data_FOX # _chem_comp.id FOX _chem_comp.name ;((1R,2S,4R)-4-{[2-AMINO-5-(FORMYLAMINO)-6-OXO-3,6-DIHYDROPYRIMIDIN-4-YL]AMINO}-2-HYDROXYCYCLOPENTYL)METHYL 5'-PHOSPHATE ; _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H18 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-21 _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 363.264 _chem_comp.one_letter_code G _chem_comp.three_letter_code FOX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1TDZ _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 FOX O1P O1P O 0 1 N N N 23.839 52.081 21.985 0.956 -3.935 -2.869 O1P FOX 1 FOX P P P 0 1 N N N 23.758 50.625 22.341 0.261 -3.828 -1.543 P FOX 2 FOX O2P O2P O 0 1 N N N 22.554 49.880 22.018 -1.325 -3.522 -1.617 O2P FOX 3 FOX "O5'" O5* O 0 1 N N N 25.029 49.872 21.706 0.831 -2.672 -0.563 "O5'" FOX 4 FOX "C5'" C5* C 0 1 N N N 26.356 50.263 22.036 0.228 -2.506 0.709 "C5'" FOX 5 FOX "C4'" C4* C 0 1 N N R 27.351 49.653 21.042 0.930 -1.370 1.437 "C4'" FOX 6 FOX "C6'" C6* C 0 1 N N N 28.759 50.017 21.513 0.853 -0.033 0.688 "C6'" FOX 7 FOX "C3'" C3* C 0 1 N N S 27.310 48.103 21.082 0.320 -1.067 2.804 "C3'" FOX 8 FOX "O3'" O3* O 0 1 N N N 27.935 47.573 19.886 0.741 -2.010 3.771 "O3'" FOX 9 FOX "C2'" C2* C 0 1 N N N 28.194 47.776 22.268 0.864 0.323 3.105 "C2'" FOX 10 FOX "C1'" C1* C 0 1 N N R 29.374 48.758 22.157 0.754 1.055 1.769 "C1'" FOX 11 FOX N9 N9 N 0 1 N N N 29.926 49.131 23.479 -0.496 1.770 1.666 N9 FOX 12 FOX C4 C4 C 0 1 N N N 30.997 50.028 23.615 -0.685 2.756 0.798 C4 FOX 13 FOX N3 N3 N 0 1 N N N 31.674 50.410 22.489 0.333 3.137 -0.056 N3 FOX 14 FOX C2 C2 C 0 1 N N N 32.739 51.204 22.535 0.186 4.150 -0.971 C2 FOX 15 FOX N2 N2 N 0 1 N N N 33.357 51.548 21.410 1.306 4.380 -1.727 N2 FOX 16 FOX N1 N1 N 0 1 N N N 33.235 51.642 23.721 -0.917 4.834 -1.112 N1 FOX 17 FOX C6 C6 C 0 1 N N N 32.617 51.294 24.908 -2.005 4.540 -0.309 C6 FOX 18 FOX O6 O6 O 0 1 N N N 33.094 51.721 25.982 -3.072 5.143 -0.393 O6 FOX 19 FOX C5 C5 C 0 1 N N N 31.466 50.460 24.866 -1.854 3.429 0.700 C5 FOX 20 FOX N7 N7 N 0 1 N N N 30.828 50.159 26.019 -2.946 3.162 1.478 N7 FOX 21 FOX C8 C8 C 0 1 N N N 29.887 50.978 26.517 -3.874 4.112 1.840 C8 FOX 22 FOX O8 O8 O 0 1 N N N 29.147 51.635 25.744 -4.877 3.971 2.528 O8 FOX 23 FOX O3P O3P O 0 1 N Y N ? ? ? 0.341 -5.155 -0.621 O3P FOX 24 FOX HOP2 2HOP H 0 0 N N N 22.502 48.958 22.243 -1.885 -4.059 -2.216 HOP2 FOX 25 FOX "H5'1" 1H5* H 0 0 N N N 26.459 51.371 22.101 -0.830 -2.271 0.575 "H5'1" FOX 26 FOX "H5'2" 2H5* H 0 0 N N N 26.614 50.011 23.091 0.326 -3.434 1.275 "H5'2" FOX 27 FOX "H4'" H4* H 0 1 N N N 27.096 50.029 20.023 1.982 -1.659 1.561 "H4'" FOX 28 FOX "H6'1" 1H6* H 0 0 N N N 29.392 50.442 20.700 1.756 0.104 0.081 "H6'1" FOX 29 FOX "H6'2" 2H6* H 0 0 N N N 28.775 50.903 22.189 -0.003 -0.004 0.004 "H6'2" FOX 30 FOX "H3'" H3* H 0 1 N N N 26.277 47.688 21.149 -0.776 -1.063 2.766 "H3'" FOX 31 FOX H3T H3T H 0 1 N Y N 27.909 46.623 19.910 0.898 -1.522 4.597 H3T FOX 32 FOX "H2'1" 1H2* H 0 0 N N N 27.666 47.809 23.249 1.913 0.255 3.421 "H2'1" FOX 33 FOX "H2'2" 2H2* H 0 0 N N N 28.498 46.705 22.325 0.314 0.807 3.919 "H2'2" FOX 34 FOX "H1'" H1* H 0 1 N N N 30.211 48.303 21.578 1.567 1.780 1.665 "H1'" FOX 35 FOX H9 H9 H 0 1 N N N 30.179 48.269 23.963 -1.269 1.517 2.278 H9 FOX 36 FOX H3 H3 H 0 1 N N N 30.999 50.834 21.851 1.205 2.626 0.026 H3 FOX 37 FOX H21 1H2 H 0 1 N N N 34.174 52.157 21.445 2.176 4.029 -1.399 H21 FOX 38 FOX H22 2H2 H 0 1 N N N 32.671 51.962 20.778 1.206 4.889 -2.574 H22 FOX 39 FOX H7 H7 H 0 1 N N N 31.060 49.301 26.520 -3.080 2.212 1.807 H7 FOX 40 FOX H8 H8 H 0 1 N N N 29.716 51.115 27.597 -3.603 5.092 1.414 H8 FOX 41 FOX HOP3 3HOP H 0 0 N N N -0.051 -0.921 0.225 0.132 -6.025 -1.023 HOP3 FOX 42 # 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 FOX O1P P DOUB N N 1 FOX P O2P SING N N 2 FOX P "O5'" SING N N 3 FOX P O3P SING N N 4 FOX O2P HOP2 SING N N 5 FOX "O5'" "C5'" SING N N 6 FOX "C5'" "C4'" SING N N 7 FOX "C5'" "H5'1" SING N N 8 FOX "C5'" "H5'2" SING N N 9 FOX "C4'" "C6'" SING N N 10 FOX "C4'" "C3'" SING N N 11 FOX "C4'" "H4'" SING N N 12 FOX "C6'" "C1'" SING N N 13 FOX "C6'" "H6'1" SING N N 14 FOX "C6'" "H6'2" SING N N 15 FOX "C3'" "O3'" SING N N 16 FOX "C3'" "C2'" SING N N 17 FOX "C3'" "H3'" SING N N 18 FOX "O3'" H3T SING N N 19 FOX "C2'" "C1'" SING N N 20 FOX "C2'" "H2'1" SING N N 21 FOX "C2'" "H2'2" SING N N 22 FOX "C1'" N9 SING N N 23 FOX "C1'" "H1'" SING N N 24 FOX N9 C4 SING N N 25 FOX N9 H9 SING N N 26 FOX C4 N3 SING N N 27 FOX C4 C5 DOUB N N 28 FOX N3 C2 SING N N 29 FOX N3 H3 SING N N 30 FOX C2 N2 SING N N 31 FOX C2 N1 DOUB N N 32 FOX N2 H21 SING N N 33 FOX N2 H22 SING N N 34 FOX N1 C6 SING N N 35 FOX C6 O6 DOUB N N 36 FOX C6 C5 SING N N 37 FOX C5 N7 SING N N 38 FOX N7 C8 SING N N 39 FOX N7 H7 SING N N 40 FOX C8 O8 DOUB N N 41 FOX C8 H8 SING N N 42 FOX O3P HOP3 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 FOX SMILES ACDLabs 10.04 "O=C1N=C(NC(=C1NC=O)NC2CC(COP(=O)(O)O)C(O)C2)N" FOX SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)C(=C(N[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)C2)N1)NC=O" FOX SMILES CACTVS 3.341 "NC1=NC(=O)C(=C(N[CH]2C[CH](O)[CH](CO[P](O)(O)=O)C2)N1)NC=O" FOX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H](C[C@@H]([C@H]1COP(=O)(O)O)O)NC2=C(C(=O)N=C(N2)N)NC=O" FOX SMILES "OpenEye OEToolkits" 1.5.0 "C1C(CC(C1COP(=O)(O)O)O)NC2=C(C(=O)N=C(N2)N)NC=O" FOX InChI InChI 1.03 "InChI=1S/C11H18N5O7P/c12-11-15-9(8(13-4-17)10(19)16-11)14-6-1-5(7(18)2-6)3-23-24(20,21)22/h4-7,18H,1-3H2,(H,13,17)(H2,20,21,22)(H4,12,14,15,16,19)/t5-,6-,7+/m1/s1" FOX InChIKey InChI 1.03 UQRLPMGPCBTFTR-QYNIQEEDSA-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 FOX "SYSTEMATIC NAME" ACDLabs 10.04 "[(1R,2S,4R)-4-{[2-amino-5-(formylamino)-6-oxo-3,6-dihydropyrimidin-4-yl]amino}-2-hydroxycyclopentyl]methyl dihydrogen phosphate" FOX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2S,4R)-4-[(2-amino-5-formamido-6-oxo-3H-pyrimidin-4-yl)amino]-2-hydroxy-cyclopentyl]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 FOX "Create component" 2004-06-21 RCSB FOX "Modify descriptor" 2011-06-04 RCSB #