SING N N 38 
YO9 C15 H5  SING N N 39 
YO9 C15 H6  SING N N 40 
YO9 C16 H7  SING N N 41 
YO9 C16 H8  SING N N 42 
YO9 C16 H9  SING N N 43 
YO9 C18 H10 SING N N 44 
YO9 C19 H11 SING N N 45 
YO9 C21 H12 SING N N 46 
YO9 C22 H13 SING N N 47 
YO9 C24 H14 SING N N 48 
YO9 C25 H15 SING N N 49 
YO9 N07 H16 SING N N 50 
YO9 N08 H17 SING N N 51 
# 
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 
YO9 SMILES           ACDLabs              12.01 "N#Cc1ccc(cc1)Nc1ncc2NC(=O)N(c2n1)c1c(C)cc(\C=C\C#N)cc1C"                                                                                                              
YO9 InChI            InChI                1.06  "InChI=1S/C23H17N7O/c1-14-10-17(4-3-9-24)11-15(2)20(14)30-21-19(28-23(30)31)13-26-22(29-21)27-18-7-5-16(12-25)6-8-18/h3-8,10-11,13H,1-2H3,(H,28,31)(H,26,27,29)/b4-3+" 
YO9 InChIKey         InChI                1.06  NSCZUKITHKGKLS-ONEGZZNKSA-N                                                                                                                                            
YO9 SMILES_CANONICAL CACTVS               3.385 "Cc1cc(/C=C/C#N)cc(C)c1N2C(=O)Nc3cnc(Nc4ccc(cc4)C#N)nc23"                                                                                                              
YO9 SMILES           CACTVS               3.385 "Cc1cc(C=CC#N)cc(C)c1N2C(=O)Nc3cnc(Nc4ccc(cc4)C#N)nc23"                                                                                                                
YO9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1N2c3c(cnc(n3)Nc4ccc(cc4)C#N)NC2=O)C)/C=C/C#N"                                                                                                              
YO9 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1N2c3c(cnc(n3)Nc4ccc(cc4)C#N)NC2=O)C)C=CC#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 
YO9 "SYSTEMATIC NAME" ACDLabs              12.01 "4-[(9-{4-[(E)-2-cyanoethenyl]-2,6-dimethylphenyl}-8-oxo-8,9-dihydro-7H-purin-2-yl)amino]benzonitrile"             
YO9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[9-[4-[(~{E})-2-cyanoethenyl]-2,6-dimethyl-phenyl]-8-oxidanylidene-7~{H}-purin-2-yl]amino]benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YO9 "Create component" 2022-12-06 RCSB 
YO9 "Initial release"  2023-02-01 RCSB 
# 
