data_2UK
# 
_chem_comp.id                                    2UK 
_chem_comp.name                                  "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-N-[3-(propanoylamino)propyl]guanosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H28 N7 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-05-08 
_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                        635.353 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2UK 
_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        4PHH 
_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 
2UK OAB   O1  O 0 1 N N N N N N 48.864 2.356  37.471 12.218 2.172  0.257  OAB   2UK 1  
2UK CBB   C1  C 0 1 N N N N N N 47.963 1.968  36.742 11.756 2.328  -0.854 CBB   2UK 2  
2UK CAN   C2  C 0 1 N N N N N N 48.217 1.694  35.268 12.610 2.911  -1.950 CAN   2UK 3  
2UK CAA   C3  C 0 1 N N N N N N 48.462 0.222  34.955 14.003 3.224  -1.400 CAA   2UK 4  
2UK NAU   N1  N 0 1 N N N N N N 46.724 1.784  37.196 10.481 1.974  -1.109 NAU   2UK 5  
2UK CAP   C4  C 0 1 N N N N N N 46.262 2.010  38.553 9.653  1.401  -0.045 CAP   2UK 6  
2UK CAO   C5  C 0 1 N N N N N N 46.889 0.908  39.383 8.259  1.089  -0.595 CAO   2UK 7  
2UK CAQ   C6  C 0 1 N N N N N N 45.853 0.311  40.317 7.394  0.491  0.517  CAQ   2UK 8  
2UK N2    N2  N 0 1 N N N N N N 46.305 -0.909 40.951 6.060  0.193  -0.010 N2    2UK 9  
2UK C2    C7  C 0 1 N N N N N N 45.714 -2.101 40.698 5.108  -0.353 0.808  C2    2UK 10 
2UK N3    N3  N 0 1 N N N N N N 44.754 -2.149 39.737 3.881  -0.624 0.292  N3    2UK 11 
2UK N1    N4  N 0 1 N N N N N N 46.055 -3.187 41.401 5.417  -0.600 2.063  N1    2UK 12 
2UK C6    C8  C 0 1 N N N N N N 45.466 -4.365 41.157 4.524  -1.134 2.911  C6    2UK 13 
2UK O6    O2  O 0 1 N N N N N N 45.806 -5.493 41.865 4.824  -1.358 4.073  O6    2UK 14 
2UK C5    C9  C 0 1 Y N N N N N 44.413 -4.426 40.102 3.181  -1.443 2.411  C5    2UK 15 
2UK C4    C10 C 0 1 Y N N N N N 44.099 -3.264 39.424 2.899  -1.171 1.078  C4    2UK 16 
2UK N7    N5  N 0 1 Y N N N N N 43.633 -5.423 39.607 2.062  -1.969 2.962  N7    2UK 17 
2UK C8    C11 C 0 1 Y N N N N N 42.856 -4.847 38.648 1.128  -2.029 2.057  C8    2UK 18 
2UK N9    N6  N 0 1 Y N N N N N 43.147 -3.520 38.544 1.608  -1.549 0.873  N9    2UK 19 
2UK "C1'" C12 C 0 1 N N R N N N 42.553 -2.558 37.599 0.865  -1.449 -0.386 "C1'" 2UK 20 
2UK "O4'" O3  O 0 1 N N N N N N 41.168 -2.279 37.853 -0.555 -1.396 -0.129 "O4'" 2UK 21 
2UK "C2'" C13 C 0 1 N N R N N N 42.661 -3.118 36.190 1.066  -2.726 -1.232 "C2'" 2UK 22 
2UK "O2'" O4  O 0 1 N N N N N N 43.899 -2.764 35.503 2.072  -2.515 -2.224 "O2'" 2UK 23 
2UK "C3'" C14 C 0 1 N N S N N N 41.444 -2.504 35.547 -0.310 -2.959 -1.893 "C3'" 2UK 24 
2UK "O3'" O5  O 0 1 N N N N N N 41.754 -1.157 35.135 -0.199 -2.898 -3.316 "O3'" 2UK 25 
2UK "C4'" C15 C 0 1 N N R N N N 40.407 -2.388 36.639 -1.181 -1.796 -1.368 "C4'" 2UK 26 
2UK "C5'" C16 C 0 1 N N N N N N 39.460 -3.574 36.687 -2.612 -2.274 -1.112 "C5'" 2UK 27 
2UK "O5'" O6  O 0 1 N N N N N N 40.176 -4.740 36.388 -3.427 -1.161 -0.739 "O5'" 2UK 28 
2UK PA    P1  P 0 1 N N N N N N 39.271 -5.954 35.978 -4.994 -1.297 -0.396 PA    2UK 29 
2UK O1A   O7  O 0 1 N N N N N N 40.146 -7.167 36.325 -5.176 -2.191 0.931  O1A   2UK 30 
2UK O2A   O8  O 0 1 N N N N N N 38.815 -5.653 34.541 -5.692 -1.947 -1.528 O2A   2UK 31 
2UK O3A   O9  O 0 1 N N N N N N 38.032 -5.826 37.042 -5.618 0.166  -0.148 O3A   2UK 32 
2UK PB    P2  P 0 1 N N N N N N 36.678 -6.715 37.019 -7.119 0.743  -0.075 PB    2UK 33 
2UK O1B   O10 O 0 1 N N N N N N 36.284 -6.908 38.447 -7.919 0.010  1.113  O1B   2UK 34 
2UK O2B   O11 O 0 1 N N N N N N 36.958 -8.024 36.312 -7.807 0.492  -1.362 O2B   2UK 35 
2UK N3B   N7  N 0 1 N N N N N N 35.590 -5.809 36.218 -7.069 2.399  0.220  N3B   2UK 36 
2UK PG    P3  P 0 1 N N N N N N 34.117 -6.293 35.693 -8.622 3.044  0.304  PG    2UK 37 
2UK O1G   O12 O 0 1 N N N N N N 34.436 -7.318 34.656 -9.370 2.388  1.400  O1G   2UK 38 
2UK O2G   O13 O 0 1 N N N N N N 33.353 -6.823 36.855 -8.531 4.626  0.587  O2G   2UK 39 
2UK O3G   O14 O 0 1 N N N N N N 33.478 -5.047 35.170 -9.384 2.791  -1.092 O3G   2UK 40 
2UK H1    H1  H 0 1 N N N N N N 49.101 2.268  34.955 12.694 2.194  -2.766 H1    2UK 41 
2UK H2    H2  H 0 1 N N N N N N 47.340 2.030  34.695 12.151 3.828  -2.319 H2    2UK 42 
2UK H3    H3  H 0 1 N N N N N N 48.637 0.100  33.876 14.620 3.646  -2.192 H3    2UK 43 
2UK H4    H4  H 0 1 N N N N N N 49.343 -0.129 35.511 13.918 3.941  -0.584 H4    2UK 44 
2UK H5    H5  H 0 1 N N N N N N 47.582 -0.367 35.252 14.462 2.307  -1.031 H5    2UK 45 
2UK H6    H6  H 0 1 N N N N N N 46.046 1.458  36.537 10.111 2.098  -1.997 H6    2UK 46 
2UK H7    H7  H 0 1 N N N N N N 46.591 2.996  38.912 10.113 0.482  0.319  H7    2UK 47 
2UK H8    H8  H 0 1 N N N N N N 45.165 1.950  38.600 9.569  2.115  0.775  H8    2UK 48 
2UK H9    H9  H 0 1 N N N N N N 47.274 0.123  38.716 7.799  2.008  -0.959 H9    2UK 49 
2UK H10   H10 H 0 1 N N N N N N 47.717 1.324  39.975 8.343  0.375  -1.414 H10   2UK 50 
2UK H11   H11 H 0 1 N N N N N N 45.619 1.048  41.100 7.855  -0.428 0.881  H11   2UK 51 
2UK H12   H12 H 0 1 N N N N N N 44.944 0.090  39.738 7.311  1.205  1.336  H12   2UK 52 
2UK H13   H13 H 0 1 N N N N N N 47.072 -0.871 41.591 5.852  0.382  -0.938 H13   2UK 53 
2UK H14   H14 H 0 1 N N N N N N 44.530 -1.309 39.243 3.697  -0.430 -0.641 H14   2UK 54 
2UK H15   H15 H 0 1 N N N N N N 42.117 -5.366 38.056 0.129  -2.406 2.216  H15   2UK 55 
2UK H16   H16 H 0 1 N N N N N N 43.126 -1.620 37.641 1.183  -0.568 -0.943 H16   2UK 56 
2UK H17   H17 H 0 1 N N N N N N 42.546 -4.211 36.223 1.332  -3.569 -0.594 H17   2UK 57 
2UK H18   H18 H 0 1 N N N N N N 44.634 -3.173 35.944 2.239  -3.285 -2.785 H18   2UK 58 
2UK H19   H19 H 0 1 N N N N N N 41.078 -3.122 34.714 -0.726 -3.917 -1.581 H19   2UK 59 
2UK H20   H20 H 0 1 N N N N N N 40.989 -0.766 34.729 0.385  -3.570 -3.694 H20   2UK 60 
2UK H21   H21 H 0 1 N N N N N N 39.821 -1.471 36.479 -1.179 -0.970 -2.079 H21   2UK 61 
2UK H22   H22 H 0 1 N N N N N N 38.657 -3.435 35.949 -3.010 -2.729 -2.019 H22   2UK 62 
2UK H23   H23 H 0 1 N N N N N N 39.023 -3.657 37.693 -2.610 -3.009 -0.307 H23   2UK 63 
2UK H24   H24 H 0 1 N N N N N N 40.335 -7.658 35.534 -4.743 -1.824 1.714  H24   2UK 64 
2UK H25   H25 H 0 1 N N N N N N 36.282 -7.835 38.653 -7.524 0.132  1.987  H25   2UK 65 
2UK H26   H26 H 0 1 N N N N N N 36.068 -5.494 35.398 -6.518 2.875  -0.478 H26   2UK 66 
2UK H27   H27 H 0 1 N N N N N N 33.195 -7.752 36.733 -9.391 5.065  0.648  H27   2UK 67 
2UK H28   H28 H 0 1 N N N N N N 33.376 -5.114 34.228 -8.948 3.194  -1.856 H28   2UK 68 
# 
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 
2UK O2A   PA    DOUB N N 1  
2UK O1G   PG    DOUB N N 2  
2UK CAA   CAN   SING N N 3  
2UK "O3'" "C3'" SING N N 4  
2UK O3G   PG    SING N N 5  
2UK CAN   CBB   SING N N 6  
2UK "O2'" "C2'" SING N N 7  
2UK "C3'" "C2'" SING N N 8  
2UK "C3'" "C4'" SING N N 9  
2UK PG    N3B   SING N N 10 
2UK PG    O2G   SING N N 11 
2UK PA    O1A   SING N N 12 
2UK PA    "O5'" SING N N 13 
2UK PA    O3A   SING N N 14 
2UK "C2'" "C1'" SING N N 15 
2UK N3B   PB    SING N N 16 
2UK O2B   PB    DOUB N N 17 
2UK "O5'" "C5'" SING N N 18 
2UK "C4'" "C5'" SING N N 19 
2UK "C4'" "O4'" SING N N 20 
2UK CBB   NAU   SING N N 21 
2UK CBB   OAB   DOUB N N 22 
2UK PB    O3A   SING N N 23 
2UK PB    O1B   SING N N 24 
2UK NAU   CAP   SING N N 25 
2UK "C1'" "O4'" SING N N 26 
2UK "C1'" N9    SING N N 27 
2UK N9    C8    SING Y N 28 
2UK N9    C4    SING Y N 29 
2UK CAP   CAO   SING N N 30 
2UK C8    N7    DOUB Y N 31 
2UK CAO   CAQ   SING N N 32 
2UK C4    N3    SING N N 33 
2UK C4    C5    DOUB Y N 34 
2UK N7    C5    SING Y N 35 
2UK N3    C2    SING N N 36 
2UK C5    C6    SING N N 37 
2UK CAQ   N2    SING N N 38 
2UK C2    N2    SING N N 39 
2UK C2    N1    DOUB N N 40 
2UK C6    N1    SING N N 41 
2UK C6    O6    DOUB N N 42 
2UK CAN   H1    SING N N 43 
2UK CAN   H2    SING N N 44 
2UK CAA   H3    SING N N 45 
2UK CAA   H4    SING N N 46 
2UK CAA   H5    SING N N 47 
2UK NAU   H6    SING N N 48 
2UK CAP   H7    SING N N 49 
2UK CAP   H8    SING N N 50 
2UK CAO   H9    SING N N 51 
2UK CAO   H10   SING N N 52 
2UK CAQ   H11   SING N N 53 
2UK CAQ   H12   SING N N 54 
2UK N2    H13   SING N N 55 
2UK N3    H14   SING N N 56 
2UK C8    H15   SING N N 57 
2UK "C1'" H16   SING N N 58 
2UK "C2'" H17   SING N N 59 
2UK "O2'" H18   SING N N 60 
2UK "C3'" H19   SING N N 61 
2UK "O3'" H20   SING N N 62 
2UK "C4'" H21   SING N N 63 
2UK "C5'" H22   SING N N 64 
2UK "C5'" H23   SING N N 65 
2UK O1A   H24   SING N N 66 
2UK O1B   H25   SING N N 67 
2UK N3B   H26   SING N N 68 
2UK O2G   H27   SING N N 69 
2UK O3G   H28   SING N N 70 
# 
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 
2UK SMILES           ACDLabs              12.01 "O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC3OC(n1cnc2c1NC(=NC2=O)NCCCNC(=O)CC)C(O)C3O"                                                                                                                                                                                      
2UK InChI            InChI                1.03  "InChI=1S/C16H28N7O14P3/c1-2-9(24)17-4-3-5-18-16-20-13-10(14(27)21-16)19-7-23(13)15-12(26)11(25)8(36-15)6-35-40(33,34)37-39(31,32)22-38(28,29)30/h7-8,11-12,15,25-26H,2-6H2,1H3,(H,17,24)(H,33,34)(H2,18,20,21,27)(H4,22,28,29,30,31,32)/t8-,11-,12-,15-/m1/s1" 
2UK InChIKey         InChI                1.03  LHAYDHMOTPXJDJ-PMXXHBEXSA-N                                                                                                                                                                                                                                     
2UK SMILES_CANONICAL CACTVS               3.385 "CCC(=O)NCCCNC1=NC(=O)c2ncn([C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[C@@H](O)[C@H]3O)c2N1"                                                                                                                                                            
2UK SMILES           CACTVS               3.385 "CCC(=O)NCCCNC1=NC(=O)c2ncn([CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[CH](O)[CH]3O)c2N1"                                                                                                                                                                  
2UK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCC(=O)NCCCNC1=NC(=O)c2c(n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N1"                                                                                                                                                              
2UK SMILES           "OpenEye OEToolkits" 1.9.2 "CCC(=O)NCCCNC1=NC(=O)c2c(n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N1"                                                                                                                                                                                
# 
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 
2UK "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-N-[3-(propanoylamino)propyl]guanosine"                                                                               
2UK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[[[[(2R,3S,4R,5R)-3,4-bis(oxidanyl)-5-[6-oxidanylidene-2-[3-(propanoylamino)propylamino]-3H-purin-9-yl]oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]amino]phosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2UK "Create component"  2014-05-08 RCSB 
2UK "Initial release"   2014-05-28 RCSB 
2UK "Modify descriptor" 2014-09-05 RCSB 
2UK "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            2UK 
_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               CAA 
_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      ? 
# 
