data_QA6
# 
_chem_comp.id                                    QA6 
_chem_comp.name                                  "N-[3-(4-hydroxyphenyl)propyl]adenosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-03 
_chem_comp.pdbx_modified_date                    2023-01-06 
_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                        401.416 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QA6 
_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        8CY4 
_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 
QA6 N   N1  N 0 1 Y N N -32.190 0.790  13.863 2.963   0.135  0.273  N   QA6 1  
QA6 C   C1  C 0 1 N N S -35.155 -0.972 15.202 6.460   -0.007 -0.917 C   QA6 2  
QA6 O   O1  O 0 1 N N N -36.024 -0.271 16.085 7.307   -1.096 -0.544 O   QA6 3  
QA6 C1  C2  C 0 1 N N R -34.546 -0.046 14.137 4.988   -0.476 -1.020 C1  QA6 4  
QA6 C10 C3  C 0 1 N N N -28.270 1.873  10.959 -2.850  -1.228 0.288  C10 QA6 5  
QA6 C11 C4  C 0 1 N N N -29.066 2.246  9.728  -4.088  -0.349 0.100  C11 QA6 6  
QA6 C12 C5  C 0 1 N N N -29.176 1.097  8.731  -5.347  -1.214 0.196  C12 QA6 7  
QA6 C13 C6  C 0 1 Y N N -29.803 1.501  7.419  -6.566  -0.348 0.012  C13 QA6 8  
QA6 C14 C7  C 0 1 Y N N -29.055 2.144  6.444  -7.083  -0.144 -1.254 C14 QA6 9  
QA6 C15 C8  C 0 1 Y N N -29.622 2.529  5.243  -8.201  0.650  -1.426 C15 QA6 10 
QA6 C16 C9  C 0 1 Y N N -30.963 2.273  5.000  -8.805  1.242  -0.326 C16 QA6 11 
QA6 C17 C10 C 0 1 Y N N -31.724 1.627  5.963  -8.285  1.036  0.943  C17 QA6 12 
QA6 C18 C11 C 0 1 Y N N -31.141 1.247  7.160  -7.170  0.237  1.110  C18 QA6 13 
QA6 C2  C12 C 0 1 N N R -33.934 -1.516 15.958 6.438   1.062  0.192  C2  QA6 14 
QA6 C3  C13 C 0 1 N N N -33.725 -3.012 15.857 6.956   2.393  -0.358 C3  QA6 15 
QA6 C4  C14 C 0 1 N N R -33.227 0.345  14.788 4.414   -0.051 0.355  C4  QA6 16 
QA6 C5  C15 C 0 1 Y N N -31.821 0.208  12.679 2.312   1.312  0.052  C5  QA6 17 
QA6 C6  C16 C 0 1 Y N N -30.456 1.807  12.967 0.771   -0.200 0.249  C6  QA6 18 
QA6 C7  C17 C 0 1 Y N N -31.320 1.838  14.049 2.011   -0.844 0.399  C7  QA6 19 
QA6 C8  C18 C 0 1 Y N N -30.324 3.608  14.914 0.917   -2.845 0.687  C8  QA6 20 
QA6 C9  C19 C 0 1 Y N N -29.440 2.798  12.947 -0.396  -0.979 0.335  C9  QA6 21 
QA6 N1  N2  N 0 1 Y N N -30.788 0.773  12.104 1.026   1.113  0.035  N1  QA6 22 
QA6 N2  N3  N 0 1 Y N N -31.306 2.714  15.058 2.036   -2.155 0.614  N2  QA6 23 
QA6 N3  N4  N 0 1 Y N N -29.411 3.702  13.943 -0.271  -2.284 0.553  N3  QA6 24 
QA6 N4  N5  N 0 1 N N N -28.454 2.839  12.029 -1.645  -0.400 0.196  N4  QA6 25 
QA6 O1  O2  O 0 1 N N N -35.350 1.108  13.929 4.915   -1.894 -1.187 O1  QA6 26 
QA6 O2  O3  O 0 1 N N N -33.760 -3.456 14.506 7.042   3.346  0.703  O2  QA6 27 
QA6 O3  O4  O 0 1 N N N -32.777 -0.825 15.435 5.074   1.206  0.621  O3  QA6 28 
QA6 O4  O5  O 0 1 N N N -31.532 2.665  3.823  -9.905  2.023  -0.493 O4  QA6 29 
QA6 H1  H1  H 0 1 N N N -35.680 -1.803 14.708 6.792   0.428  -1.860 H1  QA6 30 
QA6 H2  H2  H 0 1 N N N -36.379 -0.875 16.726 8.231   -0.847 -0.408 H2  QA6 31 
QA6 H3  H3  H 0 1 N N N -34.368 -0.600 13.204 4.473   0.037  -1.833 H3  QA6 32 
QA6 H4  H4  H 0 1 N N N -28.599 0.884  11.311 -2.889  -1.706 1.266  H4  QA6 33 
QA6 H5  H5  H 0 1 N N N -27.203 1.832  10.695 -2.826  -1.992 -0.489 H5  QA6 34 
QA6 H6  H6  H 0 1 N N N -28.573 3.096  9.233  -4.112  0.415  0.877  H6  QA6 35 
QA6 H7  H7  H 0 1 N N N -30.079 2.541  10.039 -4.050  0.129  -0.878 H7  QA6 36 
QA6 H8  H8  H 0 1 N N N -29.789 0.302  9.181  -5.323  -1.978 -0.581 H8  QA6 37 
QA6 H9  H9  H 0 1 N N N -28.166 0.711  8.531  -5.385  -1.692 1.175  H9  QA6 38 
QA6 H10 H10 H 0 1 N N N -28.010 2.348  6.626  -6.612  -0.604 -2.110 H10 QA6 39 
QA6 H11 H11 H 0 1 N N N -29.022 3.028  4.496  -8.604  0.809  -2.415 H11 QA6 40 
QA6 H12 H12 H 0 1 N N N -32.768 1.421  5.780  -8.754  1.495  1.800  H12 QA6 41 
QA6 H13 H13 H 0 1 N N N -31.739 0.744  7.905  -6.765  0.076  2.098  H13 QA6 42 
QA6 H14 H14 H 0 1 N N N -34.054 -1.259 17.021 7.058   0.741  1.030  H14 QA6 43 
QA6 H15 H15 H 0 1 N N N -34.520 -3.522 16.421 7.944   2.245  -0.795 H15 QA6 44 
QA6 H16 H16 H 0 1 N N N -32.747 -3.266 16.291 6.272   2.761  -1.122 H16 QA6 45 
QA6 H17 H17 H 0 1 N N N -33.422 1.136  15.528 4.663   -0.787 1.119  H17 QA6 46 
QA6 H18 H18 H 0 1 N N N -32.336 -0.642 12.257 2.793   2.269  -0.088 H18 QA6 47 
QA6 H19 H19 H 0 1 N N N -30.259 4.358  15.689 0.972   -3.909 0.862  H19 QA6 48 
QA6 H20 H20 H 0 1 N N N -27.602 2.823  12.552 -1.723  0.554  0.038  H20 QA6 49 
QA6 H21 H21 H 0 1 N N N -36.170 0.854  13.523 5.263   -2.208 -2.033 H21 QA6 50 
QA6 H22 H22 H 0 1 N N N -33.626 -4.396 14.478 7.364   4.215  0.427  H22 QA6 51 
QA6 H23 H23 H 0 1 N N N -32.449 2.416  3.816  -10.741 1.540  -0.444 H23 QA6 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 
QA6 O4  C16 SING N N 1  
QA6 C16 C15 DOUB Y N 2  
QA6 C16 C17 SING Y N 3  
QA6 C15 C14 SING Y N 4  
QA6 C17 C18 DOUB Y N 5  
QA6 C14 C13 DOUB Y N 6  
QA6 C18 C13 SING Y N 7  
QA6 C13 C12 SING N N 8  
QA6 C12 C11 SING N N 9  
QA6 C11 C10 SING N N 10 
QA6 C10 N4  SING N N 11 
QA6 N4  C9  SING N N 12 
QA6 N1  C5  DOUB Y N 13 
QA6 N1  C6  SING Y N 14 
QA6 C5  N   SING Y N 15 
QA6 C9  C6  DOUB Y N 16 
QA6 C9  N3  SING Y N 17 
QA6 C6  C7  SING Y N 18 
QA6 N   C7  SING Y N 19 
QA6 N   C4  SING N N 20 
QA6 O1  C1  SING N N 21 
QA6 N3  C8  DOUB Y N 22 
QA6 C7  N2  DOUB Y N 23 
QA6 C1  C4  SING N N 24 
QA6 C1  C   SING N N 25 
QA6 O2  C3  SING N N 26 
QA6 C4  O3  SING N N 27 
QA6 C8  N2  SING Y N 28 
QA6 C   C2  SING N N 29 
QA6 C   O   SING N N 30 
QA6 O3  C2  SING N N 31 
QA6 C3  C2  SING N N 32 
QA6 C   H1  SING N N 33 
QA6 O   H2  SING N N 34 
QA6 C1  H3  SING N N 35 
QA6 C10 H4  SING N N 36 
QA6 C10 H5  SING N N 37 
QA6 C11 H6  SING N N 38 
QA6 C11 H7  SING N N 39 
QA6 C12 H8  SING N N 40 
QA6 C12 H9  SING N N 41 
QA6 C14 H10 SING N N 42 
QA6 C15 H11 SING N N 43 
QA6 C17 H12 SING N N 44 
QA6 C18 H13 SING N N 45 
QA6 C2  H14 SING N N 46 
QA6 C3  H15 SING N N 47 
QA6 C3  H16 SING N N 48 
QA6 C4  H17 SING N N 49 
QA6 C5  H18 SING N N 50 
QA6 C8  H19 SING N N 51 
QA6 N4  H20 SING N N 52 
QA6 O1  H21 SING N N 53 
QA6 O2  H22 SING N N 54 
QA6 O4  H23 SING N N 55 
# 
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 
QA6 SMILES           ACDLabs              12.01 "Oc1ccc(cc1)CCCNc1ncnc2c1ncn2C1OC(CO)C(O)C1O"                                                                                                                                               
QA6 InChI            InChI                1.03  "InChI=1S/C19H23N5O5/c25-8-13-15(27)16(28)19(29-13)24-10-23-14-17(21-9-22-18(14)24)20-7-1-2-11-3-5-12(26)6-4-11/h3-6,9-10,13,15-16,19,25-28H,1-2,7-8H2,(H,20,21,22)/t13-,15-,16-,19-/m1/s1" 
QA6 InChIKey         InChI                1.03  UNEQRQPOYXLYJS-NVQRDWNXSA-N                                                                                                                                                                 
QA6 SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCCCc4ccc(O)cc4)ncnc23"                                                                                                                            
QA6 SMILES           CACTVS               3.385 "OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(NCCCc4ccc(O)cc4)ncnc23"                                                                                                                                 
QA6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CCCNc2c3c(ncn2)n(cn3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)O"                                                                                                                       
QA6 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CCCNc2c3c(ncn2)n(cn3)C4C(C(C(O4)CO)O)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 
QA6 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[3-(4-hydroxyphenyl)propyl]adenosine"                                                                       
QA6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},3~{S},4~{R},5~{R})-2-(hydroxymethyl)-5-[6-[3-(4-hydroxyphenyl)propylamino]purin-9-yl]oxolane-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QA6 "Create component" 2022-06-03 RCSB 
QA6 "Initial release"  2023-01-11 RCSB 
# 
