data_X4A # _chem_comp.id X4A _chem_comp.name "[(2R,3S,5S)-2,3,5-TRIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN PHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C5 H11 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-07-27 _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 230.110 _chem_comp.one_letter_code N _chem_comp.three_letter_code X4A _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 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 X4A OP3 O3P O 0 1 N Y N 0.041 7.789 16.522 2.712 0.951 -1.441 OP3 X4A 1 X4A P P P 0 1 N N N -0.739 8.959 17.368 2.686 0.108 -0.070 P X4A 2 X4A OP1 O1P O 0 1 N N N -0.442 8.765 18.817 2.997 -1.310 -0.357 OP1 X4A 3 X4A OP2 O2P O 0 1 N N N -0.521 10.251 16.746 3.784 0.703 0.947 OP2 X4A 4 X4A "O5'" O5* O 0 1 N N N -2.258 8.585 17.091 1.225 0.213 0.597 "O5'" X4A 5 X4A "C5'" C5* C 0 1 N N N -2.971 7.567 17.801 0.315 -0.434 -0.296 "C5'" X4A 6 X4A "C4'" C4* C 0 1 N N R -4.287 7.449 17.118 -1.100 -0.369 0.282 "C4'" X4A 7 X4A O4A O4A O 0 1 N N N -5.017 8.593 17.248 -1.131 -1.008 1.560 O4A X4A 8 X4A "O4'" O4* O 0 1 N N N -4.127 7.152 15.772 -1.511 0.999 0.411 "O4'" X4A 9 X4A "C1'" C1* C 0 1 N N S -4.291 5.754 15.614 -2.660 1.244 -0.415 "C1'" X4A 10 X4A O1A O1A O 0 1 N N N -4.680 5.402 14.328 -3.554 2.150 0.234 O1A X4A 11 X4A "C3'" C3* C 0 1 N N S -5.123 6.227 17.778 -2.089 -1.066 -0.677 "C3'" X4A 12 X4A "C2'" C2* C 0 1 N N N -5.507 5.423 16.505 -3.334 -0.140 -0.596 "C2'" X4A 13 X4A "O3'" O3* O 0 1 N N N -6.357 6.578 18.452 -2.404 -2.382 -0.220 "O3'" X4A 14 X4A HOP3 3HOP H 0 0 N N N 0.192 8.088 15.633 2.505 1.867 -1.210 HOP3 X4A 15 X4A HOP2 2HOP H 0 0 N N N -0.473 10.922 17.417 4.643 0.621 0.510 HOP2 X4A 16 X4A "H5'" 1H5* H 0 1 N N N -3.088 7.821 18.865 0.609 -1.476 -0.422 "H5'" X4A 17 X4A "H5''" 2H5* H 0 0 N N N -2.426 6.612 17.766 0.336 0.069 -1.263 "H5''" X4A 18 X4A H4A H4A H 0 1 N N N -5.187 8.758 18.168 -0.499 -0.540 2.122 H4A X4A 19 X4A "H1'" H1* H 0 1 N N N -3.347 5.240 15.849 -2.353 1.644 -1.382 "H1'" X4A 20 X4A H1A H1A H 0 1 N N N -5.626 5.322 14.294 -3.077 2.985 0.340 H1A X4A 21 X4A "H3'" H3* H 0 1 N N N -4.525 5.736 18.559 -1.692 -1.093 -1.691 "H3'" X4A 22 X4A "H2'" 1H2* H 0 1 N N N -5.682 4.350 16.670 -3.954 -0.390 0.265 "H2'" X4A 23 X4A "H2''" 2H2* H 0 0 N N N -6.461 5.748 16.065 -3.912 -0.178 -1.519 "H2''" X4A 24 X4A "HO3'" H3T H 0 0 N Y N -6.198 6.655 19.385 -3.090 -2.726 -0.809 "HO3'" X4A 25 # 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 X4A OP3 P SING N N 1 X4A OP3 HOP3 SING N N 2 X4A P OP1 DOUB N N 3 X4A P OP2 SING N N 4 X4A P "O5'" SING N N 5 X4A OP2 HOP2 SING N N 6 X4A "O5'" "C5'" SING N N 7 X4A "C5'" "C4'" SING N N 8 X4A "C5'" "H5'" SING N N 9 X4A "C5'" "H5''" SING N N 10 X4A "C4'" O4A SING N N 11 X4A "C4'" "O4'" SING N N 12 X4A "C4'" "C3'" SING N N 13 X4A O4A H4A SING N N 14 X4A "O4'" "C1'" SING N N 15 X4A "C1'" O1A SING N N 16 X4A "C1'" "C2'" SING N N 17 X4A "C1'" "H1'" SING N N 18 X4A O1A H1A SING N N 19 X4A "C3'" "C2'" SING N N 20 X4A "C3'" "O3'" SING N N 21 X4A "C3'" "H3'" SING N N 22 X4A "C2'" "H2'" SING N N 23 X4A "C2'" "H2''" SING N N 24 X4A "O3'" "HO3'" SING N N 25 # 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 X4A SMILES ACDLabs 10.04 "O=P(OCC1(O)OC(O)CC1O)(O)O" X4A SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@H](O)[C@@](O)(CO[P](O)(O)=O)O1" X4A SMILES CACTVS 3.341 "O[CH]1C[CH](O)[C](O)(CO[P](O)(O)=O)O1" X4A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@](O[C@@H]1O)(COP(=O)(O)O)O)O" X4A SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1O)(COP(=O)(O)O)O)O" X4A InChI InChI 1.03 "InChI=1S/C5H11O8P/c6-3-1-4(7)13-5(3,8)2-12-14(9,10)11/h3-4,6-8H,1-2H2,(H2,9,10,11)/t3-,4-,5+/m0/s1" X4A InChIKey InChI 1.03 SJMLCPWMIBHTKX-VAYJURFESA-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 X4A "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,5S)-2,3,5-trihydroxytetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)" X4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-2,3,5-trihydroxyoxolan-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 X4A "Create component" 2006-07-27 RCSB X4A "Modify descriptor" 2011-06-04 RCSB #