data_CFB
# 
_chem_comp.id                                    CFB 
_chem_comp.name                                  "2-CHLORO-9-(2-DEOXY-2-FLUORO-B -D-ARABINOFURANOSYL)-9H-PURIN-6-AMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H11 Cl F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CLOFARABINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        303.677 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CFB 
_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        ? 
_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 
CFB "O5'"  "O5'"  O  0 1 N N N 69.900 38.128 20.409 -5.153 1.077  -1.676 "O5'"  CFB 1  
CFB "C5'"  "C5'"  C  0 1 N N N 70.501 37.550 21.571 -4.849 0.490  -0.408 "C5'"  CFB 2  
CFB "C4'"  "C4'"  C  0 1 N N R 70.363 36.025 21.530 -3.568 -0.337 -0.523 "C4'"  CFB 3  
CFB "O4'"  "O4'"  O  0 1 N N N 68.992 35.711 21.232 -2.436 0.522  -0.782 "O4'"  CFB 4  
CFB "C3'"  "C3'"  C  0 1 N N R 71.206 35.386 20.421 -3.244 -1.020 0.825  "C3'"  CFB 5  
CFB "O3'"  "O3'"  O  0 1 N N N 71.882 34.243 20.950 -3.693 -2.377 0.819  "O3'"  CFB 6  
CFB "C2'"  "C2'"  C  0 1 N N S 70.170 34.935 19.392 -1.701 -0.960 0.916  "C2'"  CFB 7  
CFB F      F      F  0 1 N N N 69.892 35.917 18.452 -1.304 -0.220 2.035  F      CFB 8  
CFB "C1'"  "C1'"  C  0 1 N N R 69.010 34.597 20.328 -1.278 -0.244 -0.386 "C1'"  CFB 9  
CFB N9     N9     N  0 1 Y N N 67.700 34.486 19.645 -0.140 0.644  -0.133 N9     CFB 10 
CFB C8     C8     C  0 1 Y N N 66.797 35.457 19.533 -0.206 1.972  0.169  C8     CFB 11 
CFB N7     N7     N  0 1 Y N N 65.700 34.987 18.943 0.994  2.450  0.331  N7     CFB 12 
CFB C5     C5     C  0 1 Y N N 65.906 33.702 18.671 1.902  1.461  0.148  C5     CFB 13 
CFB C4     C4     C  0 1 Y N N 67.185 33.384 19.109 1.185  0.292  -0.157 C4     CFB 14 
CFB N3     N3     N  0 1 Y N N 67.658 32.142 18.939 1.853  -0.834 -0.387 N3     CFB 15 
CFB C2     C2     C  0 1 Y N N 66.904 31.202 18.350 3.170  -0.856 -0.335 C2     CFB 16 
CFB CL     CL     CL 0 0 N N N 67.555 29.618 18.112 3.994  -2.352 -0.644 CL     CFB 17 
CFB N1     N1     N  0 1 Y N N 65.662 31.479 17.925 3.886  0.219  -0.057 N1     CFB 18 
CFB C6     C6     C  0 1 Y N N 65.142 32.707 18.072 3.305  1.389  0.187  C6     CFB 19 
CFB N6     N6     N  0 1 N N N 63.903 32.958 17.660 4.063  2.510  0.477  N6     CFB 20 
CFB "H5'"  "H5'"  H  0 1 N N N 68.971 38.256 20.563 -5.965 1.588  -1.560 "H5'"  CFB 21 
CFB "H5'1" "1H5'" H  0 0 N N N 69.994 37.934 22.468 -5.672 -0.155 -0.100 "H5'1" CFB 22 
CFB "H5'2" "2H5'" H  0 0 N N N 71.568 37.818 21.599 -4.709 1.278  0.332  "H5'2" CFB 23 
CFB "H4'"  "H4'"  H  0 1 N N N 70.700 35.637 22.503 -3.667 -1.082 -1.312 "H4'"  CFB 24 
CFB "H3'"  "H3'"  H  0 1 N N N 71.962 36.065 20.000 -3.698 -0.472 1.650  "H3'"  CFB 25 
CFB H1     H1     H  0 1 N N N 72.032 33.613 20.255 -3.465 -2.751 1.681  H1     CFB 26 
CFB "H2'"  "H2'"  H  0 1 N N N 70.471 34.100 18.742 -1.281 -1.965 0.956  "H2'"  CFB 27 
CFB "H1'"  "H1'"  H  0 1 N N N 69.157 33.614 20.800 -1.025 -0.974 -1.155 "H1'"  CFB 28 
CFB H8     H8     H  0 1 N N N 66.934 36.474 19.870 -1.118 2.543  0.261  H8     CFB 29 
CFB HN61   1HN6   H  0 0 N N N 63.888 33.823 17.158 5.031  2.447  0.504  HN61   CFB 30 
CFB HN62   2HN6   H  0 0 N N N 63.295 33.021 18.451 3.628  3.359  0.649  HN62   CFB 31 
# 
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 
CFB "O5'" "C5'"  SING N N 1  
CFB "O5'" "H5'"  SING N N 2  
CFB "C5'" "C4'"  SING N N 3  
CFB "C5'" "H5'1" SING N N 4  
CFB "C5'" "H5'2" SING N N 5  
CFB "C4'" "O4'"  SING N N 6  
CFB "C4'" "C3'"  SING N N 7  
CFB "C4'" "H4'"  SING N N 8  
CFB "O4'" "C1'"  SING N N 9  
CFB "C3'" "O3'"  SING N N 10 
CFB "C3'" "C2'"  SING N N 11 
CFB "C3'" "H3'"  SING N N 12 
CFB "O3'" H1     SING N N 13 
CFB "C2'" F      SING N N 14 
CFB "C2'" "C1'"  SING N N 15 
CFB "C2'" "H2'"  SING N N 16 
CFB "C1'" N9     SING N N 17 
CFB "C1'" "H1'"  SING N N 18 
CFB N9    C8     SING Y N 19 
CFB N9    C4     SING Y N 20 
CFB C8    N7     DOUB Y N 21 
CFB C8    H8     SING N N 22 
CFB N7    C5     SING Y N 23 
CFB C5    C4     DOUB Y N 24 
CFB C5    C6     SING Y N 25 
CFB C4    N3     SING Y N 26 
CFB N3    C2     DOUB Y N 27 
CFB C2    CL     SING N N 28 
CFB C2    N1     SING Y N 29 
CFB N1    C6     DOUB Y N 30 
CFB C6    N6     SING N N 31 
CFB N6    HN61   SING N N 32 
CFB N6    HN62   SING N N 33 
# 
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 
CFB SMILES           ACDLabs              10.04 Clc1nc(c2ncn(c2n1)C3OC(C(O)C3F)CO)N                                                                                                           
CFB InChI            InChI                1.02b InChI=1/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)17(2-14-5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)/t3-,4+,6-,9-/m1/s1/f/h13H2 
CFB InChIKey         InChI                1.02b WDDPHFBMKLOVOX-BOQOXVQBDV                                                                                                                     
CFB SMILES_CANONICAL CACTVS               3.341 Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3F                                                                                        
CFB SMILES           CACTVS               3.341 Nc1nc(Cl)nc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3F                                                                                               
CFB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)F)Cl)N                                                                                        
CFB SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1C3C(C(C(O3)CO)O)F)Cl)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 
CFB "SYSTEMATIC NAME" ACDLabs              10.04 2-chloro-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-9H-purin-6-amine              
CFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol 
# 
