data_XAL # _chem_comp.id XAL _chem_comp.name "[(1S,4R,6R)-6-HYDROXY-4-(ADENIN-9-YL)CYCLOHEX-2-EN-1-YL]METHYL DIHYDROGEN PHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H16 N5 O5 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-19 _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 341.260 _chem_comp.one_letter_code A _chem_comp.three_letter_code XAL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XAL P P P 0 1 N N N 4.103 -2.993 26.181 -4.771 0.785 0.126 P XAL 1 XAL OP1 O1P O 0 1 N N N 3.607 -2.601 27.478 -5.119 0.660 -1.307 OP1 XAL 2 XAL OP2 O2P O 0 1 N N N 4.069 -4.407 25.717 -6.107 0.662 1.016 OP2 XAL 3 XAL "O5'" O5* O 0 1 N N N 5.649 -2.533 25.989 -3.745 -0.387 0.534 "O5'" XAL 4 XAL "C5'" C5* C 0 1 N N N 6.112 -1.183 26.129 -2.637 -0.298 -0.365 "C5'" XAL 5 XAL "C4'" C4* C 0 1 N N S 7.562 -1.017 25.811 -1.620 -1.390 -0.030 "C4'" XAL 6 XAL "C6'" C6* C 0 1 N N N 7.687 -0.995 24.365 -1.060 -1.142 1.340 "C6'" XAL 7 XAL "C7'" C7* C 0 1 N N N 8.823 -1.278 23.740 0.191 -1.257 1.642 "C7'" XAL 8 XAL "C3'" C3* C 0 1 N N R 8.453 -2.077 26.477 -0.496 -1.372 -1.069 "C3'" XAL 9 XAL "O3'" O3* O 0 1 N N N 8.647 -1.643 27.806 -0.988 -1.852 -2.322 "O3'" XAL 10 XAL "C2'" C2* C 0 1 N N N 9.865 -2.065 25.851 0.635 -2.283 -0.576 "C2'" XAL 11 XAL "C1'" C1* C 0 1 N N R 9.742 -2.377 24.335 1.263 -1.646 0.666 "C1'" XAL 12 XAL N9 N9 N 0 1 Y N N 9.353 -3.804 24.107 2.017 -0.454 0.272 N9 XAL 13 XAL C8 C8 C 0 1 Y N N 8.140 -4.439 24.100 1.493 0.710 -0.206 C8 XAL 14 XAL N7 N7 N 0 1 Y N N 8.238 -5.722 23.854 2.449 1.558 -0.455 N7 XAL 15 XAL C6 C6 C 0 1 Y N N 10.375 -7.082 23.411 4.980 1.419 -0.214 C6 XAL 16 XAL N6 N6 N 0 1 N N N 9.858 -8.300 23.233 5.300 2.686 -0.669 N6 XAL 17 XAL C5 C5 C 0 1 Y N N 9.603 -5.935 23.692 3.642 0.996 -0.147 C5 XAL 18 XAL C4 C4 C 0 1 Y N N 10.308 -4.754 23.845 3.380 -0.304 0.317 C4 XAL 19 XAL N3 N3 N 0 1 Y N N 11.632 -4.576 23.759 4.397 -1.076 0.685 N3 XAL 20 XAL C2 C2 C 0 1 Y N N 12.258 -5.723 23.491 5.635 -0.635 0.610 C2 XAL 21 XAL N1 N1 N 0 1 Y N N 11.708 -6.927 23.319 5.931 0.576 0.175 N1 XAL 22 XAL OP3 O3P O 0 1 N Y N 3.123 -2.331 25.395 -4.082 2.216 0.388 OP3 XAL 23 XAL HOP2 2HOP H 0 0 N N N 4.062 -4.429 24.767 -6.693 1.381 0.741 HOP2 XAL 24 XAL "H5'" 1H5* H 0 1 N N N 5.974 -0.898 27.182 -2.167 0.681 -0.265 "H5'" XAL 25 XAL "H5''" 2H5* H 0 0 N N N 5.535 -0.549 25.440 -2.988 -0.429 -1.388 "H5''" XAL 26 XAL "H4'" H4* H 0 1 N N N 7.929 -0.070 26.233 -2.113 -2.361 -0.048 "H4'" XAL 27 XAL "H6'" H6* H 0 1 N N N 6.820 -0.738 23.774 -1.746 -0.848 2.122 "H6'" XAL 28 XAL "H7'" H7* H 0 1 N N N 9.101 -0.755 22.837 0.486 -1.062 2.662 "H7'" XAL 29 XAL "H3'" H3* H 0 1 N N N 7.988 -3.069 26.376 -0.123 -0.355 -1.187 "H3'" XAL 30 XAL "HO3'" H3T H 0 0 N Y N 8.691 -2.397 28.383 -0.243 -1.837 -2.939 "HO3'" XAL 31 XAL "H2'" 1H2* H 0 1 N N N 10.496 -2.822 26.338 1.390 -2.385 -1.356 "H2'" XAL 32 XAL "H2''" 2H2* H 0 0 N N N 10.324 -1.075 25.990 0.232 -3.263 -0.321 "H2''" XAL 33 XAL "H1'" H1* H 0 1 N N N 10.697 -2.323 23.791 1.937 -2.361 1.137 "H1'" XAL 34 XAL H8 H8 H 0 1 N N N 7.201 -3.935 24.278 0.441 0.901 -0.357 H8 XAL 35 XAL HN61 1HN6 H 0 0 N N N 8.884 -8.521 23.280 6.228 2.968 -0.707 HN61 XAL 36 XAL HN62 2HN6 H 0 0 N N N 10.586 -8.959 23.045 4.598 3.291 -0.954 HN62 XAL 37 XAL H2 H2 H 0 1 N N N 13.333 -5.672 23.403 6.439 -1.288 0.917 H2 XAL 38 XAL HOP3 3HOP H 0 0 N N N 2.344 -2.183 25.918 -3.871 2.257 1.331 HOP3 XAL 39 # 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 XAL P OP1 DOUB N N 1 XAL P OP2 SING N N 2 XAL P "O5'" SING N N 3 XAL P OP3 SING N N 4 XAL OP2 HOP2 SING N N 5 XAL "O5'" "C5'" SING N N 6 XAL "C5'" "C4'" SING N N 7 XAL "C5'" "H5'" SING N N 8 XAL "C5'" "H5''" SING N N 9 XAL "C4'" "C6'" SING N N 10 XAL "C4'" "C3'" SING N N 11 XAL "C4'" "H4'" SING N N 12 XAL "C6'" "C7'" DOUB N N 13 XAL "C6'" "H6'" SING N N 14 XAL "C7'" "C1'" SING N N 15 XAL "C7'" "H7'" SING N N 16 XAL "C3'" "O3'" SING N N 17 XAL "C3'" "C2'" SING N N 18 XAL "C3'" "H3'" SING N N 19 XAL "O3'" "HO3'" SING N N 20 XAL "C2'" "C1'" SING N N 21 XAL "C2'" "H2'" SING N N 22 XAL "C2'" "H2''" SING N N 23 XAL "C1'" N9 SING N N 24 XAL "C1'" "H1'" SING N N 25 XAL N9 C8 SING Y N 26 XAL N9 C4 SING Y N 27 XAL C8 N7 DOUB Y N 28 XAL C8 H8 SING N N 29 XAL N7 C5 SING Y N 30 XAL C6 N6 SING N N 31 XAL C6 C5 SING Y N 32 XAL C6 N1 DOUB Y N 33 XAL N6 HN61 SING N N 34 XAL N6 HN62 SING N N 35 XAL C5 C4 DOUB Y N 36 XAL C4 N3 SING Y N 37 XAL N3 C2 DOUB Y N 38 XAL C2 N1 SING Y N 39 XAL C2 H2 SING N N 40 XAL OP3 HOP3 SING N N 41 # 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 XAL SMILES ACDLabs 10.04 "O=P(O)(O)OCC3C=CC(n1c2ncnc(c2nc1)N)CC3O" XAL SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3C[C@@H](O)[C@H](CO[P](O)(O)=O)C=C3" XAL SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C=C3" XAL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@@H]3C[C@H]([C@@H](C=C3)COP(=O)(O)O)O)N" XAL SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(C=C3)COP(=O)(O)O)O)N" XAL InChI InChI 1.03 "InChI=1S/C12H16N5O5P/c13-11-10-12(15-5-14-11)17(6-16-10)8-2-1-7(9(18)3-8)4-22-23(19,20)21/h1-2,5-9,18H,3-4H2,(H2,13,14,15)(H2,19,20,21)/t7-,8-,9+/m0/s1" XAL InChIKey InChI 1.03 CZNHTUYPRVHNIW-XHNCKOQMSA-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 XAL "SYSTEMATIC NAME" ACDLabs 10.04 "[(1S,4R,6R)-4-(6-amino-9H-purin-9-yl)-6-hydroxycyclohex-2-en-1-yl]methyl dihydrogen phosphate" XAL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,4R,6R)-4-(6-aminopurin-9-yl)-6-hydroxy-1-cyclohex-2-enyl]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 XAL "Create component" 2006-05-19 PDBJ XAL "Modify descriptor" 2011-06-04 RCSB #