data_C36
# 
_chem_comp.id                                    C36 
_chem_comp.name                                  "5-METHYL-5-FLUORO-2'-DEOXY-CYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H17 F N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1995-06-03 
_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                        357.229 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     C36 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MHT 
_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 
C36 OXT    OXT  O 0 1 N N N ?       ?      ?      5.330  1.736  -2.346 OXT    C36 1  
C36 O3P    O3P  O 0 1 N Y N -20.110 44.702 85.359 5.098  3.064  2.503  O3P    C36 2  
C36 P      P    P 0 1 N N N -19.711 44.311 86.759 4.195  3.732  3.667  P      C36 3  
C36 O1P    O1P  O 0 1 N N N -18.248 44.205 87.064 4.518  5.161  3.989  O1P    C36 4  
C36 O2P    O2P  O 0 1 N N N -20.377 45.297 87.820 4.356  2.700  4.901  O2P    C36 5  
C36 "O5'"  O5*  O 0 1 N N N -20.475 43.006 87.157 2.675  3.470  3.172  "O5'"  C36 6  
C36 "C5'"  C5*  C 0 1 N N N -19.935 42.052 88.037 2.289  2.146  2.847  "C5'"  C36 7  
C36 "C4'"  C4*  C 0 1 N N R -20.557 40.630 87.739 0.829  2.158  2.413  "C4'"  C36 8  
C36 "O4'"  O4*  O 0 1 N N N -20.061 40.035 86.532 0.726  2.973  1.229  "O4'"  C36 9  
C36 "C3'"  C3*  C 0 1 N N S -20.063 39.603 88.759 0.313  0.779  2.029  "C3'"  C36 10 
C36 "O3'"  O3*  O 0 1 N N N -20.906 39.664 89.933 -1.102 0.756  2.204  "O3'"  C36 11 
C36 "C2'"  C2*  C 0 1 N N N -20.316 38.303 87.998 0.639  0.696  0.555  "C2'"  C36 12 
C36 "C1'"  C1*  C 0 1 N N R -20.193 38.624 86.568 0.432  2.134  0.099  "C1'"  C36 13 
C36 N1     N1   N 0 1 N N N -19.017 37.989 85.855 1.210  2.362  -1.122 N1     C36 14 
C36 C2     C2   C 0 1 N N N -18.925 38.246 84.451 1.652  3.836  -1.469 C2     C36 15 
C36 O2     O2   O 0 1 N N N -19.663 39.074 83.894 1.339  4.700  -0.663 O2     C36 16 
C36 N3     N3   N 0 1 N N N -17.937 37.577 83.724 2.312  4.006  -2.655 N3     C36 17 
C36 C4     C4   C 0 1 N N N -17.094 36.743 84.372 2.931  3.020  -3.240 C4     C36 18 
C36 N4     N4   N 0 1 N N N -15.921 36.402 83.847 3.611  3.189  -4.421 N4     C36 19 
C36 C5     C5   C 0 1 N N S -17.044 36.874 85.756 2.962  1.619  -2.643 C5     C36 20 
C36 C6     C6   C 0 1 N N N -17.972 37.452 86.484 1.608  1.294  -2.040 C6     C36 21 
C36 F      F    F 0 1 N N N -16.140 36.137 85.966 3.186  0.692  -3.626 F      C36 22 
C36 C      C    C 0 1 N N N -17.320 35.864 85.446 4.119  1.496  -1.654 C      C36 23 
C36 HXT    HXT  H 0 1 N N N -0.152  -0.593 0.725  5.117  1.762  -3.294 HXT    C36 24 
C36 H3P    H3P  H 0 1 N N N -21.037 44.769 85.165 6.073  3.157  2.547  H3P    C36 25 
C36 H2P    H2P  H 0 1 N N N -20.125 45.050 88.702 5.175  2.728  5.440  H2P    C36 26 
C36 "H5'1" 1H5* H 0 0 N N N -20.062 42.349 89.104 2.918  1.778  2.035  "H5'1" C36 27 
C36 "H5'2" 2H5* H 0 0 N N N -18.821 42.036 88.004 2.414  1.511  3.724  "H5'2" C36 28 
C36 "H4'"  H4*  H 0 1 N N N -21.671 40.677 87.730 0.222  2.624  3.195  "H4'"  C36 29 
C36 "H3'"  H3*  H 0 1 N N N -18.985 39.742 89.007 0.739  -0.035 2.621  "H3'"  C36 30 
C36 HA     HA   H 0 1 N N N -20.599 39.026 90.567 -1.438 0.042  1.640  HA     C36 31 
C36 "H2'1" 1H2* H 0 0 N N N -21.286 37.820 88.260 1.683  0.384  0.429  "H2'1" C36 32 
C36 "H2'2" 2H2* H 0 0 N N N -19.653 37.467 88.321 -0.000 -0.002 0.003  "H2'2" C36 33 
C36 "H1'"  H1*  H 0 1 N N N -21.135 38.333 86.047 -0.616 2.308  -0.169 "H1'"  C36 34 
C36 H4N1   1H4N H 0 0 N N N -15.491 35.762 84.515 3.560  4.073  -4.868 H4N1   C36 35 
C36 H4N2   2H4N H 0 0 N N N -15.336 37.236 83.905 4.126  2.420  -4.779 H4N2   C36 36 
C36 H6     H6   H 0 1 N N N -17.889 37.492 87.583 0.834  1.223  -2.812 H6     C36 37 
C36 HC1    HC1  H 0 1 N N N -18.414 35.827 85.550 4.138  0.493  -1.228 HC1    C36 38 
C36 HC2    HC2  H 0 1 N N N -17.885 37.483 87.580 1.629  0.347  -1.491 HC2    C36 39 
C36 HC3    HC3  H 0 1 N N N -16.654 35.255 86.075 4.006  2.232  -0.858 HC3    C36 40 
# 
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 
C36 OXT   C      SING N N 1  
C36 OXT   HXT    SING N N 2  
C36 O3P   P      SING N N 3  
C36 O3P   H3P    SING N N 4  
C36 P     O1P    DOUB N N 5  
C36 P     O2P    SING N N 6  
C36 P     "O5'"  SING N N 7  
C36 O2P   H2P    SING N N 8  
C36 "O5'" "C5'"  SING N N 9  
C36 "C5'" "C4'"  SING N N 10 
C36 "C5'" "H5'1" SING N N 11 
C36 "C5'" "H5'2" SING N N 12 
C36 "C4'" "O4'"  SING N N 13 
C36 "C4'" "C3'"  SING N N 14 
C36 "C4'" "H4'"  SING N N 15 
C36 "O4'" "C1'"  SING N N 16 
C36 "C3'" "O3'"  SING N N 17 
C36 "C3'" "C2'"  SING N N 18 
C36 "C3'" "H3'"  SING N N 19 
C36 "O3'" HA     SING N N 20 
C36 "C2'" "C1'"  SING N N 21 
C36 "C2'" "H2'1" SING N N 22 
C36 "C2'" "H2'2" SING N N 23 
C36 "C1'" N1     SING N N 24 
C36 "C1'" "H1'"  SING N N 25 
C36 N1    C2     SING N N 26 
C36 N1    C6     SING N N 27 
C36 C2    O2     DOUB N N 28 
C36 C2    N3     SING N N 29 
C36 N3    C4     DOUB N N 30 
C36 C4    N4     SING N N 31 
C36 C4    C5     SING N N 32 
C36 N4    H4N1   SING N N 33 
C36 N4    H4N2   SING N N 34 
C36 C5    C6     SING N N 35 
C36 C5    F      SING N N 36 
C36 C5    C      SING N N 37 
C36 C6    H6     SING N N 38 
C36 HC1   C      SING N N 39 
C36 HC2   C6     SING N N 40 
C36 HC3   C      SING N N 41 
# 
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 
C36 SMILES           ACDLabs              10.04 "O=C1N=C(N)C(F)(CN1C2OC(C(O)C2)COP(=O)(O)O)CO"                                                                                                                           
C36 InChI            InChI                1.02b "InChI=1/C10H17FN3O8P/c11-10(4-15)3-14(9(17)13-8(10)12)7-1-5(16)6(22-7)2-21-23(18,19)20/h5-7,15-16H,1-4H2,(H2,12,13,17)(H2,18,19,20)/t5-,6+,7+,10+/m0/s1/f/h18-19H,12H2" 
C36 InChIKey         InChI                1.02b LOMGOHXNFAWKHS-KVZVTEIWDC                                                                                                                                                
C36 SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C[C@@]1(F)CO)[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2"                                                                                                        
C36 SMILES           CACTVS               3.341 "NC1=NC(=O)N(C[C]1(F)CO)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2"                                                                                                              
C36 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C[C@@](C(=NC2=O)N)(CO)F)COP(=O)(O)O)O"                                                                                                          
C36 SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2CC(C(=NC2=O)N)(CO)F)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 
C36 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5-fluoro-5-(hydroxymethyl)cytidine 5'-(dihydrogen phosphate)
;
C36 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-[(5R)-4-amino-5-fluoro-5-(hydroxymethyl)-2-oxo-6H-pyrimidin-1-yl]-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
