data_F2U
#

_chem_comp.id                                   F2U
_chem_comp.name                                 "2'-deoxy-5-ethynyl-2',2'-difluorouridine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C11 H10 F2 N2 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "2'-deoxy-2',2'-difluoro-5-ethynyluridine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-02-12
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       288.204
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    F2U
_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       4OQL
_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
F2U  O01  O01  O  0  1  N  N  N  51.302  23.306  52.821  -3.825  -2.450   1.396  O01  F2U   1  
F2U  C03  C03  C  0  1  N  N  N  50.040  23.932  52.668  -3.735  -1.515   0.319  C03  F2U   2  
F2U  C06  C06  C  0  1  N  N  R  50.087  25.259  53.410  -2.799  -0.371   0.713  C06  F2U   3  
F2U  O08  O08  O  0  1  N  N  N  48.841  25.927  53.101  -1.435  -0.840   0.787  O08  F2U   4  
F2U  C09  C09  C  0  1  N  N  R  50.108  25.160  54.942  -2.784   0.714  -0.387  C09  F2U   5  
F2U  O11  O11  O  0  1  N  N  N  50.583  26.356  55.524  -3.657   1.791  -0.039  O11  F2U   6  
F2U  C13  C13  C  0  1  N  N  N  48.651  24.899  55.282  -1.316   1.195  -0.419  C13  F2U   7  
F2U  F14  F14  F  0  1  N  N  N  48.364  23.578  55.180  -0.749   0.956  -1.675  F14  F2U   8  
F2U  F15  F15  F  0  1  N  N  N  48.303  25.311  56.511  -1.239   2.555  -0.099  F15  F2U   9  
F2U  C16  C16  C  0  1  N  N  R  47.947  25.755  54.236  -0.618   0.344   0.665  C16  F2U  10  
F2U  N18  N18  N  0  1  N  N  N  46.614  25.359  53.765   0.737  -0.013   0.239  N18  F2U  11  
F2U  C19  C19  C  0  1  N  N  N  45.536  26.028  54.325   0.904  -0.758  -0.866  C19  F2U  12  
F2U  O20  O20  O  0  1  N  N  N  45.648  26.877  55.204  -0.076  -1.120  -1.488  O20  F2U  13  
F2U  N21  N21  N  0  1  N  N  N  44.296  25.673  53.822   2.124  -1.115  -1.305  N21  F2U  14  
F2U  C23  C23  C  0  1  N  N  N  44.054  24.742  52.833   3.229  -0.727  -0.635  C23  F2U  15  
F2U  O24  O24  O  0  1  N  N  N  42.916  24.475  52.430   4.337  -1.046  -1.027  O24  F2U  16  
F2U  C25  C25  C  0  1  N  N  N  45.247  24.072  52.283   3.069   0.089   0.578  C25  F2U  17  
F2U  C26  C26  C  0  1  N  N  N  46.450  24.422  52.767   1.804   0.423   0.970  C26  F2U  18  
F2U  C28  C28  C  0  1  N  N  N  45.102  23.098  51.255   4.210   0.530   1.322  C28  F2U  19  
F2U  C29  C29  C  0  1  N  N  N  44.975  22.277  50.389   5.145   0.892   1.933  C29  F2U  20  
F2U  H1   H1   H  0  1  N  N  N  51.300  22.472  52.366  -4.404  -3.203   1.216  H1   F2U  21  
F2U  H2   H2   H  0  1  N  N  N  49.836  24.107  51.601  -3.343  -2.017  -0.566  H2   F2U  22  
F2U  H3   H3   H  0  1  N  N  N  49.251  23.293  53.093  -4.726  -1.116   0.101  H3   F2U  23  
F2U  H4   H4   H  0  1  N  N  N  50.947  25.851  53.065  -3.106   0.059   1.666  H4   F2U  24  
F2U  H5   H5   H  0  1  N  N  N  50.720  24.298  55.246  -3.067   0.287  -1.349  H5   F2U  25  
F2U  H6   H6   H  0  1  N  N  N  50.586  26.269  56.470  -3.686   2.501  -0.695  H6   F2U  26  
F2U  H7   H7   H  0  1  N  N  N  47.830  26.748  54.694  -0.589   0.884   1.611  H7   F2U  27  
F2U  H8   H8   H  0  1  N  N  N  43.500  26.135  54.213   2.209  -1.653  -2.107  H8   F2U  28  
F2U  H9   H9   H  0  1  N  N  N  47.329  23.948  52.356   1.649   1.021   1.855  H9   F2U  29  
F2U  H10  H10  H  0  1  N  N  N  44.863  21.552  49.624   5.982   1.215   2.478  H10  F2U  30  
#   #
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
F2U  C29  C28  TRIP  N  N   1  
F2U  C28  C25  SING  N  N   2  
F2U  C25  C26  DOUB  N  N   3  
F2U  C25  C23  SING  N  N   4  
F2U  O24  C23  DOUB  N  N   5  
F2U  C03  O01  SING  N  N   6  
F2U  C03  C06  SING  N  N   7  
F2U  C26  N18  SING  N  N   8  
F2U  C23  N21  SING  N  N   9  
F2U  O08  C06  SING  N  N  10  
F2U  O08  C16  SING  N  N  11  
F2U  C06  C09  SING  N  N  12  
F2U  N18  C16  SING  N  N  13  
F2U  N18  C19  SING  N  N  14  
F2U  N21  C19  SING  N  N  15  
F2U  C16  C13  SING  N  N  16  
F2U  C19  O20  DOUB  N  N  17  
F2U  C09  C13  SING  N  N  18  
F2U  C09  O11  SING  N  N  19  
F2U  F14  C13  SING  N  N  20  
F2U  C13  F15  SING  N  N  21  
F2U  O01  H1   SING  N  N  22  
F2U  C03  H2   SING  N  N  23  
F2U  C03  H3   SING  N  N  24  
F2U  C06  H4   SING  N  N  25  
F2U  C09  H5   SING  N  N  26  
F2U  O11  H6   SING  N  N  27  
F2U  C16  H7   SING  N  N  28  
F2U  N21  H8   SING  N  N  29  
F2U  C26  H9   SING  N  N  30  
F2U  C29  H10  SING  N  N  31  
#   #
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
F2U  SMILES            ACDLabs               12.01  "O=C1NC(=O)N(C=C1C#C)C2OC(C(O)C2(F)F)CO"  
F2U  InChI             InChI                 1.03   "InChI=1S/C11H10F2N2O5/c1-2-5-3-15(10(19)14-8(5)18)9-11(12,13)7(17)6(4-16)20-9/h1,3,6-7,9,16-17H,4H2,(H,14,18,19)/t6-,7-,9-/m1/s1"  
F2U  InChIKey          InChI                 1.03   JFVJRPYRLUHQTG-ZXFLCMHBSA-N  
F2U  SMILES_CANONICAL  CACTVS                3.370  "OC[C@H]1O[C@@H](N2C=C(C#C)C(=O)NC2=O)C(F)(F)[C@@H]1O"  
F2U  SMILES            CACTVS                3.370  "OC[CH]1O[CH](N2C=C(C#C)C(=O)NC2=O)C(F)(F)[CH]1O"  
F2U  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C#CC1=CN(C(=O)NC1=O)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F"  
F2U  SMILES            "OpenEye OEToolkits"  1.7.6  "C#CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)(F)F"  
#   #
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
F2U  "SYSTEMATIC NAME"  ACDLabs               12.01  "2'-deoxy-5-ethynyl-2',2'-difluorouridine"  
F2U  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "1-[(2R,4R,5R)-3,3-bis(fluoranyl)-5-(hydroxymethyl)-4-oxidanyl-oxolan-2-yl]-5-ethynyl-pyrimidine-2,4-dione"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
F2U  "Create component"  2014-02-12  RCSB  
F2U  "Modify synonyms"   2014-02-17  RCSB  
F2U  "Initial release"   2014-08-13  RCSB  
F2U  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     F2U
_pdbx_chem_comp_synonyms.name        "2'-deoxy-2',2'-difluoro-5-ethynyluridine"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
