data_3F5 # _chem_comp.id 3F5 _chem_comp.name "5'-O-(2-amino-2-oxoethyl)-8-(methylamino)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N7 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-03-17 _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 353.334 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3F5 _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 3M3Z _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 3F5 N1 N1 N 0 1 Y N N 18.148 -5.430 -2.575 -5.135 0.767 1.495 N1 3F5 1 3F5 C2 C2 C 0 1 Y N N 16.842 -5.524 -2.123 -4.401 -0.106 2.161 C2 3F5 2 3F5 N3 N3 N 0 1 Y N N 16.475 -4.927 -1.032 -3.199 -0.467 1.762 N3 3F5 3 3F5 C4 C4 C 0 1 Y N N 19.073 -4.670 -1.879 -4.689 1.329 0.376 C4 3F5 4 3F5 N5 N5 N 0 1 Y N N 17.255 -3.512 0.780 -1.480 -0.120 -0.014 N5 3F5 5 3F5 C6 C6 C 0 1 Y N N 18.461 -2.896 1.034 -1.515 0.688 -1.117 C6 3F5 6 3F5 N7 N7 N 0 1 Y N N 19.325 -3.247 0.082 -2.656 1.331 -1.158 N7 3F5 7 3F5 C8 C8 C 0 1 Y N N 18.675 -4.012 -0.783 -3.413 0.974 -0.089 C8 3F5 8 3F5 C9 C9 C 0 1 Y N N 17.367 -4.169 -0.332 -2.671 0.042 0.655 C9 3F5 9 3F5 N10 N10 N 0 1 N N N 20.368 -4.572 -2.307 -5.467 2.243 -0.317 N10 3F5 10 3F5 C11 C11 C 0 1 N N R 16.025 -3.340 1.510 -0.376 -0.998 0.382 C11 3F5 11 3F5 O12 O12 O 0 1 N N N 15.871 -1.936 1.775 0.888 -0.317 0.229 O12 3F5 12 3F5 C13 C13 C 0 1 N N R 14.921 -1.853 2.865 1.879 -1.365 0.154 C13 3F5 13 3F5 C14 C14 C 0 1 N N S 14.988 -3.223 3.584 1.231 -2.459 -0.723 C14 3F5 14 3F5 C15 C15 C 0 1 N N R 16.085 -3.949 2.875 -0.287 -2.213 -0.569 C15 3F5 15 3F5 C16 C16 C 0 1 N N N 15.401 -0.750 3.790 3.158 -0.843 -0.504 C16 3F5 16 3F5 O17 O17 O 0 1 N N N 16.740 -1.044 4.168 3.764 0.136 0.342 O17 3F5 17 3F5 O18 O18 O 0 1 N N N 15.781 -5.360 2.806 -0.923 -3.352 0.013 O18 3F5 18 3F5 O19 O19 O 0 1 N N N 13.757 -3.906 3.399 1.578 -3.759 -0.240 O19 3F5 19 3F5 N20 N20 N 0 1 N N N 18.674 -2.095 2.085 -0.502 0.809 -2.046 N20 3F5 20 3F5 C21 C21 C 0 1 N N N 19.981 -1.376 2.220 -0.660 1.712 -3.189 C21 3F5 21 3F5 C22 C22 C 0 1 N N N 17.163 -0.200 5.231 4.972 0.690 -0.184 C22 3F5 22 3F5 C23 C23 C 0 1 N N N 18.187 -0.961 6.058 5.521 1.706 0.785 C23 3F5 23 3F5 O24 O24 O 0 1 N N N 18.028 -2.160 6.281 4.936 1.932 1.823 O24 3F5 24 3F5 N25 N25 N 0 1 N N N 19.255 -0.345 6.511 6.663 2.362 0.498 N25 3F5 25 3F5 H2 H2 H 0 1 N N N 16.122 -6.100 -2.685 -4.801 -0.539 3.066 H2 3F5 26 3F5 HN10 HN10 H 0 0 N N N 20.486 -5.111 -3.141 -6.347 2.480 0.014 HN10 3F5 27 3F5 HN1A HN1A H 0 0 N N N 20.585 -3.614 -2.496 -5.131 2.647 -1.132 HN1A 3F5 28 3F5 H11 H11 H 0 1 N N N 15.225 -3.798 0.910 -0.506 -1.330 1.412 H11 3F5 29 3F5 H13 H13 H 0 1 N N N 13.893 -1.635 2.540 2.095 -1.754 1.149 H13 3F5 30 3F5 H14 H14 H 0 1 N N N 15.166 -3.140 4.666 1.533 -2.344 -1.763 H14 3F5 31 3F5 H15 H15 H 0 1 N N N 17.069 -3.866 3.360 -0.735 -1.975 -1.535 H15 3F5 32 3F5 H16 H16 H 0 1 N N N 15.362 0.219 3.271 3.851 -1.670 -0.658 H16 3F5 33 3F5 H16A H16A H 0 0 N N N 14.760 -0.704 4.683 2.913 -0.391 -1.466 H16A 3F5 34 3F5 HO18 HO18 H 0 0 N N N 15.822 -5.736 3.677 -0.897 -4.143 -0.543 HO18 3F5 35 3F5 HO19 HO19 H 0 0 N N N 13.792 -4.748 3.838 1.197 -4.484 -0.754 HO19 3F5 36 3F5 HN20 HN20 H 0 0 N N N 17.970 -1.386 2.042 0.314 0.295 -1.943 HN20 3F5 37 3F5 H21 H21 H 0 1 N N N 19.973 -0.770 3.138 0.235 1.674 -3.809 H21 3F5 38 3F5 H21A H21A H 0 0 N N N 20.799 -2.109 2.272 -1.524 1.405 -3.779 H21A 3F5 39 3F5 H21B H21B H 0 0 N N N 20.131 -0.721 1.349 -0.809 2.730 -2.829 H21B 3F5 40 3F5 H22 H22 H 0 1 N N N 17.615 0.717 4.825 5.703 -0.105 -0.330 H22 3F5 41 3F5 H22A H22A H 0 0 N N N 16.302 0.073 5.859 4.765 1.174 -1.138 H22A 3F5 42 3F5 HN25 HN25 H 0 0 N N N 19.939 -0.851 7.037 7.131 2.181 -0.332 HN25 3F5 43 3F5 HN2A HN2A H 0 0 N N N 19.384 0.630 6.330 7.017 3.015 1.121 HN2A 3F5 44 # 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 3F5 N1 C2 DOUB Y N 1 3F5 N1 C4 SING Y N 2 3F5 C2 N3 SING Y N 3 3F5 N3 C9 DOUB Y N 4 3F5 C4 C8 DOUB Y N 5 3F5 C4 N10 SING N N 6 3F5 N5 C6 SING Y N 7 3F5 N5 C9 SING Y N 8 3F5 N5 C11 SING N N 9 3F5 C6 N7 DOUB Y N 10 3F5 C6 N20 SING N N 11 3F5 N7 C8 SING Y N 12 3F5 C8 C9 SING Y N 13 3F5 C11 O12 SING N N 14 3F5 C11 C15 SING N N 15 3F5 O12 C13 SING N N 16 3F5 C13 C14 SING N N 17 3F5 C13 C16 SING N N 18 3F5 C14 C15 SING N N 19 3F5 C14 O19 SING N N 20 3F5 C15 O18 SING N N 21 3F5 C16 O17 SING N N 22 3F5 O17 C22 SING N N 23 3F5 N20 C21 SING N N 24 3F5 C22 C23 SING N N 25 3F5 C23 O24 DOUB N N 26 3F5 C23 N25 SING N N 27 3F5 C2 H2 SING N N 28 3F5 N10 HN10 SING N N 29 3F5 N10 HN1A SING N N 30 3F5 C11 H11 SING N N 31 3F5 C13 H13 SING N N 32 3F5 C14 H14 SING N N 33 3F5 C15 H15 SING N N 34 3F5 C16 H16 SING N N 35 3F5 C16 H16A SING N N 36 3F5 O18 HO18 SING N N 37 3F5 O19 HO19 SING N N 38 3F5 N20 HN20 SING N N 39 3F5 C21 H21 SING N N 40 3F5 C21 H21A SING N N 41 3F5 C21 H21B SING N N 42 3F5 C22 H22 SING N N 43 3F5 C22 H22A SING N N 44 3F5 N25 HN25 SING N N 45 3F5 N25 HN2A SING N N 46 # 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 3F5 SMILES ACDLabs 12.01 "O=C(N)COCC3OC(n2c(nc1c(ncnc12)N)NC)C(O)C3O" 3F5 SMILES_CANONICAL CACTVS 3.370 "CNc1nc2c(N)ncnc2n1[C@@H]3O[C@H](COCC(N)=O)[C@@H](O)[C@H]3O" 3F5 SMILES CACTVS 3.370 "CNc1nc2c(N)ncnc2n1[CH]3O[CH](COCC(N)=O)[CH](O)[CH]3O" 3F5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CNc1nc2c(ncnc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)COCC(=O)N)O)O)N" 3F5 SMILES "OpenEye OEToolkits" 1.7.0 "CNc1nc2c(ncnc2n1C3C(C(C(O3)COCC(=O)N)O)O)N" 3F5 InChI InChI 1.03 "InChI=1S/C13H19N7O5/c1-16-13-19-7-10(15)17-4-18-11(7)20(13)12-9(23)8(22)5(25-12)2-24-3-6(14)21/h4-5,8-9,12,22-23H,2-3H2,1H3,(H2,14,21)(H,16,19)(H2,15,17,18)/t5-,8-,9-,12-/m1/s1" 3F5 InChIKey InChI 1.03 YTEPWBADDXGTBX-JJNLEZRASA-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 3F5 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-(2-amino-2-oxoethyl)-8-(methylamino)adenosine" 3F5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[[(2R,3S,4R,5R)-5-[6-azanyl-8-(methylamino)purin-9-yl]-3,4-dihydroxy-oxolan-2-yl]methoxy]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3F5 "Create component" 2010-03-17 RCSB 3F5 "Modify aromatic_flag" 2011-06-04 RCSB 3F5 "Modify descriptor" 2011-06-04 RCSB #