data_HQV
# 
_chem_comp.id                                    HQV 
_chem_comp.name                                  "(2S,3R,4R,5S,6R)-3-[(2E)-but-2-enoylamino]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-thiopyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H29 N3 O16 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-07-18 
_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                        649.457 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HQV 
_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        6E37 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
HQV C15  C1  C 0 1 N N N N N N 11.349 -43.664 -29.968 -3.024 -2.649 -0.583 C15  HQV 1  
HQV C17  C2  C 0 1 N N S N N N 13.575 -42.881 -28.727 -5.409 -2.781 0.233  C17  HQV 2  
HQV C21  C3  C 0 1 N N R N N N 13.101 -40.746 -29.254 -5.495 -0.458 0.961  C21  HQV 3  
HQV C24  C4  C 0 1 N N N N N N 10.353 -38.545 -27.897 -6.694 2.182  -1.320 C24  HQV 4  
HQV C02  C5  C 0 1 N N R N N N 13.289 -51.716 -28.992 3.946  1.942  1.424  C02  HQV 5  
HQV C03  C6  C 0 1 N N S N N N 14.775 -51.452 -29.729 3.736  3.305  0.772  C03  HQV 6  
HQV C05  C7  C 0 1 N N R N N N 14.977 -49.976 -30.143 2.855  3.160  -0.472 C05  HQV 7  
HQV C06  C8  C 0 1 N N N N N N 15.961 -50.104 -31.446 2.590  4.540  -1.077 C06  HQV 8  
HQV C09  C9  C 0 1 N N S N N N 12.345 -49.446 -29.848 4.115  0.637  -0.706 C09  HQV 9  
HQV C16  C10 C 0 1 N N R N N N 12.541 -42.896 -29.978 -4.020 -2.145 0.463  C16  HQV 10 
HQV C19  C11 C 0 1 N N R N N N 13.462 -41.820 -28.080 -6.402 -1.645 0.568  C19  HQV 11 
HQV C23  C12 C 0 1 N N N N N N 11.101 -39.714 -28.241 -6.170 1.022  -0.872 C23  HQV 12 
HQV C25  C13 C 0 1 N N N N N N 10.878 -37.258 -28.208 -7.121 3.153  -0.382 C25  HQV 13 
HQV C27  C14 C 0 1 N N N N N N 13.024 -38.254 -29.266 -6.478 1.730  1.356  C27  HQV 14 
HQV C35  C15 C 0 1 N N R N N N 12.135 -50.998 -29.878 4.853  1.067  0.564  C35  HQV 15 
HQV C37  C16 C 0 1 N N N N N N 9.663  -51.329 -30.011 6.392  -0.764 1.029  C37  HQV 16 
HQV C38  C17 C 0 1 N N N N N N 8.373  -51.513 -29.237 6.785  -1.958 1.793  C38  HQV 17 
HQV C39  C18 C 0 1 N N N N N N 7.295  -52.098 -29.866 7.918  -2.592 1.501  C39  HQV 18 
HQV C40  C19 C 0 1 N N N N N N 6.025  -52.244 -28.949 8.320  -3.815 2.283  C40  HQV 19 
HQV N22  N1  N 0 1 N N N N N N 12.383 -39.575 -28.878 -6.064 0.801  0.475  N22  HQV 20 
HQV N26  N2  N 0 1 N N N N N N 12.145 -37.079 -28.860 -7.000 2.898  0.936  N26  HQV 21 
HQV N36  N3  N 0 1 N N N N N N 10.902 -51.216 -29.252 5.245  -0.122 1.325  N36  HQV 22 
HQV O01  O1  O 0 1 N N N N N N 12.905 -52.920 -28.778 4.545  2.122  2.709  O01  HQV 23 
HQV O04  O2  O 0 1 N N N N N N 15.615 -51.932 -28.820 3.101  4.184  1.703  O04  HQV 24 
HQV O07  O3  O 0 1 N N N N N N 17.128 -50.539 -30.873 3.834  5.194  -1.334 O07  HQV 25 
HQV O10  O4  O 0 1 N N N N N N 12.244 -49.039 -28.423 2.907  -0.039 -0.352 O10  HQV 26 
HQV O12  O5  O 0 1 N N N N N N 11.250 -46.565 -28.858 0.835  -1.634 -0.629 O12  HQV 27 
HQV O14  O6  O 0 1 N N N N N N 11.570 -44.806 -30.776 -1.722 -2.142 -0.284 O14  HQV 28 
HQV O18  O7  O 0 1 N N N N N N 14.799 -43.034 -29.631 -5.605 -3.892 1.109  O18  HQV 29 
HQV O20  O8  O 0 1 N N N N N N 14.750 -41.466 -27.441 -7.239 -2.020 1.664  O20  HQV 30 
HQV O28  O9  O 0 1 N N N N N N 14.067 -38.114 -29.804 -6.376 1.513  2.548  O28  HQV 31 
HQV O29  O10 O 0 1 N N N N N N 10.250 -36.302 -27.914 -7.593 4.210  -0.763 O29  HQV 32 
HQV O30  O11 O 0 1 N N N N N N 12.372 -41.376 -30.182 -4.234 -0.725 0.310  O30  HQV 33 
HQV O31  O12 O 0 1 N N N N N N 10.993 -47.205 -31.364 -0.689 -2.098 -2.587 O31  HQV 34 
HQV O32  O13 O 0 1 N N N N N N 9.223  -45.809 -30.363 -0.101 -4.046 -1.094 O32  HQV 35 
HQV O33  O14 O 0 1 N N N N N N 11.013 -47.654 -26.596 3.232  -2.461 -1.321 O33  HQV 36 
HQV O34  O15 O 0 1 N N N N N N 9.760  -48.585 -28.599 2.030  -0.671 -2.633 O34  HQV 37 
HQV O41  O16 O 0 1 N N N N N N 9.670  -51.267 -31.188 7.103  -0.356 0.130  O41  HQV 38 
HQV P11  P1  P 0 1 N N N N N N 11.044 -47.977 -28.100 2.246  -1.190 -1.264 P11  HQV 39 
HQV P13  P2  P 0 1 N N N N N N 10.701 -46.126 -30.358 -0.425 -2.472 -1.179 P13  HQV 40 
HQV S08  S1  S 0 1 N N N N N N 13.748 -49.149 -30.735 3.719  2.116  -1.684 S08  HQV 41 
HQV H152 H1  H 0 0 N N N N N N 10.517 -43.071 -30.376 -3.001 -3.739 -0.568 H152 HQV 42 
HQV H151 H2  H 0 0 N N N N N N 11.110 -43.972 -28.940 -3.329 -2.305 -1.571 H151 HQV 43 
HQV H171 H3  H 0 0 N N N N N N 13.428 -43.797 -28.136 -5.520 -3.090 -0.807 H171 HQV 44 
HQV H211 H4  H 0 0 N N N N N N 14.064 -40.438 -29.688 -5.365 -0.422 2.043  H211 HQV 45 
HQV H241 H5  H 0 0 N N N N N N 9.396  -38.637 -27.405 -6.783 2.369  -2.380 H241 HQV 46 
HQV H021 H6  H 0 0 N N N N N N 13.332 -51.157 -28.045 2.981  1.449  1.544  H021 HQV 47 
HQV H031 H7  H 0 0 N N N N N N 14.785 -52.066 -30.642 4.702  3.721  0.483  H031 HQV 48 
HQV H051 H8  H 0 0 N N N N N N 15.479 -49.405 -29.348 1.910  2.693  -0.197 H051 HQV 49 
HQV H061 H9  H 0 0 N N N N N N 16.097 -49.132 -31.943 2.039  4.428  -2.010 H061 HQV 50 
HQV H062 H10 H 0 0 N N N N N N 15.573 -50.835 -32.171 2.004  5.136  -0.377 H062 HQV 51 
HQV H091 H11 H 0 0 N N N N N N 11.518 -48.984 -30.408 4.749  -0.030 -1.289 H091 HQV 52 
HQV H161 H12 H 0 0 N N N N N N 13.140 -43.244 -30.833 -3.661 -2.370 1.467  H161 HQV 53 
HQV H191 H13 H 0 0 N N N N N N 12.649 -41.818 -27.339 -7.003 -1.393 -0.305 H191 HQV 54 
HQV H231 H14 H 0 0 N N N N N N 10.706 -40.695 -28.024 -5.836 0.271  -1.572 H231 HQV 55 
HQV H351 H15 H 0 0 N N N N N N 12.169 -51.374 -30.911 5.745  1.631  0.291  H351 HQV 56 
HQV H381 H16 H 0 0 N N N N N N 8.300  -51.191 -28.209 6.155  -2.320 2.591  H381 HQV 57 
HQV H391 H17 H 0 0 N N N N N N 7.320  -52.426 -30.895 8.549  -2.230 0.702  H391 HQV 58 
HQV H1   H18 H 0 1 N N N N N N 5.212  -52.717 -29.520 9.269  -4.194 1.903  H1   HQV 59 
HQV H2   H19 H 0 1 N N N N N N 6.272  -52.868 -28.078 8.429  -3.553 3.336  H2   HQV 60 
HQV H3   H20 H 0 1 N N N N N N 5.703  -51.249 -28.608 7.554  -4.583 2.177  H3   HQV 61 
HQV H261 H21 H 0 0 N N N N N N 12.461 -36.150 -29.054 -7.293 3.557  1.585  H261 HQV 62 
HQV H361 H22 H 0 0 N N N N N N 10.870 -51.296 -28.256 4.678  -0.448 2.042  H361 HQV 63 
HQV H011 H23 H 0 0 N N N N N N 13.559 -53.374 -28.259 4.020  2.661  3.315  H011 HQV 64 
HQV H041 H24 H 0 0 N N N N N N 15.403 -52.840 -28.640 2.935  5.071  1.356  H041 HQV 65 
HQV H071 H25 H 0 0 N N N N N N 17.789 -50.652 -31.546 3.742  6.076  -1.719 H071 HQV 66 
HQV H181 H26 H 0 0 N N N N N N 15.586 -43.053 -29.099 -6.484 -4.292 1.047  H181 HQV 67 
HQV H201 H27 H 0 0 N N N N N N 14.950 -42.097 -26.760 -7.787 -2.798 1.492  H201 HQV 68 
HQV H4   H28 H 0 1 N N N N N N 8.783  -46.358 -31.002 0.083  -4.362 -0.199 H4   HQV 69 
HQV H5   H29 H 0 1 N N N N N N 10.169 -47.900 -26.236 3.419  -2.854 -0.457 H5   HQV 70 
# 
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 
HQV C06 O07  SING N N 1  
HQV C06 C05  SING N N 2  
HQV O31 P13  DOUB N N 3  
HQV O41 C37  DOUB N N 4  
HQV O14 P13  SING N N 5  
HQV O14 C15  SING N N 6  
HQV S08 C05  SING N N 7  
HQV S08 C09  SING N N 8  
HQV O32 P13  SING N N 9  
HQV P13 O12  SING N N 10 
HQV O30 C16  SING N N 11 
HQV O30 C21  SING N N 12 
HQV C05 C03  SING N N 13 
HQV C37 N36  SING N N 14 
HQV C37 C38  SING N N 15 
HQV C16 C15  SING N N 16 
HQV C16 C17  SING N N 17 
HQV C35 C09  SING N N 18 
HQV C35 N36  SING N N 19 
HQV C35 C02  SING N N 20 
HQV C39 C38  DOUB N E 21 
HQV C39 C40  SING N N 22 
HQV C09 O10  SING N N 23 
HQV O28 C27  DOUB N N 24 
HQV C03 C02  SING N N 25 
HQV C03 O04  SING N N 26 
HQV O18 C17  SING N N 27 
HQV C27 N22  SING N N 28 
HQV C27 N26  SING N N 29 
HQV C21 N22  SING N N 30 
HQV C21 C19  SING N N 31 
HQV C02 O01  SING N N 32 
HQV N22 C23  SING N N 33 
HQV N26 C25  SING N N 34 
HQV O12 P11  SING N N 35 
HQV C17 C19  SING N N 36 
HQV O34 P11  DOUB N N 37 
HQV O10 P11  SING N N 38 
HQV C23 C24  DOUB N N 39 
HQV C25 O29  DOUB N N 40 
HQV C25 C24  SING N N 41 
HQV P11 O33  SING N N 42 
HQV C19 O20  SING N N 43 
HQV C15 H152 SING N N 44 
HQV C15 H151 SING N N 45 
HQV C17 H171 SING N N 46 
HQV C21 H211 SING N N 47 
HQV C24 H241 SING N N 48 
HQV C02 H021 SING N N 49 
HQV C03 H031 SING N N 50 
HQV C05 H051 SING N N 51 
HQV C06 H061 SING N N 52 
HQV C06 H062 SING N N 53 
HQV C09 H091 SING N N 54 
HQV C16 H161 SING N N 55 
HQV C19 H191 SING N N 56 
HQV C23 H231 SING N N 57 
HQV C35 H351 SING N N 58 
HQV C38 H381 SING N N 59 
HQV C39 H391 SING N N 60 
HQV C40 H1   SING N N 61 
HQV C40 H2   SING N N 62 
HQV C40 H3   SING N N 63 
HQV N26 H261 SING N N 64 
HQV N36 H361 SING N N 65 
HQV O01 H011 SING N N 66 
HQV O04 H041 SING N N 67 
HQV O07 H071 SING N N 68 
HQV O18 H181 SING N N 69 
HQV O20 H201 SING N N 70 
HQV O32 H4   SING N N 71 
HQV O33 H5   SING N N 72 
# 
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 
HQV SMILES           ACDLabs              12.01 "C(C2C(C(C(N1C=CC(=O)NC1=O)O2)O)O)OP(OP(OC3C(C(O)C(O)C(CO)S3)NC([C@H]=CC)=O)(O)=O)(=O)O"                                                                                                                                                                                       
HQV InChI            InChI                1.03  "InChI=1S/C19H29N3O16P2S/c1-2-3-10(24)20-12-15(28)14(27)9(6-23)41-18(12)37-40(33,34)38-39(31,32)35-7-8-13(26)16(29)17(36-8)22-5-4-11(25)21-19(22)30/h2-5,8-9,12-18,23,26-29H,6-7H2,1H3,(H,20,24)(H,31,32)(H,33,34)(H,21,25,30)/b3-2+/t8-,9-,12-,13-,14-,15-,16-,17-,18+/m1/s1" 
HQV InChIKey         InChI                1.03  AFVRCJQTNTUWNQ-PIXURASRSA-N                                                                                                                                                                                                                                                    
HQV SMILES_CANONICAL CACTVS               3.385 "C\C=C\C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)S[C@@H]1O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O"                                                                                                                                                  
HQV SMILES           CACTVS               3.385 "CC=CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)S[CH]1O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O"                                                                                                                                                                  
HQV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C/C=C/C(=O)N[C@@H]1[C@H]([C@@H]([C@H](S[C@@H]1OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O"                                                                                                                                                    
HQV SMILES           "OpenEye OEToolkits" 2.0.6 "CC=CC(=O)NC1C(C(C(SC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)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 
HQV "SYSTEMATIC NAME" ACDLabs              12.01 "(2S,3R,4R,5S,6R)-3-[(2E)-but-2-enoylamino]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-thiopyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)"          
HQV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{S},3~{R},4~{R},5~{S},6~{R})-3-[[(~{E})-but-2-enoyl]amino]-6-(hydroxymethyl)-4,5-bis(oxidanyl)thian-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 
HQV "Create component" 2018-07-18 RCSB 
HQV "Initial release"  2019-11-06 RCSB 
HQV "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            HQV 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_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               C40 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
