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                    2009-03-13 
_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 N N 2  
DF9 C6    C5     SING N 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 N 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 Y N 12 
DF9 C10   "N1'"  SING Y N 13 
DF9 "N1'" "C2'"  SING N N 14 
DF9 "N1'" "C1'"  SING Y 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 N N 24 
DF9 C21   C22    SING N N 25 
DF9 C26   C25    SING N N 26 
DF9 C25   C24    DOUB N N 27 
DF9 C24   C23    SING N N 28 
DF9 C23   C22    DOUB N 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 Y N 42 
DF9 "C4'" "H4'"  SING Y N 43 
DF9 "C5'" "H5'"  SING Y N 44 
DF9 "C5'" "H5'A" SING N N 45 
DF9 "C7'" "H7'"  SING Y N 46 
DF9 "C7'" "H7'A" SING N N 47 
DF9 C26   H26    SING Y N 48 
DF9 C25   H25    SING N N 49 
DF9 C24   H24    SING Y 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 InChI            InChI                1.02b InChI=1/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/f/h20H2 
DF9 InChIKey         InChI                1.02b DIGGNILBPCEZIV-ADWIGOGPDR                                                                                                                                             
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                                                                                                                             
# 
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   
# 
