data_4EN # _chem_comp.id 4EN _chem_comp.name "[(2R,3S,5R)-5-(4-azanylpyrazolo[3,4-d]pyrimidin-2-yl)-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-27 _chem_comp.pdbx_modified_date 2016-09-02 _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 331.222 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2N5O _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 4EN O1P O1P O 0 1 N N N 30.185 19.942 18.145 -5.639 0.449 0.502 O1P 4EN 1 4EN P P P 0 1 N N N 29.488 20.467 19.343 -4.518 1.248 -0.041 P 4EN 2 4EN O2P O2P O 0 1 N N N 28.421 19.649 19.965 -3.985 2.263 1.089 O2P 4EN 3 4EN "O5'" O5* O 0 1 N N N 30.555 20.786 20.482 -3.324 0.265 -0.486 O5* 4EN 4 4EN "C5'" C5* C 0 1 N N N 31.741 21.536 20.236 -2.729 -0.687 0.398 C5* 4EN 5 4EN "C4'" C4* C 0 1 N N R 32.463 21.836 21.558 -1.630 -1.453 -0.341 C4* 4EN 6 4EN "C3'" C3* C 0 1 N N S 32.686 20.590 22.428 -0.975 -2.503 0.592 C3* 4EN 7 4EN "C2'" C2* C 0 1 N N N 31.724 20.867 23.581 0.421 -2.682 -0.052 C2* 4EN 8 4EN "O3'" O3* O 0 1 N N N 34.077 20.509 22.748 -1.707 -3.730 0.572 O3* 4EN 9 4EN "O4'" O4* O 0 1 N N N 31.722 22.808 22.272 -0.536 -0.573 -0.679 O4* 4EN 10 4EN "C1'" C1* C 0 1 N N R 31.604 22.390 23.611 0.620 -1.402 -0.887 C1* 4EN 11 4EN N8 N8 N 0 1 Y N N 30.327 22.861 24.144 1.824 -0.698 -0.440 N8 4EN 12 4EN C7 C7 C 0 1 Y N N 30.167 23.978 24.903 2.846 -0.345 -1.231 C7 4EN 13 4EN N9 N9 N 0 1 Y N N 29.135 22.246 23.871 2.075 -0.289 0.875 N9 4EN 14 4EN C4 C4 C 0 1 Y N N 28.151 23.028 24.475 3.244 0.312 0.923 C4 4EN 15 4EN C5 C5 C 0 1 Y N N 28.764 24.069 25.062 3.782 0.294 -0.449 C5 4EN 16 4EN C6 C6 C 0 1 Y N N 27.987 25.005 25.717 5.088 0.912 -0.664 C6 4EN 17 4EN N6 N6 N 0 1 N N N 28.390 26.075 26.334 5.667 0.945 -1.912 N6 4EN 18 4EN N1 N1 N 0 1 Y N N 26.668 24.824 25.715 5.696 1.442 0.391 N1 4EN 19 4EN C2 C2 C 0 1 Y N N 26.172 23.757 25.090 5.154 1.419 1.599 C2 4EN 20 4EN N3 N3 N 0 1 Y N N 26.822 22.804 24.432 3.990 0.895 1.880 N3 4EN 21 4EN HOP2 HOP2 H 0 0 N N N 28.318 18.839 19.479 -3.249 2.821 0.802 HOP2 4EN 22 4EN "H5'2" 2H5* H 0 0 N N N 32.408 20.956 19.581 -2.297 -0.167 1.254 2H5* 4EN 23 4EN "H5'1" 1H5* H 0 0 N N N 31.476 22.483 19.744 -3.490 -1.386 0.745 1H5* 4EN 24 4EN "H4'" H4* H 0 1 N N N 33.452 22.248 21.310 -2.031 -1.928 -1.236 H4* 4EN 25 4EN "H3'" H3* H 0 1 N N N 32.356 19.696 21.879 -0.888 -2.120 1.609 H3* 4EN 26 4EN "H2'1" 1H2* H 0 0 N N N 30.745 20.402 23.393 1.190 -2.759 0.717 1H2* 4EN 27 4EN "H2'2" 2H2* H 0 0 N N N 32.133 20.489 24.530 0.435 -3.563 -0.695 2H2* 4EN 28 4EN "HO3'" "HO3'" H 0 0 N Y N 34.234 19.743 23.287 -1.336 -4.419 1.140 "HO3'" 4EN 29 4EN "H1'" H1* H 0 1 N N N 32.429 22.798 24.214 0.707 -1.658 -1.943 H1* 4EN 30 4EN H7 H7 H 0 1 N N N 30.929 24.638 25.291 2.922 -0.528 -2.293 H7 4EN 31 4EN H61 1H6 H 0 1 N N N 27.600 26.568 26.698 5.206 0.553 -2.671 1H6 4EN 32 4EN H62 2H6 H 0 1 N N N 28.997 25.817 27.086 6.535 1.361 -2.034 2H6 4EN 33 4EN H2 H2 H 0 1 N N N 25.098 23.653 25.123 5.710 1.871 2.407 H2 4EN 34 4EN OP3 OP3 O 0 1 N Y N ? ? ? -5.028 2.086 -1.318 OP3 4EN 35 4EN HOP3 HOP3 H 0 0 N Y N ? ? ? -5.748 2.701 -1.124 HOP3 4EN 36 # 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 4EN O1P P DOUB N N 1 4EN P O2P SING N N 2 4EN P "O5'" SING N N 3 4EN "C5'" "O5'" SING N N 4 4EN "C5'" "C4'" SING N N 5 4EN "C4'" "O4'" SING N N 6 4EN "C4'" "C3'" SING N N 7 4EN "O4'" "C1'" SING N N 8 4EN "C3'" "O3'" SING N N 9 4EN "C3'" "C2'" SING N N 10 4EN "C2'" "C1'" SING N N 11 4EN "C1'" N8 SING N N 12 4EN N9 N8 SING Y N 13 4EN N9 C4 DOUB Y N 14 4EN N8 C7 SING Y N 15 4EN N3 C4 SING Y N 16 4EN N3 C2 DOUB Y N 17 4EN C4 C5 SING Y N 18 4EN C7 C5 DOUB Y N 19 4EN C5 C6 SING Y N 20 4EN C2 N1 SING Y N 21 4EN N1 C6 DOUB Y N 22 4EN C6 N6 SING N N 23 4EN O2P HOP2 SING N N 24 4EN "C5'" "H5'2" SING N N 25 4EN "C5'" "H5'1" SING N N 26 4EN "C4'" "H4'" SING N N 27 4EN "C3'" "H3'" SING N N 28 4EN "C2'" "H2'1" SING N N 29 4EN "C2'" "H2'2" SING N N 30 4EN "O3'" "HO3'" SING N N 31 4EN "C1'" "H1'" SING N N 32 4EN C7 H7 SING N N 33 4EN N6 H61 SING N N 34 4EN N6 H62 SING N N 35 4EN C2 H2 SING N N 36 4EN P OP3 SING N N 37 4EN OP3 HOP3 SING N N 38 # 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 4EN InChI InChI 1.03 "InChI=1S/C10H14N5O6P/c11-9-5-2-15(14-10(5)13-4-12-9)8-1-6(16)7(21-8)3-20-22(17,18)19/h2,4,6-8,16H,1,3H2,(H2,17,18,19)(H2,11,12,13,14)/t6-,7+,8+/m0/s1" 4EN InChIKey InChI 1.03 FDWHQNINLXXWJY-XLPZGREQSA-N 4EN SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2nn(cc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" 4EN SMILES CACTVS 3.385 "Nc1ncnc2nn(cc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" 4EN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c2c(ncnc2nn1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N" 4EN SMILES "OpenEye OEToolkits" 1.7.6 "c1c2c(ncnc2nn1C3CC(C(O3)COP(=O)(O)O)O)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 4EN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,5R)-5-(4-azanylpyrazolo[3,4-d]pyrimidin-2-yl)-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EN "Create component" 2015-07-27 RCSB 4EN "Initial release" 2016-09-07 RCSB #