data_RFZ
# 
_chem_comp.id                                    RFZ 
_chem_comp.name                                  5,6-dichloro-1-beta-D-ribofuranosyl-1H-benzimidazole 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H12 Cl2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-19 
_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                        319.141 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RFZ 
_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        2RKP 
_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 
RFZ C6     C6     C  0 1 Y N N 17.379 -3.247 16.889 0.744  -0.526 0.021  C6     RFZ 1  
RFZ C5     C5     C  0 1 Y N N 16.515 -4.287 16.726 1.450  0.615  0.378  C5     RFZ 2  
RFZ C4     C4     C  0 1 Y N N 15.945 -4.844 17.834 2.829  0.612  0.329  C4     RFZ 3  
RFZ CL2    CL2    CL 0 0 N N N 14.832 -6.121 17.508 3.710  2.039  0.776  CL2    RFZ 4  
RFZ C3     C3     C  0 1 Y N N 16.236 -4.349 19.127 3.516  -0.525 -0.077 C3     RFZ 5  
RFZ CL1    CL1    CL 0 0 N N N 15.493 -5.093 20.456 5.251  -0.509 -0.133 CL1    RFZ 6  
RFZ C2     C2     C  0 1 Y N N 17.122 -3.346 19.334 2.831  -1.665 -0.434 C2     RFZ 7  
RFZ C7     C7     C  0 1 Y N N 17.667 -2.773 18.162 1.435  -1.678 -0.389 C7     RFZ 8  
RFZ N2     N2     N  0 1 Y N N 18.543 -1.809 17.967 0.499  -2.621 -0.672 N2     RFZ 9  
RFZ C1     C1     C  0 1 Y N N 18.782 -1.665 16.642 -0.690 -2.133 -0.467 C1     RFZ 10 
RFZ N1     N1     N  0 1 Y N N 18.056 -2.551 15.980 -0.599 -0.843 -0.043 N1     RFZ 11 
RFZ "C1'"  "C1'"  C  0 1 N N R 18.062 -2.710 14.534 -1.717 0.042  0.291  "C1'"  RFZ 12 
RFZ "O4'"  "O4'"  O  0 1 N N N 19.468 -2.611 14.227 -2.892 -0.733 0.614  "O4'"  RFZ 13 
RFZ "C4'"  "C4'"  C  0 1 N N R 19.586 -2.052 12.882 -4.004 0.171  0.436  "C4'"  RFZ 14 
RFZ "C5'"  "C5'"  C  0 1 N N N 20.673 -0.949 12.947 -5.303 -0.614 0.243  "C5'"  RFZ 15 
RFZ "O5'"  "O5'"  O  0 1 N N N 21.534 -1.194 14.077 -5.622 -1.311 1.449  "O5'"  RFZ 16 
RFZ "C3'"  "C3'"  C  0 1 N N S 18.165 -1.638 12.489 -3.664 0.970  -0.842 "C3'"  RFZ 17 
RFZ "O3'"  "O3'"  O  0 1 N N N 17.494 -2.718 11.772 -4.081 2.330  -0.708 "O3'"  RFZ 18 
RFZ "C2'"  "C2'"  C  0 1 N N R 17.519 -1.473 13.866 -2.122 0.885  -0.938 "C2'"  RFZ 19 
RFZ "O2'"  "O2'"  O  0 1 N N N 16.103 -1.594 13.772 -1.544 2.190  -0.868 "O2'"  RFZ 20 
RFZ H5     H5     H  0 1 N N N 16.286 -4.663 15.740 0.921  1.502  0.694  H5     RFZ 21 
RFZ H2     H2     H  0 1 N N N 17.393 -3.008 20.323 3.372  -2.546 -0.748 H2     RFZ 22 
RFZ H1     H1     H  0 1 N N N 19.454 -0.945 16.199 -1.614 -2.671 -0.615 H1     RFZ 23 
RFZ "H1'"  "H1'"  H  0 1 N N N 17.511 -3.612 14.229 -1.450 0.692  1.125  "H1'"  RFZ 24 
RFZ "H4'"  "H4'"  H  0 1 N N N 19.933 -2.728 12.086 -4.090 0.840  1.292  "H4'"  RFZ 25 
RFZ "H5'"  "H5'"  H  0 1 N N N 21.268 -0.964 12.022 -6.111 0.075  -0.003 "H5'"  RFZ 26 
RFZ "H5'A" "H5'A" H  0 0 N N N 20.193 0.035  13.056 -5.177 -1.331 -0.568 "H5'A" RFZ 27 
RFZ "HO5'" "HO5'" H  0 0 N N N 22.436 -1.248 13.783 -6.436 -1.831 1.399  "HO5'" RFZ 28 
RFZ "H3'"  "H3'"  H  0 1 N N N 18.120 -0.753 11.837 -4.128 0.510  -1.714 "H3'"  RFZ 29 
RFZ "HO3'" "HO3'" H  0 0 N N N 17.348 -2.457 10.870 -5.034 2.438  -0.583 "HO3'" RFZ 30 
RFZ "H2'"  "H2'"  H  0 1 N N N 17.720 -0.512 14.362 -1.824 0.383  -1.859 "H2'"  RFZ 31 
RFZ "HO2'" "HO2'" H  0 0 N N N 15.728 -1.621 14.645 -1.815 2.779  -1.586 "HO2'" RFZ 32 
# 
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 
RFZ "O3'" "C3'"  SING Y N 1  
RFZ "C3'" "C4'"  SING Y N 2  
RFZ "C3'" "C2'"  SING Y N 3  
RFZ "C4'" "C5'"  SING N N 4  
RFZ "C4'" "O4'"  SING Y N 5  
RFZ "C5'" "O5'"  SING N N 6  
RFZ "O2'" "C2'"  SING Y N 7  
RFZ "C2'" "C1'"  SING N N 8  
RFZ "O4'" "C1'"  SING N N 9  
RFZ "C1'" N1     SING Y N 10 
RFZ N1    C1     SING Y N 11 
RFZ N1    C6     SING Y N 12 
RFZ C1    N2     DOUB N N 13 
RFZ C5    C6     DOUB Y N 14 
RFZ C5    C4     SING Y N 15 
RFZ C6    C7     SING N N 16 
RFZ CL2   C4     SING N N 17 
RFZ C4    C3     DOUB N N 18 
RFZ N2    C7     SING N N 19 
RFZ C7    C2     DOUB N N 20 
RFZ C3    C2     SING N N 21 
RFZ C3    CL1    SING N N 22 
RFZ C5    H5     SING N N 23 
RFZ C2    H2     SING N N 24 
RFZ C1    H1     SING N N 25 
RFZ "C1'" "H1'"  SING N N 26 
RFZ "C4'" "H4'"  SING N N 27 
RFZ "C5'" "H5'"  SING N N 28 
RFZ "C5'" "H5'A" SING N N 29 
RFZ "O5'" "HO5'" SING N N 30 
RFZ "C3'" "H3'"  SING N N 31 
RFZ "O3'" "HO3'" SING N N 32 
RFZ "C2'" "H2'"  SING N N 33 
RFZ "O2'" "HO2'" SING N N 34 
# 
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 
RFZ SMILES           ACDLabs              10.04 Clc2cc1ncn(c1cc2Cl)C3OC(C(O)C3O)CO                                                                                            
RFZ InChI            InChI                1.02b InChI=1/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1 
RFZ InChIKey         InChI                1.02b XHSQDZXAVJRBMX-DDHJBXDOBF                                                                                                     
RFZ SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3cc(Cl)c(Cl)cc23                                                                         
RFZ SMILES           CACTVS               3.341 OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3cc(Cl)c(Cl)cc23                                                                              
RFZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c2c(cc(c1Cl)Cl)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O                                                                    
RFZ SMILES           "OpenEye OEToolkits" 1.5.0 c1c2c(cc(c1Cl)Cl)n(cn2)C3C(C(C(O3)CO)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 
RFZ "SYSTEMATIC NAME" ACDLabs              10.04 5,6-dichloro-1-beta-D-ribofuranosyl-1H-benzimidazole                              
RFZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(5,6-dichlorobenzimidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
