data_CL4
# 
_chem_comp.id                                    CL4 
_chem_comp.name                                  N-{3-[5-(6-AMINO-PURIN-9-YL)-3,4-DIHYDROXY-TETRAHYDRO-FURAN-2-YL]-ALLYL}-2,3-DIHYDROXY-5-NITRO-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 N7 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-06 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        473.396 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CL4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1JR4 
_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 
CL4 C1   C1   C 0  1 N N N 40.457 11.103 17.940 -0.326 -2.478 -0.969 C1   CL4 1  
CL4 C2   C2   C 0  1 N N N 40.813 10.926 19.377 -1.806 -2.733 -1.082 C2   CL4 2  
CL4 N3   N3   N 0  1 N N N 39.632 10.573 20.128 -2.542 -1.535 -0.670 N3   CL4 3  
CL4 C4   C4   C 0  1 N N N 41.307 11.699 17.115 0.425  -3.279 -0.255 C4   CL4 4  
CL4 C5   C5   C 0  1 N N R 40.962 11.903 15.708 1.906  -3.023 -0.142 C5   CL4 5  
CL4 O6   O6   O 0  1 N N N 41.379 13.252 15.357 2.249  -1.769 -0.770 O6   CL4 6  
CL4 C7   C7   C 0  1 N N S 41.776 10.964 14.847 2.312  -2.848 1.338  C7   CL4 7  
CL4 O8   O8   O 0  1 N N N 41.101 10.737 13.605 2.847  -4.067 1.859  O8   CL4 8  
CL4 C9   C9   C 0  1 N N R 43.059 11.753 14.621 3.401  -1.750 1.302  C9   CL4 9  
CL4 O10  O10  O 0  1 N N N 43.601 11.371 13.366 4.640  -2.256 1.801  O10  CL4 10 
CL4 C11  C11  C 0  1 N N R 42.583 13.232 14.561 3.519  -1.391 -0.196 C11  CL4 11 
CL4 N12  N12  N 0  1 Y N N 43.593 14.149 15.151 3.745  0.047  -0.360 N12  CL4 12 
CL4 C13  C13  C 0  1 Y N N 44.290 13.868 16.336 2.787  0.996  -0.562 C13  CL4 13 
CL4 N14  N14  N 0  1 Y N N 45.105 14.848 16.696 3.339  2.170  -0.664 N14  CL4 14 
CL4 C15  C15  C 0  1 Y N N 44.950 15.806 15.745 4.682  2.051  -0.529 C15  CL4 15 
CL4 C16  C16  C 0  1 Y N N 45.551 17.095 15.578 5.762  2.949  -0.558 C16  CL4 16 
CL4 N17  N17  N 0  1 N N N 46.507 17.557 16.437 5.551  4.303  -0.749 N17  CL4 17 
CL4 N18  N18  N 0  1 Y N N 45.172 17.862 14.527 6.990  2.468  -0.393 N18  CL4 18 
CL4 C19  C19  C 0  1 Y N N 44.251 17.381 13.645 7.200  1.178  -0.210 C19  CL4 19 
CL4 N20  N20  N 0  1 Y N N 43.679 16.178 13.715 6.220  0.299  -0.182 N20  CL4 20 
CL4 C21  C21  C 0  1 Y N N 44.023 15.416 14.776 4.959  0.686  -0.338 C21  CL4 21 
CL4 C22  C22  C 0  1 Y N N 37.145 9.913  21.322 -6.030 -0.315 -0.300 C22  CL4 22 
CL4 C23  C23  C 0  1 Y N N 35.913 9.500  21.864 -6.718 0.827  0.098  C23  CL4 23 
CL4 C24  C24  C 0  1 Y N N 35.839 8.352  22.651 -6.018 1.950  0.505  C24  CL4 24 
CL4 C25  C25  C 0  1 Y N N 37.023 7.631  22.890 -4.632 1.942  0.524  C25  CL4 25 
CL4 C26  C26  C 0  1 Y N N 38.263 8.029  22.389 -3.937 0.817  0.138  C26  CL4 26 
CL4 C27  C27  C 0  1 Y N N 38.333 9.182  21.593 -4.630 -0.325 -0.275 C27  CL4 27 
CL4 O28  O28  O 0  1 N N N 34.825 10.265 21.598 -8.077 0.842  0.082  O28  CL4 28 
CL4 O29  O29  O 0  1 N N N 37.139 11.033 20.548 -6.712 -1.418 -0.700 O29  CL4 29 
CL4 C30  C30  C 0  1 N N N 39.622 9.587  21.046 -3.889 -1.532 -0.690 C30  CL4 30 
CL4 O31  O31  O 0  1 N N N 40.682 9.102  21.415 -4.495 -2.523 -1.049 O31  CL4 31 
CL4 N32  N32  N 1  1 N N N 36.941 6.408  23.689 -3.895 3.149  0.962  N32  CL4 32 
CL4 O33  O33  O 0  1 N N N 35.818 5.940  23.923 -2.677 3.145  0.980  O33  CL4 33 
CL4 O34  O34  O -1 1 N N N 37.966 5.892  24.170 -4.506 4.145  1.304  O34  CL4 34 
CL4 HC1  HC1  H 0  1 N N N 39.507 10.746 17.571 0.117  -1.633 -1.477 HC1  CL4 35 
CL4 HC21 1HC2 H 0  0 N N N 41.228 11.866 19.769 -2.055 -2.976 -2.115 HC21 CL4 36 
CL4 HC22 2HC2 H 0  0 N N N 41.561 10.125 19.473 -2.081 -3.568 -0.437 HC22 CL4 37 
CL4 HN3  HN3  H 0  1 N N N 38.787 11.081 19.960 -2.059 -0.744 -0.384 HN3  CL4 38 
CL4 HC4  HC4  H 0  1 N N N 42.263 12.037 17.485 -0.017 -4.124 0.253  HC4  CL4 39 
CL4 HC5  HC5  H 0  1 N N N 39.886 11.734 15.555 2.467  -3.841 -0.595 HC5  CL4 40 
CL4 HC7  HC7  H 0  1 N N N 41.945 9.975  15.297 1.459  -2.522 1.933  HC7  CL4 41 
CL4 HO8  HO8  H 0  1 N N N 40.165 10.687 13.758 2.143  -4.728 1.800  HO8  CL4 42 
CL4 HC9  HC9  H 0  1 N N N 43.824 11.589 15.394 3.085  -0.880 1.878  HC9  CL4 43 
CL4 H10  H10  H 0  1 N N N 42.900 11.286 12.731 4.485  -2.518 2.719  H10  CL4 44 
CL4 H11  H11  H 0  1 N N N 42.424 13.568 13.526 4.328  -1.956 -0.659 H11  CL4 45 
CL4 H13  H13  H 0  1 N N N 44.174 12.951 16.895 1.727  0.802  -0.627 H13  CL4 46 
CL4 H171 1H17 H 0  0 N N N 46.220 18.438 16.813 6.305  4.914  -0.763 H171 CL4 47 
CL4 H172 2H17 H 0  0 N N N 47.371 17.670 15.946 4.650  4.642  -0.872 H172 CL4 48 
CL4 H19  H19  H 0  1 N N N 43.962 18.023 12.826 8.214  0.830  -0.080 H19  CL4 49 
CL4 H24  H24  H 0  1 N N N 34.897 8.025  23.066 -6.554 2.836  0.810  H24  CL4 50 
CL4 H26  H26  H 0  1 N N N 39.153 7.459  22.610 -2.858 0.817  0.156  H26  CL4 51 
CL4 H28  H28  H 0  1 N N N 34.358 10.444 22.406 -8.343 1.153  -0.794 H28  CL4 52 
CL4 H29  H29  H 0  1 N N N 37.138 11.803 21.104 -6.842 -1.335 -1.655 H29  CL4 53 
# 
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 
CL4 C1  C2   SING N N 1  
CL4 C1  C4   DOUB N E 2  
CL4 C1  HC1  SING N N 3  
CL4 C2  N3   SING N N 4  
CL4 C2  HC21 SING N N 5  
CL4 C2  HC22 SING N N 6  
CL4 N3  C30  SING N N 7  
CL4 N3  HN3  SING N N 8  
CL4 C4  C5   SING N N 9  
CL4 C4  HC4  SING N N 10 
CL4 C5  O6   SING N N 11 
CL4 C5  C7   SING N N 12 
CL4 C5  HC5  SING N N 13 
CL4 O6  C11  SING N N 14 
CL4 C7  O8   SING N N 15 
CL4 C7  C9   SING N N 16 
CL4 C7  HC7  SING N N 17 
CL4 O8  HO8  SING N N 18 
CL4 C9  O10  SING N N 19 
CL4 C9  C11  SING N N 20 
CL4 C9  HC9  SING N N 21 
CL4 O10 H10  SING N N 22 
CL4 C11 N12  SING N N 23 
CL4 C11 H11  SING N N 24 
CL4 N12 C13  SING Y N 25 
CL4 N12 C21  SING Y N 26 
CL4 C13 N14  DOUB Y N 27 
CL4 C13 H13  SING N N 28 
CL4 N14 C15  SING Y N 29 
CL4 C15 C16  DOUB Y N 30 
CL4 C15 C21  SING Y N 31 
CL4 C16 N17  SING N N 32 
CL4 C16 N18  SING Y N 33 
CL4 N17 H171 SING N N 34 
CL4 N17 H172 SING N N 35 
CL4 N18 C19  DOUB Y N 36 
CL4 C19 N20  SING Y N 37 
CL4 C19 H19  SING N N 38 
CL4 N20 C21  DOUB Y N 39 
CL4 C22 C23  DOUB Y N 40 
CL4 C22 C27  SING Y N 41 
CL4 C22 O29  SING N N 42 
CL4 C23 C24  SING Y N 43 
CL4 C23 O28  SING N N 44 
CL4 C24 C25  DOUB Y N 45 
CL4 C24 H24  SING N N 46 
CL4 C25 C26  SING Y N 47 
CL4 C25 N32  SING N N 48 
CL4 C26 C27  DOUB Y N 49 
CL4 C26 H26  SING N N 50 
CL4 C27 C30  SING N N 51 
CL4 O28 H28  SING N N 52 
CL4 O29 H29  SING N N 53 
CL4 C30 O31  DOUB N N 54 
CL4 N32 O33  DOUB N N 55 
CL4 N32 O34  SING N N 56 
# 
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 
CL4 SMILES           ACDLabs              10.04 [O-][N+](=O)c1cc(c(O)c(O)c1)C(=O)NC/C=C/C4OC(n3cnc2c(ncnc23)N)C(O)C4O 
CL4 InChI            InChI                1.02b 
InChI=1/C19H19N7O8/c20-16-12-17(23-6-22-16)25(7-24-12)19-15(30)14(29)11(34-19)2-1-3-21-18(31)9-4-8(26(32)33)5-10(27)13(9)28/h1-2,4-7,11,14-15,19,27-30H,3H2,(H,21,31)(H2,20,22,23)/b2-1+/t11-,14-,15-,19-/m1/s1/f/h21H,20H2 
CL4 InChIKey         InChI                1.02b UHHBFOLQOQSPLU-VEEAMJNEDC 
CL4 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](/C=C/CNC(=O)c4cc(cc(O)c4O)[N+]([O-])=O)[C@@H](O)[C@H]3O 
CL4 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](C=CCNC(=O)c4cc(cc(O)c4O)[N+]([O-])=O)[CH](O)[CH]3O 
CL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(cc(c(c1C(=O)NC\C=C\[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O)O)[N+](=O)[O-] 
CL4 SMILES           "OpenEye OEToolkits" 1.5.0 c1c(cc(c(c1C(=O)NCC=CC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)O)O)[N+](=O)[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 
CL4 "SYSTEMATIC NAME" ACDLabs              10.04 9-[(5E)-5,6,7-trideoxy-7-{[(2,3-dihydroxy-5-nitrophenyl)carbonyl]amino}-beta-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine 
CL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitro-benzamide      
# 
