data_Q3V
# 
_chem_comp.id                                    Q3V 
_chem_comp.name                                  "N-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]adenosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H21 N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-01 
_chem_comp.pdbx_modified_date                    2023-05-12 
_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                        351.358 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Q3V 
_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        ? 
_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 
Q3V N1  N1  N 0 1 Y N N ? ? ? 1.919  -1.998 -0.275 N1  Q3V 1  
Q3V C7  C1  C 0 1 Y N N ? ? ? -0.995 1.351  0.117  C7  Q3V 2  
Q3V C8  C2  C 0 1 Y N N ? ? ? 0.681  -0.021 0.006  C8  Q3V 3  
Q3V N2  N2  N 0 1 Y N N ? ? ? -0.378 -2.059 -0.525 N2  Q3V 4  
Q3V C9  C3  C 0 1 N N R ? ? ? -2.941 -0.170 -0.400 C9  Q3V 5  
Q3V O1  O1  O 0 1 N N N ? ? ? -5.803 3.009  -0.857 O1  Q3V 6  
Q3V C1  C4  C 0 1 N N N ? ? ? 6.505  0.324  -0.268 C1  Q3V 7  
Q3V C5  C5  C 0 1 Y N N ? ? ? 0.798  -2.650 -0.526 C5  Q3V 8  
Q3V C6  C6  C 0 1 Y N N ? ? ? -0.483 -0.759 -0.267 C6  Q3V 9  
Q3V N3  N3  N 0 1 Y N N ? ? ? -1.523 0.132  -0.190 N3  Q3V 10 
Q3V C4  C7  C 0 1 Y N N ? ? ? 1.913  -0.697 -0.006 C4  Q3V 11 
Q3V O4  O2  O 0 1 N N N ? ? ? 7.232  2.112  1.153  O4  Q3V 12 
Q3V C3  C8  C 0 1 N N N ? ? ? 4.368  -0.744 0.238  C3  Q3V 13 
Q3V O3  O3  O 0 1 N N N ? ? ? -3.402 -2.107 1.036  O3  Q3V 14 
Q3V C2  C9  C 0 1 N N N ? ? ? 5.490  0.212  0.553  C2  Q3V 15 
Q3V N4  N4  N 0 1 Y N N ? ? ? 0.299  1.259  0.231  N4  Q3V 16 
Q3V C10 C10 C 0 1 N N R ? ? ? -5.062 0.760  -0.374 C10 Q3V 17 
Q3V C11 C11 C 0 1 N N N ? ? ? -5.735 2.020  0.172  C11 Q3V 18 
Q3V C12 C12 C 0 1 N N S ? ? ? -5.080 -0.350 0.695  C12 Q3V 19 
Q3V C13 C13 C 0 1 N N R ? ? ? -3.586 -0.695 0.908  C13 Q3V 20 
Q3V C14 C14 C 0 1 N N N ? ? ? 7.559  1.372  -0.025 C14 Q3V 21 
Q3V C   C15 C 0 1 N N N ? ? ? 6.617  -0.596 -1.457 C   Q3V 22 
Q3V N   N5  N 0 1 N N N ? ? ? 3.093  -0.023 0.256  N   Q3V 23 
Q3V O2  O4  O 0 1 N N N ? ? ? -5.794 -1.492 0.218  O2  Q3V 24 
Q3V O   O5  O 0 1 N N N ? ? ? -3.685 1.035  -0.681 O   Q3V 25 
Q3V H1  H1  H 0 1 N N N ? ? ? -1.565 2.259  0.245  H1  Q3V 26 
Q3V H2  H2  H 0 1 N N N ? ? ? -3.063 -0.894 -1.205 H2  Q3V 27 
Q3V H3  H3  H 0 1 N N N ? ? ? -6.219 3.837  -0.581 H3  Q3V 28 
Q3V H4  H4  H 0 1 N N N ? ? ? 0.848  -3.707 -0.740 H4  Q3V 29 
Q3V H5  H5  H 0 1 N N N ? ? ? 7.869  2.806  1.372  H5  Q3V 30 
Q3V H6  H6  H 0 1 N N N ? ? ? 4.527  -1.178 -0.749 H6  Q3V 31 
Q3V H7  H7  H 0 1 N N N ? ? ? 4.347  -1.538 0.985  H7  Q3V 32 
Q3V H8  H8  H 0 1 N N N ? ? ? -3.789 -2.482 1.839  H8  Q3V 33 
Q3V H9  H9  H 0 1 N N N ? ? ? 5.458  0.804  1.455  H9  Q3V 34 
Q3V H10 H10 H 0 1 N N N ? ? ? -5.580 0.419  -1.271 H10 Q3V 35 
Q3V H11 H11 H 0 1 N N N ? ? ? -5.155 2.407  1.010  H11 Q3V 36 
Q3V H12 H12 H 0 1 N N N ? ? ? -6.742 1.777  0.510  H12 Q3V 37 
Q3V H13 H13 H 0 1 N N N ? ? ? -5.522 0.019  1.620  H13 Q3V 38 
Q3V H14 H14 H 0 1 N N N ? ? ? -3.186 -0.172 1.777  H14 Q3V 39 
Q3V H15 H15 H 0 1 N N N ? ? ? 8.528  0.890  0.106  H15 Q3V 40 
Q3V H16 H16 H 0 1 N N N ? ? ? 7.602  2.049  -0.878 H16 Q3V 41 
Q3V H17 H17 H 0 1 N N N ? ? ? 6.036  -0.191 -2.286 H17 Q3V 42 
Q3V H18 H18 H 0 1 N N N ? ? ? 7.663  -0.681 -1.753 H18 Q3V 43 
Q3V H19 H19 H 0 1 N N N ? ? ? 6.234  -1.581 -1.191 H19 Q3V 44 
Q3V H20 H20 H 0 1 N N N ? ? ? 3.076  0.927  0.451  H20 Q3V 45 
Q3V H21 H21 H 0 1 N N N ? ? ? -6.723 -1.317 0.012  H21 Q3V 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 
Q3V C11 O1  SING N N 1  
Q3V C11 C10 SING N N 2  
Q3V O4  C14 SING N N 3  
Q3V C10 O   SING N N 4  
Q3V C10 C12 SING N N 5  
Q3V O   C9  SING N N 6  
Q3V C7  N4  DOUB Y N 7  
Q3V C7  N3  SING Y N 8  
Q3V N4  C8  SING Y N 9  
Q3V C14 C1  SING N N 10 
Q3V C12 C13 SING N N 11 
Q3V C12 O2  SING N N 12 
Q3V N3  C9  SING N N 13 
Q3V N3  C6  SING Y N 14 
Q3V C9  C13 SING N N 15 
Q3V C1  C   SING N N 16 
Q3V C1  C2  DOUB N E 17 
Q3V C8  C6  DOUB Y N 18 
Q3V C8  C4  SING Y N 19 
Q3V C13 O3  SING N N 20 
Q3V C2  C3  SING N N 21 
Q3V C6  N2  SING Y N 22 
Q3V N   C4  SING N N 23 
Q3V N   C3  SING N N 24 
Q3V C4  N1  DOUB Y N 25 
Q3V N2  C5  DOUB Y N 26 
Q3V N1  C5  SING Y N 27 
Q3V C7  H1  SING N N 28 
Q3V C9  H2  SING N N 29 
Q3V O1  H3  SING N N 30 
Q3V C5  H4  SING N N 31 
Q3V O4  H5  SING N N 32 
Q3V C3  H6  SING N N 33 
Q3V C3  H7  SING N N 34 
Q3V O3  H8  SING N N 35 
Q3V C2  H9  SING N N 36 
Q3V C10 H10 SING N N 37 
Q3V C11 H11 SING N N 38 
Q3V C11 H12 SING N N 39 
Q3V C12 H13 SING N N 40 
Q3V C13 H14 SING N N 41 
Q3V C14 H15 SING N N 42 
Q3V C14 H16 SING N N 43 
Q3V C   H17 SING N N 44 
Q3V C   H18 SING N N 45 
Q3V C   H19 SING N N 46 
Q3V N   H20 SING N N 47 
Q3V O2  H21 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 
Q3V SMILES           ACDLabs              12.01 "C/C(CO)=C\CNc1ncnc2c1ncn2C1OC(CO)C(O)C1O"                                                                                                                                    
Q3V InChI            InChI                1.03  "InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1" 
Q3V InChIKey         InChI                1.03  GOSWTRUMMSCNCW-HNNGNKQASA-N                                                                                                                                                   
Q3V SMILES_CANONICAL CACTVS               3.385 "CC(/CO)=C\CNc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O"                                                                                                                
Q3V SMILES           CACTVS               3.385 "CC(CO)=CCNc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O"                                                                                                                        
Q3V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C/C(=C\CNc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)/CO"                                                                                                           
Q3V SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=CCNc1c2c(ncn1)n(cn2)C3C(C(C(O3)CO)O)O)CO"                                                                                                                                
# 
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 
Q3V "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]adenosine"                                                                          
Q3V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},3~{S},4~{R},5~{R})-2-(hydroxymethyl)-5-[6-[[(~{E})-3-methyl-4-oxidanyl-but-2-enyl]amino]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 
Q3V "Create component" 2022-06-01 RCSB 
Q3V "Initial release"  2023-05-17 RCSB 
# 
