data_HLI
# 
_chem_comp.id                                    HLI 
_chem_comp.name                                  "(4-{7-[2-(4-chlorophenoxy)ethyl]-2-(methylamino)-6-oxo-6,7-dihydro-1H-purin-8-yl}phenyl)phosphonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 Cl N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-02-24 
_chem_comp.pdbx_modified_date                    2012-04-06 
_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                        475.822 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HLI 
_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        4DUM 
_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 
HLI C1   C1   C  0 1 N N N -0.724 4.228  -23.175 -0.684 -1.348 0.622  C1   HLI 1  
HLI N1   N1   N  0 1 Y N N 0.504  0.400  -25.004 -1.742 2.718  -0.583 N1   HLI 2  
HLI O1   O1   O  0 1 N N N -3.075 2.953  -24.879 -3.941 -0.532 1.600  O1   HLI 3  
HLI P1   P1   P  0 1 N N N 6.480  3.399  -24.407 5.149  2.743  -0.156 P1   HLI 4  
HLI CL1  CL1  CL 0 0 N N N -0.151 4.935  -16.575 0.967  -7.480 -1.298 CL1  HLI 5  
HLI C2   C2   C  0 1 Y N N -1.304 1.581  -24.948 -2.854 1.134  0.478  C2   HLI 6  
HLI N2   N2   N  0 1 Y N N -0.271 2.389  -24.780 -1.501 0.956  0.692  N2   HLI 7  
HLI O2   O2   O  0 1 N N N 6.767  4.786  -23.970 5.478  4.297  -0.419 O2   HLI 8  
HLI C3   C3   C  0 1 Y N N -0.806 0.303  -25.088 -2.980 2.265  -0.338 C3   HLI 9  
HLI N3   N3   N  0 1 N N N -3.507 0.696  -25.188 -5.214 0.924  0.476  N3   HLI 10 
HLI O3   O3   O  0 1 N N N 7.117  3.280  -25.845 5.722  1.926  -1.248 O3   HLI 11 
HLI C4   C4   C  0 1 Y N N 0.848  1.663  -24.815 -0.859 1.954  0.021  C4   HLI 12 
HLI N4   N4   N  0 1 N N N -1.608 -0.752 -25.265 -4.210 2.674  -0.710 N4   HLI 13 
HLI O4   O4   O  0 1 N N N 7.284  2.305  -23.491 5.791  2.288  1.249  O4   HLI 14 
HLI C5   C5   C  0 1 N N N -2.952 -0.604 -25.324 -5.284 2.030  -0.319 C5   HLI 15 
HLI N5   N5   N  0 1 N N N -3.747 -1.681 -25.512 -6.516 2.483  -0.722 N5   HLI 16 
HLI O5   O5   O  0 1 N N N 0.460  4.038  -22.397 -0.074 -2.380 1.399  O5   HLI 17 
HLI C6   C6   C  0 1 N N N -2.659 1.801  -24.997 -4.014 0.456  0.888  C6   HLI 18 
HLI C7   C7   C  0 1 Y N N 2.163  2.077  -24.705 0.607  2.146  -0.023 C7   HLI 19 
HLI C8   C8   C  0 1 N N N -0.384 3.859  -24.611 -0.876 -0.102 1.489  C8   HLI 20 
HLI C9   C9   C  0 1 Y N N 3.086  1.258  -24.050 1.462  1.079  0.256  C9   HLI 21 
HLI C10  C10  C  0 1 Y N N 4.420  1.667  -23.956 2.829  1.266  0.214  C10  HLI 22 
HLI C11  C11  C  0 1 Y N N 4.802  2.877  -24.528 3.351  2.507  -0.103 C11  HLI 23 
HLI C12  C12  C  0 1 Y N N 3.900  3.702  -25.196 2.509  3.568  -0.381 C12  HLI 24 
HLI C13  C13  C  0 1 Y N N 2.572  3.285  -25.295 1.140  3.394  -0.348 C13  HLI 25 
HLI C14  C14  C  0 1 N N N -3.765 -2.371 -26.826 -6.616 3.668  -1.577 C14  HLI 26 
HLI C15  C15  C  0 1 Y N N 0.294  4.249  -21.058 0.168  -3.562 0.774  C15  HLI 27 
HLI C16  C16  C  0 1 Y N N -0.843 4.881  -20.549 0.758  -4.608 1.469  C16  HLI 28 
HLI C17  C17  C  0 1 Y N N -0.980 5.090  -19.175 1.002  -5.809 0.831  C17  HLI 29 
HLI C18  C18  C  0 1 Y N N 0.018  4.666  -18.290 0.659  -5.970 -0.499 C18  HLI 30 
HLI C19  C19  C  0 1 Y N N 1.156  4.038  -18.805 0.070  -4.928 -1.194 C19  HLI 31 
HLI C20  C20  C  0 1 Y N N 1.297  3.834  -20.179 -0.181 -3.727 -0.559 C20  HLI 32 
HLI H1   H1   H  0 1 N N N -1.045 5.279  -23.122 -0.043 -1.105 -0.226 H1   HLI 33 
HLI H1A  H1A  H  0 1 N N N -1.529 3.579  -22.800 -1.653 -1.691 0.259  H1A  HLI 34 
HLI HO2  HO2  H  0 1 N N N 7.250  5.239  -24.651 6.424  4.497  -0.459 HO2  HLI 35 
HLI HN3  HN3  H  0 1 N N N -4.498 0.825  -25.228 -6.028 0.472  0.747  HN3  HLI 36 
HLI HO4  HO4  H  0 1 N N N 7.933  1.861  -24.024 5.460  2.783  2.011  HO4  HLI 37 
HLI H8   H8   H  0 1 N N N -1.176 4.236  -25.275 -1.516 -0.345 2.337  H8   HLI 38 
HLI H8A  H8A  H  0 1 N N N 0.574  4.325  -24.883 0.094  0.241  1.852  H8A  HLI 39 
HLI H9   H9   H  0 1 N N N 2.772  0.318  -23.620 1.056  0.110  0.505  H9   HLI 40 
HLI H10  H10  H  0 1 N N N 5.145  1.051  -23.445 3.492  0.441  0.430  H10  HLI 41 
HLI H12  H12  H  0 1 N N N 4.220  4.640  -25.626 2.923  4.535  -0.628 H12  HLI 42 
HLI H13  H13  H  0 1 N N N 1.856  3.893  -25.827 0.484  4.222  -0.570 H13  HLI 43 
HLI H14  H14  H  0 1 N N N -4.467 -3.217 -26.787 -7.665 3.874  -1.791 H14  HLI 44 
HLI H14A H14A H  0 0 N N N -4.085 -1.665 -27.606 -6.176 4.524  -1.064 H14A HLI 45 
HLI H16  H16  H  0 1 N N N -1.621 5.210  -21.222 1.026  -4.483 2.507  H16  HLI 46 
HLI H17  H17  H  0 1 N N N -1.862 5.582  -18.793 1.462  -6.623 1.372  H17  HLI 47 
HLI H19  H19  H  0 1 N N N 1.934  3.707  -18.133 -0.197 -5.055 -2.233 H19  HLI 48 
HLI H20  H20  H  0 1 N N N 2.185  3.354  -20.563 -0.644 -2.916 -1.101 H20  HLI 49 
HLI H14B H14B H  0 0 N N N -2.756 -2.742 -27.059 -6.083 3.490  -2.510 H14B HLI 50 
HLI HN5  HN5  H  0 1 N N N -4.323 -2.013 -24.765 -7.319 2.017  -0.442 HN5  HLI 51 
# 
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 
HLI C8  C1   SING N N 1  
HLI C1  O5   SING N N 2  
HLI C1  H1   SING N N 3  
HLI C1  H1A  SING N N 4  
HLI C3  N1   SING Y N 5  
HLI N1  C4   DOUB Y N 6  
HLI C6  O1   DOUB N N 7  
HLI O3  P1   DOUB N N 8  
HLI C11 P1   SING N N 9  
HLI P1  O2   SING N N 10 
HLI P1  O4   SING N N 11 
HLI C18 CL1  SING N N 12 
HLI C3  C2   DOUB Y N 13 
HLI C6  C2   SING N N 14 
HLI C2  N2   SING Y N 15 
HLI C4  N2   SING Y N 16 
HLI N2  C8   SING N N 17 
HLI O2  HO2  SING N N 18 
HLI N4  C3   SING N N 19 
HLI C5  N3   SING N N 20 
HLI N3  C6   SING N N 21 
HLI N3  HN3  SING N N 22 
HLI C4  C7   SING N N 23 
HLI C5  N4   DOUB N N 24 
HLI O4  HO4  SING N N 25 
HLI N5  C5   SING N N 26 
HLI C14 N5   SING N N 27 
HLI O5  C15  SING N N 28 
HLI C13 C7   DOUB Y N 29 
HLI C7  C9   SING Y N 30 
HLI C8  H8   SING N N 31 
HLI C8  H8A  SING N N 32 
HLI C9  C10  DOUB Y N 33 
HLI C9  H9   SING N N 34 
HLI C11 C10  SING Y N 35 
HLI C10 H10  SING N N 36 
HLI C12 C11  DOUB Y N 37 
HLI C13 C12  SING Y N 38 
HLI C12 H12  SING N N 39 
HLI C13 H13  SING N N 40 
HLI C14 H14  SING N N 41 
HLI C14 H14A SING N N 42 
HLI C15 C16  DOUB Y N 43 
HLI C15 C20  SING Y N 44 
HLI C16 C17  SING Y N 45 
HLI C16 H16  SING N N 46 
HLI C17 C18  DOUB Y N 47 
HLI C17 H17  SING N N 48 
HLI C19 C18  SING Y N 49 
HLI C20 C19  DOUB Y N 50 
HLI C19 H19  SING N N 51 
HLI C20 H20  SING N N 52 
HLI C14 H14B SING N N 53 
HLI N5  HN5  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 
HLI SMILES           ACDLabs              12.01 "O=P(O)(O)c1ccc(cc1)c3nc2N=C(NC(=O)c2n3CCOc4ccc(Cl)cc4)NC"                                                                                                                   
HLI InChI            InChI                1.03  "InChI=1S/C20H19ClN5O5P/c1-22-20-24-17-16(19(27)25-20)26(10-11-31-14-6-4-13(21)5-7-14)18(23-17)12-2-8-15(9-3-12)32(28,29)30/h2-9H,10-11H2,1H3,(H2,28,29,30)(H2,22,24,25,27)" 
HLI InChIKey         InChI                1.03  MCYZBWKMUOPJOU-UHFFFAOYSA-N                                                                                                                                                  
HLI SMILES_CANONICAL CACTVS               3.370 "CNC1=Nc2nc(n(CCOc3ccc(Cl)cc3)c2C(=O)N1)c4ccc(cc4)[P](O)(O)=O"                                                                                                               
HLI SMILES           CACTVS               3.370 "CNC1=Nc2nc(n(CCOc3ccc(Cl)cc3)c2C(=O)N1)c4ccc(cc4)[P](O)(O)=O"                                                                                                               
HLI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNC1=Nc2c(n(c(n2)c3ccc(cc3)P(=O)(O)O)CCOc4ccc(cc4)Cl)C(=O)N1"                                                                                                               
HLI SMILES           "OpenEye OEToolkits" 1.7.6 "CNC1=Nc2c(n(c(n2)c3ccc(cc3)P(=O)(O)O)CCOc4ccc(cc4)Cl)C(=O)N1"                                                                                                               
# 
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 
HLI "SYSTEMATIC NAME" ACDLabs              12.01 "(4-{7-[2-(4-chlorophenoxy)ethyl]-2-(methylamino)-6-oxo-6,7-dihydro-1H-purin-8-yl}phenyl)phosphonic acid"  
HLI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[4-[7-[2-(4-chloranylphenoxy)ethyl]-2-(methylamino)-6-oxidanylidene-1H-purin-8-yl]phenyl]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 
HLI "Create component" 2012-02-24 RCSB 
# 
