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 #