data_6CR
# 
_chem_comp.id                                    6CR 
_chem_comp.name                                  "6-chloro-9-(beta-D-ribofuranosyl)-9H-purin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 Cl N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-01-20 
_chem_comp.pdbx_modified_date                    2012-09-21 
_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                        301.686 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6CR 
_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        4DAE 
_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 
6CR N1     N1     N  0 1 Y N N -52.276 22.116 25.568 -3.764 0.795  -0.328 N1     6CR 1  
6CR C2     C2     C  0 1 Y N N -52.067 22.506 24.304 -2.830 1.676  -0.662 C2     6CR 2  
6CR N3     N3     N  0 1 Y N N -51.434 21.694 23.405 -1.539 1.385  -0.619 N3     6CR 3  
6CR C4     C4     C  0 1 Y N N -50.976 20.462 23.744 -1.134 0.182  -0.235 C4     6CR 4  
6CR C5     C5     C  0 1 Y N N -51.198 19.993 25.119 -2.096 -0.781 0.127  C5     6CR 5  
6CR C6     C6     C  0 1 Y N N -51.887 20.913 26.027 -3.446 -0.426 0.066  C6     6CR 6  
6CR N7     N7     N  0 1 Y N N -50.693 18.764 25.214 -1.421 -1.906 0.474  N7     6CR 7  
6CR C8     C8     C  0 1 Y N N -50.176 18.448 23.998 -0.143 -1.700 0.350  C8     6CR 8  
6CR N9     N9     N  0 1 Y N N -50.369 19.452 23.120 0.086  -0.427 -0.084 N9     6CR 9  
6CR "C1'"  "C1'"  C  0 1 N N R -49.876 19.413 21.749 1.395  0.179  -0.342 "C1'"  6CR 10 
6CR CL1    CL1    CL 0 0 N N N -52.156 20.471 27.747 -4.681 -1.567 0.500  CL1    6CR 11 
6CR "C2'"  "C2'"  C  0 1 N N R -50.424 20.520 20.861 1.913  0.899  0.922  "C2'"  6CR 12 
6CR "O2'"  "O2'"  O  0 1 N N N -51.147 19.972 19.756 1.649  2.301  0.843  "O2'"  6CR 13 
6CR N20    N20    N  0 1 N N N -52.508 23.737 23.969 -3.217 2.943  -1.069 N20    6CR 14 
6CR "C3'"  "C3'"  C  0 1 N N S -49.214 21.282 20.376 3.434  0.630  0.910  "C3'"  6CR 15 
6CR "O3'"  "O3'"  O  0 1 N N N -48.789 20.627 19.175 4.160  1.858  0.822  "O3'"  6CR 16 
6CR "C4'"  "C4'"  C  0 1 N N R -48.120 21.003 21.398 3.655  -0.221 -0.360 "C4'"  6CR 17 
6CR "O4'"  "O4'"  O  0 1 N N N -48.530 19.802 22.068 2.377  -0.844 -0.613 "O4'"  6CR 18 
6CR "C5'"  "C5'"  C  0 1 N N N -47.928 22.138 22.404 4.726  -1.285 -0.109 "C5'"  6CR 19 
6CR "O5'"  "O5'"  O  0 1 N N N -46.904 21.785 23.336 4.998  -1.983 -1.326 "O5'"  6CR 20 
6CR H8     H8     H  0 1 N N N -49.678 17.518 23.766 0.625  -2.429 0.561  H8     6CR 21 
6CR "H1'"  "H1'"  H  0 1 N N N -49.954 18.420 21.282 1.331  0.875  -1.179 "H1'"  6CR 22 
6CR "H2'"  "H2'"  H  0 1 N N N -51.066 21.185 21.457 1.457  0.475  1.817  "H2'"  6CR 23 
6CR "HO2'" "HO2'" H  0 0 N N N -51.481 20.677 19.214 1.954  2.803  1.612  "HO2'" 6CR 24 
6CR HN20   HN20   H  0 0 N N N -52.936 24.166 24.764 -4.159 3.173  -1.106 HN20   6CR 25 
6CR HN2A   HN2A   H  0 0 N N N -51.737 24.296 23.664 -2.547 3.599  -1.316 HN2A   6CR 26 
6CR "H3'"  "H3'"  H  0 1 N N N -49.411 22.357 20.253 3.731  0.073  1.799  "H3'"  6CR 27 
6CR "HO3'" "HO3'" H  0 0 N N N -48.025 21.070 18.826 5.120  1.748  0.811  "HO3'" 6CR 28 
6CR "H4'"  "H4'"  H  0 1 N N N -47.171 20.835 20.867 3.940  0.415  -1.198 "H4'"  6CR 29 
6CR "H5'"  "H5'"  H  0 1 N N N -47.637 23.055 21.870 5.638  -0.805 0.246  "H5'"  6CR 30 
6CR "H5'A" "H5'A" H  0 0 N N N -48.870 22.312 22.944 4.370  -1.989 0.642  "H5'A" 6CR 31 
6CR "HO5'" "HO5'" H  0 0 N N N -46.786 22.491 23.960 5.669  -2.674 -1.242 "HO5'" 6CR 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 
6CR C2    N1     DOUB Y N 1  
6CR N1    C6     SING Y N 2  
6CR N3    C2     SING Y N 3  
6CR N20   C2     SING N N 4  
6CR N3    C4     DOUB Y N 5  
6CR N9    C4     SING Y N 6  
6CR C4    C5     SING Y N 7  
6CR C5    N7     SING Y N 8  
6CR C5    C6     DOUB Y N 9  
6CR C6    CL1    SING N N 10 
6CR C8    N7     DOUB Y N 11 
6CR N9    C8     SING Y N 12 
6CR C8    H8     SING N N 13 
6CR "C1'" N9     SING N N 14 
6CR "C2'" "C1'"  SING N N 15 
6CR "C1'" "O4'"  SING N N 16 
6CR "C1'" "H1'"  SING N N 17 
6CR "O2'" "C2'"  SING N N 18 
6CR "C3'" "C2'"  SING N N 19 
6CR "C2'" "H2'"  SING N N 20 
6CR "O2'" "HO2'" SING N N 21 
6CR N20   HN20   SING N N 22 
6CR N20   HN2A   SING N N 23 
6CR "O3'" "C3'"  SING N N 24 
6CR "C3'" "C4'"  SING N N 25 
6CR "C3'" "H3'"  SING N N 26 
6CR "O3'" "HO3'" SING N N 27 
6CR "C4'" "O4'"  SING N N 28 
6CR "C4'" "C5'"  SING N N 29 
6CR "C4'" "H4'"  SING N N 30 
6CR "C5'" "O5'"  SING N N 31 
6CR "C5'" "H5'"  SING N N 32 
6CR "C5'" "H5'A" SING N N 33 
6CR "O5'" "HO5'" 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 
6CR SMILES           ACDLabs              12.01 "Clc3nc(nc1c3ncn1C2OC(C(O)C2O)CO)N"                                                                                                      
6CR InChI            InChI                1.03  "InChI=1S/C10H12ClN5O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1" 
6CR InChIKey         InChI                1.03  TXWHPSZYRUHEGT-UUOKFMHZSA-N                                                                                                              
6CR SMILES_CANONICAL CACTVS               3.370 "Nc1nc(Cl)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1"                                                                                  
6CR SMILES           CACTVS               3.370 "Nc1nc(Cl)c2ncn([CH]3O[CH](CO)[CH](O)[CH]3O)c2n1"                                                                                        
6CR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)nc(nc2Cl)N"                                                                                
6CR SMILES           "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)CO)O)O)nc(nc2Cl)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 
6CR "SYSTEMATIC NAME" ACDLabs              12.01 "6-chloro-9-(beta-D-ribofuranosyl)-9H-purin-2-amine"                                  
6CR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(2-azanyl-6-chloranyl-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6CR "Create component" 2012-01-20 RCSB 
6CR "Initial release"  2012-09-21 RCSB 
# 
