data_6LI
# 
_chem_comp.id                                    6LI 
_chem_comp.name                                  
;7-[2-(4-chlorophenoxy)ethyl]guanosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 Cl N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2012-02-22 
_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                        518.822 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6LI 
_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        4DT6 
_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 
6LI C1   C1   C  0 1 N N R 2.232  -0.733 -24.582 2.630  -1.370 0.348  C1   6LI 1  
6LI N1   N1   N  0 1 Y N N 1.254  0.413  -24.498 1.264  -1.714 -0.055 N1   6LI 2  
6LI O1   O1   O  0 1 N N N 3.482  -0.384 -23.886 2.830  0.058  0.280  O1   6LI 3  
6LI P1   P1   P  0 1 N N N 5.869  3.029  -23.954 4.365  4.204  0.248  P1   6LI 4  
6LI CL1  CL1  CL 0 0 N N N 0.333  4.903  -15.923 -8.054 3.119  1.268  CL1  6LI 5  
6LI C2   C2   C  0 1 N N R 4.569  -0.529 -24.849 4.260  0.239  0.201  C2   6LI 6  
6LI N2   N2   N  1 1 Y N N 0.400  2.372  -24.194 -0.698 -1.570 -0.996 N2   6LI 7  
6LI O2   O2   O  0 1 N N N 2.999  -2.321 -26.269 4.196  -3.181 -0.149 O2   6LI 8  
6LI C3   C3   C  0 1 N N S 3.868  -0.084 -26.139 4.747  -0.876 -0.751 C3   6LI 9  
6LI N3   N3   N  0 1 N N N -2.732 0.682  -25.293 -1.249 -4.840 0.642  N3   6LI 10 
6LI O3   O3   O  0 1 N N N 4.672  -0.440 -27.275 6.004  -1.395 -0.312 O3   6LI 11 
6LI C4   C4   C  0 1 N N R 2.635  -0.944 -26.050 3.650  -1.959 -0.651 C4   6LI 12 
6LI N4   N4   N  0 1 N N N -0.764 -0.737 -25.212 0.866  -3.918 1.041  N4   6LI 13 
6LI O4   O4   O  0 1 N N N 5.063  1.655  -24.267 4.172  2.631  0.535  O4   6LI 14 
6LI C5   C5   C  0 1 N N N 5.683  0.421  -24.460 4.592  1.616  -0.379 C5   6LI 15 
6LI N5   N5   N  0 1 N N N -2.817 -1.611 -25.879 0.329  -5.963 1.987  N5   6LI 16 
6LI O5   O5   O  0 1 N N N -2.436 2.884  -24.691 -2.715 -3.741 -0.640 O5   6LI 17 
6LI C6   C6   C  0 1 Y N N -0.578 1.578  -24.633 -0.677 -2.742 -0.316 C6   6LI 18 
6LI O6   O6   O  0 1 N N N 0.974  4.033  -21.667 -3.902 0.163  -1.628 O6   6LI 19 
6LI C7   C7   C  0 1 Y N N -0.028 0.315  -24.806 0.577  -2.845 0.296  C7   6LI 20 
6LI O7   O7   O  0 1 N N N 7.222  2.936  -24.622 3.743  4.548  -1.050 O7   6LI 21 
6LI C8   C8   C  0 1 Y N N 1.528  1.675  -24.135 0.442  -0.963 -0.843 C8   6LI 22 
6LI O8   O8   O  0 1 N N N 5.797  3.209  -22.335 3.663  5.053  1.422  O8   6LI 23 
6LI C9   C9   C  0 1 N N N -2.093 -0.570 -25.462 -0.011 -4.883 1.211  C9   6LI 24 
6LI O9   O9   O  0 1 N N N 4.880  4.229  -24.481 5.936  4.551  0.199  O9   6LI 25 
6LI C10  C10  C  0 1 N N N -1.941 1.769  -24.867 -1.610 -3.789 -0.126 C10  6LI 26 
6LI C11  C11  C  0 1 N N N 0.307  3.831  -23.917 -1.828 -1.067 -1.782 C11  6LI 27 
6LI C12  C12  C  0 1 N N N -0.171 4.170  -22.524 -2.801 -0.328 -0.862 C12  6LI 28 
6LI C13  C13  C  0 1 Y N N 0.748  4.266  -20.332 -4.865 0.848  -0.957 C13  6LI 29 
6LI C14  C14  C  0 1 Y N N -0.453 4.786  -19.836 -5.962 1.353  -1.639 C14  6LI 30 
6LI C15  C15  C  0 1 Y N N -0.600 4.983  -18.472 -6.940 2.049  -0.955 C15  6LI 31 
6LI C16  C16  C  0 1 Y N N 0.451  4.649  -17.623 -6.825 2.243  0.410  C16  6LI 32 
6LI C17  C17  C  0 1 Y N N 1.637  4.159  -18.104 -5.731 1.741  1.093  C17  6LI 33 
6LI C18  C18  C  0 1 Y N N 1.780  3.961  -19.451 -4.754 1.040  0.413  C18  6LI 34 
6LI H1   H1   H  0 1 N N N 1.790  -1.653 -24.171 2.831  -1.734 1.356  H1   6LI 35 
6LI H2   H2   H  0 1 N N N 4.928  -1.566 -24.926 4.713  0.122  1.186  H2   6LI 36 
6LI HO2  HO2  H  0 1 N N N 3.247  -2.443 -27.178 4.843  -3.594 -0.737 HO2  6LI 37 
6LI H3   H3   H  0 1 N N N 3.620  0.987  -26.110 4.825  -0.501 -1.771 H3   6LI 38 
6LI HN3  HN3  H  0 1 N N N -3.710 0.792  -25.470 -1.872 -5.568 0.788  HN3  6LI 39 
6LI HO3  HO3  H  0 1 N N N 4.235  -0.163 -28.072 6.357  -2.099 -0.874 HO3  6LI 40 
6LI H4   H4   H  0 1 N N N 1.846  -0.598 -26.734 3.182  -2.123 -1.622 H4   6LI 41 
6LI H5   H5   H  0 1 N N N 6.170  0.085  -23.533 5.667  1.693  -0.539 H5   6LI 42 
6LI H5A  H5A  H  0 1 N N N 6.431  0.487  -25.264 4.073  1.745  -1.328 H5A  6LI 43 
6LI HN5  HN5  H  0 1 N N N -2.383 -2.503 -26.005 -0.308 -6.681 2.124  HN5  6LI 44 
6LI HN5A HN5A H  0 0 N N N -3.793 -1.499 -26.065 1.206  -6.007 2.399  HN5A 6LI 45 
6LI H8   H8   H  0 1 N N N 2.496  2.057  -23.846 0.699  -0.007 -1.275 H8   6LI 46 
6LI H11  H11  H  0 1 N N N 1.305  4.272  -24.056 -1.462 -0.384 -2.548 H11  6LI 47 
6LI H11A H11A H  0 0 N N N -0.394 4.275  -24.639 -2.341 -1.903 -2.257 H11A 6LI 48 
6LI H12  H12  H  0 1 N N N -0.966 3.476  -22.213 -2.287 0.508  -0.387 H12  6LI 49 
6LI H12A H12A H  0 0 N N N -0.551 5.202  -22.491 -3.167 -1.012 -0.096 H12A 6LI 50 
6LI H14  H14  H  0 1 N N N -1.259 5.032  -20.511 -6.052 1.202  -2.705 H14  6LI 51 
6LI H15  H15  H  0 1 N N N -1.518 5.390  -18.073 -7.794 2.442  -1.486 H15  6LI 52 
6LI H17  H17  H  0 1 N N N 2.449  3.932  -17.429 -5.643 1.893  2.158  H17  6LI 53 
6LI H18  H18  H  0 1 N N N 2.707  3.562  -19.835 -3.902 0.644  0.946  H18  6LI 54 
6LI HO8  HO8  H  0 1 N N N 6.678  3.236  -21.979 3.740  6.011  1.314  HO8  6LI 55 
6LI HO9  HO9  H  0 1 N N N 5.317  4.722  -25.166 6.409  4.351  1.018  HO9  6LI 56 
# 
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 
6LI C1  N1   SING N N 1  
6LI C1  O1   SING N N 2  
6LI C1  C4   SING N N 3  
6LI N1  C7   SING Y N 4  
6LI N1  C8   SING Y N 5  
6LI O1  C2   SING N N 6  
6LI P1  O4   SING N N 7  
6LI P1  O7   DOUB N N 8  
6LI P1  O8   SING N N 9  
6LI P1  O9   SING N N 10 
6LI CL1 C16  SING N N 11 
6LI C2  C3   SING N N 12 
6LI C2  C5   SING N N 13 
6LI N2  C6   SING Y N 14 
6LI N2  C8   DOUB Y N 15 
6LI N2  C11  SING N N 16 
6LI O2  C4   SING N N 17 
6LI C3  O3   SING N N 18 
6LI C3  C4   SING N N 19 
6LI N3  C9   SING N N 20 
6LI N3  C10  SING N N 21 
6LI N4  C7   SING N N 22 
6LI N4  C9   DOUB N N 23 
6LI O4  C5   SING N N 24 
6LI N5  C9   SING N N 25 
6LI O5  C10  DOUB N N 26 
6LI C6  C7   DOUB Y N 27 
6LI C6  C10  SING N N 28 
6LI O6  C12  SING N N 29 
6LI O6  C13  SING N N 30 
6LI C11 C12  SING N N 31 
6LI C13 C14  DOUB Y N 32 
6LI C13 C18  SING Y N 33 
6LI C14 C15  SING Y N 34 
6LI C15 C16  DOUB Y N 35 
6LI C16 C17  SING Y N 36 
6LI C17 C18  DOUB Y N 37 
6LI C1  H1   SING N N 38 
6LI C2  H2   SING N N 39 
6LI O2  HO2  SING N N 40 
6LI C3  H3   SING N N 41 
6LI N3  HN3  SING N N 42 
6LI O3  HO3  SING N N 43 
6LI C4  H4   SING N N 44 
6LI C5  H5   SING N N 45 
6LI C5  H5A  SING N N 46 
6LI N5  HN5  SING N N 47 
6LI N5  HN5A SING N N 48 
6LI C8  H8   SING N N 49 
6LI C11 H11  SING N N 50 
6LI C11 H11A SING N N 51 
6LI C12 H12  SING N N 52 
6LI C12 H12A SING N N 53 
6LI C14 H14  SING N N 54 
6LI C15 H15  SING N N 55 
6LI C17 H17  SING N N 56 
6LI C18 H18  SING N N 57 
6LI O8  HO8  SING N N 58 
6LI O9  HO9  SING N N 59 
# 
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 
6LI SMILES           ACDLabs              12.01 "Clc4ccc(OCC[n+]2c1c(N=C(N)NC1=O)n(c2)C3OC(C(O)C3O)COP(=O)(O)O)cc4" 
6LI InChI            InChI                1.03  
"InChI=1S/C18H21ClN5O9P/c19-9-1-3-10(4-2-9)31-6-5-23-8-24(15-12(23)16(27)22-18(20)21-15)17-14(26)13(25)11(33-17)7-32-34(28,29)30/h1-4,8,11,13-14,17,25-26H,5-7H2,(H4-,20,21,22,27,28,29,30)/p+1/t11-,13-,14-,17-/m1/s1" 
6LI InChIKey         InChI                1.03  QWFXGVANFMDSMH-LSCFUAHRSA-O 
6LI SMILES_CANONICAL CACTVS               3.370 "NC1=Nc2n(c[n+](CCOc3ccc(Cl)cc3)c2C(=O)N1)[C@@H]4O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]4O" 
6LI SMILES           CACTVS               3.370 "NC1=Nc2n(c[n+](CCOc3ccc(Cl)cc3)c2C(=O)N1)[CH]4O[CH](CO[P](O)(O)=O)[CH](O)[CH]4O" 
6LI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1OCC[n+]2cn(c3c2C(=O)NC(=N3)N)[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)Cl" 
6LI SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1OCC[n+]2cn(c3c2C(=O)NC(=N3)N)C4C(C(C(O4)COP(=O)(O)O)O)O)Cl" 
# 
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 
6LI "SYSTEMATIC NAME" ACDLabs              12.01 
;7-[2-(4-chlorophenoxy)ethyl]guanosine 5'-(dihydrogen phosphate)
;
6LI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[2-azanyl-7-[2-(4-chloranylphenoxy)ethyl]-6-oxidanylidene-1H-purin-7-ium-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6LI "Create component" 2012-02-22 RCSB 
# 
