data_R8F
# 
_chem_comp.id                                    R8F 
_chem_comp.name                                  "(1R,5S)-8-(9H-purin-6-yl)-2-oxa-8-azabicyclo[3.3.1]nona-3,6-diene-4,6-dicarbaldehyde" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H11 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1~{R},5~{S})-8-(7~{H}-purin-6-yl)-2-oxa-8-azabicyclo[3.3.1]nona-3,6-diene-4,6-dicarbaldehyde" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-25 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        297.269 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R8F 
_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        8BP6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
R8F C01 C1  C 0 1 N N R N N N -21.486 1.863  -10.938 -0.102 -0.928 0.680  C01 R8F 1  
R8F C02 C2  C 0 1 N N N N N N -21.836 -0.604 -10.539 -1.656 -1.816 -0.927 C02 R8F 2  
R8F C03 C3  C 0 1 N N N N N N -20.824 -0.899 -11.332 -2.678 -1.125 -0.401 C03 R8F 3  
R8F C04 C4  C 0 1 N N S N N N -19.944 0.232  -11.861 -2.470 -0.241 0.811  C04 R8F 4  
R8F C05 C5  C 0 1 N N N N N N -18.924 0.631  -10.791 -2.030 1.110  0.289  C05 R8F 5  
R8F C06 C6  C 0 1 N N N N N N -19.173 1.575  -9.922  -0.733 1.350  0.010  C06 R8F 6  
R8F C07 C7  C 0 1 N N N N N N -20.842 1.403  -12.228 -1.309 -0.837 1.627  C07 R8F 7  
R8F C08 C8  C 0 1 N N N N N N -20.508 -2.355 -11.670 -3.955 -1.221 -0.981 C08 R8F 8  
R8F C09 C9  C 0 1 N N N N N N -17.711 -0.266 -10.565 -2.982 2.122  0.093  C09 R8F 9  
R8F C10 C10 C 0 1 Y N N N N N -17.864 5.039  -7.553  3.892  -1.968 0.238  C10 R8F 10 
R8F C11 C11 C 0 1 Y N N N N N -19.830 5.526  -8.108  3.897  0.161  -0.173 C11 R8F 11 
R8F C12 C12 C 0 1 Y N N N N N -21.841 5.554  -8.944  3.179  2.323  -0.506 C12 R8F 12 
R8F C13 C13 C 0 1 Y N N N N N -20.563 3.705  -9.398  1.568  0.749  -0.001 C13 R8F 13 
R8F C14 C14 C 0 1 Y N N N N N -19.550 4.291  -8.660  2.567  -0.224 0.065  C14 R8F 14 
R8F N01 N1  N 0 1 N N N N N N -20.412 2.403  -10.054 0.238  0.417  0.222  N01 R8F 15 
R8F N02 N2  N 0 1 Y N N N N N -18.297 4.017  -8.286  2.600  -1.578 0.319  N02 R8F 16 
R8F N03 N3  N 0 1 Y N N N N N -18.794 5.960  -7.436  4.652  -0.947 -0.047 N03 R8F 17 
R8F N04 N4  N 0 1 Y N N N N N -20.960 6.216  -8.208  4.154  1.442  -0.450 N04 R8F 18 
R8F N05 N5  N 0 1 Y N N N N N -21.694 4.372  -9.513  1.916  1.998  -0.297 N05 R8F 19 
R8F O01 O1  O 0 1 N N N N N N -22.174 0.791  -10.290 -0.418 -1.813 -0.416 O01 R8F 20 
R8F O02 O2  O 0 1 N Y N N N N -19.400 -2.766 -11.561 -4.885 -0.597 -0.509 O02 R8F 21 
R8F H1  H1  H 0 1 N N N N N N -22.195 2.672  -11.170 0.741  -1.337 1.235  H1  R8F 22 
R8F H2  H2  H 0 1 N N N N N N -22.411 -1.393 -10.077 -1.841 -2.407 -1.811 H2  R8F 23 
R8F H3  H3  H 0 1 N N N N N N -19.410 -0.113 -12.759 -3.382 -0.158 1.401  H3  R8F 24 
R8F H4  H4  H 0 1 N N N N N N -18.485 1.757  -9.110  -0.455 2.312  -0.393 H4  R8F 25 
R8F H5  H5  H 0 1 N N N N N N -20.247 2.217  -12.668 -1.577 -1.831 1.985  H5  R8F 26 
R8F H6  H6  H 0 1 N N N N N N -21.612 1.083  -12.945 -1.074 -0.187 2.469  H6  R8F 27 
R8F O03 O3  O 0 1 N Y N N N N -16.826 0.335  -10.559 -4.153 1.912  0.343  O1  R8F 28 
R8F H7  H7  H 0 1 N N N N N N -21.295 -3.012 -12.009 -4.110 -1.849 -1.846 H7  R8F 29 
R8F H8  H8  H 0 1 N N N N N N -17.741 -1.337 -10.432 -2.674 3.088  -0.279 H8  R8F 30 
R8F H9  H9  H 0 1 N N N N N N -16.880 5.103  -7.113  4.244  -2.977 0.393  H9  R8F 31 
R8F H10 H10 H 0 1 N N N N N N -22.793 6.040  -9.097  3.420  3.351  -0.733 H10 R8F 32 
R8F H11 H11 H 0 1 N N N N N N -17.779 3.193  -8.515  1.838  -2.145 0.518  H11 R8F 33 
# 
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 
R8F C07 C04 SING N N 1  
R8F C07 C01 SING N N 2  
R8F C04 C03 SING N N 3  
R8F C04 C05 SING N N 4  
R8F C08 O02 DOUB N N 5  
R8F C08 C03 SING N N 6  
R8F C03 C02 DOUB N N 7  
R8F C01 O01 SING N N 8  
R8F C01 N01 SING N N 9  
R8F C05 C09 SING N N 10 
R8F C05 C06 DOUB N N 11 
R8F C02 O01 SING N N 12 
R8F N01 C06 SING N N 13 
R8F N01 C13 SING N N 14 
R8F N05 C13 DOUB Y N 15 
R8F N05 C12 SING Y N 16 
R8F C13 C14 SING Y N 17 
R8F C12 N04 DOUB Y N 18 
R8F C14 N02 SING Y N 19 
R8F C14 C11 DOUB Y N 20 
R8F N02 C10 SING Y N 21 
R8F N04 C11 SING Y N 22 
R8F C11 N03 SING Y N 23 
R8F C10 N03 DOUB Y N 24 
R8F C01 H1  SING N N 25 
R8F C02 H2  SING N N 26 
R8F C04 H3  SING N N 27 
R8F C06 H4  SING N N 28 
R8F C07 H5  SING N N 29 
R8F C07 H6  SING N N 30 
R8F C09 O03 DOUB N N 31 
R8F C08 H7  SING N N 32 
R8F C09 H8  SING N N 33 
R8F C10 H9  SING N N 34 
R8F C12 H10 SING N N 35 
R8F N02 H11 SING N N 36 
# 
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 
R8F InChI            InChI                1.06    "InChI=1S/C14H11N5O3/c20-3-8-2-19(11-1-10(8)9(4-21)5-22-11)14-12-13(16-6-15-12)17-7-18-14/h2-7,10-11H,1H2,(H,15,16,17,18)/t10-,11+/m0/s1" 
R8F InChIKey         InChI                1.06    JDSDLPGCRCFXJZ-WDEREUQCSA-N                                                                                                               
R8F SMILES_CANONICAL CACTVS               3.385   "O=CC1=CO[C@@H]2C[C@H]1C(=CN2c3ncnc4nc[nH]c34)C=O"                                                                                        
R8F SMILES           CACTVS               3.385   "O=CC1=CO[CH]2C[CH]1C(=CN2c3ncnc4nc[nH]c34)C=O"                                                                                           
R8F SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1[nH]c2c(n1)ncnc2N3C=C([C@@H]4C[C@H]3OC=C4C=O)C=O"                                                                                      
R8F SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1[nH]c2c(n1)ncnc2N3C=C(C4CC3OC=C4C=O)C=O"                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           R8F 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "(1~{R},5~{S})-8-(7~{H}-purin-6-yl)-2-oxa-8-azabicyclo[3.3.1]nona-3,6-diene-4,6-dicarbaldehyde" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      R8F 
_pdbx_chem_comp_synonyms.name         "(1~{R},5~{S})-8-(7~{H}-purin-6-yl)-2-oxa-8-azabicyclo[3.3.1]nona-3,6-diene-4,6-dicarbaldehyde" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
R8F "Create component"         2022-11-26 PDBE 
R8F "Modify leaving atom flag" 2023-09-19 PDBE 
R8F "Initial release"          2023-11-29 RCSB 
R8F "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            R8F 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C09 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
