data_SFG
# 
_chem_comp.id                                    SFG 
_chem_comp.name                                  ADENOSYL-ORNITHINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        381.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SFG 
_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        1AQJ 
_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 
SFG N      N    N 0 1 N N N 6.853  40.335 42.914 0.481  -0.762 -6.693 N      SFG 1  
SFG CA     CA   C 0 1 N N S 5.850  39.641 42.119 -0.793 -0.584 -5.985 CA     SFG 2  
SFG C      C    C 0 1 N N N 5.607  40.397 40.805 -1.752 0.180  -6.861 C      SFG 3  
SFG O      O    O 0 1 N N N 6.196  41.482 40.631 -1.331 0.983  -7.660 O      SFG 4  
SFG OXT    OXT  O 0 1 N N N 4.840  39.903 39.956 -3.073 -0.031 -6.754 OXT    SFG 5  
SFG CB     CB   C 0 1 N N N 4.546  39.512 42.915 -0.554 0.194  -4.690 CB     SFG 6  
SFG CG     CG   C 0 1 N N N 3.613  38.444 42.387 0.418  -0.582 -3.801 CG     SFG 7  
SFG CD     CD   C 0 1 N N S 2.156  38.562 42.842 0.658  0.196  -2.505 CD     SFG 8  
SFG NE     NE   N 0 1 N N N 1.987  38.008 44.217 1.229  1.512  -2.824 NE     SFG 9  
SFG "C5'"  C5*  C 0 1 N N N 1.323  37.793 41.814 1.631  -0.580 -1.616 "C5'"  SFG 10 
SFG "C4'"  C4*  C 0 1 N N R -0.126 37.439 42.111 1.871  0.198  -0.321 "C4'"  SFG 11 
SFG "O4'"  O4*  O 0 1 N N N -0.816 38.542 42.735 0.635  0.342  0.397  "O4'"  SFG 12 
SFG "C3'"  C3*  C 0 1 N N S -0.865 37.095 40.826 2.844  -0.579 0.585  "C3'"  SFG 13 
SFG "O3'"  O3*  O 0 1 N N N -1.517 35.823 40.969 4.019  0.191  0.847  "O3'"  SFG 14 
SFG "C2'"  C2*  C 0 1 N N R -1.892 38.182 40.666 2.041  -0.806 1.892  "C2'"  SFG 15 
SFG "O2'"  O2*  O 0 1 N N N -3.117 37.646 40.170 2.871  -0.616 3.039  "O2'"  SFG 16 
SFG "C1'"  C1*  C 0 1 N N R -2.066 38.741 42.059 0.958  0.299  1.804  "C1'"  SFG 17 
SFG N9     N9   N 0 1 Y N N -2.442 40.162 42.027 -0.220 -0.064 2.593  N9     SFG 18 
SFG C8     C8   C 0 1 Y N N -2.081 41.132 41.158 -1.266 -0.832 2.175  C8     SFG 19 
SFG N7     N7   N 0 1 Y N N -2.630 42.289 41.312 -2.139 -0.955 3.132  N7     SFG 20 
SFG C5     C5   C 0 1 Y N N -3.453 42.078 42.412 -1.711 -0.275 4.222  C5     SFG 21 
SFG C6     C6   C 0 1 Y N N -4.398 42.878 43.036 -2.221 -0.055 5.513  C6     SFG 22 
SFG N6     N6   N 0 1 N N N -4.614 44.136 42.687 -3.433 -0.601 5.898  N6     SFG 23 
SFG N1     N1   N 0 1 Y N N -5.122 42.327 44.025 -1.512 0.687  6.356  N1     SFG 24 
SFG C2     C2   C 0 1 Y N N -4.905 41.062 44.354 -0.354 1.211  5.998  C2     SFG 25 
SFG N3     N3   N 0 1 Y N N -4.046 40.202 43.839 0.162  1.032  4.801  N3     SFG 26 
SFG C4     C4   C 0 1 Y N N -3.339 40.783 42.858 -0.472 0.299  3.892  C4     SFG 27 
SFG HN1    1HN  H 0 1 N N N 7.014  39.832 43.787 1.121  -1.183 -6.036 HN1    SFG 28 
SFG HN2    2HN  H 0 1 N N N 6.605  41.311 43.074 0.834  0.162  -6.890 HN2    SFG 29 
SFG HA     HA   H 0 1 N N N 6.220  38.617 41.876 -1.217 -1.560 -5.749 HA     SFG 30 
SFG HXT    HXT  H 0 1 N N N 4.689  40.370 39.142 -3.688 0.459  -7.316 HXT    SFG 31 
SFG HB1    1HB  H 0 1 N N N 4.760  39.347 43.996 -1.500 0.325  -4.165 HB1    SFG 32 
SFG HB2    2HB  H 0 1 N N N 4.023  40.495 42.975 -0.130 1.170  -4.926 HB2    SFG 33 
SFG HG1    1HG  H 0 1 N N N 3.664  38.407 41.273 1.365  -0.714 -4.326 HG1    SFG 34 
SFG HG2    2HG  H 0 1 N N N 4.010  37.432 42.635 -0.004 -1.558 -3.565 HG2    SFG 35 
SFG HD     HD   H 0 1 N N N 1.826  39.626 42.895 -0.287 0.327  -1.980 HD     SFG 36 
SFG HNE1   1HNE H 0 0 N N N 1.016  38.086 44.520 2.098  1.341  -3.306 HNE1   SFG 37 
SFG HNE2   2HNE H 0 0 N N N 2.627  38.443 44.881 0.607  1.944  -3.490 HNE2   SFG 38 
SFG "H5'1" 1H5* H 0 0 N N N 1.357  38.349 40.848 1.208  -1.556 -1.380 "H5'1" SFG 39 
SFG "H5'2" 2H5* H 0 0 N N N 1.866  36.855 41.552 2.577  -0.711 -2.141 "H5'2" SFG 40 
SFG "H4'"  H4*  H 0 1 N N N -0.113 36.563 42.800 2.283  1.181  -0.550 "H4'"  SFG 41 
SFG "H3'"  H3*  H 0 1 N N N -0.181 37.028 39.947 3.109  -1.533 0.129  "H3'"  SFG 42 
SFG "HO3'" *HO3 H 0 0 N N N -1.978 35.608 40.166 4.558  -0.321 1.464  "HO3'" SFG 43 
SFG "H2'"  H2*  H 0 1 N N N -1.579 38.964 39.935 1.586  -1.796 1.904  "H2'"  SFG 44 
SFG "HO2'" *HO2 H 0 0 N N N -3.765 38.332 40.068 3.521  -1.332 3.036  "HO2'" SFG 45 
SFG "H1'"  H1*  H 0 1 N N N -2.894 38.221 42.594 1.359  1.257  2.135  "H1'"  SFG 46 
SFG H8     H8   H 0 1 N N N -1.354 40.982 40.341 -1.356 -1.274 1.193  H8     SFG 47 
SFG HN61   1HN6 H 0 0 N N N -5.309 44.724 43.146 -3.775 -0.442 6.791  HN61   SFG 48 
SFG HN62   2HN6 H 0 0 N N N -4.815 44.146 41.687 -3.942 -1.142 5.273  HN62   SFG 49 
SFG H2     H2   H 0 1 N N N -5.528 40.668 45.174 0.189  1.809  6.715  H2     SFG 50 
# 
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 
SFG N     CA     SING N N 1  
SFG N     HN1    SING N N 2  
SFG N     HN2    SING N N 3  
SFG CA    C      SING N N 4  
SFG CA    CB     SING N N 5  
SFG CA    HA     SING N N 6  
SFG C     O      DOUB N N 7  
SFG C     OXT    SING N N 8  
SFG OXT   HXT    SING N N 9  
SFG CB    CG     SING N N 10 
SFG CB    HB1    SING N N 11 
SFG CB    HB2    SING N N 12 
SFG CG    CD     SING N N 13 
SFG CG    HG1    SING N N 14 
SFG CG    HG2    SING N N 15 
SFG CD    NE     SING N N 16 
SFG CD    "C5'"  SING N N 17 
SFG CD    HD     SING N N 18 
SFG NE    HNE1   SING N N 19 
SFG NE    HNE2   SING N N 20 
SFG "C5'" "C4'"  SING N N 21 
SFG "C5'" "H5'1" SING N N 22 
SFG "C5'" "H5'2" SING N N 23 
SFG "C4'" "O4'"  SING N N 24 
SFG "C4'" "C3'"  SING N N 25 
SFG "C4'" "H4'"  SING N N 26 
SFG "O4'" "C1'"  SING N N 27 
SFG "C3'" "O3'"  SING N N 28 
SFG "C3'" "C2'"  SING N N 29 
SFG "C3'" "H3'"  SING N N 30 
SFG "O3'" "HO3'" SING N N 31 
SFG "C2'" "O2'"  SING N N 32 
SFG "C2'" "C1'"  SING N N 33 
SFG "C2'" "H2'"  SING N N 34 
SFG "O2'" "HO2'" SING N N 35 
SFG "C1'" N9     SING N N 36 
SFG "C1'" "H1'"  SING N N 37 
SFG N9    C8     SING Y N 38 
SFG N9    C4     SING Y N 39 
SFG C8    N7     DOUB Y N 40 
SFG C8    H8     SING N N 41 
SFG N7    C5     SING Y N 42 
SFG C5    C6     SING Y N 43 
SFG C5    C4     DOUB Y N 44 
SFG C6    N6     SING N N 45 
SFG C6    N1     DOUB Y N 46 
SFG N6    HN61   SING N N 47 
SFG N6    HN62   SING N N 48 
SFG N1    C2     SING Y N 49 
SFG C2    N3     DOUB Y N 50 
SFG C2    H2     SING N N 51 
SFG N3    C4     SING Y N 52 
# 
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 
SFG SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(N)CC3OC(n2cnc1c(ncnc12)N)C(O)C3O                                                                                                                                                     
SFG InChI            InChI                1.02b InChI=1/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1/f/h25H,18H2 
SFG InChIKey         InChI                1.02b LMXOHSDXUQEUSF-KWUKDUDWDI                                                                                                                                                                          
SFG SMILES_CANONICAL CACTVS               3.341 N[C@@H](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                                           
SFG SMILES           CACTVS               3.341 N[CH](CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                                   
SFG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N                                                                                                                    
SFG SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)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 
SFG "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid (non-preferred name)" 
SFG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]hexanoic acid"                                  
# 
