data_CPR
# 
_chem_comp.id                                    CPR 
_chem_comp.name                                  
;6-CHLOROPURINE RIBOSIDE, 5'-MONOPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 Cl N4 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        367.660 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CPR 
_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        1B3O 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
CPR P      P    P  0 1 N N N 19.859 -9.787  -55.957 -5.073 -1.121 0.152  P      CPR 1  
CPR O1P    O1P  O  0 1 N N N 18.457 -9.370  -56.075 -6.012 -0.070 -0.301 O1P    CPR 2  
CPR O2P    O2P  O  0 1 N N N 20.677 -9.131  -54.904 -4.676 -2.059 -1.095 O2P    CPR 3  
CPR O3P    O3P  O  0 1 N N N 20.505 -9.893  -57.260 -5.777 -2.013 1.292  O3P    CPR 4  
CPR "O5'"  O5*  O  0 1 N N N 19.718 -11.279 -55.441 -3.746 -0.434 0.750  "O5'"  CPR 5  
CPR "C5'"  C5*  C  0 1 N N N 20.887 -12.058 -55.202 -3.235 0.432  -0.265 "C5'"  CPR 6  
CPR "C4'"  C4*  C  0 1 N N R 20.543 -13.170 -54.257 -1.966 1.120  0.242  "C4'"  CPR 7  
CPR "O4'"  O4*  O  0 1 N N N 19.396 -13.878 -54.744 -0.909 0.151  0.430  "O4'"  CPR 8  
CPR "C3'"  C3*  C  0 1 N N S 21.663 -14.139 -54.377 -1.417 2.100  -0.818 "C3'"  CPR 9  
CPR "O3'"  O3*  O  0 1 N N N 22.839 -13.943 -53.644 -1.823 3.438  -0.522 "O3'"  CPR 10 
CPR "C2'"  C2*  C  0 1 N N R 20.940 -15.379 -53.915 0.118  1.962  -0.702 "C2'"  CPR 11 
CPR "O2'"  O2*  O  0 1 N N N 20.916 -15.451 -52.499 0.707  3.211  -0.333 "O2'"  CPR 12 
CPR "C1'"  C1*  C  0 1 N N R 19.542 -15.295 -54.513 0.317  0.915  0.417  "C1'"  CPR 13 
CPR N9     N9   N  0 1 Y N N 19.211 -16.197 -55.677 1.457  0.049  0.108  N9     CPR 14 
CPR C8     C8   C  0 1 Y N N 19.982 -16.645 -56.705 1.403  -1.166 -0.507 C8     CPR 15 
CPR N7     N7   N  0 1 Y N N 19.399 -17.522 -57.505 2.601  -1.661 -0.624 N7     CPR 16 
CPR C5     C5   C  0 1 Y N N 18.230 -17.662 -56.930 3.500  -0.798 -0.092 C5     CPR 17 
CPR C6     C6   C  0 1 Y N N 17.252 -18.552 -57.411 4.889  -0.795 0.061  C6     CPR 18 
CPR CL     CL   CL 0 0 N Y N 17.287 -18.872 -59.156 5.846  -2.128 -0.503 CL     CPR 19 
CPR N1     N1   N  1 1 Y N N 16.082 -18.437 -56.712 5.459  0.247  0.646  N1     CPR 20 
CPR C2     C2   C  0 1 Y N N 15.816 -17.610 -55.680 4.742  1.268  1.080  C2     CPR 21 
CPR N3     N3   N  0 1 Y N N 16.844 -16.841 -55.227 3.431  1.312  0.959  N3     CPR 22 
CPR C4     C4   C  0 1 Y N N 18.055 -16.819 -55.843 2.775  0.314  0.381  C4     CPR 23 
CPR HOP2   2HOP H  0 0 N N N 21.584 -9.401  -54.827 -4.066 -2.729 -0.758 HOP2   CPR 24 
CPR HOP3   3HOP H  0 0 N N N 21.412 -10.163 -57.183 -6.566 -2.406 0.893  HOP3   CPR 25 
CPR "H5'1" 1H5* H  0 0 N N N 21.351 -12.429 -56.145 -3.984 1.186  -0.510 "H5'1" CPR 26 
CPR "H5'2" 2H5* H  0 0 N N N 21.742 -11.441 -54.840 -3.001 -0.151 -1.156 "H5'2" CPR 27 
CPR "H4'"  H4*  H  0 1 N N N 20.364 -12.774 -53.229 -2.168 1.647  1.175  "H4'"  CPR 28 
CPR "H3'"  H3*  H  0 1 N N N 22.104 -14.105 -55.400 -1.752 1.812  -1.814 "H3'"  CPR 29 
CPR "HO3'" *HO3 H  0 0 N N N 23.555 -14.562 -53.720 -1.427 4.006  -1.197 "HO3'" CPR 30 
CPR "H2'"  H2*  H  0 1 N N N 21.452 -16.309 -54.252 0.541  1.603  -1.640 "H2'"  CPR 31 
CPR "HO2'" *HO2 H  0 0 N N N 20.460 -16.232 -52.207 0.498  3.837  -1.040 "HO2'" CPR 32 
CPR "H1'"  H1*  H  0 1 N N N 18.775 -15.717 -53.822 0.466  1.410  1.377  "H1'"  CPR 33 
CPR H8     H8   H  0 1 N N N 21.020 -16.316 -56.879 0.498  -1.647 -0.848 H8     CPR 34 
CPR HN1    HN1  H  0 1 N N N 15.312 -19.043 -56.995 6.422  0.261  0.758  HN1    CPR 35 
CPR H2     H2   H  0 1 N N N 14.810 -17.564 -55.229 5.249  2.097  1.551  H2     CPR 36 
# 
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 
CPR P     O1P    DOUB N N 1  
CPR P     O2P    SING N N 2  
CPR P     O3P    SING N N 3  
CPR P     "O5'"  SING N N 4  
CPR O2P   HOP2   SING N N 5  
CPR O3P   HOP3   SING N N 6  
CPR "O5'" "C5'"  SING N N 7  
CPR "C5'" "C4'"  SING N N 8  
CPR "C5'" "H5'1" SING N N 9  
CPR "C5'" "H5'2" SING N N 10 
CPR "C4'" "O4'"  SING N N 11 
CPR "C4'" "C3'"  SING N N 12 
CPR "C4'" "H4'"  SING N N 13 
CPR "O4'" "C1'"  SING N N 14 
CPR "C3'" "O3'"  SING N N 15 
CPR "C3'" "C2'"  SING N N 16 
CPR "C3'" "H3'"  SING N N 17 
CPR "O3'" "HO3'" SING N N 18 
CPR "C2'" "O2'"  SING N N 19 
CPR "C2'" "C1'"  SING N N 20 
CPR "C2'" "H2'"  SING N N 21 
CPR "O2'" "HO2'" SING N N 22 
CPR "C1'" N9     SING N N 23 
CPR "C1'" "H1'"  SING N N 24 
CPR N9    C8     SING Y N 25 
CPR N9    C4     SING Y N 26 
CPR C8    N7     DOUB Y N 27 
CPR C8    H8     SING N N 28 
CPR N7    C5     SING Y N 29 
CPR C5    C6     SING Y N 30 
CPR C5    C4     DOUB Y N 31 
CPR C6    CL     SING N N 32 
CPR C6    N1     DOUB Y N 33 
CPR N1    C2     SING Y N 34 
CPR N1    HN1    SING N N 35 
CPR C2    N3     DOUB Y N 36 
CPR C2    H2     SING N N 37 
CPR N3    C4     SING Y N 38 
# 
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 
CPR SMILES           ACDLabs              10.04 Clc1c2ncn(c2nc[nH+]1)C3OC(C(O)C3O)COP(=O)(O)O                                                                                                                                        
CPR InChI            InChI                1.02b InChI=1/C10H12ClN4O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,18,19,20)/p+1/t4-,6-,7-,10-/m1/s1/fC10H13ClN4O7P/h12,18-19H/q+1 
CPR InChIKey         InChI                1.02b ALOBOMYIOYNCBS-RHRYTODMDT                                                                                                                                                            
CPR SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(Cl)[nH+]cnc23                                                                                                                   
CPR SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(Cl)[nH+]cnc23                                                                                                                          
CPR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1[nH+]c(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)Cl                                                                                                                
CPR SMILES           "OpenEye OEToolkits" 1.5.0 c1[nH+]c(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)Cl                                                                                                                                  
# 
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 
CPR "SYSTEMATIC NAME" ACDLabs              10.04 6-chloro-9-(5-O-phosphono-beta-D-ribofuranosyl)-9H-purin-1-ium                                      
CPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-chloropurin-1-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
