data_3QF
# 
_chem_comp.id                                    3QF 
_chem_comp.name                                  "[2-([2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl]{2-[(2-oxoethyl)(2-phosphonoethyl)amino]ethyl}amino)ethyl]phosphonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H27 N7 O8 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-10-07 
_chem_comp.pdbx_modified_date                    2015-05-15 
_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                        495.365 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3QF 
_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        4RHX 
_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 
3QF OAF OAF O 0 1 N N N -3.426 7.688  124.396 -6.313 -3.039 -2.042 OAF 3QF 1  
3QF PBE PBE P 0 1 N N N -4.138 7.219  123.164 -4.825 -2.797 -1.478 PBE 3QF 2  
3QF OAG OAG O 0 1 N N N -3.836 5.762  122.933 -4.402 -3.971 -0.683 OAG 3QF 3  
3QF OAC OAC O 0 1 N N N -5.613 7.405  123.341 -3.810 -2.589 -2.711 OAC 3QF 4  
3QF CAS CAS C 0 1 N N N -3.574 8.223  121.706 -4.810 -1.311 -0.421 CAS 3QF 5  
3QF CAP CAP C 0 1 N N N -3.947 9.743  121.923 -3.428 -1.151 0.215  CAP 3QF 6  
3QF NBB NBB N 0 1 N N N -3.143 10.639 121.055 -3.416 0.046  1.066  NBB 3QF 7  
3QF CAL CAL C 0 1 N N N -3.098 10.100 119.663 -4.313 -0.118 2.217  CAL 3QF 8  
3QF CAK CAK C 0 1 N N N -4.433 10.371 118.946 -4.664 1.236  2.777  CAK 3QF 9  
3QF OAE OAE O 0 1 N N N -5.330 9.499  118.943 -5.817 1.593  2.817  OAE 3QF 10 
3QF CAM CAM C 0 1 N N N -3.750 11.965 121.070 -2.051 0.367  1.504  CAM 3QF 11 
3QF CAN CAN C 0 1 N N N -3.552 12.598 122.485 -1.282 1.009  0.347  CAN 3QF 12 
3QF NBC NBC N 0 1 N N N -4.701 13.419 122.874 0.091  1.306  0.777  NBC 3QF 13 
3QF CAQ CAQ C 0 1 N N N -4.533 14.731 122.374 0.705  2.323  -0.087 CAQ 3QF 14 
3QF CAT CAT C 0 1 N N N -5.877 15.351 122.052 0.144  3.701  0.269  CAT 3QF 15 
3QF PBF PBF P 0 1 N N N -5.717 17.035 121.258 0.818  4.946  -0.878 PBF 3QF 16 
3QF OAH OAH O 0 1 N N N -5.272 16.864 119.831 2.297  4.888  -0.857 OAH 3QF 17 
3QF OAI OAI O 0 1 N N N -7.064 17.740 121.294 0.290  4.644  -2.369 OAI 3QF 18 
3QF OAD OAD O 0 1 N N N -4.695 17.868 121.995 0.332  6.413  -0.425 OAD 3QF 19 
3QF CAO CAO C 0 1 N N N -4.777 13.453 124.341 0.907  0.085  0.815  CAO 3QF 20 
3QF CAR CAR C 0 1 N N N -3.605 14.278 124.936 2.243  0.384  1.498  CAR 3QF 21 
3QF N9  N9  N 0 1 Y N N -3.952 14.735 126.315 3.056  -0.833 1.536  N9  3QF 22 
3QF C4  C4  C 0 1 Y N N -3.986 13.955 127.432 3.878  -1.288 0.541  C4  3QF 23 
3QF N3  N3  N 0 1 N N N -3.745 12.628 127.723 4.201  -0.844 -0.679 N3  3QF 24 
3QF C2  C2  C 0 1 N N N -3.862 12.154 128.946 5.043  -1.504 -1.442 C2  3QF 25 
3QF N2  N2  N 0 1 N N N -3.603 10.779 129.186 5.344  -1.009 -2.687 N2  3QF 26 
3QF N1  N1  N 0 1 N N N -4.231 12.951 130.002 5.628  -2.665 -1.033 N1  3QF 27 
3QF C6  C6  C 0 1 N N N -4.486 14.240 129.836 5.351  -3.176 0.187  C6  3QF 28 
3QF O6  O6  O 0 1 N N N -4.864 15.049 130.926 5.868  -4.214 0.562  O6  3QF 29 
3QF C5  C5  C 0 1 Y N N -4.364 14.797 128.493 4.445  -2.476 1.018  C5  3QF 30 
3QF N7  N7  N 0 1 Y N N -4.540 16.046 127.947 3.950  -2.686 2.262  N7  3QF 31 
3QF C8  C8  C 0 1 Y N N -4.293 16.000 126.653 3.137  -1.718 2.572  C8  3QF 32 
3QF H1  H1  H 0 1 N N N -2.934 6.967  124.772 -6.396 -3.815 -2.614 H1  3QF 33 
3QF H2  H2  H 0 1 N N N -6.049 6.564  123.270 -4.028 -1.835 -3.276 H2  3QF 34 
3QF H3  H3  H 0 1 N N N -4.068 7.853  120.795 -5.036 -0.433 -1.026 H3  3QF 35 
3QF H4  H4  H 0 1 N N N -2.484 8.127  121.597 -5.561 -1.415 0.362  H4  3QF 36 
3QF H5  H5  H 0 1 N N N -3.763 10.008 122.975 -3.202 -2.030 0.820  H5  3QF 37 
3QF H6  H6  H 0 1 N N N -5.013 9.884  121.690 -2.677 -1.048 -0.569 H6  3QF 38 
3QF H8  H8  H 0 1 N N N -2.918 9.015  119.699 -5.223 -0.627 1.899  H8  3QF 39 
3QF H9  H9  H 0 1 N N N -2.282 10.589 119.110 -3.815 -0.711 2.985  H9  3QF 40 
3QF H10 H10 H 0 1 N N N -4.595 11.314 118.445 -3.885 1.888  3.143  H10 3QF 41 
3QF H11 H11 H 0 1 N N N -3.269 12.600 120.311 -2.092 1.061  2.343  H11 3QF 42 
3QF H12 H12 H 0 1 N N N -4.825 11.881 120.850 -1.544 -0.547 1.814  H12 3QF 43 
3QF H13 H13 H 0 1 N N N -3.424 11.792 123.222 -1.257 0.321  -0.498 H13 3QF 44 
3QF H14 H14 H 0 1 N N N -2.651 13.229 122.471 -1.778 1.933  0.050  H14 3QF 45 
3QF H16 H16 H 0 1 N N N -3.922 14.695 121.460 1.785  2.321  0.061  H16 3QF 46 
3QF H17 H17 H 0 1 N N N -4.023 15.345 123.131 0.480  2.097  -1.129 H17 3QF 47 
3QF H18 H18 H 0 1 N N N -6.450 15.454 122.985 -0.943 3.682  0.188  H18 3QF 48 
3QF H19 H19 H 0 1 N N N -6.416 14.685 121.362 0.428  3.956  1.290  H19 3QF 49 
3QF H20 H20 H 0 1 N N N -7.348 17.928 120.407 -0.672 4.666  -2.458 H20 3QF 50 
3QF H21 H21 H 0 1 N N N -3.992 18.105 121.402 0.655  7.127  -0.992 H21 3QF 51 
3QF H22 H22 H 0 1 N N N -5.730 13.912 124.642 0.379  -0.688 1.373  H22 3QF 52 
3QF H23 H23 H 0 1 N N N -4.727 12.425 124.728 1.089  -0.262 -0.202 H23 3QF 53 
3QF H24 H24 H 0 1 N N N -2.702 13.652 124.976 2.771  1.157  0.940  H24 3QF 54 
3QF H25 H25 H 0 1 N N N -3.416 15.154 124.299 2.061  0.731  2.515  H25 3QF 55 
3QF H26 H26 H 0 1 N N N -3.335 10.181 128.430 4.936  -0.183 -2.992 H26 3QF 56 
3QF H27 H27 H 0 1 N N N -3.689 10.408 130.111 5.964  -1.485 -3.261 H27 3QF 57 
3QF H28 H28 H 0 1 N N N -4.309 12.550 130.915 6.246  -3.127 -1.621 H28 3QF 58 
3QF H29 H29 H 0 1 N N N -4.353 16.837 125.973 2.604  -1.630 3.507  H29 3QF 59 
# 
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 
3QF OAE CAK DOUB N N 1  
3QF CAK CAL SING N N 2  
3QF CAL NBB SING N N 3  
3QF OAH PBF DOUB N N 4  
3QF NBB CAM SING N N 5  
3QF NBB CAP SING N N 6  
3QF CAM CAN SING N N 7  
3QF PBF OAI SING N N 8  
3QF PBF OAD SING N N 9  
3QF PBF CAT SING N N 10 
3QF CAS CAP SING N N 11 
3QF CAS PBE SING N N 12 
3QF CAT CAQ SING N N 13 
3QF CAQ NBC SING N N 14 
3QF CAN NBC SING N N 15 
3QF NBC CAO SING N N 16 
3QF OAG PBE DOUB N N 17 
3QF PBE OAC SING N N 18 
3QF PBE OAF SING N N 19 
3QF CAO CAR SING N N 20 
3QF CAR N9  SING N N 21 
3QF N9  C8  SING Y N 22 
3QF N9  C4  SING Y N 23 
3QF C8  N7  DOUB Y N 24 
3QF C4  N3  SING N N 25 
3QF C4  C5  DOUB Y N 26 
3QF N3  C2  DOUB N N 27 
3QF N7  C5  SING Y N 28 
3QF C5  C6  SING N N 29 
3QF C2  N2  SING N N 30 
3QF C2  N1  SING N N 31 
3QF C6  N1  SING N N 32 
3QF C6  O6  DOUB N N 33 
3QF OAF H1  SING N N 34 
3QF OAC H2  SING N N 35 
3QF CAS H3  SING N N 36 
3QF CAS H4  SING N N 37 
3QF CAP H5  SING N N 38 
3QF CAP H6  SING N N 39 
3QF CAL H8  SING N N 40 
3QF CAL H9  SING N N 41 
3QF CAK H10 SING N N 42 
3QF CAM H11 SING N N 43 
3QF CAM H12 SING N N 44 
3QF CAN H13 SING N N 45 
3QF CAN H14 SING N N 46 
3QF CAQ H16 SING N N 47 
3QF CAQ H17 SING N N 48 
3QF CAT H18 SING N N 49 
3QF CAT H19 SING N N 50 
3QF OAI H20 SING N N 51 
3QF OAD H21 SING N N 52 
3QF CAO H22 SING N N 53 
3QF CAO H23 SING N N 54 
3QF CAR H24 SING N N 55 
3QF CAR H25 SING N N 56 
3QF N2  H26 SING N N 57 
3QF N2  H27 SING N N 58 
3QF N1  H28 SING N N 59 
3QF C8  H29 SING N N 60 
# 
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 
3QF SMILES           ACDLabs              12.01 "O=P(O)(O)CCN(CC=O)CCN(CCP(=O)(O)O)CCn1c2N=C(NC(=O)c2nc1)N"                                                                                                                        
3QF InChI            InChI                1.03  "InChI=1S/C15H27N7O8P2/c16-15-18-13-12(14(24)19-15)17-11-22(13)4-3-20(6-9-31(25,26)27)1-2-21(5-8-23)7-10-32(28,29)30/h8,11H,1-7,9-10H2,(H2,25,26,27)(H2,28,29,30)(H3,16,18,19,24)" 
3QF InChIKey         InChI                1.03  UVQNMNMHDDJCKT-UHFFFAOYSA-N                                                                                                                                                        
3QF SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(CCN(CCN(CC[P](O)(O)=O)CC=O)CC[P](O)(O)=O)cnc2C(=O)N1"                                                                                                                    
3QF SMILES           CACTVS               3.385 "NC1=Nc2n(CCN(CCN(CC[P](O)(O)=O)CC=O)CC[P](O)(O)=O)cnc2C(=O)N1"                                                                                                                    
3QF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCN(CCP(=O)(O)O)CC=O)CCP(=O)(O)O)N=C(NC2=O)N"                                                                                                                        
3QF SMILES           "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1CCN(CCN(CCP(=O)(O)O)CC=O)CCP(=O)(O)O)N=C(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 
3QF "SYSTEMATIC NAME" ACDLabs              12.01 "[2-([2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl]{2-[(2-oxoethyl)(2-phosphonoethyl)amino]ethyl}amino)ethyl]phosphonic acid"     
3QF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)ethyl-[2-[2-oxidanylideneethyl(2-phosphonoethyl)amino]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 
3QF "Create component" 2014-10-07 RCSB 
3QF "Initial release"  2015-05-20 RCSB 
# 
