data_DFC
# 
_chem_comp.id                                    DFC 
_chem_comp.name                                  
;2'-DEOXY-L-RIBO-FURANOSYL CYTOSINE-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H14 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-09-25 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        307.197 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     DFC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FV7 
_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 
DFC OP3    O3P  O 0 1 N Y N 2.867  -4.126 -5.719 -2.023 -1.093 -4.603 OP3    DFC 1  
DFC P      P    P 0 1 N N N 4.181  -4.721 -5.009 -0.966 -0.072 -3.944 P      DFC 2  
DFC OP1    O1P  O 0 1 N N N 3.744  -5.783 -4.064 0.075  0.267  -4.938 OP1    DFC 3  
DFC OP2    O2P  O 0 1 N N N 5.173  -5.045 -6.065 -1.729 1.268  -3.486 OP2    DFC 4  
DFC "O5'"  O5*  O 0 1 N N N 4.746  -3.500 -4.155 -0.280 -0.764 -2.663 "O5'"  DFC 5  
DFC "C5'"  C5*  C 0 1 N N N 4.259  -3.230 -2.838 0.642  0.185  -2.125 "C5'"  DFC 6  
DFC "C4'"  C4*  C 0 1 N N S 4.105  -1.741 -2.633 1.332  -0.412 -0.898 "C4'"  DFC 7  
DFC "O4'"  O4*  O 0 1 N N N 3.000  -1.506 -1.727 0.372  -0.651 0.156  "O4'"  DFC 8  
DFC "C3'"  C3*  C 0 1 N N R 3.779  -0.945 -3.895 2.335  0.598  -0.299 "C3'"  DFC 9  
DFC "O3'"  O3*  O 0 1 N N N 4.339  0.371  -3.816 3.664  0.310  -0.740 "O3'"  DFC 10 
DFC "C2'"  C2*  C 0 1 N N N 2.264  -0.883 -3.879 2.214  0.388  1.226  "C2'"  DFC 11 
DFC "C1'"  C1*  C 0 1 N N S 1.953  -0.813 -2.393 1.152  -0.724 1.369  "C1'"  DFC 12 
DFC N1     N1   N 0 1 N N N 0.677  -1.440 -2.010 0.304  -0.472 2.536  N1     DFC 13 
DFC C2     C2   C 0 1 N N N -0.484 -0.661 -2.001 -0.393 0.675  2.622  C2     DFC 14 
DFC O2     O2   O 0 1 N N N -0.407 0.536  -2.314 -0.310 1.496  1.723  O2     DFC 15 
DFC N3     N3   N 0 1 N N N -1.659 -1.232 -1.653 -1.172 0.930  3.672  N3     DFC 16 
DFC C4     C4   C 0 1 N N N -1.700 -2.525 -1.323 -1.280 0.055  4.663  C4     DFC 17 
DFC N4     N4   N 0 1 N N N -2.880 -3.047 -0.989 -2.088 0.329  5.742  N4     DFC 18 
DFC C5     C5   C 0 1 N N N -0.533 -3.341 -1.323 -0.559 -1.155 4.606  C5     DFC 19 
DFC C6     C6   C 0 1 N N N 0.623  -2.763 -1.669 0.224  -1.401 3.530  C6     DFC 20 
DFC HOP3   3HOP H 0 0 N N N 3.146  -3.447 -6.322 -2.410 -0.641 -5.365 HOP3   DFC 21 
DFC HOP2   2HOP H 0 0 N N N 5.949  -5.396 -5.645 -2.398 1.002  -2.840 HOP2   DFC 22 
DFC "H5'"  1H5* H 0 1 N N N 3.313  -3.779 -2.622 0.105  1.089  -1.836 "H5'"  DFC 23 
DFC "H5''" 2H5* H 0 0 N N N 4.901  -3.694 -2.053 1.390  0.431  -2.879 "H5''" DFC 24 
DFC "H4'"  H4*  H 0 1 N N N 5.095  -1.398 -2.252 1.840  -1.339 -1.163 "H4'"  DFC 25 
DFC "H3'"  H3*  H 0 1 N N N 4.190  -1.402 -4.825 2.057  1.617  -0.568 "H3'"  DFC 26 
DFC "HO3'" H3T  H 0 0 N Y N 4.136  0.866  -4.601 4.249  0.933  -0.288 "HO3'" DFC 27 
DFC "H2'"  1H2* H 0 1 N N N 1.822  -0.061 -4.489 3.167  0.063  1.644  "H2'"  DFC 28 
DFC "H2''" 2H2* H 0 0 N N N 1.755  -1.710 -4.425 1.876  1.304  1.712  "H2''" DFC 29 
DFC "H1'"  H1*  H 0 1 N N N 1.869  0.263  -2.113 1.633  -1.698 1.453  "H1'"  DFC 30 
DFC H41    1H4  H 0 1 N N N -2.911 -4.034 -0.736 -2.580 1.164  5.780  H41    DFC 31 
DFC H42    2H4  H 0 1 N N N -3.548 -2.871 -1.739 -2.168 -0.314 6.464  H42    DFC 32 
DFC H5     H5   H 0 1 N N N -0.524 -4.411 -1.057 -0.636 -1.877 5.405  H5     DFC 33 
DFC H6     H6   H 0 1 N N N 1.536  -3.380 -1.673 0.783  -2.323 3.461  H6     DFC 34 
# 
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 
DFC OP3   P      SING N N 1  
DFC OP3   HOP3   SING N N 2  
DFC P     OP1    DOUB N N 3  
DFC P     OP2    SING N N 4  
DFC P     "O5'"  SING N N 5  
DFC OP2   HOP2   SING N N 6  
DFC "O5'" "C5'"  SING N N 7  
DFC "C5'" "C4'"  SING N N 8  
DFC "C5'" "H5'"  SING N N 9  
DFC "C5'" "H5''" SING N N 10 
DFC "C4'" "O4'"  SING N N 11 
DFC "C4'" "C3'"  SING N N 12 
DFC "C4'" "H4'"  SING N N 13 
DFC "O4'" "C1'"  SING N N 14 
DFC "C3'" "O3'"  SING N N 15 
DFC "C3'" "C2'"  SING N N 16 
DFC "C3'" "H3'"  SING N N 17 
DFC "O3'" "HO3'" SING N N 18 
DFC "C2'" "C1'"  SING N N 19 
DFC "C2'" "H2'"  SING N N 20 
DFC "C2'" "H2''" SING N N 21 
DFC "C1'" N1     SING N N 22 
DFC "C1'" "H1'"  SING N N 23 
DFC N1    C2     SING N N 24 
DFC N1    C6     SING N N 25 
DFC C2    O2     DOUB N N 26 
DFC C2    N3     SING N N 27 
DFC N3    C4     DOUB N N 28 
DFC C4    N4     SING N N 29 
DFC C4    C5     SING N N 30 
DFC N4    H41    SING N N 31 
DFC N4    H42    SING N N 32 
DFC C5    C6     DOUB N N 33 
DFC C5    H5     SING N N 34 
DFC C6    H6     SING N N 35 
# 
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 
DFC SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2)COP(=O)(O)O"                                                                                                                    
DFC InChI            InChI                1.02b "InChI=1/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m1/s1/f/h15-16H,10H2" 
DFC InChIKey         InChI                1.02b NCMVOABPESMRCP-IVRIMHSLDI                                                                                                                                   
DFC SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@@H]2C[C@@H](O)[C@H](CO[P](O)(O)=O)O2"                                                                                                  
DFC SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2"                                                                                                       
DFC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@@H](O[C@@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O"                                                                                                      
DFC SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)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 
DFC "SYSTEMATIC NAME" ACDLabs              10.04 "4-amino-1-(2-deoxy-5-O-phosphono-beta-L-erythro-pentofuranosyl)pyrimidin-2(1H)-one"             
DFC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
