data_1TW # _chem_comp.id 1TW _chem_comp.name "2-amino-9-(2-Se-methyl-5-O-phosphono-2-seleno-beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 N5 O7 P Se" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-03 _chem_comp.pdbx_modified_date 2013-07-12 _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 440.208 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1TW _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 4KW0 _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 1TW O6 O6 O 0 1 N N N 11.170 17.785 -2.075 -5.221 -2.252 1.680 O6 1TW 1 1TW C6 C6 C 0 1 N N N 11.682 18.855 -2.421 -4.653 -1.761 0.719 C6 1TW 2 1TW C5 C5 C 0 1 Y N N 11.049 20.113 -2.625 -3.275 -1.448 0.774 C5 1TW 3 1TW N7 N7 N 0 1 Y N N 9.721 20.518 -2.483 -2.317 -1.566 1.725 N7 1TW 4 1TW C8 C8 C 0 1 Y N N 9.728 21.785 -2.786 -1.188 -1.121 1.257 C8 1TW 5 1TW N1 N1 N 0 1 N N N 13.052 18.893 -2.697 -5.324 -1.508 -0.426 N1 1TW 6 1TW C2 C2 C 0 1 N N N 13.735 20.013 -3.101 -4.680 -0.959 -1.495 C2 1TW 7 1TW N2 N2 N 0 1 N N N 15.051 19.865 -3.309 -5.386 -0.713 -2.645 N2 1TW 8 1TW N3 N3 N 0 1 N N N 13.156 21.196 -3.284 -3.401 -0.658 -1.455 N3 1TW 9 1TW C4 C4 C 0 1 Y N N 11.827 21.169 -3.024 -2.670 -0.886 -0.357 C4 1TW 10 1TW N9 N9 N 0 1 Y N N 10.976 22.240 -3.142 -1.357 -0.690 -0.027 N9 1TW 11 1TW "C1'" "C1'" C 0 1 N N R 11.450 23.561 -3.540 -0.322 -0.119 -0.893 "C1'" 1TW 12 1TW "O4'" "O4'" O 0 1 N N N 11.714 24.311 -2.382 0.987 -0.552 -0.463 "O4'" 1TW 13 1TW "C2'" "C2'" C 0 1 N N S 10.616 24.493 -4.419 -0.294 1.419 -0.756 "C2'" 1TW 14 1TW SE2 SE2 SE 0 0 N N N 8.744 24.800 -3.855 -1.033 1.968 0.975 "SE2'" 1TW 15 1TW "CA'" "CA'" C 0 1 N N N 7.639 23.682 -5.063 -0.746 3.906 0.906 "CA'" 1TW 16 1TW "C3'" "C3'" C 0 1 N N R 11.444 25.760 -4.230 1.207 1.776 -0.841 "C3'" 1TW 17 1TW "O3'" "O3'" O 0 1 N N N 12.500 25.710 -5.148 1.457 2.619 -1.968 "O3'" 1TW 18 1TW "C4'" "C4'" C 0 1 N N R 12.037 25.645 -2.826 1.908 0.412 -1.020 "C4'" 1TW 19 1TW "C5'" "C5'" C 0 1 N N N 11.523 26.637 -1.799 3.232 0.388 -0.253 "C5'" 1TW 20 1TW "O5'" "O5'" O 0 1 N N N 10.118 26.635 -1.810 3.918 -0.835 -0.525 "O5'" 1TW 21 1TW P P P 0 1 N N N 9.323 27.226 -0.561 5.349 -1.199 0.117 P 1TW 22 1TW OP1 OP1 O 0 1 N N N 7.879 27.153 -0.881 5.267 -1.102 1.592 OP1 1TW 23 1TW OP2 OP2 O 0 1 N N N 9.952 28.502 -0.148 5.759 -2.699 -0.300 OP2 1TW 24 1TW H1 H1 H 0 1 N N N 8.848 22.411 -2.760 -0.256 -1.096 1.803 H1 1TW 25 1TW H2 H2 H 0 1 N N N 13.571 18.045 -2.593 -6.269 -1.717 -0.488 H2 1TW 26 1TW H3 H3 H 0 1 N N N 15.602 20.646 -3.603 -6.331 -0.929 -2.689 H3 1TW 27 1TW H4 H4 H 0 1 N N N 15.482 18.973 -3.170 -4.941 -0.323 -3.414 H4 1TW 28 1TW H5 H5 H 0 1 N N N 12.404 23.415 -4.067 -0.495 -0.407 -1.930 H5 1TW 29 1TW H6 H6 H 0 1 N N N 10.587 24.164 -5.468 -0.845 1.887 -1.571 H6 1TW 30 1TW H7 H7 H 0 1 N N N 6.576 23.803 -4.806 -1.117 4.361 1.824 H7 1TW 31 1TW H8 H8 H 0 1 N N N 7.802 23.996 -6.104 0.319 4.112 0.802 H8 1TW 32 1TW H9 H9 H 0 1 N N N 7.925 22.626 -4.949 -1.281 4.322 0.052 H9 1TW 33 1TW H10 H10 H 0 1 N N N 10.823 26.662 -4.329 1.538 2.258 0.078 H10 1TW 34 1TW H11 H11 H 0 1 N N N 13.037 26.488 -5.056 2.385 2.874 -2.070 H11 1TW 35 1TW H12 H12 H 0 1 N N N 13.129 25.753 -2.901 2.077 0.207 -2.077 H12 1TW 36 1TW H13 H13 H 0 1 N N N 11.883 26.350 -0.800 3.849 1.229 -0.569 H13 1TW 37 1TW H14 H14 H 0 1 N N N 11.890 27.644 -2.046 3.034 0.464 0.816 H14 1TW 38 1TW H16 H16 H 0 1 N N N 9.296 29.189 -0.135 6.612 -2.986 0.053 H16 1TW 39 1TW OP3 OP3 O 0 1 N Y N ? ? ? 6.459 -0.168 -0.428 OP3 1TW 40 1TW H15 H15 H 0 1 N Y N ? ? ? 6.567 -0.178 -1.389 H15 1TW 41 # 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 1TW "O3'" "C3'" SING N N 1 1TW "CA'" SE2 SING N N 2 1TW "C2'" "C3'" SING N N 3 1TW "C2'" SE2 SING N N 4 1TW "C2'" "C1'" SING N N 5 1TW "C3'" "C4'" SING N N 6 1TW "C1'" N9 SING N N 7 1TW "C1'" "O4'" SING N N 8 1TW N2 C2 SING N N 9 1TW N3 C2 DOUB N N 10 1TW N3 C4 SING N N 11 1TW N9 C4 SING Y N 12 1TW N9 C8 SING Y N 13 1TW C2 N1 SING N N 14 1TW C4 C5 DOUB Y N 15 1TW "C4'" "O4'" SING N N 16 1TW "C4'" "C5'" SING N N 17 1TW C8 N7 DOUB Y N 18 1TW N1 C6 SING N N 19 1TW C5 N7 SING Y N 20 1TW C5 C6 SING N N 21 1TW C6 O6 DOUB N N 22 1TW "O5'" "C5'" SING N N 23 1TW "O5'" P SING N N 24 1TW OP1 P DOUB N N 25 1TW P OP2 SING N N 26 1TW C8 H1 SING N N 27 1TW N1 H2 SING N N 28 1TW N2 H3 SING N N 29 1TW N2 H4 SING N N 30 1TW "C1'" H5 SING N N 31 1TW "C2'" H6 SING N N 32 1TW "CA'" H7 SING N N 33 1TW "CA'" H8 SING N N 34 1TW "CA'" H9 SING N N 35 1TW "C3'" H10 SING N N 36 1TW "O3'" H11 SING N N 37 1TW "C4'" H12 SING N N 38 1TW "C5'" H13 SING N N 39 1TW "C5'" H14 SING N N 40 1TW OP2 H16 SING N N 41 1TW P OP3 SING N N 42 1TW OP3 H15 SING N N 43 # 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 1TW SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C([Se]C)C3O" 1TW InChI InChI 1.03 "InChI=1S/C11H16N5O7PSe/c1-25-7-6(17)4(2-22-24(19,20)21)23-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18/h3-4,6-7,10,17H,2H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/t4-,6-,7+,10-/m1/s1" 1TW InChIKey InChI 1.03 VGEIDTKNQDSGED-UHTZMRCNSA-N 1TW SMILES_CANONICAL CACTVS 3.370 "C[Se][C@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3C(=O)NC(=Nc23)N" 1TW SMILES CACTVS 3.370 "C[Se][CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3C(=O)NC(=Nc23)N" 1TW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[Se][C@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O" 1TW SMILES "OpenEye OEToolkits" 1.7.6 "C[Se]C1C(C(OC1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O" # 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 1TW "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-9-(2-Se-methyl-5-O-phosphono-2-seleno-beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one" 1TW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4S,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-4-methylselanyl-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 1TW "Create component" 2013-06-03 RCSB 1TW "Initial release" 2013-07-17 RCSB #