data_A1CCU
# 
_chem_comp.id                                    A1CCU 
_chem_comp.name                                  GDP-2-deoxy-2-fluoro-beta-L-fucose 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 F N5 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-14 
_chem_comp.pdbx_modified_date                    2025-10-24 
_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                        591.333 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CCU 
_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        9OMN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1CCU C17  C1  C 0 1 N N N N N N -8.522  -17.602 0.331  1.546  2.924  -0.269 C17  A1CCU 1  
A1CCU C21  C2  C 0 1 N N R N N N -10.248 -17.525 2.615  4.921  1.868  -0.095 C21  A1CCU 2  
A1CCU C28  C3  C 0 1 Y N N N N N -12.165 -20.547 1.145  5.669  -1.355 0.135  C28  A1CCU 3  
A1CCU C01  C4  C 0 1 N N N N N N -8.521  -15.354 -2.868 -6.054 -3.463 -2.109 C01  A1CCU 4  
A1CCU C02  C5  C 0 1 N N S N N N -7.550  -16.337 -3.468 -6.437 -2.336 -1.148 C02  A1CCU 5  
A1CCU C03  C6  C 0 1 N N S N N N -7.249  -15.904 -4.923 -7.075 -2.933 0.109  C03  A1CCU 6  
A1CCU C05  C7  C 0 1 N N R N N N -6.125  -16.638 -5.542 -7.400 -1.804 1.092  C05  A1CCU 7  
A1CCU C07  C8  C 0 1 N N S N N N -4.955  -16.711 -4.655 -6.117 -1.027 1.404  C07  A1CCU 8  
A1CCU C09  C9  C 0 1 N N R N N N -5.329  -17.264 -3.263 -5.516 -0.504 0.097  C09  A1CCU 9  
A1CCU C18  C10 C 0 1 N N R N N N -9.720  -16.917 0.543  2.651  2.373  0.635  C18  A1CCU 10 
A1CCU C19  C11 C 0 1 N N S N N N -9.945  -16.465 2.044  3.994  3.046  0.290  C19  A1CCU 11 
A1CCU C23  C12 C 0 1 N N R N N N -11.238 -18.281 1.513  4.212  0.664  0.577  C23  A1CCU 12 
A1CCU C25  C13 C 0 1 Y N N N N N -10.099 -20.507 1.850  3.844  -1.195 -1.091 C25  A1CCU 13 
A1CCU C27  C14 C 0 1 Y N N N N N -11.747 -21.843 1.252  5.583  -2.440 -0.744 C27  A1CCU 14 
A1CCU C30  C15 C 0 1 N N N N N N -14.475 -21.314 0.341  7.650  -2.176 0.993  C30  A1CCU 15 
A1CCU C33  C16 C 0 1 N N N N N N -12.713 -22.985 0.895  6.609  -3.414 -0.719 C33  A1CCU 16 
A1CCU F08  F1  F 0 1 N N N N N N -3.993  -17.548 -5.239 -6.416 0.049  2.247  F08  A1CCU 17 
A1CCU N24  N1  N 0 1 Y N N N N N -11.144 -19.736 1.521  4.562  -0.586 -0.104 N24  A1CCU 18 
A1CCU N26  N2  N 0 1 Y N N N N N -10.482 -21.830 1.683  4.447  -2.285 -1.466 N26  A1CCU 19 
A1CCU N29  N3  N 0 1 N N N N N N -13.548 -20.228 0.682  6.705  -1.262 0.976  N29  A1CCU 20 
A1CCU N31  N4  N 0 1 N N N N N N -15.848 -20.995 -0.114 8.694  -2.039 1.873  N31  A1CCU 21 
A1CCU N32  N5  N 0 1 N N N N N N -14.037 -22.689 0.452  7.627  -3.251 0.155  N32  A1CCU 22 
A1CCU O04  O1  O 0 1 N N N N N N -6.904  -14.499 -4.929 -6.163 -3.850 0.718  O04  A1CCU 23 
A1CCU O06  O2  O 0 1 N N N N N N -5.735  -15.940 -6.793 -7.931 -2.358 2.298  O06  A1CCU 24 
A1CCU O10  O3  O 0 1 N N N N N N -4.200  -17.352 -2.498 -4.290 0.174  0.374  O10  A1CCU 25 
A1CCU O12  O4  O 0 1 N N N N N N -4.683  -15.627 -0.644 -4.749 2.647  -0.390 O12  A1CCU 26 
A1CCU O13  O5  O 0 1 N N N N N N -5.247  -18.090 -0.075 -2.281 1.829  0.001  O13  A1CCU 27 
A1CCU O15  O6  O 0 1 N N N N N N -5.170  -16.933 2.265  -1.434 4.287  -0.389 O15  A1CCU 28 
A1CCU O16  O7  O 0 1 N N N N N N -7.454  -16.897 0.992  0.289  2.369  0.123  O16  A1CCU 29 
A1CCU O20  O8  O 0 1 N N N N N N -11.090 -15.475 2.105  4.512  3.739  1.427  O20  A1CCU 30 
A1CCU O22  O9  O 0 1 N N N N N N -10.993 -17.256 3.859  6.232  2.053  0.442  O22  A1CCU 31 
A1CCU O34  O10 O 0 1 N N N N N N -12.355 -24.134 0.987  6.576  -4.377 -1.466 O34  A1CCU 32 
A1CCU O35  O11 O 0 1 N N N N N N -10.894 -17.879 0.330  2.810  0.963  0.409  O35  A1CCU 33 
A1CCU O36  O12 O 0 1 N N N N N N -6.408  -19.033 2.037  -0.970 2.456  -2.063 O36  A1CCU 34 
A1CCU O37  O13 O 0 1 N N N N N N -2.814  -17.213 -0.315 -3.658 0.975  -1.934 O37  A1CCU 35 
A1CCU O38  O14 O 0 1 N N N N N N -6.357  -16.404 -2.629 -5.266 -1.602 -0.784 O38  A1CCU 36 
A1CCU P11  P1  P 0 1 N N N N N N -4.229  -17.036 -0.865 -3.742 1.397  -0.518 P11  A1CCU 37 
A1CCU P14  P2  P 0 1 N N N N N N -6.042  -17.752 1.342  -1.096 2.729  -0.614 P14  A1CCU 38 
A1CCU H171 H1  H 0 0 N N N N N N -8.315  -17.657 -0.748 1.509  4.009  -0.178 H171 A1CCU 39 
A1CCU H172 H2  H 0 0 N N N N N N -8.602  -18.619 0.742  1.756  2.654  -1.304 H172 A1CCU 40 
A1CCU H211 H3  H 0 0 N N N N N N -9.396  -18.191 2.817  4.960  1.742  -1.177 H211 A1CCU 41 
A1CCU H012 H4  H 0 0 N N N N N N -8.747  -15.647 -1.832 -5.343 -4.130 -1.622 H012 A1CCU 42 
A1CCU H011 H5  H 0 0 N N N N N N -8.076  -14.348 -2.876 -6.947 -4.023 -2.387 H011 A1CCU 43 
A1CCU H013 H6  H 0 0 N N N N N N -9.449  -15.349 -3.458 -5.599 -3.038 -3.004 H013 A1CCU 44 
A1CCU H021 H7  H 0 0 N N N N N N -8.027  -17.328 -3.498 -7.148 -1.669 -1.635 H021 A1CCU 45 
A1CCU H031 H8  H 0 0 N N N N N N -8.157  -16.062 -5.524 -7.992 -3.456 -0.161 H031 A1CCU 46 
A1CCU H051 H9  H 0 0 N N N N N N -6.455  -17.658 -5.789 -8.134 -1.132 0.646  H051 A1CCU 47 
A1CCU H071 H10 H 0 0 N N N N N N -4.542  -15.700 -4.521 -5.403 -1.687 1.895  H071 A1CCU 48 
A1CCU H091 H11 H 0 0 N N N N N N -5.760  -18.265 -3.410 -6.216 0.187  -0.373 H091 A1CCU 49 
A1CCU H181 H12 H 0 0 N N N N N N -9.822  -16.045 -0.120 2.400  2.556  1.680  H181 A1CCU 50 
A1CCU H191 H13 H 0 0 N N N N N N -9.024  -15.994 2.417  3.874  3.728  -0.551 H191 A1CCU 51 
A1CCU H231 H14 H 0 0 N N N N N N -12.269 -17.985 1.758  4.470  0.609  1.634  H231 A1CCU 52 
A1CCU H251 H15 H 0 0 N N N N N N -9.132  -20.161 2.185  2.914  -0.828 -1.500 H251 A1CCU 53 
A1CCU H311 H16 H 0 0 N N N N N N -16.141 -20.042 -0.188 8.727  -1.276 2.471  H311 A1CCU 54 
A1CCU H312 H17 H 0 0 N N N N N N -16.482 -21.733 -0.347 9.398  -2.705 1.898  H312 A1CCU 55 
A1CCU H321 H18 H 0 0 N N N N N N -14.663 -23.433 0.218  8.342  -3.906 0.191  H321 A1CCU 56 
A1CCU H041 H19 H 0 0 N N N N N N -6.717  -14.222 -5.818 -5.910 -4.589 0.149  H041 A1CCU 57 
A1CCU H061 H20 H 0 0 N N N N N N -5.012  -16.402 -7.202 -8.160 -1.698 2.967  H061 A1CCU 58 
A1CCU H1   H21 H 0 1 N N N N N N -3.996  -15.137 -0.208 -4.853 2.977  0.513  H1   A1CCU 59 
A1CCU H2   H22 H 0 1 N N N N N N -5.043  -17.403 3.081  -1.531 4.538  0.540  H2   A1CCU 60 
A1CCU H201 H23 H 0 0 N N N N N N -11.226 -15.203 3.005  5.384  4.133  1.284  H201 A1CCU 61 
A1CCU H221 H24 H 0 0 N N N N N N -11.215 -18.078 4.280  6.681  2.846  0.119  H221 A1CCU 62 
# 
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 
A1CCU C02 C01  SING N N 1  
A1CCU C03 C02  SING N N 2  
A1CCU O04 C03  SING N N 3  
A1CCU C05 C03  SING N N 4  
A1CCU O06 C05  SING N N 5  
A1CCU C07 C05  SING N N 6  
A1CCU F08 C07  SING N N 7  
A1CCU C09 C07  SING N N 8  
A1CCU P11 O10  SING N N 9  
A1CCU O12 P11  SING N N 10 
A1CCU P14 O13  SING N N 11 
A1CCU O15 P14  SING N N 12 
A1CCU C17 O16  SING N N 13 
A1CCU C18 C17  SING N N 14 
A1CCU C19 C18  SING N N 15 
A1CCU O20 C19  SING N N 16 
A1CCU C21 C19  SING N N 17 
A1CCU O22 C21  SING N N 18 
A1CCU C23 C21  SING N N 19 
A1CCU C25 N24  SING Y N 20 
A1CCU N26 C25  DOUB Y N 21 
A1CCU C27 N26  SING Y N 22 
A1CCU C28 C27  DOUB Y N 23 
A1CCU N29 C28  SING N N 24 
A1CCU C30 N29  DOUB N N 25 
A1CCU N31 C30  SING N N 26 
A1CCU N32 C30  SING N N 27 
A1CCU C33 N32  SING N N 28 
A1CCU O34 C33  DOUB N N 29 
A1CCU N24 C23  SING N N 30 
A1CCU O35 C23  SING N N 31 
A1CCU O16 P14  SING N N 32 
A1CCU O36 P14  DOUB N N 33 
A1CCU O13 P11  SING N N 34 
A1CCU O37 P11  DOUB N N 35 
A1CCU O10 C09  SING N N 36 
A1CCU O38 C09  SING N N 37 
A1CCU C02 O38  SING N N 38 
A1CCU C18 O35  SING N N 39 
A1CCU N24 C28  SING Y N 40 
A1CCU C27 C33  SING N N 41 
A1CCU C17 H171 SING N N 42 
A1CCU C17 H172 SING N N 43 
A1CCU C21 H211 SING N N 44 
A1CCU C01 H012 SING N N 45 
A1CCU C01 H011 SING N N 46 
A1CCU C01 H013 SING N N 47 
A1CCU C02 H021 SING N N 48 
A1CCU C03 H031 SING N N 49 
A1CCU C05 H051 SING N N 50 
A1CCU C07 H071 SING N N 51 
A1CCU C09 H091 SING N N 52 
A1CCU C18 H181 SING N N 53 
A1CCU C19 H191 SING N N 54 
A1CCU C23 H231 SING N N 55 
A1CCU C25 H251 SING N N 56 
A1CCU N31 H311 SING N N 57 
A1CCU N31 H312 SING N N 58 
A1CCU N32 H321 SING N N 59 
A1CCU O04 H041 SING N N 60 
A1CCU O06 H061 SING N N 61 
A1CCU O12 H1   SING N N 62 
A1CCU O15 H2   SING N N 63 
A1CCU O20 H201 SING N N 64 
A1CCU O22 H221 SING N N 65 
# 
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 
A1CCU SMILES           ACDLabs              14.52   "NC1=Nc2c(ncn2C2OC(COP(=O)(O)OP(=O)(O)OC3OC(C)C(O)C(O)C3F)C(O)C2O)C(=O)N1"                                                                                                                                                                           
A1CCU InChI            InChI                1.06    "InChI=1S/C16H24FN5O14P2/c1-4-8(23)10(25)6(17)15(33-4)35-38(30,31)36-37(28,29)32-2-5-9(24)11(26)14(34-5)22-3-19-7-12(22)20-16(18)21-13(7)27/h3-6,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,18,20,21,27)/t4-,5+,6-,8+,9+,10-,11+,14+,15+/m0/s1" 
A1CCU InChIKey         InChI                1.06    RSJPWQHAVIFEFF-ONNJJMSASA-N                                                                                                                                                                                                                          
A1CCU SMILES_CANONICAL CACTVS               3.385   "C[C@@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)[C@@H](F)[C@H](O)[C@@H]1O"                                                                                                                               
A1CCU SMILES           CACTVS               3.385   "C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)[CH](F)[CH](O)[CH]1O"                                                                                                                                            
A1CCU SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)F)O)O"                                                                                                                                  
A1CCU SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)F)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 
A1CCU "SYSTEMATIC NAME" ACDLabs              14.52   "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl (2R,3S,4R,5S,6S)-3-fluoro-4,5-dihydroxy-6-methyloxan-2-yl dihydrogen diphosphate (non-preferred name)"                                         
A1CCU "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{S},6~{S})-3-fluoranyl-6-methyl-4,5-bis(oxidanyl)oxan-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 
A1CCU "Create component" 2025-05-14 RCSB 
A1CCU "Initial release"  2025-10-29 RCSB 
# 
