data_3L8 # _chem_comp.id 3L8 _chem_comp.name "[(2-{[2-(6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl](2-phosphonoethyl)amino}ethoxy)methyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H21 N5 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 425.271 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3L8 _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 4RAQ _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 3L8 OAF OAF O 0 1 N N N 61.503 -2.740 5.657 -6.095 -2.410 -0.618 OAF 3L8 1 3L8 PBA PBA P 0 1 N N N 61.814 -3.039 4.146 -4.626 -1.783 -0.421 PBA 3L8 2 3L8 OAG OAG O 0 1 N N N 62.245 -1.708 3.431 -4.284 -0.951 -1.597 OAG 3L8 3 3L8 OAC OAC O 0 1 N N N 60.607 -3.646 3.486 -4.604 -0.872 0.906 OAC 3L8 4 3L8 CAP CAP C 0 1 N N N 63.230 -4.220 3.994 -3.408 -3.129 -0.255 CAP 3L8 5 3L8 OAT OAT O 0 1 N N N 63.629 -4.547 2.689 -2.103 -2.573 -0.080 OAT 3L8 6 3L8 CAJ CAJ C 0 1 N N N 64.959 -4.326 2.308 -1.871 -2.032 1.222 CAJ 3L8 7 3L8 CAK CAK C 0 1 N N N 65.666 -5.532 1.758 -0.451 -1.467 1.294 CAK 3L8 8 3L8 NAX NAX N 0 1 N N N 66.490 -5.388 0.570 -0.330 -0.329 0.373 NAX 3L8 9 3L8 CAM CAM C 0 1 N N N 66.937 -6.701 0.113 -1.175 0.792 0.808 CAM 3L8 10 3L8 CAO CAO C 0 1 N N N 66.659 -7.189 -1.282 -1.341 1.783 -0.346 CAO 3L8 11 3L8 PAZ PAZ P 0 1 N N N 67.713 -8.590 -1.832 -2.370 3.185 0.201 PAZ 3L8 12 3L8 OAD OAD O 0 1 N N N 67.985 -9.581 -0.666 -2.654 4.161 -1.048 OAD 3L8 13 3L8 OAE OAE O 0 1 N N N 67.009 -9.392 -2.972 -3.654 2.677 0.732 OAE 3L8 14 3L8 OAB OAB O 0 1 N N N 69.013 -8.028 -2.320 -1.597 4.000 1.354 OAB 3L8 15 3L8 CAL CAL C 0 1 N N N 65.799 -4.608 -0.467 1.071 0.090 0.236 CAL 3L8 16 3L8 CAN CAN C 0 1 N N N 66.364 -3.192 -0.630 1.816 -0.904 -0.656 CAN 3L8 17 3L8 N9 N9 N 0 1 Y N N 66.383 -2.616 -1.983 3.181 -0.425 -0.889 N9 3L8 18 3L8 C4 C4 C 0 1 Y N N 65.611 -1.524 -2.366 4.259 -0.626 -0.072 C4 3L8 19 3L8 N3 N3 N 0 1 N N N 64.698 -0.765 -1.664 4.443 -1.257 1.097 N3 3L8 20 3L8 C2 C2 C 0 1 N N N 64.076 0.234 -2.305 5.615 -1.293 1.668 C2 3L8 21 3L8 N1 N1 N 0 1 N N N 64.335 0.498 -3.605 6.705 -0.700 1.120 N1 3L8 22 3L8 C6 C6 C 0 1 N N N 65.210 -0.208 -4.342 6.606 -0.042 -0.057 C6 3L8 23 3L8 O6 O6 O 0 1 N N N 65.441 0.109 -5.648 7.579 0.494 -0.558 O6 3L8 24 3L8 C5 C5 C 0 1 Y N N 65.899 -1.277 -3.694 5.340 0.007 -0.692 C5 3L8 25 3L8 N7 N7 N 0 1 Y N N 66.845 -2.204 -4.098 4.879 0.556 -1.840 N7 3L8 26 3L8 C8 C8 C 0 1 Y N N 67.123 -3.006 -3.036 3.609 0.298 -1.962 C8 3L8 27 3L8 H1 H1 H 0 1 N N N 61.638 -1.816 5.832 -6.795 -1.750 -0.713 H1 3L8 28 3L8 H2 H2 H 0 1 N N N 60.336 -3.101 2.757 -4.819 -1.353 1.717 H2 3L8 29 3L8 H3 H3 H 0 1 N N N 62.944 -5.153 4.501 -3.660 -3.742 0.611 H3 3L8 30 3L8 H4 H4 H 0 1 N N N 64.095 -3.774 4.507 -3.423 -3.746 -1.153 H4 3L8 31 3L8 H5 H5 H 0 1 N N N 65.514 -3.977 3.191 -2.589 -1.236 1.418 H5 3L8 32 3L8 H6 H6 H 0 1 N N N 64.968 -3.542 1.536 -1.987 -2.819 1.968 H6 3L8 33 3L8 H7 H7 H 0 1 N N N 64.893 -6.279 1.525 -0.243 -1.136 2.311 H7 3L8 34 3L8 H8 H8 H 0 1 N N N 66.318 -5.915 2.557 0.262 -2.241 1.011 H8 3L8 35 3L8 H10 H10 H 0 1 N N N 66.484 -7.436 0.794 -2.153 0.415 1.107 H10 3L8 36 3L8 H11 H11 H 0 1 N N N 68.030 -6.715 0.233 -0.705 1.294 1.654 H11 3L8 37 3L8 H12 H12 H 0 1 N N N 66.816 -6.350 -1.976 -0.362 2.149 -0.654 H12 3L8 38 3L8 H13 H13 H 0 1 N N N 65.609 -7.512 -1.329 -1.824 1.284 -1.186 H13 3L8 39 3L8 H14 H14 H 0 1 N N N 67.667 -10.444 -0.903 -3.197 4.930 -0.830 H14 3L8 40 3L8 H15 H15 H 0 1 N N N 69.145 -8.275 -3.228 -0.745 4.363 1.076 H15 3L8 41 3L8 H16 H16 H 0 1 N N N 64.735 -4.532 -0.197 1.111 1.083 -0.213 H16 3L8 42 3L8 H17 H17 H 0 1 N N N 65.897 -5.137 -1.427 1.540 0.118 1.220 H17 3L8 43 3L8 H18 H18 H 0 1 N N N 67.402 -3.208 -0.265 1.851 -1.877 -0.166 H18 3L8 44 3L8 H19 H19 H 0 1 N N N 65.763 -2.523 0.004 1.296 -0.997 -1.610 H19 3L8 45 3L8 H20 H20 H 0 1 N N N 63.356 0.838 -1.774 5.720 -1.812 2.609 H20 3L8 46 3L8 H21 H21 H 0 1 N N N 63.851 1.257 -4.041 7.560 -0.747 1.575 H21 3L8 47 3L8 H22 H22 H 0 1 N N N 67.826 -3.826 -3.038 2.987 0.616 -2.785 H22 3L8 48 # 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 3L8 O6 C6 DOUB N N 1 3L8 C6 C5 SING N N 2 3L8 C6 N1 SING N N 3 3L8 N7 C5 SING Y N 4 3L8 N7 C8 DOUB Y N 5 3L8 C5 C4 DOUB Y N 6 3L8 N1 C2 SING N N 7 3L8 C8 N9 SING Y N 8 3L8 OAE PAZ DOUB N N 9 3L8 C4 N9 SING Y N 10 3L8 C4 N3 SING N N 11 3L8 OAB PAZ SING N N 12 3L8 C2 N3 DOUB N N 13 3L8 N9 CAN SING N N 14 3L8 PAZ CAO SING N N 15 3L8 PAZ OAD SING N N 16 3L8 CAO CAM SING N N 17 3L8 CAN CAL SING N N 18 3L8 CAL NAX SING N N 19 3L8 CAM NAX SING N N 20 3L8 NAX CAK SING N N 21 3L8 CAK CAJ SING N N 22 3L8 CAJ OAT SING N N 23 3L8 OAT CAP SING N N 24 3L8 OAG PBA DOUB N N 25 3L8 OAC PBA SING N N 26 3L8 CAP PBA SING N N 27 3L8 PBA OAF SING N N 28 3L8 OAF H1 SING N N 29 3L8 OAC H2 SING N N 30 3L8 CAP H3 SING N N 31 3L8 CAP H4 SING N N 32 3L8 CAJ H5 SING N N 33 3L8 CAJ H6 SING N N 34 3L8 CAK H7 SING N N 35 3L8 CAK H8 SING N N 36 3L8 CAM H10 SING N N 37 3L8 CAM H11 SING N N 38 3L8 CAO H12 SING N N 39 3L8 CAO H13 SING N N 40 3L8 OAD H14 SING N N 41 3L8 OAB H15 SING N N 42 3L8 CAL H16 SING N N 43 3L8 CAL H17 SING N N 44 3L8 CAN H18 SING N N 45 3L8 CAN H19 SING N N 46 3L8 C2 H20 SING N N 47 3L8 N1 H21 SING N N 48 3L8 C8 H22 SING N N 49 # 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 3L8 SMILES ACDLabs 12.01 "O=P(O)(O)COCCN(CCP(=O)(O)O)CCn1c2N=CNC(=O)c2nc1" 3L8 InChI InChI 1.03 "InChI=1S/C12H21N5O8P2/c18-12-10-11(13-7-14-12)17(8-15-10)2-1-16(4-6-26(19,20)21)3-5-25-9-27(22,23)24/h7-8H,1-6,9H2,(H,13,14,18)(H2,19,20,21)(H2,22,23,24)" 3L8 InChIKey InChI 1.03 DOQZRNUAQKXUPD-UHFFFAOYSA-N 3L8 SMILES_CANONICAL CACTVS 3.385 "O[P](O)(=O)CCN(CCOC[P](O)(O)=O)CCn1cnc2C(=O)NC=Nc12" 3L8 SMILES CACTVS 3.385 "O[P](O)(=O)CCN(CCOC[P](O)(O)=O)CCn1cnc2C(=O)NC=Nc12" 3L8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCOCP(=O)(O)O)CCP(=O)(O)O)N=CNC2=O" 3L8 SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCOCP(=O)(O)O)CCP(=O)(O)O)N=CNC2=O" # 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 3L8 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2-{[2-(6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl](2-phosphonoethyl)amino}ethoxy)methyl]phosphonic acid" 3L8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-(6-oxidanylidene-1H-purin-9-yl)ethyl-(2-phosphonoethyl)amino]ethoxymethylphosphonic 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 3L8 "Create component" 2014-09-11 RCSB 3L8 "Initial release" 2015-01-07 RCSB #