data_F01
#

_chem_comp.id                                   F01
_chem_comp.name                                 "4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidin-2-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C9 H12 F N3 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "4-amino-5-fluoro-1-((2R,3S,4R,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)pyrimidin-2(1H)-one"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-09-29
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       261.207
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    F01
_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       3ELC
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
F01  O1    O1    O  0  1  N  N  N  33.489   5.929  42.169   0.163   1.051   1.525  O1    F01   1  
F01  C6    C6    C  0  1  N  N  N  34.077   5.188  41.384   1.080   0.639   0.834  C6    F01   2  
F01  N1    N1    N  0  1  N  N  N  35.116   5.719  40.631   2.334   0.953   1.155  N1    F01   3  
F01  C7    C7    C  0  1  N  N  N  35.799   4.941  39.736   3.350   0.519   0.421  C7    F01   4  
F01  N2    N2    N  0  1  N  N  N  36.778   5.486  39.041   4.641   0.850   0.763  N2    F01   5  
F01  C8    C8    C  0  1  N  N  N  35.466   3.614  39.575   3.100  -0.284  -0.712  C8    F01   6  
F01  F1    F1    F  0  1  N  N  N  36.147   2.877  38.683   4.122  -0.735  -1.472  F1    F01   7  
F01  C9    C9    C  0  1  N  N  N  34.439   3.044  40.314   1.819  -0.594  -1.026  C9    F01   8  
F01  N3    N3    N  0  1  N  N  N  33.719   3.833  41.236   0.808  -0.129  -0.237  N3    F01   9  
F01  C1    C1    C  0  1  N  N  R  32.625   3.251  42.057  -0.582  -0.462  -0.561  C1    F01  10  
F01  O4    O4    O  0  1  N  N  N  33.206   2.004  42.509  -1.378   0.739  -0.657  O4    F01  11  
F01  C4    C4    C  0  1  N  N  R  32.203   0.978  42.381  -2.744   0.306  -0.478  C4    F01  12  
F01  C5    C5    C  0  1  N  N  N  32.899  -0.364  42.075  -3.624   1.482  -0.051  C5    F01  13  
F01  O5    O5    O  0  1  N  N  N  33.586  -0.316  40.799  -3.706   2.428  -1.119  O5    F01  14  
F01  C3    C3    C  0  1  N  N  S  31.389   1.399  41.166  -2.678  -0.752   0.646  C3    F01  15  
F01  O3    O3    O  0  1  N  N  N  30.105   0.831  41.227  -3.597  -1.815   0.387  O3    F01  16  
F01  C2    C2    C  0  1  N  N  R  31.325   2.907  41.322  -1.223  -1.269   0.590  C2    F01  17  
F01  O2    O2    O  0  1  N  N  N  30.222   3.250  42.154  -1.199  -2.667   0.295  O2    F01  18  
F01  HN2   HN2   H  0  1  N  N  N  37.185   4.806  38.431   4.810   1.402   1.543  HN2   F01  19  
F01  HN2A  HN2A  H  0  0  N  N  N  37.071   6.440  39.113   5.383   0.532   0.225  HN2A  F01  20  
F01  H9    H9    H  0  1  N  N  N  34.192   2.001  40.184   1.601  -1.207  -1.889  H9    F01  21  
F01  H1    H1    H  0  1  N  N  N  32.320   3.985  42.818  -0.629  -1.025  -1.493  H1    F01  22  
F01  H4    H4    H  0  1  N  N  N  31.591   0.859  43.287  -3.125  -0.138  -1.398  H4    F01  23  
F01  H5    H5    H  0  1  N  N  N  33.632  -0.575  42.868  -4.623   1.120   0.191  H5    F01  24  
F01  H5A   H5A   H  0  1  N  N  N  32.134  -1.154  42.032  -3.189   1.962   0.826  H5A   F01  25  
F01  HO5   HO5   H  0  1  N  N  N  32.948  -0.306  40.095  -4.249   3.202  -0.918  HO5   F01  26  
F01  H3    H3    H  0  1  N  N  N  31.818   1.080  40.204  -2.887  -0.295   1.613  H3    F01  27  
F01  HO3   HO3   H  0  1  N  N  N  29.858   0.703  42.135  -4.522  -1.535   0.350  HO3   F01  28  
F01  H2    H2    H  0  1  N  N  N  31.210   3.434  40.363  -0.710  -1.067   1.530  H2    F01  29  
F01  HO2   HO2   H  0  1  N  N  N  30.516   3.326  43.054  -1.590  -3.221   0.985  HO2   F01  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
F01  O1  C6    DOUB  N  N   1  
F01  C6  N1    SING  N  N   2  
F01  C6  N3    SING  N  N   3  
F01  N1  C7    DOUB  N  N   4  
F01  C7  N2    SING  N  N   5  
F01  C7  C8    SING  N  N   6  
F01  C8  F1    SING  N  N   7  
F01  C8  C9    DOUB  N  N   8  
F01  C9  N3    SING  N  N   9  
F01  N3  C1    SING  N  N  10  
F01  C1  O4    SING  N  N  11  
F01  C1  C2    SING  N  N  12  
F01  O4  C4    SING  N  N  13  
F01  C4  C5    SING  N  N  14  
F01  C4  C3    SING  N  N  15  
F01  C5  O5    SING  N  N  16  
F01  C3  O3    SING  N  N  17  
F01  C3  C2    SING  N  N  18  
F01  C2  O2    SING  N  N  19  
F01  N2  HN2   SING  N  N  20  
F01  N2  HN2A  SING  N  N  21  
F01  C9  H9    SING  N  N  22  
F01  C1  H1    SING  N  N  23  
F01  C4  H4    SING  N  N  24  
F01  C5  H5    SING  N  N  25  
F01  C5  H5A   SING  N  N  26  
F01  O5  HO5   SING  N  N  27  
F01  C3  H3    SING  N  N  28  
F01  O3  HO3   SING  N  N  29  
F01  C2  H2    SING  N  N  30  
F01  O2  HO2   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
F01  SMILES            ACDLabs               10.04  "FC=1C(=NC(=O)N(C=1)C2OC(C(O)C2O)CO)N"  
F01  SMILES_CANONICAL  CACTVS                3.341  "NC1=NC(=O)N(C=C1F)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O"  
F01  SMILES            CACTVS                3.341  "NC1=NC(=O)N(C=C1F)[CH]2O[CH](CO)[CH](O)[CH]2O"  
F01  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C1=C(C(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)F"  
F01  SMILES            "OpenEye OEToolkits"  1.5.0  "C1=C(C(=NC(=O)N1C2C(C(C(O2)CO)O)O)N)F"  
F01  InChI             InChI                 1.03   "InChI=1S/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1"  
F01  InChIKey          InChI                 1.03   STRZQWQNZQMHQR-UAKXSSHOSA-N  
#   #
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
F01  "SYSTEMATIC NAME"  ACDLabs               10.04  5-fluorocytidine  
F01  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidin-2-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
F01  "Create component"   2008-09-29  PDBJ  
F01  "Modify descriptor"  2011-06-04  RCSB  
F01  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     F01
_pdbx_chem_comp_synonyms.name        "4-amino-5-fluoro-1-((2R,3S,4R,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)pyrimidin-2(1H)-one"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
