data_3L5 # _chem_comp.id 3L5 _chem_comp.name "(2-{[2-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)ethyl][2-(2-phosphonoethoxy)ethyl]amino}ethyl)phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H24 N6 O8 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-11 _chem_comp.pdbx_modified_date 2015-01-02 _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 454.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3L5 _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 4RAD _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 3L5 OAE OAE O 0 1 N N N 103.746 -51.542 -9.519 -6.436 -3.114 0.801 OAE 3L5 1 3L5 PBB PBB P 0 1 N N N 104.586 -50.705 -8.527 -6.116 -2.348 -0.424 PBB 3L5 2 3L5 OAF OAF O 0 1 N N N 104.533 -49.201 -8.938 -6.614 -3.170 -1.716 OAF 3L5 3 3L5 OAC OAC O 0 1 N N N 105.997 -51.182 -8.532 -6.861 -0.921 -0.376 OAC 3L5 4 3L5 CAP CAP C 0 1 N N N 103.879 -50.876 -6.861 -4.314 -2.089 -0.527 CAP 3L5 5 3L5 CAK CAK C 0 1 N N N 102.460 -50.386 -6.684 -3.822 -1.418 0.757 CAK 3L5 6 3L5 OAU OAU O 0 1 N N N 101.691 -51.078 -5.741 -2.409 -1.216 0.677 OAU 3L5 7 3L5 CAJ CAJ C 0 1 N N N 101.494 -50.562 -4.456 -1.845 -0.592 1.832 CAJ 3L5 8 3L5 CAL CAL C 0 1 N N N 100.301 -51.223 -3.797 -0.337 -0.426 1.636 CAL 3L5 9 3L5 NAZ NAZ N 0 1 N N N 99.586 -52.069 -4.779 -0.087 0.508 0.530 NAZ 3L5 10 3L5 CAN CAN C 0 1 N N N 99.224 -53.388 -4.223 -0.547 1.861 0.868 CAN 3L5 11 3L5 CAQ CAQ C 0 1 N N N 98.780 -53.458 -2.781 -0.649 2.699 -0.408 CAQ 3L5 12 3L5 PBC PBC P 0 1 N N N 98.616 -55.147 -2.105 -1.209 4.382 0.013 PBC 3L5 13 3L5 OAG OAG O 0 1 N N N 100.037 -55.737 -1.853 -1.191 5.300 -1.309 OAG 3L5 14 3L5 OAH OAH O 0 1 N N N 97.825 -55.086 -0.777 -2.707 4.317 0.601 OAH 3L5 15 3L5 OAD OAD O 0 1 N N N 97.893 -55.999 -3.094 -0.305 4.963 1.031 OAD 3L5 16 3L5 CAM CAM C 0 1 N N N 98.415 -51.379 -5.283 1.334 0.512 0.156 CAM 3L5 17 3L5 CAO CAO C 0 1 N N N 97.741 -51.997 -6.471 1.681 -0.801 -0.549 CAO 3L5 18 3L5 N9 N9 N 0 1 Y N N 96.312 -51.679 -6.585 3.063 -0.746 -1.031 N9 3L5 19 3L5 C4 C4 C 0 1 Y N N 95.811 -50.434 -6.970 4.178 -1.050 -0.314 C4 3L5 20 3L5 N3 N3 N 0 1 N N N 96.403 -49.237 -7.350 4.415 -1.470 0.970 N3 3L5 21 3L5 C2 C2 C 0 1 N N N 95.630 -48.178 -7.684 5.684 -1.695 1.399 C2 3L5 22 3L5 N2 N2 N 0 1 N N N 96.249 -46.932 -8.075 5.878 -2.115 2.688 N2 3L5 23 3L5 N1 N1 N 0 1 N N N 94.280 -48.260 -7.658 6.734 -1.526 0.624 N1 3L5 24 3L5 C6 C6 C 0 1 N N N 93.627 -49.392 -7.299 6.604 -1.117 -0.647 C6 3L5 25 3L5 O6 O6 O 0 1 N N N 92.246 -49.428 -7.288 7.587 -0.964 -1.357 O6 3L5 26 3L5 C5 C5 C 0 1 Y N N 94.418 -50.532 -6.940 5.258 -0.858 -1.167 C5 3L5 27 3L5 N7 N7 N 0 1 Y N N 94.119 -51.833 -6.532 4.764 -0.448 -2.359 N7 3L5 28 3L5 C8 C8 C 0 1 Y N N 95.274 -52.512 -6.317 3.465 -0.386 -2.284 C8 3L5 29 3L5 H1 H1 H 0 1 N N N 103.995 -49.103 -9.715 -7.565 -3.344 -1.728 H1 3L5 30 3L5 H2 H2 H 0 1 N N N 106.086 -51.902 -9.145 -6.696 -0.365 -1.149 H2 3L5 31 3L5 H3 H3 H 0 1 N N N 103.901 -51.943 -6.595 -3.816 -3.050 -0.649 H3 3L5 32 3L5 H4 H4 H 0 1 N N N 104.518 -50.312 -6.166 -4.087 -1.450 -1.380 H4 3L5 33 3L5 H5 H5 H 0 1 N N N 102.503 -49.331 -6.376 -4.320 -0.457 0.879 H5 3L5 34 3L5 H6 H6 H 0 1 N N N 101.952 -50.464 -7.657 -4.049 -2.057 1.611 H6 3L5 35 3L5 H7 H7 H 0 1 N N N 102.392 -50.748 -3.849 -2.303 0.387 1.977 H7 3L5 36 3L5 H8 H8 H 0 1 N N N 101.316 -49.479 -4.524 -2.032 -1.213 2.708 H8 3L5 37 3L5 H9 H9 H 0 1 N N N 99.618 -50.448 -3.418 0.107 -0.032 2.551 H9 3L5 38 3L5 H10 H10 H 0 1 N N N 100.647 -51.848 -2.961 0.108 -1.393 1.404 H10 3L5 39 3L5 H12 H12 H 0 1 N N N 98.403 -53.786 -4.837 -1.526 1.804 1.344 H12 3L5 40 3L5 H13 H13 H 0 1 N N N 100.106 -54.038 -4.325 0.163 2.326 1.552 H13 3L5 41 3L5 H14 H14 H 0 1 N N N 99.517 -52.916 -2.170 0.329 2.751 -0.887 H14 3L5 42 3L5 H15 H15 H 0 1 N N N 97.802 -52.962 -2.701 -1.363 2.238 -1.089 H15 3L5 43 3L5 H16 H16 H 0 1 N N N 100.154 -56.519 -2.380 -1.479 6.211 -1.159 H16 3L5 44 3L5 H17 H17 H 0 1 N N N 97.033 -55.605 -0.855 -3.355 3.946 -0.013 H17 3L5 45 3L5 H18 H18 H 0 1 N N N 98.721 -50.360 -5.563 1.530 1.348 -0.516 H18 3L5 46 3L5 H19 H19 H 0 1 N N N 97.678 -51.329 -4.468 1.945 0.616 1.053 H19 3L5 47 3L5 H20 H20 H 0 1 N N N 97.847 -53.089 -6.398 1.573 -1.628 0.152 H20 3L5 48 3L5 H21 H21 H 0 1 N N N 98.248 -51.640 -7.380 1.007 -0.949 -1.392 H21 3L5 49 3L5 H22 H22 H 0 1 N N N 97.399 -49.158 -7.377 3.671 -1.608 1.576 H22 3L5 50 3L5 H23 H23 H 0 1 N N N 95.681 -46.147 -8.321 6.777 -2.281 3.014 H23 3L5 51 3L5 H24 H24 H 0 1 N N N 97.246 -46.855 -8.099 5.118 -2.246 3.275 H24 3L5 52 3L5 H25 H25 H 0 1 N N N 95.354 -53.538 -5.989 2.808 -0.092 -3.089 H25 3L5 53 # 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 3L5 OAE PBB DOUB N N 1 3L5 OAF PBB SING N N 2 3L5 OAC PBB SING N N 3 3L5 PBB CAP SING N N 4 3L5 N2 C2 SING N N 5 3L5 C2 N1 DOUB N N 6 3L5 C2 N3 SING N N 7 3L5 N1 C6 SING N N 8 3L5 N3 C4 SING N N 9 3L5 C6 O6 DOUB N N 10 3L5 C6 C5 SING N N 11 3L5 C4 C5 DOUB Y N 12 3L5 C4 N9 SING Y N 13 3L5 C5 N7 SING Y N 14 3L5 CAP CAK SING N N 15 3L5 CAK OAU SING N N 16 3L5 N9 CAO SING N N 17 3L5 N9 C8 SING Y N 18 3L5 N7 C8 DOUB Y N 19 3L5 CAO CAM SING N N 20 3L5 OAU CAJ SING N N 21 3L5 CAM NAZ SING N N 22 3L5 NAZ CAN SING N N 23 3L5 NAZ CAL SING N N 24 3L5 CAJ CAL SING N N 25 3L5 CAN CAQ SING N N 26 3L5 OAD PBC DOUB N N 27 3L5 CAQ PBC SING N N 28 3L5 PBC OAG SING N N 29 3L5 PBC OAH SING N N 30 3L5 OAF H1 SING N N 31 3L5 OAC H2 SING N N 32 3L5 CAP H3 SING N N 33 3L5 CAP H4 SING N N 34 3L5 CAK H5 SING N N 35 3L5 CAK H6 SING N N 36 3L5 CAJ H7 SING N N 37 3L5 CAJ H8 SING N N 38 3L5 CAL H9 SING N N 39 3L5 CAL H10 SING N N 40 3L5 CAN H12 SING N N 41 3L5 CAN H13 SING N N 42 3L5 CAQ H14 SING N N 43 3L5 CAQ H15 SING N N 44 3L5 OAG H16 SING N N 45 3L5 OAH H17 SING N N 46 3L5 CAM H18 SING N N 47 3L5 CAM H19 SING N N 48 3L5 CAO H20 SING N N 49 3L5 CAO H21 SING N N 50 3L5 N3 H22 SING N N 51 3L5 N2 H23 SING N N 52 3L5 N2 H24 SING N N 53 3L5 C8 H25 SING N N 54 # 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 3L5 SMILES ACDLabs 12.01 "O=P(O)(O)CCOCCN(CCP(=O)(O)O)CCn1c2NC(=NC(=O)c2nc1)N" 3L5 InChI InChI 1.03 "InChI=1S/C13H24N6O8P2/c14-13-16-11-10(12(20)17-13)15-9-19(11)2-1-18(4-7-28(21,22)23)3-5-27-6-8-29(24,25)26/h9H,1-8H2,(H2,21,22,23)(H2,24,25,26)(H3,14,16,17,20)" 3L5 InChIKey InChI 1.03 ONMAFLJUDYCSLA-UHFFFAOYSA-N 3L5 SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn(CCN(CCOCC[P](O)(O)=O)CC[P](O)(O)=O)c2N1" 3L5 SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn(CCN(CCOCC[P](O)(O)=O)CC[P](O)(O)=O)c2N1" 3L5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCOCCP(=O)(O)O)CCP(=O)(O)O)NC(=NC2=O)N" 3L5 SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCOCCP(=O)(O)O)CCP(=O)(O)O)NC(=NC2=O)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 3L5 "SYSTEMATIC NAME" ACDLabs 12.01 "(2-{[2-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)ethyl][2-(2-phosphonoethoxy)ethyl]amino}ethyl)phosphonic acid" 3L5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-(2-azanyl-6-oxidanylidene-3H-purin-9-yl)ethyl-[2-(2-phosphonoethoxy)ethyl]amino]ethylphosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3L5 "Create component" 2014-09-11 RCSB 3L5 "Initial release" 2015-01-07 RCSB #