data_RPP
# 
_chem_comp.id                                    RPP 
_chem_comp.name                                  2-RIBOFURANOSYL-3-IODO-2,3-DIHYDRO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-YLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 I N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-01 
_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                        395.154 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RPP 
_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        1LIJ 
_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 
RPP I      I    I 0 1 N N N 137.139 27.000 -12.431 -0.997 0.555  2.983  I      RPP 1  
RPP N1     N1   N 0 1 Y N N 136.857 29.900 -8.352  3.474  -0.478 1.151  N1     RPP 2  
RPP C2     C2   C 0 1 Y N N 136.831 29.190 -7.225  3.409  0.065  -0.046 C2     RPP 3  
RPP N3     N3   N 0 1 Y N N 136.857 27.870 -7.070  2.263  0.276  -0.661 N3     RPP 4  
RPP C4     C4   C 0 1 Y N N 136.937 27.240 -8.257  1.108  -0.059 -0.087 C4     RPP 5  
RPP C5     C5   C 0 1 Y N N 136.940 27.823 -9.508  1.141  -0.647 1.173  C5     RPP 6  
RPP C6     C6   C 0 1 Y N N 136.942 29.247 -9.535  2.364  -0.844 1.793  C6     RPP 7  
RPP N6     N6   N 0 1 N N N 136.954 29.981 -10.650 2.433  -1.417 3.054  N6     RPP 8  
RPP C7     C7   C 0 1 N N R 136.996 26.825 -10.479 -0.286 -0.927 1.580  C7     RPP 9  
RPP N8     N8   N 0 1 N N N 137.026 25.698 -9.814  -1.029 -0.834 0.298  N8     RPP 10 
RPP N9     N9   N 0 1 N N N 136.934 25.876 -8.465  -0.206 0.063  -0.513 N9     RPP 11 
RPP "C1'"  C1*  C 0 1 N N R 136.900 24.977 -7.317  -0.254 -0.448 -1.889 "C1'"  RPP 12 
RPP "C2'"  C2*  C 0 1 N N R 135.813 23.901 -7.405  -1.682 -0.314 -2.463 "C2'"  RPP 13 
RPP "C3'"  C3*  C 0 1 N N S 136.446 22.703 -6.682  -1.455 0.063  -3.945 "C3'"  RPP 14 
RPP "C4'"  C4*  C 0 1 N N R 137.912 23.086 -6.480  0.082  0.108  -4.090 "C4'"  RPP 15 
RPP "O4'"  O4*  O 0 1 N N N 138.110 24.265 -7.287  0.571  0.360  -2.755 "O4'"  RPP 16 
RPP "O2'"  O2*  O 0 1 N N N 134.630 24.344 -6.769  -2.386 -1.554 -2.364 "O2'"  RPP 17 
RPP "O3'"  O3*  O 0 1 N N N 135.832 22.471 -5.429  -2.010 -0.932 -4.807 "O3'"  RPP 18 
RPP "C5'"  C5*  C 0 1 N N N 138.908 22.015 -6.896  0.497  1.241  -5.032 "C5'"  RPP 19 
RPP "O5'"  O5*  O 0 1 N N N 140.235 22.434 -6.605  1.923  1.310  -5.094 "O5'"  RPP 20 
RPP H2     H2   H 0 1 N N N 136.781 29.775 -6.291  4.326  0.349  -0.541 H2     RPP 21 
RPP HN61   1HN6 H 0 0 N N N 137.018 29.489 -11.541 3.294  -1.555 3.478  HN61   RPP 22 
RPP HN62   2HN6 H 0 0 N N N 137.704 30.668 -10.591 1.619  -1.676 3.514  HN62   RPP 23 
RPP H7     H7   H 0 1 N N N 136.721 27.100 -11.524 -0.373 -1.928 2.003  H7     RPP 24 
RPP HN8    HN8  H 0 1 N N N 137.854 25.154 -10.054 -1.887 -0.341 0.495  HN8    RPP 25 
RPP "H1'"  H1*  H 0 1 N N N 136.710 25.619 -6.425  0.070  -1.488 -1.918 "H1'"  RPP 26 
RPP "H2'"  H2*  H 0 1 N N N 135.508 23.649 -8.447  -2.227 0.475  -1.946 "H2'"  RPP 27 
RPP "H3'"  H3*  H 0 1 N N N 136.324 21.765 -7.273  -1.888 1.039  -4.163 "H3'"  RPP 28 
RPP "H4'"  H4*  H 0 1 N N N 138.100 23.241 -5.391  0.456  -0.846 -4.458 "H4'"  RPP 29 
RPP "HO'2" 2HO* H 0 0 N N N 133.956 23.676 -6.823  -3.243 -1.423 -2.792 "HO'2" RPP 30 
RPP "HO'3" 3HO* H 0 0 N N N 136.223 21.729 -4.981  -1.785 -0.675 -5.712 "HO'3" RPP 31 
RPP "H5'1" 1H5* H 0 0 N N N 138.673 21.027 -6.434  0.098  1.050  -6.028 "H5'1" RPP 32 
RPP "H5'2" 2H5* H 0 0 N N N 138.787 21.729 -7.967  0.103  2.186  -4.658 "H5'2" RPP 33 
RPP "HO'5" 5HO* H 0 0 N N N 140.857 21.764 -6.864  2.141  2.035  -5.696 "HO'5" RPP 34 
# 
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 
RPP I     C7     SING N N 1  
RPP N1    C2     DOUB Y N 2  
RPP N1    C6     SING Y N 3  
RPP C2    N3     SING Y N 4  
RPP C2    H2     SING N N 5  
RPP N3    C4     DOUB Y N 6  
RPP C4    C5     SING Y N 7  
RPP C4    N9     SING N N 8  
RPP C5    C6     DOUB Y N 9  
RPP C5    C7     SING N N 10 
RPP C6    N6     SING N N 11 
RPP N6    HN61   SING N N 12 
RPP N6    HN62   SING N N 13 
RPP C7    N8     SING N N 14 
RPP C7    H7     SING N N 15 
RPP N8    N9     SING N N 16 
RPP N8    HN8    SING N N 17 
RPP N9    "C1'"  SING N N 18 
RPP "C1'" "C2'"  SING N N 19 
RPP "C1'" "O4'"  SING N N 20 
RPP "C1'" "H1'"  SING N N 21 
RPP "C2'" "C3'"  SING N N 22 
RPP "C2'" "O2'"  SING N N 23 
RPP "C2'" "H2'"  SING N N 24 
RPP "C3'" "C4'"  SING N N 25 
RPP "C3'" "O3'"  SING N N 26 
RPP "C3'" "H3'"  SING N N 27 
RPP "C4'" "O4'"  SING N N 28 
RPP "C4'" "C5'"  SING N N 29 
RPP "C4'" "H4'"  SING N N 30 
RPP "O2'" "HO'2" SING N N 31 
RPP "O3'" "HO'3" SING N N 32 
RPP "C5'" "O5'"  SING N N 33 
RPP "C5'" "H5'1" SING N N 34 
RPP "C5'" "H5'2" SING N N 35 
RPP "O5'" "HO'5" SING N N 36 
# 
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 
RPP SMILES           ACDLabs              10.04 IC2c1c(ncnc1N(N2)C3OC(C(O)C3O)CO)N                                                                                                                    
RPP InChI            InChI                1.02b InChI=1/C10H14IN5O4/c11-7-4-8(12)13-2-14-9(4)16(15-7)10-6(19)5(18)3(1-17)20-10/h2-3,5-7,10,15,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,7+,10-/m1/s1/f/h12H2 
RPP InChIKey         InChI                1.02b IPMOTTQXPAXTMS-AZPQPJOADT                                                                                                                             
RPP SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2N(N[C@H](I)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                              
RPP SMILES           CACTVS               3.341 Nc1ncnc2N(N[CH](I)c12)[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                     
RPP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)N(NC2I)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N                                                                                              
RPP SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)N(NC2I)C3C(C(C(O3)CO)O)O)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 
RPP "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-3-iodo-1-beta-D-ribofuranosyl-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-amine                          
RPP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(4-amino-3-iodo-2,3-dihydropyrazolo[5,4-d]pyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
