data_TCY # _chem_comp.id TCY _chem_comp.name "(2R,3aS,4aR,5aR,5bS)-2-(6-amino-9H-purin-9-yl)-3a-hydroxyhexahydrocyclopropa[4,5]cyclopenta[1,2-b]furan-5a(4H)-yl dihydrogen phosphate" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H16 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 369.270 _chem_comp.one_letter_code A _chem_comp.three_letter_code TCY _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 2RF3 _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 TCY O3P O3P O 0 1 N Y N 1.670 7.450 40.323 4.509 -1.165 -1.336 O3P TCY 1 TCY O1P O1P O 0 1 N N N 0.388 9.126 39.040 2.140 -1.921 -0.904 O1P TCY 2 TCY P P P 0 1 N N N 0.917 7.721 38.951 3.441 -1.671 -0.243 P TCY 3 TCY O2P O2P O 0 1 N N N -0.010 6.563 38.680 3.969 -3.033 0.433 O2P TCY 4 TCY "C8'" "C8'" C 0 1 N N N 1.517 9.183 36.027 3.508 1.994 0.997 "C8'" TCY 5 TCY "O5'" "O5'" O 0 1 N N N 2.101 7.640 37.868 3.259 -0.544 0.891 "O5'" TCY 6 TCY "C5'" "C5'" C 0 1 N N R 2.504 8.797 37.113 2.704 0.746 0.625 "C5'" TCY 7 TCY "C6'" "C6'" C 0 1 N N S 2.873 8.598 35.663 2.233 1.657 1.770 "C6'" TCY 8 TCY "C4'" "C4'" C 0 1 N N S 3.291 9.894 37.760 1.689 0.853 -0.527 "C4'" TCY 9 TCY "C3'" "C3'" C 0 1 N N S 4.068 10.470 36.588 0.974 2.219 -0.290 "C3'" TCY 10 TCY "C7'" "C7'" C 0 1 N N N 4.107 9.462 35.431 0.905 2.291 1.312 "C7'" TCY 11 TCY "O3'" "O3'" O 0 1 N N N 3.481 11.741 36.273 1.637 3.329 -0.897 "O3'" TCY 12 TCY "C2'" "C2'" C 0 1 N N N 5.470 10.648 37.130 -0.445 1.951 -0.837 "C2'" TCY 13 TCY "C1'" "C1'" C 0 1 N N R 5.593 9.676 38.265 -0.565 0.417 -0.876 "C1'" TCY 14 TCY "O4'" "O4'" O 0 1 N N N 4.259 9.421 38.694 0.648 -0.122 -0.328 "O4'" TCY 15 TCY N9 N9 N 0 1 Y N N 6.264 8.406 37.912 -1.709 -0.014 -0.069 N9 TCY 16 TCY C4 C4 C 0 1 Y N N 7.577 8.259 37.766 -3.014 -0.088 -0.486 C4 TCY 17 TCY N3 N3 N 0 1 Y N N 8.619 9.140 37.810 -3.652 0.167 -1.624 N3 TCY 18 TCY C2 C2 C 0 1 Y N N 9.863 8.701 37.611 -4.953 -0.007 -1.718 C2 TCY 19 TCY N1 N1 N 0 1 Y N N 10.115 7.403 37.378 -5.685 -0.438 -0.707 N1 TCY 20 TCY C6 C6 C 0 1 Y N N 9.125 6.498 37.324 -5.136 -0.719 0.470 C6 TCY 21 TCY N6 N6 N 0 1 N N N 9.415 5.206 37.089 -5.911 -1.168 1.524 N6 TCY 22 TCY C5 C5 C 0 1 Y N N 7.816 6.916 37.513 -3.749 -0.548 0.620 C5 TCY 23 TCY N7 N7 N 0 1 Y N N 6.628 6.276 37.533 -2.871 -0.728 1.635 N7 TCY 24 TCY C8 C8 C 0 1 Y N N 5.683 7.207 37.788 -1.673 -0.420 1.231 C8 TCY 25 TCY "H8'" "H8'" H 0 1 N N N 0.497 8.830 35.818 4.460 1.845 1.508 "H8'" TCY 26 TCY "H8'A" "H8'A" H 0 0 N N N 0.942 10.082 35.759 3.472 2.839 0.310 "H8'A" TCY 27 TCY "H6'" "H6'" H 0 1 N N N 3.106 7.825 34.916 2.311 1.339 2.809 "H6'" TCY 28 TCY "H4'" "H4'" H 0 1 N N N 2.627 10.579 38.308 2.158 0.786 -1.509 "H4'" TCY 29 TCY "H7'" "H7'" H 0 1 N N N 5.028 8.861 35.452 0.060 1.720 1.696 "H7'" TCY 30 TCY "H7'A" "H7'A" H 0 0 N N N 4.104 9.949 34.445 0.846 3.328 1.643 "H7'A" TCY 31 TCY "HO3'" "HO3'" H 0 0 N Y N 3.351 12.237 37.073 1.196 4.178 -0.752 "HO3'" TCY 32 TCY "H2'" "H2'" H 0 1 N N N 6.218 10.436 36.352 -1.196 2.374 -0.169 "H2'" TCY 33 TCY "H2'A" "H2'A" H 0 0 N N N 5.647 11.682 37.462 -0.550 2.366 -1.839 "H2'A" TCY 34 TCY "H1'" "H1'" H 0 1 N N N 6.230 10.115 39.047 -0.687 0.081 -1.905 "H1'" TCY 35 TCY H2 H2 H 0 1 N N N 10.683 9.403 37.638 -5.440 0.210 -2.657 H2 TCY 36 TCY HN6 HN6 H 0 1 N N N 9.487 5.054 36.103 -6.868 -1.282 1.409 HN6 TCY 37 TCY HN6A HN6A H 0 0 N N N 10.284 4.975 37.526 -5.499 -1.370 2.379 HN6A TCY 38 TCY H8 H8 H 0 1 N N N 4.624 7.014 37.878 -0.781 -0.477 1.838 H8 TCY 39 TCY HO3P HO3P H 0 0 N N N 2.605 7.396 40.166 5.386 -0.981 -0.973 HO3P TCY 40 TCY HO2P HO2P H 0 0 N N N -0.205 6.524 37.751 4.102 -3.758 -0.193 HO2P TCY 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 TCY O3P P SING N N 1 TCY O1P P DOUB N N 2 TCY P O2P SING N N 3 TCY P "O5'" SING N N 4 TCY "C8'" "C5'" SING N N 5 TCY "C8'" "C6'" SING N N 6 TCY "O5'" "C5'" SING N N 7 TCY "C5'" "C6'" SING N N 8 TCY "C5'" "C4'" SING N N 9 TCY "C6'" "C7'" SING N N 10 TCY "C4'" "C3'" SING N N 11 TCY "C4'" "O4'" SING N N 12 TCY "C3'" "C7'" SING N N 13 TCY "C3'" "O3'" SING N N 14 TCY "C3'" "C2'" SING N N 15 TCY "C2'" "C1'" SING N N 16 TCY "C1'" "O4'" SING N N 17 TCY "C1'" N9 SING N N 18 TCY N9 C4 SING Y N 19 TCY N9 C8 SING Y N 20 TCY C4 N3 DOUB Y N 21 TCY C4 C5 SING Y N 22 TCY N3 C2 SING Y N 23 TCY C2 N1 DOUB Y N 24 TCY N1 C6 SING Y N 25 TCY C6 N6 SING N N 26 TCY C6 C5 DOUB Y N 27 TCY C5 N7 SING Y N 28 TCY N7 C8 DOUB Y N 29 TCY "C8'" "H8'" SING N N 30 TCY "C8'" "H8'A" SING N N 31 TCY "C6'" "H6'" SING N N 32 TCY "C4'" "H4'" SING N N 33 TCY "C7'" "H7'" SING N N 34 TCY "C7'" "H7'A" SING N N 35 TCY "O3'" "HO3'" SING N N 36 TCY "C2'" "H2'" SING N N 37 TCY "C2'" "H2'A" SING N N 38 TCY "C1'" "H1'" SING N N 39 TCY C2 H2 SING N N 40 TCY N6 HN6 SING N N 41 TCY N6 HN6A SING N N 42 TCY C8 H8 SING N N 43 TCY O3P HO3P SING N N 44 TCY O2P HO2P SING N N 45 # 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 TCY SMILES ACDLabs 10.04 "O=P(O)(O)OC54CC5CC3(O)C4OC(n1c2ncnc(N)c2nc1)C3" TCY SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@@]4(O)C[C@@H]5C[C@]5(O[P](O)(O)=O)[C@H]4O3" TCY SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3C[C]4(O)C[CH]5C[C]5(O[P](O)(O)=O)[CH]4O3" TCY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@]4(C[C@@H]5C[C@@]5([C@H]4O3)OP(=O)(O)O)O)N" TCY SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC4(CC5CC5(C4O3)OP(=O)(O)O)O)N" TCY InChI InChI 1.03 "InChI=1S/C13H16N5O6P/c14-9-8-10(16-4-15-9)18(5-17-8)7-3-12(19)1-6-2-13(6,11(12)23-7)24-25(20,21)22/h4-7,11,19H,1-3H2,(H2,14,15,16)(H2,20,21,22)/t6-,7-,11+,12+,13-/m1/s1" TCY InChIKey InChI 1.03 JGNCWNRBYLPXHE-CZUHXBHISA-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 TCY "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3aS,4aR,5aR,5bS)-2-(6-amino-9H-purin-9-yl)-3a-hydroxyhexahydrocyclopropa[4,5]cyclopenta[1,2-b]furan-5a(4H)-yl 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 TCY "Create component" 2007-11-08 RCSB TCY "Modify aromatic_flag" 2011-06-04 RCSB TCY "Modify descriptor" 2011-06-04 RCSB #