data_6IA
# 
_chem_comp.id                                    6IA 
_chem_comp.name                                  "N6-ISOPENTENYL-ADENOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C15 H24 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-19 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        417.354 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     6IA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
6IA OP3    O3P    O 0 1 N Y N ?       ?     ?      6.100   2.945  1.280  OP3    6IA 1  
6IA P      P      P 0 1 N N N -27.025 2.360 4.738  5.929   1.929  0.043  P      6IA 2  
6IA OP1    O1P    O 0 1 N N N -27.689 1.741 5.917  5.446   2.671  -1.143 OP1    6IA 3  
6IA OP2    O2P    O 0 1 N N N -25.755 1.654 4.372  7.349   1.247  -0.292 OP2    6IA 4  
6IA "O5'"  "O5'"  O 0 1 N N N -26.809 3.933 4.849  4.864   0.785  0.431  "O5'"  6IA 5  
6IA "C5'"  "C5'"  C 0 1 N N N -27.432 4.818 3.883  4.417   -0.208 -0.494 "C5'"  6IA 6  
6IA "C4'"  "C4'"  C 0 1 N N R -28.066 5.944 4.668  3.412   -1.132 0.197  "C4'"  6IA 7  
6IA "O4'"  "O4'"  O 0 1 N N N -29.438 5.687 4.876  2.219   -0.401 0.523  "O4'"  6IA 8  
6IA "C3'"  "C3'"  C 0 1 N N S -27.490 6.179 6.059  3.005   -2.271 -0.759 "C3'"  6IA 9  
6IA "O3'"  "O3'"  O 0 1 N N N -26.274 6.931 6.049  3.345   -3.540 -0.198 "O3'"  6IA 10 
6IA "C2'"  "C2'"  C 0 1 N N R -28.638 6.918 6.744  1.469   -2.128 -0.885 "C2'"  6IA 11 
6IA "O2'"  "O2'"  O 0 1 N N N -28.545 8.283 6.363  0.835   -3.409 -0.868 "O2'"  6IA 12 
6IA "C1'"  "C1'"  C 0 1 N N R -29.860 6.255 6.132  1.112   -1.317 0.386  "C1'"  6IA 13 
6IA N9     N9     N 0 1 Y N N -30.358 5.212 7.047  -0.144  -0.586 0.196  N9     6IA 14 
6IA C8     C8     C 0 1 Y N N -30.271 3.851 6.910  -0.273  0.680  -0.291 C8     6IA 15 
6IA N7     N7     N 0 1 Y N N -30.830 3.182 7.887  -1.530  1.017  -0.326 N7     6IA 16 
6IA C5     C5     C 0 1 Y N N -31.329 4.175 8.724  -2.284  -0.010 0.136  C5     6IA 17 
6IA C6     C6     C 0 1 Y N N -32.039 4.102 9.946  -3.661  -0.218 0.323  C6     6IA 18 
6IA N6     N6     N 0 1 N N N -32.372 2.967 10.546 -4.577  0.771  0.006  N6     6IA 19 
6IA N1     N1     N 0 1 Y N N -32.373 5.308 10.495 -4.065  -1.385 0.813  N1     6IA 20 
6IA C2     C2     C 0 1 Y N N -32.040 6.484 9.896  -3.198  -2.335 1.118  C2     6IA 21 
6IA N3     N3     N 0 1 Y N N -31.376 6.622 8.750  -1.901  -2.184 0.960  N3     6IA 22 
6IA C4     C4     C 0 1 Y N N -31.051 5.427 8.216  -1.404  -1.052 0.470  C4     6IA 23 
6IA C12    C12    C 0 1 N N N ?       ?     ?      -6.008  0.536  0.208  C12    6IA 24 
6IA C13    C13    C 0 1 N N N ?       ?     ?      -6.794  1.777  -0.219 C13    6IA 25 
6IA C14    C14    C 0 1 N N N ?       ?     ?      -8.290  1.532  -0.007 C14    6IA 26 
6IA C15    C15    C 0 1 N N N ?       ?     ?      -9.065  2.814  -0.315 C15    6IA 27 
6IA C16    C16    C 0 1 N N N ?       ?     ?      -8.760  0.414  -0.940 C16    6IA 28 
6IA HOP3   HOP3   H 0 0 N N N ?       ?     ?      6.728   3.661  1.116  HOP3   6IA 29 
6IA HOP2   HOP2   H 0 0 N N N -25.734 1.505 3.434  7.726   0.743  0.442  HOP2   6IA 30 
6IA "H5'"  "H5'1" H 0 1 N N N -26.679 5.214 3.185  3.939   0.277  -1.345 "H5'"  6IA 31 
6IA "H5''" "H5'2" H 0 0 N N N -28.185 4.282 3.286  5.269   -0.792 -0.840 "H5''" 6IA 32 
6IA "H4'"  "H4'"  H 0 1 N N N -27.866 6.830 4.048  3.852   -1.546 1.104  "H4'"  6IA 33 
6IA "H3'"  "H3'"  H 0 1 N N N -27.188 5.253 6.569  3.483   -2.144 -1.730 "H3'"  6IA 34 
6IA "HO3'" H3T    H 0 0 N Y N -26.012 7.098 5.151  3.111   -4.293 -0.757 "HO3'" 6IA 35 
6IA "H2'"  "H2'"  H 0 1 N N N -28.650 6.878 7.843  1.202   -1.577 -1.787 "H2'"  6IA 36 
6IA "HO2'" "HO'2" H 0 0 N N N -28.524 8.829 7.140  1.097   -3.988 -1.597 "HO2'" 6IA 37 
6IA "H1'"  "H1'"  H 0 1 N N N -30.678 6.972 5.968  1.047   -1.974 1.254  "H1'"  6IA 38 
6IA H8     H8     H 0 1 N N N -29.785 3.373 6.072  0.546   1.312  -0.602 H8     6IA 39 
6IA HN6    HN6    H 0 1 N N N -32.663 2.897 11.500 -4.270  1.619  -0.351 HN6    6IA 40 
6IA H2     H2     H 0 1 N N N -32.343 7.391 10.398 -3.569  -3.269 1.513  H2     6IA 41 
6IA H121   H121   H 0 0 N N N ?       ?     ?      -6.325  -0.318 -0.391 H121   6IA 42 
6IA H122   H122   H 0 0 N N N ?       ?     ?      -6.198  0.331  1.262  H122   6IA 43 
6IA H131   H131   H 0 0 N N N ?       ?     ?      -6.478  2.631  0.380  H131   6IA 44 
6IA H132   H132   H 0 0 N N N ?       ?     ?      -6.605  1.982  -1.272 H132   6IA 45 
6IA H14    H14    H 0 1 N N N ?       ?     ?      -8.467  1.240  1.028  H14    6IA 46 
6IA H151   H151   H 0 0 N N N ?       ?     ?      -8.888  3.106  -1.350 H151   6IA 47 
6IA H152   H152   H 0 0 N N N ?       ?     ?      -10.131 2.639  -0.165 H152   6IA 48 
6IA H153   H153   H 0 0 N N N ?       ?     ?      -8.730  3.610  0.349  H153   6IA 49 
6IA H161   H161   H 0 0 N N N ?       ?     ?      -9.825  0.240  -0.789 H161   6IA 50 
6IA H162   H162   H 0 0 N N N ?       ?     ?      -8.583  0.706  -1.975 H162   6IA 51 
6IA H163   H163   H 0 0 N N N ?       ?     ?      -8.207  -0.499 -0.721 H163   6IA 52 
# 
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 
6IA OP3   P      SING N N 1  
6IA OP3   HOP3   SING N N 2  
6IA P     OP1    DOUB N N 3  
6IA P     OP2    SING N N 4  
6IA P     "O5'"  SING N N 5  
6IA OP2   HOP2   SING N N 6  
6IA "O5'" "C5'"  SING N N 7  
6IA "C5'" "C4'"  SING N N 8  
6IA "C5'" "H5'"  SING N N 9  
6IA "C5'" "H5''" SING N N 10 
6IA "C4'" "O4'"  SING N N 11 
6IA "C4'" "C3'"  SING N N 12 
6IA "C4'" "H4'"  SING N N 13 
6IA "O4'" "C1'"  SING N N 14 
6IA "C3'" "O3'"  SING N N 15 
6IA "C3'" "C2'"  SING N N 16 
6IA "C3'" "H3'"  SING N N 17 
6IA "O3'" "HO3'" SING N N 18 
6IA "C2'" "O2'"  SING N N 19 
6IA "C2'" "C1'"  SING N N 20 
6IA "C2'" "H2'"  SING N N 21 
6IA "O2'" "HO2'" SING N N 22 
6IA "C1'" N9     SING N N 23 
6IA "C1'" "H1'"  SING N N 24 
6IA N9    C8     SING Y N 25 
6IA N9    C4     SING Y N 26 
6IA C8    N7     DOUB Y N 27 
6IA C8    H8     SING N N 28 
6IA N7    C5     SING Y N 29 
6IA C5    C6     SING Y N 30 
6IA C5    C4     DOUB Y N 31 
6IA C6    N6     SING N N 32 
6IA C6    N1     DOUB Y N 33 
6IA N6    C12    SING N N 34 
6IA N6    HN6    SING N N 35 
6IA N1    C2     SING Y N 36 
6IA C2    N3     DOUB Y N 37 
6IA C2    H2     SING N N 38 
6IA N3    C4     SING Y N 39 
6IA C12   C13    SING N N 40 
6IA C12   H121   SING N N 41 
6IA C12   H122   SING N N 42 
6IA C13   C14    SING N N 43 
6IA C13   H131   SING N N 44 
6IA C13   H132   SING N N 45 
6IA C14   C15    SING N N 46 
6IA C14   C16    SING N N 47 
6IA C14   H14    SING N N 48 
6IA C15   H151   SING N N 49 
6IA C15   H152   SING N N 50 
6IA C15   H153   SING N N 51 
6IA C16   H161   SING N N 52 
6IA C16   H162   SING N N 53 
6IA C16   H163   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 
6IA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NCCC(C)C)C(O)C3O"                                                                                                                                                        
6IA InChI            InChI                1.02b "InChI=1/C15H24N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h6-9,11-12,15,21-22H,3-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1/f/h16,23-24H" 
6IA InChIKey         InChI                1.02b GZJXCRHEMLAMRA-PDUTYODCDB                                                                                                                                                                                
6IA SMILES_CANONICAL CACTVS               3.341 "CC(C)CCNc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                                    
6IA SMILES           CACTVS               3.341 "CC(C)CCNc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                                          
6IA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)CCNc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O"                                                                                                                                  
6IA SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)CCNc1c2c(ncn1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)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 
6IA "SYSTEMATIC NAME" ACDLabs              10.04 
;N-(3-methylbutyl)adenosine 5'-(dihydrogen phosphate)
;
6IA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(3-methylbutylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
