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 2011-06-04 _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 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" RPP InChI InChI 1.03 "InChI=1S/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" RPP InChIKey InChI 1.03 IPMOTTQXPAXTMS-CKVFBBIQSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RPP "Create component" 1999-12-01 RCSB RPP "Modify descriptor" 2011-06-04 RCSB #