data_4EH
# 
_chem_comp.id                                    4EH 
_chem_comp.name                                  "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(pyrazin-2-ylsulfanyl)methyl]pyrrolidin-3-ol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H19 N7 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-03-09 
_chem_comp.pdbx_modified_date                    2015-11-20 
_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                        357.433 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4EH 
_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        4YNB 
_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 
4EH "O3'" O1  O 0 1 N N N 10.916 43.501 -34.169 0.540  -2.381 2.099  "O3'" 4EH 1  
4EH "C3'" C1  C 0 1 N N R 10.760 44.531 -35.153 0.662  -1.895 0.761  "C3'" 4EH 2  
4EH "C4'" C2  C 0 1 N N S 12.097 45.211 -35.386 1.357  -0.514 0.753  "C4'" 4EH 3  
4EH "C5'" C3  C 0 1 N N N 12.272 45.936 -36.719 2.831  -0.652 0.368  "C5'" 4EH 4  
4EH S     S1  S 0 1 N N N 12.468 44.846 -38.108 3.648  0.961  0.512  S     4EH 5  
4EH "C2'" C4  C 0 1 N N N 9.866  45.606 -34.554 -0.732 -1.647 0.153  "C2'" 4EH 6  
4EH "N1'" N1  N 0 1 N N N 10.815 46.288 -33.656 -0.823 -0.202 -0.149 "N1'" 4EH 7  
4EH "C1'" C5  C 0 1 N N N 12.149 46.281 -34.291 0.576  0.261  -0.338 "C1'" 4EH 8  
4EH C10   C6  C 0 1 N N N 10.397 47.635 -33.281 -1.624 0.034  -1.357 C10   4EH 9  
4EH C9    C7  C 0 1 Y N N 10.427 48.812 -34.249 -3.069 -0.280 -1.071 C9    4EH 10 
4EH C4    C8  C 0 1 Y N N 9.584  49.130 -35.419 -4.027 0.586  -0.391 C4    4EH 11 
4EH N3    N2  N 0 1 Y N N 8.614  48.423 -36.041 -3.975 1.804  0.153  N3    4EH 12 
4EH C2    C9  C 0 1 Y N N 8.025  48.959 -37.133 -5.044 2.331  0.709  C2    4EH 13 
4EH C8    C10 C 0 1 Y N N 11.241 49.933 -34.102 -3.723 -1.411 -1.398 C8    4EH 14 
4EH N7    N3  N 0 1 Y N N 10.994 50.860 -35.076 -5.018 -1.337 -0.977 N7    4EH 15 
4EH C5    C11 C 0 1 Y N N 10.026 50.441 -35.888 -5.240 -0.126 -0.363 C5    4EH 16 
4EH C6    C12 C 0 1 Y N N 9.352  50.948 -37.075 -6.346 0.481  0.241  C6    4EH 17 
4EH N1    N4  N 0 1 Y N N 8.375  50.170 -37.651 -6.202 1.697  0.758  N1    4EH 18 
4EH N6    N5  N 0 1 N N N 9.715  52.152 -37.572 -7.567 -0.172 0.299  N6    4EH 19 
4EH "C6'" C13 C 0 1 Y N N 14.089 44.370 -38.385 5.308  0.609  0.037  "C6'" 4EH 20 
4EH "C9'" C14 C 0 1 Y N N 15.151 44.825 -37.612 6.261  1.626  0.023  "C9'" 4EH 21 
4EH "N3'" N6  N 0 1 Y N N 16.396 44.398 -37.901 7.503  1.358  -0.334 "N3'" 4EH 22 
4EH "C8'" C15 C 0 1 Y N N 16.650 43.543 -38.908 7.843  0.126  -0.676 "C8'" 4EH 23 
4EH "C7'" C16 C 0 1 Y N N 15.596 43.089 -39.677 6.901  -0.885 -0.663 "C7'" 4EH 24 
4EH "N2'" N7  N 0 1 Y N N 14.353 43.516 -39.408 5.655  -0.626 -0.302 "N2'" 4EH 25 
4EH H1    H1  H 0 1 N N N 10.080 43.074 -34.022 0.073  -3.224 2.170  H1    4EH 26 
4EH H2    H2  H 0 1 N N N 10.341 44.150 -36.096 1.220  -2.604 0.150  H2    4EH 27 
4EH H3    H3  H 0 1 N N N 12.916 44.490 -35.242 1.254  -0.025 1.721  H3    4EH 28 
4EH H4    H4  H 0 1 N N N 13.164 46.575 -36.651 3.316  -1.365 1.035  H4    4EH 29 
4EH H5    H5  H 0 1 N N N 11.384 46.562 -36.892 2.907  -1.007 -0.660 H5    4EH 30 
4EH H6    H6  H 0 1 N N N 9.479  46.287 -35.326 -0.845 -2.226 -0.763 H6    4EH 31 
4EH H7    H7  H 0 1 N N N 9.025  45.168 -33.997 -1.504 -1.926 0.870  H7    4EH 32 
4EH H9    H9  H 0 1 N N N 12.922 46.031 -33.550 0.651  1.336  -0.175 H9    4EH 33 
4EH H10   H10 H 0 1 N N N 12.367 47.266 -34.730 0.938  -0.004 -1.332 H10   4EH 34 
4EH H11   H11 H 0 1 N N N 11.033 47.925 -32.432 -1.531 1.078  -1.657 H11   4EH 35 
4EH H12   H12 H 0 1 N N N 9.354  47.546 -32.944 -1.265 -0.608 -2.162 H12   4EH 36 
4EH H13   H13 H 0 1 N N N 7.239  48.400 -37.619 -4.973 3.318  1.142  H13   4EH 37 
4EH H14   H14 H 0 1 N N N 11.974 50.054 -33.318 -3.287 -2.251 -1.918 H14   4EH 38 
4EH H15   H15 H 0 1 N N N 11.474 51.732 -35.166 -5.685 -2.030 -1.099 H15   4EH 39 
4EH H16   H16 H 0 1 N N N 9.171  52.355 -38.386 -7.661 -1.060 -0.081 H16   4EH 40 
4EH H17   H17 H 0 1 N N N 9.558  52.859 -36.882 -8.328 0.258  0.720  H17   4EH 41 
4EH H18   H18 H 0 1 N N N 14.981 45.509 -36.794 5.983  2.632  0.302  H18   4EH 42 
4EH H19   H19 H 0 1 N N N 17.659 43.217 -39.112 8.860  -0.090 -0.967 H19   4EH 43 
4EH H20   H20 H 0 1 N N N 15.771 42.397 -40.487 7.184  -1.890 -0.939 H20   4EH 44 
# 
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 
4EH "C7'" "N2'" DOUB Y N 1  
4EH "C7'" "C8'" SING Y N 2  
4EH "N2'" "C6'" SING Y N 3  
4EH "C8'" "N3'" DOUB Y N 4  
4EH "C6'" S     SING N N 5  
4EH "C6'" "C9'" DOUB Y N 6  
4EH S     "C5'" SING N N 7  
4EH "N3'" "C9'" SING Y N 8  
4EH N1    C2    DOUB Y N 9  
4EH N1    C6    SING Y N 10 
4EH N6    C6    SING N N 11 
4EH C2    N3    SING Y N 12 
4EH C6    C5    DOUB Y N 13 
4EH "C5'" "C4'" SING N N 14 
4EH N3    C4    DOUB Y N 15 
4EH C5    C4    SING Y N 16 
4EH C5    N7    SING Y N 17 
4EH C4    C9    SING Y N 18 
4EH "C4'" "C3'" SING N N 19 
4EH "C4'" "C1'" SING N N 20 
4EH "C3'" "C2'" SING N N 21 
4EH "C3'" "O3'" SING N N 22 
4EH N7    C8    SING Y N 23 
4EH "C2'" "N1'" SING N N 24 
4EH "C1'" "N1'" SING N N 25 
4EH C9    C8    DOUB Y N 26 
4EH C9    C10   SING N N 27 
4EH "N1'" C10   SING N N 28 
4EH "O3'" H1    SING N N 29 
4EH "C3'" H2    SING N N 30 
4EH "C4'" H3    SING N N 31 
4EH "C5'" H4    SING N N 32 
4EH "C5'" H5    SING N N 33 
4EH "C2'" H6    SING N N 34 
4EH "C2'" H7    SING N N 35 
4EH "C1'" H9    SING N N 36 
4EH "C1'" H10   SING N N 37 
4EH C10   H11   SING N N 38 
4EH C10   H12   SING N N 39 
4EH C2    H13   SING N N 40 
4EH C8    H14   SING N N 41 
4EH N7    H15   SING N N 42 
4EH N6    H16   SING N N 43 
4EH N6    H17   SING N N 44 
4EH "C9'" H18   SING N N 45 
4EH "C8'" H19   SING N N 46 
4EH "C7'" H20   SING N N 47 
# 
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 
4EH SMILES           ACDLabs              12.01 "OC3CN(Cc1cnc2c1ncnc2N)CC3CSc4cnccn4"                                                                                                                       
4EH InChI            InChI                1.03  "InChI=1S/C16H19N7OS/c17-16-15-14(21-9-22-16)10(3-20-15)5-23-6-11(12(24)7-23)8-25-13-4-18-1-2-19-13/h1-4,9,11-12,20,24H,5-8H2,(H2,17,21,22)/t11-,12+/m1/s1" 
4EH InChIKey         InChI                1.03  UMOBRIXOOIFSTP-NEPJUHHUSA-N                                                                                                                                 
4EH SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2c(CN3C[C@H](O)[C@@H](CSc4cnccn4)C3)c[nH]c12"                                                                                                       
4EH SMILES           CACTVS               3.385 "Nc1ncnc2c(CN3C[CH](O)[CH](CSc4cnccn4)C3)c[nH]c12"                                                                                                          
4EH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cnc(cn1)SC[C@H]2CN(C[C@@H]2O)Cc3c[nH]c4c3ncnc4N"                                                                                                         
4EH SMILES           "OpenEye OEToolkits" 1.9.2 "c1cnc(cn1)SCC2CN(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 
4EH "SYSTEMATIC NAME" ACDLabs              12.01 "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(pyrazin-2-ylsulfanyl)methyl]pyrrolidin-3-ol" 
4EH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R,4S)-1-[(4-azanyl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(pyrazin-2-ylsulfanylmethyl)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 
4EH "Create component" 2015-03-09 RCSB 
4EH "Initial release"  2015-11-25 RCSB 
# 
