data_YHQ
# 
_chem_comp.id                                    YHQ 
_chem_comp.name                                  "5'-O-{(R)-hydroxy[(propan-2-yl)oxy]phosphoryl}adenosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H20 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-03 
_chem_comp.pdbx_modified_date                    2023-02-10 
_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                        389.301 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YHQ 
_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        8G0U 
_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 
YHQ C1  C1  C 0 1 N N S -14.171 8.240 -25.274 -0.291 -2.583 -0.595 C1  YHQ 1  
YHQ C2  C2  C 0 1 N N R -15.149 8.205 -26.441 -1.741 -2.081 -0.409 C2  YHQ 2  
YHQ C3  C3  C 0 1 N N R -15.370 6.704 -26.589 -1.585 -0.775 0.401  C3  YHQ 3  
YHQ C4  C4  C 0 1 Y N N -16.420 5.238 -24.785 -2.345 1.205  -0.966 C4  YHQ 4  
YHQ C5  C5  C 0 1 Y N N -18.483 5.670 -25.061 -4.404 1.423  -0.322 C5  YHQ 5  
YHQ C6  C6  C 0 1 Y N N -17.807 6.427 -25.999 -3.859 0.338  0.383  C6  YHQ 6  
YHQ O1  O1  O 0 1 N N N -13.378 9.417 -25.203 -0.122 -3.863 0.017  O1  YHQ 7  
YHQ C7  C7  C 0 1 Y N N -19.675 7.283 -26.786 -5.877 0.031  1.438  C7  YHQ 8  
YHQ C8  C8  C 0 1 Y N N -19.886 5.766 -25.048 -5.744 1.769  -0.075 C8  YHQ 9  
YHQ C9  C9  C 0 1 N N R -13.275 7.035 -25.585 0.572  -1.522 0.123  C9  YHQ 10 
YHQ C10 C10 C 0 1 N N N -12.544 6.469 -24.393 1.874  -1.286 -0.645 C10 YHQ 11 
YHQ C11 C11 C 0 1 N N N -12.754 3.186 -22.476 6.204  1.461  0.607  C11 YHQ 12 
YHQ C12 C12 C 0 1 N N N -13.618 3.300 -21.263 6.200  2.991  0.652  C12 YHQ 13 
YHQ C13 C13 C 0 1 N N N -13.540 3.202 -23.743 7.039  0.919  1.768  C13 YHQ 14 
YHQ O2  O2  O 0 1 N N N -14.176 6.053 -26.147 -0.242 -0.325 0.121  O2  YHQ 15 
YHQ O3  O3  O 0 1 N N N -14.576 8.695 -27.637 -2.512 -3.038 0.321  O3  YHQ 16 
YHQ O4  O4  O 0 1 N N N -11.712 5.369 -24.803 2.707  -0.390 0.094  O4  YHQ 17 
YHQ O5  O5  O 0 1 N N N -9.851  5.651 -23.117 3.997  0.949  -1.765 O5  YHQ 18 
YHQ N1  N1  N 0 1 Y N N -16.478 6.150 -25.809 -2.561 0.222  -0.047 N1  YHQ 19 
YHQ O6  O6  O 0 1 N N N -11.853 4.343 -22.501 4.863  0.978  0.717  O6  YHQ 20 
YHQ N4  N2  N 0 1 Y N N -20.462 6.612 -25.937 -6.431 1.049  0.806  N4  YHQ 21 
YHQ O7  O7  O 0 1 N N N -10.317 3.418 -24.308 4.994  -1.109 -0.697 O7  YHQ 22 
YHQ N2  N3  N 0 1 Y N N -17.595 4.924 -24.296 -3.427 1.911  -1.124 N2  YHQ 23 
YHQ N3  N4  N 0 1 Y N N -18.353 7.260 -26.901 -4.622 -0.319 1.250  N3  YHQ 24 
YHQ N5  N5  N 0 1 N N N -20.667 5.093 -24.204 -6.333 2.835  -0.732 N5  YHQ 25 
YHQ P1  P1  P 0 1 N N N -10.816 4.666 -23.679 4.159  0.081  -0.419 P1  YHQ 26 
YHQ H1  H1  H 0 1 N N N -14.710 8.066 -24.331 -0.036 -2.631 -1.654 H1  YHQ 27 
YHQ H2  H2  H 0 1 N N N -16.088 8.716 -26.182 -2.202 -1.878 -1.376 H2  YHQ 28 
YHQ H3  H3  H 0 1 N N N -15.536 6.484 -27.654 -1.705 -0.973 1.466  H3  YHQ 29 
YHQ H4  H4  H 0 1 N N N -15.495 4.819 -24.417 -1.413 1.376  -1.484 H4  YHQ 30 
YHQ H5  H5  H 0 1 N N N -12.797 9.363 -24.453 -0.664 -4.562 -0.375 H5  YHQ 31 
YHQ H6  H6  H 0 1 N N N -20.189 7.936 -27.476 -6.472 -0.528 2.145  H6  YHQ 32 
YHQ H7  H7  H 0 1 N N N -12.537 7.336 -26.343 0.786  -1.834 1.145  H7  YHQ 33 
YHQ H8  H8  H 0 1 N N N -11.916 7.253 -23.945 2.392  -2.235 -0.782 H8  YHQ 34 
YHQ H9  H9  H 0 1 N N N -13.275 6.116 -23.651 1.648  -0.852 -1.619 H9  YHQ 35 
YHQ H10 H10 H 0 1 N N N -12.167 2.258 -22.421 6.634  1.127  -0.337 H10 YHQ 36 
YHQ H11 H11 H 0 1 N N N -12.989 3.283 -20.361 5.770  3.325  1.597  H11 YHQ 37 
YHQ H12 H12 H 0 1 N N N -14.179 4.245 -21.300 7.222  3.359  0.568  H12 YHQ 38 
YHQ H13 H13 H 0 1 N N N -14.323 2.456 -21.234 5.605  3.377  -0.175 H13 YHQ 39 
YHQ H14 H14 H 0 1 N N N -14.229 2.345 -23.758 6.608  1.253  2.713  H14 YHQ 40 
YHQ H15 H15 H 0 1 N N N -14.116 4.137 -23.805 7.041  -0.171 1.736  H15 YHQ 41 
YHQ H16 H16 H 0 1 N N N -12.854 3.137 -24.601 8.061  1.287  1.684  H16 YHQ 42 
YHQ H17 H17 H 0 1 N N N -14.432 9.631 -27.560 -2.591 -3.896 -0.117 H17 YHQ 43 
YHQ H18 H18 H 0 1 N N N -8.965  5.333 -23.241 3.460  1.746  -1.657 H18 YHQ 44 
YHQ H19 H19 H 0 1 N N N -21.623 5.334 -24.370 -5.821 3.353  -1.372 H19 YHQ 45 
YHQ H20 H20 H 0 1 N N N -20.542 4.111 -24.345 -7.258 3.064  -0.552 H20 YHQ 46 
# 
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 
YHQ O3  C2  SING N N 1  
YHQ N3  C7  DOUB Y N 2  
YHQ N3  C6  SING Y N 3  
YHQ C7  N4  SING Y N 4  
YHQ C3  C2  SING N N 5  
YHQ C3  O2  SING N N 6  
YHQ C3  N1  SING N N 7  
YHQ C2  C1  SING N N 8  
YHQ O2  C9  SING N N 9  
YHQ C6  N1  SING Y N 10 
YHQ C6  C5  DOUB Y N 11 
YHQ N4  C8  DOUB Y N 12 
YHQ N1  C4  SING Y N 13 
YHQ C9  C1  SING N N 14 
YHQ C9  C10 SING N N 15 
YHQ C1  O1  SING N N 16 
YHQ C5  C8  SING Y N 17 
YHQ C5  N2  SING Y N 18 
YHQ C8  N5  SING N N 19 
YHQ O4  C10 SING N N 20 
YHQ O4  P1  SING N N 21 
YHQ C4  N2  DOUB Y N 22 
YHQ O7  P1  DOUB N N 23 
YHQ C13 C11 SING N N 24 
YHQ P1  O5  SING N N 25 
YHQ P1  O6  SING N N 26 
YHQ O6  C11 SING N N 27 
YHQ C11 C12 SING N N 28 
YHQ C1  H1  SING N N 29 
YHQ C2  H2  SING N N 30 
YHQ C3  H3  SING N N 31 
YHQ C4  H4  SING N N 32 
YHQ O1  H5  SING N N 33 
YHQ C7  H6  SING N N 34 
YHQ C9  H7  SING N N 35 
YHQ C10 H8  SING N N 36 
YHQ C10 H9  SING N N 37 
YHQ C11 H10 SING N N 38 
YHQ C12 H11 SING N N 39 
YHQ C12 H12 SING N N 40 
YHQ C12 H13 SING N N 41 
YHQ C13 H14 SING N N 42 
YHQ C13 H15 SING N N 43 
YHQ C13 H16 SING N N 44 
YHQ O3  H17 SING N N 45 
YHQ O5  H18 SING N N 46 
YHQ N5  H19 SING N N 47 
YHQ N5  H20 SING N N 48 
# 
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 
YHQ SMILES           ACDLabs              12.01 "CC(C)OP(=O)(O)OCC1OC(n2cnc3c(N)ncnc32)C(O)C1O"                                                                                                                               
YHQ InChI            InChI                1.06  "InChI=1S/C13H20N5O7P/c1-6(2)25-26(21,22)23-3-7-9(19)10(20)13(24-7)18-5-17-8-11(14)15-4-16-12(8)18/h4-7,9-10,13,19-20H,3H2,1-2H3,(H,21,22)(H2,14,15,16)/t7-,9-,10-,13-/m1/s1" 
YHQ InChIKey         InChI                1.06  UCVFYZHKFZWYCU-QYVSTXNMSA-N                                                                                                                                                   
YHQ SMILES_CANONICAL CACTVS               3.385 "CC(C)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"                                                                                                            
YHQ SMILES           CACTVS               3.385 "CC(C)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                                 
YHQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"                                                                                                             
YHQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O"                                                                                                                               
# 
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 
YHQ "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-{(R)-hydroxy[(propan-2-yl)oxy]phosphoryl}adenosine"                                                             
YHQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl propan-2-yl hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YHQ "Create component" 2023-02-03 RCSB 
YHQ "Initial release"  2023-02-15 RCSB 
# 
