data_DF9 # _chem_comp.id DF9 _chem_comp.name "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(benzylsulfanyl)methyl]pyrrolidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N5 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-12 _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 369.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DF9 _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 3DF9 _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 DF9 N6 N6 N 0 1 N N N 52.254 74.687 17.760 7.807 0.788 -0.573 N6 DF9 1 DF9 C6 C6 C 0 1 Y N N 53.138 74.966 18.757 6.488 1.191 -0.443 C6 DF9 2 DF9 N1 N1 N 0 1 Y N N 52.708 75.543 19.918 6.089 2.370 -0.909 N1 DF9 3 DF9 C2 C2 C 0 1 Y N N 53.550 75.843 20.920 4.834 2.767 -0.792 C2 DF9 4 DF9 N3 N3 N 0 1 Y N N 54.864 75.575 20.810 3.914 2.028 -0.213 N3 DF9 5 DF9 C5 C5 C 0 1 Y N N 54.495 74.674 18.610 5.546 0.363 0.178 C5 DF9 6 DF9 C4 C4 C 0 1 Y N N 55.335 74.996 19.670 4.224 0.828 0.285 C4 DF9 7 DF9 N7 N7 N 0 1 Y N N 55.267 74.127 17.640 5.589 -0.884 0.757 N7 DF9 8 DF9 C8 C8 C 0 1 Y N N 56.554 74.077 18.061 4.351 -1.223 1.218 C8 DF9 9 DF9 C9 C9 C 0 1 Y N N 56.639 74.629 19.340 3.482 -0.225 0.970 C9 DF9 10 DF9 C10 C10 C 0 1 N N N 57.917 74.794 20.141 2.016 -0.207 1.319 C10 DF9 11 DF9 "N1'" "N1'" N 0 1 N N N 57.986 73.824 21.200 1.225 -0.557 0.132 "N1'" DF9 12 DF9 "C2'" "C2'" C 0 1 N N N 57.586 74.165 22.557 1.401 -1.978 -0.220 "C2'" DF9 13 DF9 "C3'" "C3'" C 0 1 N N R 58.099 72.950 23.315 -0.001 -2.623 -0.232 "C3'" DF9 14 DF9 "O3'" "O3'" O 0 1 N N N 59.333 73.296 23.929 -0.121 -3.550 -1.313 "O3'" DF9 15 DF9 "C1'" "C1'" C 0 1 N N N 58.434 72.480 20.915 -0.214 -0.303 0.360 "C1'" DF9 16 DF9 "C4'" "C4'" C 0 1 N N S 58.449 71.876 22.299 -0.942 -1.409 -0.444 "C4'" DF9 17 DF9 "C5'" "C5'" C 0 1 N N N 57.518 70.678 22.323 -2.331 -1.684 0.137 "C5'" DF9 18 DF9 "S6'" "S6'" S 0 1 N N N 55.812 71.087 22.491 -3.438 -0.303 -0.261 "S6'" DF9 19 DF9 "C7'" "C7'" C 0 1 N N N 55.245 69.999 23.742 -5.007 -0.806 0.498 "C7'" DF9 20 DF9 C21 C21 C 0 1 Y N N 55.661 68.567 23.468 -6.047 0.256 0.251 C21 DF9 21 DF9 C26 C26 C 0 1 Y N N 56.008 68.139 22.189 -6.841 0.196 -0.879 C26 DF9 22 DF9 C25 C25 C 0 1 Y N N 56.395 66.827 21.972 -7.796 1.169 -1.106 C25 DF9 23 DF9 C24 C24 C 0 1 Y N N 56.422 65.915 23.021 -7.956 2.204 -0.203 C24 DF9 24 DF9 C23 C23 C 0 1 Y N N 56.081 66.332 24.300 -7.163 2.263 0.928 C23 DF9 25 DF9 C22 C22 C 0 1 Y N N 55.694 67.656 24.520 -6.211 1.287 1.157 C22 DF9 26 DF9 HN6 HN6 H 0 1 N N N 51.332 74.619 18.141 8.451 1.368 -1.009 HN6 DF9 27 DF9 HN6A HN6A H 0 0 N N N 52.279 75.418 17.078 8.088 -0.073 -0.226 HN6A DF9 28 DF9 H2 H2 H 0 1 N N N 53.170 76.303 21.820 4.555 3.733 -1.185 H2 DF9 29 DF9 HN7 HN7 H 0 1 N N N 54.938 73.809 16.751 6.382 -1.439 0.826 HN7 DF9 30 DF9 H8 H8 H 0 1 N N N 57.382 73.674 17.497 4.107 -2.150 1.715 H8 DF9 31 DF9 H10 H10 H 0 1 N N N 58.779 74.656 19.472 1.822 -0.930 2.111 H10 DF9 32 DF9 H10A H10A H 0 0 N N N 57.928 75.801 20.584 1.737 0.790 1.661 H10A DF9 33 DF9 "H2'" "H2'" H 0 1 N N N 58.041 75.103 22.907 1.857 -2.062 -1.207 "H2'" DF9 34 DF9 "H2'A" "H2'A" H 0 0 N N N 56.509 74.354 22.679 2.029 -2.469 0.523 "H2'A" DF9 35 DF9 "H3'" "H3'" H 0 1 N N N 57.344 72.618 24.043 -0.207 -3.113 0.719 "H3'" DF9 36 DF9 "HO3'" "HO3'" H 0 0 N N N 60.007 73.373 23.264 0.501 -4.290 -1.268 "HO3'" DF9 37 DF9 "H1'" "H1'" H 0 1 N N N 57.753 71.948 20.234 -0.450 -0.387 1.421 "H1'" DF9 38 DF9 "H1'A" "H1'A" H 0 0 N N N 59.402 72.431 20.394 -0.489 0.683 -0.014 "H1'A" DF9 39 DF9 "H4'" "H4'" H 0 1 N N N 59.448 71.505 22.570 -1.008 -1.145 -1.500 "H4'" DF9 40 DF9 "H5'" "H5'" H 0 1 N N N 57.643 70.134 21.375 -2.728 -2.604 -0.292 "H5'" DF9 41 DF9 "H5'A" "H5'A" H 0 0 N N N 57.790 70.082 23.207 -2.257 -1.790 1.219 "H5'A" DF9 42 DF9 "H7'" "H7'" H 0 1 N N N 55.673 70.314 24.705 -5.337 -1.747 0.060 "H7'" DF9 43 DF9 "H7'A" "H7'A" H 0 0 N N N 54.146 70.041 23.763 -4.866 -0.933 1.571 "H7'A" DF9 44 DF9 H26 H26 H 0 1 N N N 55.975 68.833 21.362 -6.716 -0.612 -1.585 H26 DF9 45 DF9 H25 H25 H 0 1 N N N 56.678 66.510 20.979 -8.416 1.123 -1.989 H25 DF9 46 DF9 H24 H24 H 0 1 N N N 56.706 64.889 22.842 -8.702 2.965 -0.380 H24 DF9 47 DF9 H23 H23 H 0 1 N N N 56.115 65.634 25.124 -7.288 3.072 1.633 H23 DF9 48 DF9 H22 H22 H 0 1 N N N 55.418 67.975 25.514 -5.594 1.332 2.042 H22 DF9 49 # 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 DF9 N6 C6 SING N N 1 DF9 C6 N1 DOUB Y N 2 DF9 C6 C5 SING Y N 3 DF9 N1 C2 SING Y N 4 DF9 C2 N3 DOUB Y N 5 DF9 N3 C4 SING Y N 6 DF9 C5 C4 DOUB Y N 7 DF9 C5 N7 SING Y N 8 DF9 C4 C9 SING Y N 9 DF9 N7 C8 SING Y N 10 DF9 C8 C9 DOUB Y N 11 DF9 C9 C10 SING N N 12 DF9 C10 "N1'" SING N N 13 DF9 "N1'" "C2'" SING N N 14 DF9 "N1'" "C1'" SING N N 15 DF9 "C2'" "C3'" SING N N 16 DF9 "C3'" "O3'" SING N N 17 DF9 "C3'" "C4'" SING N N 18 DF9 "C1'" "C4'" SING N N 19 DF9 "C4'" "C5'" SING N N 20 DF9 "C5'" "S6'" SING N N 21 DF9 "S6'" "C7'" SING N N 22 DF9 "C7'" C21 SING N N 23 DF9 C21 C26 DOUB Y N 24 DF9 C21 C22 SING Y N 25 DF9 C26 C25 SING Y N 26 DF9 C25 C24 DOUB Y N 27 DF9 C24 C23 SING Y N 28 DF9 C23 C22 DOUB Y N 29 DF9 N6 HN6 SING N N 30 DF9 N6 HN6A SING N N 31 DF9 C2 H2 SING N N 32 DF9 N7 HN7 SING N N 33 DF9 C8 H8 SING N N 34 DF9 C10 H10 SING N N 35 DF9 C10 H10A SING N N 36 DF9 "C2'" "H2'" SING N N 37 DF9 "C2'" "H2'A" SING N N 38 DF9 "C3'" "H3'" SING N N 39 DF9 "O3'" "HO3'" SING N N 40 DF9 "C1'" "H1'" SING N N 41 DF9 "C1'" "H1'A" SING N N 42 DF9 "C4'" "H4'" SING N N 43 DF9 "C5'" "H5'" SING N N 44 DF9 "C5'" "H5'A" SING N N 45 DF9 "C7'" "H7'" SING N N 46 DF9 "C7'" "H7'A" SING N N 47 DF9 C26 H26 SING N N 48 DF9 C25 H25 SING N N 49 DF9 C24 H24 SING N N 50 DF9 C23 H23 SING N N 51 DF9 C22 H22 SING N N 52 # 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 DF9 SMILES ACDLabs 10.04 "S(Cc1ccccc1)CC4CN(Cc3cnc2c3ncnc2N)CC4O" DF9 SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2c(CN3C[C@H](O)[C@@H](CSCc4ccccc4)C3)c[nH]c12" DF9 SMILES CACTVS 3.341 "Nc1ncnc2c(CN3C[CH](O)[CH](CSCc4ccccc4)C3)c[nH]c12" DF9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CSC[C@H]2CN(C[C@@H]2O)Cc3c[nH]c4c3ncnc4N" DF9 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CSCC2CN(CC2O)Cc3c[nH]c4c3ncnc4N" DF9 InChI InChI 1.03 "InChI=1S/C19H23N5OS/c20-19-18-17(22-12-23-19)14(6-21-18)7-24-8-15(16(25)9-24)11-26-10-13-4-2-1-3-5-13/h1-6,12,15-16,21,25H,7-11H2,(H2,20,22,23)/t15-,16+/m1/s1" DF9 InChIKey InChI 1.03 DIGGNILBPCEZIV-CVEARBPZSA-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 DF9 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(benzylsulfanyl)methyl]pyrrolidin-3-ol" DF9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,4S)-1-[(4-amino-5H-pyrrolo[5,4-e]pyrimidin-7-yl)methyl]-4-(benzylsulfanylmethyl)pyrrolidin-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DF9 "Create component" 2008-06-12 RCSB DF9 "Modify aromatic_flag" 2011-06-04 RCSB DF9 "Modify descriptor" 2011-06-04 RCSB #