data_KAK # _chem_comp.id KAK _chem_comp.name "3'-deoxy-guanosine-5'-monophosphate" _chem_comp.type "RNA OH 3 prime terminus" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-08 _chem_comp.pdbx_modified_date 2019-06-28 _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 347.221 _chem_comp.one_letter_code G _chem_comp.three_letter_code KAK _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 6RH3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 KAK N1 N1 N 0 1 N N N 153.361 151.208 153.220 -5.511 -0.603 -0.402 N1 KAK 1 KAK N3 N2 N 0 1 N N N 153.668 151.454 155.563 -3.646 0.784 -0.715 N3 KAK 2 KAK C4 C1 C 0 1 Y N N 152.373 151.162 155.825 -2.803 -0.126 -0.131 C4 KAK 3 KAK C5 C2 C 0 1 Y N N 151.477 150.863 154.698 -3.328 -1.324 0.339 C5 KAK 4 KAK C6 C3 C 0 1 N N N 152.062 150.904 153.337 -4.768 -1.554 0.184 C6 KAK 5 KAK C8 C4 C 0 1 Y N N 150.374 150.737 156.573 -1.203 -1.354 0.743 C8 KAK 6 KAK P P1 P 0 1 N N N 147.151 149.634 159.427 5.176 -0.582 -0.347 P KAK 7 KAK OP1 O1 O 0 1 N N N 145.568 149.662 160.354 5.730 -0.895 -1.826 OP1 KAK 8 KAK OP2 O2 O 0 1 N N N 146.976 150.205 157.692 6.138 0.287 0.366 OP2 KAK 9 KAK "O5'" O3 O 0 1 N N N 148.456 150.403 160.274 3.754 0.166 -0.454 "O5'" KAK 10 KAK "C5'" C5 C 0 1 N N N 149.097 151.541 159.704 3.053 0.670 0.685 "C5'" KAK 11 KAK "C4'" C6 C 0 1 N N S 150.581 151.520 160.048 1.743 1.318 0.231 "C4'" KAK 12 KAK "O4'" O4 O 0 1 N N N 151.248 150.589 159.206 0.826 0.318 -0.263 "O4'" KAK 13 KAK "C3'" C7 C 0 1 N N N 151.160 152.908 159.817 0.994 1.937 1.439 "C3'" KAK 14 KAK "C2'" C8 C 0 1 N N R 152.086 152.762 158.629 -0.473 1.940 0.943 "C2'" KAK 15 KAK "O2'" O5 O 0 1 N N N 153.402 153.202 158.974 -0.824 3.226 0.428 "O2'" KAK 16 KAK "C1'" C9 C 0 1 N N R 152.100 151.279 158.300 -0.493 0.884 -0.184 "C1'" KAK 17 KAK N9 N3 N 0 1 Y N N 151.630 151.065 156.931 -1.468 -0.163 0.132 N9 KAK 18 KAK N7 N4 N 0 1 Y N N 150.265 150.611 155.226 -2.305 -2.037 0.863 N7 KAK 19 KAK O6 O6 O 0 1 N N N 151.364 150.662 152.329 -5.280 -2.590 0.580 O6 KAK 20 KAK C2 C10 C 0 1 N N N 154.137 151.473 154.288 -4.973 0.518 -0.833 C2 KAK 21 KAK N2 N5 N 0 1 N N N 155.443 151.772 154.082 -5.782 1.452 -1.423 N2 KAK 22 KAK O2 O8 O 0 1 N Y N 147.638 148.112 159.374 4.998 -1.962 0.462 O2 KAK 23 KAK H1 H1 H 0 1 N N N 154.289 151.659 156.319 -3.293 1.624 -1.047 H1 KAK 24 KAK H2 H2 H 0 1 N N N 149.559 150.593 157.267 -0.228 -1.680 1.076 H2 KAK 25 KAK H3 H3 H 0 1 N N N 145.715 149.358 161.242 6.585 -1.346 -1.839 H3 KAK 26 KAK H4 H4 H 0 1 N N N 148.641 152.457 160.107 2.835 -0.150 1.369 H4 KAK 27 KAK H5 H5 H 0 1 N N N 148.975 151.520 158.611 3.669 1.412 1.192 H5 KAK 28 KAK H6 H6 H 0 1 N N N 150.705 151.246 161.106 1.934 2.073 -0.531 H6 KAK 29 KAK H7 H7 H 0 1 N N N 151.719 153.244 160.702 1.103 1.313 2.326 H7 KAK 30 KAK H8 H8 H 0 1 N N N 151.690 153.330 157.774 -1.149 1.655 1.749 H8 KAK 31 KAK H9 H9 H 0 1 N N N 153.383 154.130 159.178 -0.771 3.938 1.080 H9 KAK 32 KAK H10 H10 H 0 1 N N N 153.131 150.907 158.395 -0.750 1.358 -1.132 H10 KAK 33 KAK H11 H11 H 0 1 N N N 155.811 151.792 153.152 -6.732 1.281 -1.517 H11 KAK 34 KAK H12 H12 H 0 1 N N N 156.039 151.972 154.860 -5.405 2.285 -1.747 H12 KAK 35 KAK H14 H14 H 0 1 N N N 147.729 147.840 158.468 4.379 -2.582 0.052 H14 KAK 36 KAK H13 H13 H 0 1 N N N 150.358 153.628 159.594 1.341 2.951 1.633 H13 KAK 37 # # 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 KAK O6 C6 DOUB N N 1 KAK N1 C6 SING N N 2 KAK N1 C2 DOUB N N 3 KAK C6 C5 SING N N 4 KAK N2 C2 SING N N 5 KAK C2 N3 SING N N 6 KAK C5 N7 SING Y N 7 KAK C5 C4 DOUB Y N 8 KAK N7 C8 DOUB Y N 9 KAK N3 C4 SING N N 10 KAK C4 N9 SING Y N 11 KAK C8 N9 SING Y N 12 KAK N9 "C1'" SING N N 13 KAK OP2 P DOUB N N 14 KAK "C1'" "C2'" SING N N 15 KAK "C1'" "O4'" SING N N 16 KAK "C2'" "O2'" SING N N 17 KAK "C2'" "C3'" SING N N 18 KAK "O4'" "C4'" SING N N 19 KAK P "O5'" SING N N 20 KAK P OP1 SING N N 21 KAK "C5'" "C4'" SING N N 22 KAK "C5'" "O5'" SING N N 23 KAK "C3'" "C4'" SING N N 24 KAK P O2 SING N N 25 KAK N3 H1 SING N N 26 KAK C8 H2 SING N N 27 KAK OP1 H3 SING N N 28 KAK "C5'" H4 SING N N 29 KAK "C5'" H5 SING N N 30 KAK "C4'" H6 SING N N 31 KAK "C3'" H7 SING N N 32 KAK "C2'" H8 SING N N 33 KAK "O2'" H9 SING N N 34 KAK "C1'" H10 SING N N 35 KAK N2 H11 SING N N 36 KAK N2 H12 SING N N 37 KAK O2 H14 SING N N 38 KAK "C3'" H13 SING N N 39 # # 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 KAK InChI InChI 1.03 "InChI=1S/C10H14N5O7P/c11-10-13-7-6(8(17)14-10)12-3-15(7)9-5(16)1-4(22-9)2-21-23(18,19)20/h3-5,9,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,9+/m0/s1" KAK InChIKey InChI 1.03 FDFODSATEZEUMJ-OBXARNEKSA-N KAK SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn([C@@H]3O[C@H](CO[P](O)(O)=O)C[C@H]3O)c2N1" KAK SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn([CH]3O[CH](CO[P](O)(O)=O)C[CH]3O)c2N1" KAK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1[C@H]3[C@@H](C[C@H](O3)COP(=O)(O)O)O)NC(=NC2=O)N" KAK SMILES "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1C3C(CC(O3)COP(=O)(O)O)O)NC(=NC2=O)N" # _pdbx_chem_comp_identifier.comp_id KAK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "[(2~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-4-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 KAK "Create component" 2019-05-08 EBI KAK "Modify linking type" 2019-05-08 EBI KAK "Modify formula" 2019-05-08 EBI KAK "Initial release" 2019-07-03 RCSB ##