data_3L3 # _chem_comp.id 3L3 _chem_comp.name "[(E)-2-(2-{[2-(2-amino-8-bromo-6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl][(E)-2-phosphonoethenyl]amino}ethoxy)ethenyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 Br 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 529.177 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3L3 _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 4RAB _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 3L3 OAE OAE O 0 1 N N N -2.485 -7.773 -13.897 -5.834 -3.719 1.078 OAE 3L3 1 3L3 PBC PBC P 0 1 N N N -2.437 -8.369 -12.425 -6.259 -2.302 1.099 PBC 3L3 2 3L3 OAF OAF O 0 1 N N N -3.059 -9.795 -12.449 -7.659 -2.150 0.318 OAF 3L3 3 3L3 OAC OAC O 0 1 N N N -3.228 -7.509 -11.510 -6.440 -1.819 2.624 OAC 3L3 4 3L3 CAP CAP C 0 1 N N N -0.660 -8.443 -11.840 -4.999 -1.280 0.287 CAP 3L3 5 3L3 CAK CAK C 0 1 N N N -0.385 -9.058 -10.483 -3.914 -1.841 -0.206 CAK 3L3 6 3L3 OAU OAU O 0 1 N N N 0.949 -9.337 -10.166 -2.972 -1.077 -0.814 OAU 3L3 7 3L3 CAJ CAJ C 0 1 N N N 1.412 -10.629 -10.296 -1.821 -1.751 -1.325 CAJ 3L3 8 3L3 CAL CAL C 0 1 N N N 2.815 -10.826 -10.894 -0.878 -0.733 -1.970 CAL 3L3 9 3L3 NBA NBA N 0 1 N N N 3.108 -10.195 -12.200 -0.368 0.179 -0.943 NBA 3L3 10 3L3 CAN CAN C 0 1 N N N 4.154 -10.942 -12.874 -1.056 1.349 -0.650 CAN 3L3 11 3L3 CAQ CAQ C 0 1 N N N 5.137 -11.689 -11.975 -2.170 1.640 -1.298 CAQ 3L3 12 3L3 PBD PBD P 0 1 N N N 6.188 -13.008 -12.707 -3.068 3.169 -0.915 PBD 3L3 13 3L3 OAG OAG O 0 1 N N N 5.298 -14.202 -13.132 -4.554 2.806 -0.411 OAG 3L3 14 3L3 OAH OAH O 0 1 N N N 6.958 -12.452 -13.959 -2.353 3.909 0.148 OAH 3L3 15 3L3 OAD OAD O 0 1 N N N 7.162 -13.457 -11.688 -3.158 4.083 -2.238 OAD 3L3 16 3L3 CAM CAM C 0 1 N N N 3.573 -8.812 -11.969 0.867 -0.144 -0.225 CAM 3L3 17 3L3 CAO CAO C 0 1 N N N 4.282 -8.083 -13.120 2.063 0.444 -0.976 CAO 3L3 18 3L3 N9 N9 N 0 1 Y N N 4.200 -6.611 -13.091 3.298 0.122 -0.258 N9 3L3 19 3L3 C4 C4 C 0 1 Y N N 5.120 -5.751 -12.519 4.075 -0.990 -0.442 C4 3L3 20 3L3 N3 N3 N 0 1 N N N 6.320 -5.941 -11.853 4.000 -2.058 -1.246 N3 3L3 21 3L3 C2 C2 C 0 1 N N N 7.020 -4.894 -11.401 4.914 -3.002 -1.209 C2 3L3 22 3L3 N2 N2 N 0 1 N N N 8.266 -5.127 -10.708 4.795 -4.078 -2.053 N2 3L3 23 3L3 N1 N1 N 0 1 N N N 6.578 -3.597 -11.573 5.976 -2.943 -0.357 N1 3L3 24 3L3 C6 C6 C 0 1 N N N 5.427 -3.352 -12.211 6.118 -1.895 0.485 C6 3L3 25 3L3 O6 O6 O 0 1 N N N 5.000 -2.035 -12.379 7.064 -1.833 1.251 O6 3L3 26 3L3 C5 C5 C 0 1 Y N N 4.644 -4.447 -12.715 5.142 -0.872 0.456 C5 3L3 27 3L3 N7 N7 N 0 1 Y N N 3.440 -4.555 -13.401 4.969 0.288 1.135 N7 3L3 28 3L3 C8 C8 C 0 1 Y N N 3.188 -5.869 -13.617 3.888 0.878 0.713 C8 3L3 29 3L3 BR8 BR8 BR 0 0 N N N 1.642 -6.625 -14.534 3.228 2.529 1.358 BR8 3L3 30 3L3 H1 H1 H 0 1 N N N -3.334 -10.006 -13.333 -7.998 -1.245 0.292 H1 3L3 31 3L3 H2 H2 H 0 1 N N N -3.597 -6.782 -11.998 -7.100 -2.322 3.121 H2 3L3 32 3L3 H3 H3 H 0 1 N N N 0.144 -8.059 -12.451 -5.139 -0.212 0.207 H3 3L3 33 3L3 H4 H4 H 0 1 N N N -1.185 -9.272 -9.790 -3.775 -2.909 -0.127 H4 3L3 34 3L3 H5 H5 H 0 1 N N N 0.702 -11.170 -10.938 -1.305 -2.259 -0.510 H5 3L3 35 3L3 H6 H6 H 0 1 N N N 1.416 -11.080 -9.293 -2.130 -2.483 -2.072 H6 3L3 36 3L3 H7 H7 H 0 1 N N N 2.972 -11.908 -11.011 -0.044 -1.256 -2.438 H7 3L3 37 3L3 H8 H8 H 0 1 N N N 3.539 -10.427 -10.168 -1.419 -0.164 -2.725 H8 3L3 38 3L3 H9 H9 H 0 1 N N N 4.233 -10.968 -13.951 -0.681 2.022 0.107 H9 3L3 39 3L3 H10 H10 H 0 1 N N N 5.214 -11.446 -10.925 -2.545 0.968 -2.055 H10 3L3 40 3L3 H11 H11 H 0 1 N N N 5.398 -14.356 -14.064 -5.081 2.320 -1.059 H11 3L3 41 3L3 H12 H12 H 0 1 N N N 8.045 -13.313 -12.008 -3.627 4.919 -2.107 H12 3L3 42 3L3 H13 H13 H 0 1 N N N 4.273 -8.841 -11.121 0.825 0.280 0.779 H13 3L3 43 3L3 H14 H14 H 0 1 N N N 2.692 -8.213 -11.697 0.976 -1.226 -0.158 H14 3L3 44 3L3 H15 H15 H 0 1 N N N 3.836 -8.428 -14.064 2.105 0.021 -1.980 H15 3L3 45 3L3 H16 H16 H 0 1 N N N 5.345 -8.363 -13.093 1.953 1.527 -1.043 H16 3L3 46 3L3 H17 H17 H 0 1 N N N 8.595 -6.061 -10.571 4.045 -4.133 -2.665 H17 3L3 47 3L3 H18 H18 H 0 1 N N N 8.799 -4.354 -10.365 5.462 -4.782 -2.037 H18 3L3 48 3L3 H19 H19 H 0 1 N N N 7.121 -2.836 -11.219 6.633 -3.656 -0.354 H19 3L3 49 # 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 3L3 BR8 C8 SING N N 1 3L3 OAH PBD DOUB N N 2 3L3 OAE PBC DOUB N N 3 3L3 C8 N7 DOUB Y N 4 3L3 C8 N9 SING Y N 5 3L3 N7 C5 SING Y N 6 3L3 OAG PBD SING N N 7 3L3 CAO N9 SING N N 8 3L3 CAO CAM SING N N 9 3L3 N9 C4 SING Y N 10 3L3 CAN NBA SING N N 11 3L3 CAN CAQ DOUB N E 12 3L3 C5 C4 DOUB Y N 13 3L3 C5 C6 SING N N 14 3L3 PBD CAQ SING N N 15 3L3 PBD OAD SING N N 16 3L3 C4 N3 SING N N 17 3L3 OAF PBC SING N N 18 3L3 PBC CAP SING N N 19 3L3 PBC OAC SING N N 20 3L3 O6 C6 DOUB N N 21 3L3 C6 N1 SING N N 22 3L3 NBA CAM SING N N 23 3L3 NBA CAL SING N N 24 3L3 N3 C2 DOUB N N 25 3L3 CAP CAK DOUB N E 26 3L3 N1 C2 SING N N 27 3L3 C2 N2 SING N N 28 3L3 CAL CAJ SING N N 29 3L3 CAK OAU SING N N 30 3L3 CAJ OAU SING N N 31 3L3 OAF H1 SING N N 32 3L3 OAC H2 SING N N 33 3L3 CAP H3 SING N N 34 3L3 CAK H4 SING N N 35 3L3 CAJ H5 SING N N 36 3L3 CAJ H6 SING N N 37 3L3 CAL H7 SING N N 38 3L3 CAL H8 SING N N 39 3L3 CAN H9 SING N N 40 3L3 CAQ H10 SING N N 41 3L3 OAG H11 SING N N 42 3L3 OAD H12 SING N N 43 3L3 CAM H13 SING N N 44 3L3 CAM H14 SING N N 45 3L3 CAO H15 SING N N 46 3L3 CAO H16 SING N N 47 3L3 N2 H17 SING N N 48 3L3 N2 H18 SING N N 49 3L3 N1 H19 SING N N 50 # 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 3L3 SMILES ACDLabs 12.01 "O=P(O)(O)/C=C/N(CCO/C=C/P(=O)(O)O)CCn1c2N=C(NC(=O)c2nc1Br)N" 3L3 InChI InChI 1.03 "InChI=1S/C13H19BrN6O8P2/c14-12-16-9-10(17-13(15)18-11(9)21)20(12)2-1-19(4-7-29(22,23)24)3-5-28-6-8-30(25,26)27/h4,6-8H,1-3,5H2,(H2,22,23,24)(H2,25,26,27)(H3,15,17,18,21)/b7-4+,8-6+" 3L3 InChIKey InChI 1.03 PVMQSKKLLHWGSB-IJYBVRAASA-N 3L3 SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(CCN(CCO/C=C/[P](O)(O)=O)\C=C\[P](O)(O)=O)c(Br)nc2C(=O)N1" 3L3 SMILES CACTVS 3.385 "NC1=Nc2n(CCN(CCOC=C[P](O)(O)=O)C=C[P](O)(O)=O)c(Br)nc2C(=O)N1" 3L3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C(CN(CCO/C=C/P(=O)(O)O)/C=C/P(=O)(O)O)n1c2c(nc1Br)C(=O)NC(=N2)N" 3L3 SMILES "OpenEye OEToolkits" 1.7.6 "C(CN(CCOC=CP(=O)(O)O)C=CP(=O)(O)O)n1c2c(nc1Br)C(=O)NC(=N2)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 3L3 "SYSTEMATIC NAME" ACDLabs 12.01 "[(E)-2-(2-{[2-(2-amino-8-bromo-6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl][(E)-2-phosphonoethenyl]amino}ethoxy)ethenyl]phosphonic acid" 3L3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(E)-2-[2-(2-azanyl-8-bromanyl-6-oxidanylidene-1H-purin-9-yl)ethyl-[2-[(E)-2-phosphonoethenoxy]ethyl]amino]ethenyl]phosphonic 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 3L3 "Create component" 2014-09-11 RCSB 3L3 "Initial release" 2015-01-07 RCSB #