data_SFG
# 
_chem_comp.id                                    SFG 
_chem_comp.name                                  SINEFUNGIN 
_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                         ADENOSYL-ORNITHINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2025-01-14 
_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        Corina 
_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 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 N N N 6.853  40.335 42.914 6.756  0.396  0.788  N      SFG 1  
SFG CA     CA     C 0 1 N N S N N N 5.850  39.641 42.119 5.956  -0.819 0.584  CA     SFG 2  
SFG C      C      C 0 1 N N N N N N 5.607  40.397 40.805 6.780  -1.846 -0.151 C      SFG 3  
SFG O      O      O 0 1 N N N N N N 6.196  41.482 40.631 7.751  -1.502 -0.782 O      SFG 4  
SFG OXT    OXT    O 0 1 N N N N N N 4.840  39.903 39.956 6.434  -3.142 -0.104 OXT    SFG 5  
SFG CB     CB     C 0 1 N N N N N N 4.546  39.512 42.915 4.713  -0.478 -0.240 CB     SFG 6  
SFG CG     CG     C 0 1 N N N N N N 3.613  38.444 42.387 3.815  0.468  0.559  CG     SFG 7  
SFG CD     CD     C 0 1 N N S N N N 2.156  38.562 42.842 2.572  0.809  -0.265 CD     SFG 8  
SFG NE     NE     N 0 1 N N N N N N 1.987  38.008 44.217 2.969  1.567  -1.460 NE     SFG 9  
SFG "C5'"  "C5'"  C 0 1 N N N N N N 1.323  37.793 41.814 1.616  1.654  0.579  "C5'"  SFG 10 
SFG "C4'"  "C4'"  C 0 1 N N R N N N -0.126 37.439 42.111 0.320  1.890  -0.199 "C4'"  SFG 11 
SFG "O4'"  "O4'"  O 0 1 N N N N N N -0.816 38.542 42.735 -0.379 0.646  -0.374 "O4'"  SFG 12 
SFG "C3'"  "C3'"  C 0 1 N N S N N N -0.865 37.095 40.826 -0.607 2.829  0.598  "C3'"  SFG 13 
SFG "O3'"  "O3'"  O 0 1 N N N N N N -1.517 35.823 40.969 -0.882 4.014  -0.151 "O3'"  SFG 14 
SFG "C2'"  "C2'"  C 0 1 N N R N N N -1.892 38.182 40.666 -1.900 2.003  0.799  "C2'"  SFG 15 
SFG "O2'"  "O2'"  O 0 1 N N N N N N -3.117 37.646 40.170 -3.059 2.820  0.622  "O2'"  SFG 16 
SFG "C1'"  "C1'"  C 0 1 N N R N N N -2.066 38.741 42.059 -1.790 0.946  -0.330 "C1'"  SFG 17 
SFG N9     N9     N 0 1 Y N N N N N -2.442 40.162 42.027 -2.562 -0.252 0.009  N9     SFG 18 
SFG C8     C8     C 0 1 Y N N N N N -2.081 41.132 41.158 -2.100 -1.347 0.676  C8     SFG 19 
SFG N7     N7     N 0 1 Y N N N N N -2.630 42.289 41.312 -3.053 -2.224 0.804  N7     SFG 20 
SFG C5     C5     C 0 1 Y N N N N N -3.453 42.078 42.412 -4.184 -1.749 0.229  C5     SFG 21 
SFG C6     C6     C 0 1 Y N N N N N -4.398 42.878 43.036 -5.490 -2.240 0.064  C6     SFG 22 
SFG N6     N6     N 0 1 N N N N N N -4.614 44.136 42.687 -5.846 -3.485 0.552  N6     SFG 23 
SFG N1     N1     N 0 1 Y N N N N N -5.122 42.327 44.025 -6.376 -1.481 -0.572 N1     SFG 24 
SFG C2     C2     C 0 1 Y N N N N N -4.905 41.062 44.354 -6.046 -0.292 -1.042 C2     SFG 25 
SFG N3     N3     N 0 1 Y N N N N N -4.046 40.202 43.839 -4.835 0.208  -0.911 N3     SFG 26 
SFG C4     C4     C 0 1 Y N N N N N -3.339 40.783 42.858 -3.884 -0.476 -0.283 C4     SFG 27 
SFG HN1    HN1    H 0 1 N N N N N N 7.006  39.837 43.768 7.050  0.787  -0.094 HN1    SFG 28 
SFG HN2    HN2    H 0 1 N N N N N N 7.709  40.385 42.400 6.249  1.075  1.335  HN2    SFG 29 
SFG HA     HA     H 0 1 N N N N N N 6.215  38.631 41.880 5.652  -1.221 1.550  HA     SFG 30 
SFG HXT    HXT    H 0 1 N N N N N N 4.794  40.476 39.199 6.992  -3.763 -0.590 HXT    SFG 31 
SFG HB1    HB1    H 0 1 N N N N N N 4.804  39.257 43.953 5.014  0.005  -1.170 HB1    SFG 32 
SFG HB2    HB2    H 0 1 N N N N N N 4.021  40.477 42.868 4.165  -1.393 -0.468 HB2    SFG 33 
SFG HG1    HG1    H 0 1 N N N N N N 3.624  38.508 41.289 3.513  -0.015 1.488  HG1    SFG 34 
SFG HG2    HG2    H 0 1 N N N N N N 3.991  37.472 42.735 4.363  1.383  0.786  HG2    SFG 35 
SFG HD     HD     H 0 1 N N N N N N 1.831  39.612 42.894 2.073  -0.111 -0.568 HD     SFG 36 
SFG HNE1   HNE1   H 0 0 N N N N N N 1.031  38.094 44.496 2.174  1.748  -2.054 HNE1   SFG 37 
SFG HNE2   HNE2   H 0 0 N N N N N N 2.250  37.043 44.222 3.434  2.425  -1.206 HNE2   SFG 38 
SFG "H5'1" "H5'1" H 0 0 N N N N N N 1.303  38.419 40.910 1.391  1.129  1.508  "H5'1" SFG 39 
SFG "H5'2" "H5'2" H 0 0 N N N N N N 1.843  36.836 41.657 2.082  2.612  0.807  "H5'2" SFG 40 
SFG "H4'"  "H4'"  H 0 1 N N N N N N -0.114 36.575 42.792 0.547  2.328  -1.172 "H4'"  SFG 41 
SFG "H3'"  "H3'"  H 0 1 N N N N N N -0.191 37.029 39.959 -0.159 3.081  1.559  "H3'"  SFG 42 
SFG "HO3'" "HO3'" H 0 0 N N N N N N -1.978 35.611 40.166 -1.461 4.641  0.303  "HO3'" SFG 43 
SFG "H2'"  "H2'"  H 0 1 N N N N N N -1.584 38.954 39.945 -1.909 1.526  1.779  "H2'"  SFG 44 
SFG "HO2'" "HO2'" H 0 0 N N N N N N -3.754 38.345 40.075 -3.125 3.551  1.251  "HO2'" SFG 45 
SFG "H1'"  "H1'"  H 0 1 N N N N N N -2.883 38.229 42.588 -2.124 1.364  -1.280 "H1'"  SFG 46 
SFG H8     H8     H 0 1 N N N N N N -1.365 40.947 40.371 -1.092 -1.469 1.044  H8     SFG 47 
SFG HN61   HN61   H 0 0 N N N N N N -5.341 44.520 43.256 -5.190 -4.030 1.015  HN61   SFG 48 
SFG HN62   HN62   H 0 0 N N N N N N -3.776 44.666 42.815 -6.751 -3.813 0.432  HN62   SFG 49 
SFG H2     H2     H 0 1 N N N N N N -5.518 40.680 45.157 -6.797 0.293  -1.553 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              12.01 "O=C(O)C(N)CCC(N)CC3OC(n2cnc1c(ncnc12)N)C(O)C3O"                                                                                                                                          
SFG SMILES_CANONICAL CACTVS               3.370 "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               3.370 "N[CH](CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                                        
SFG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "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" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)O)N"                                                                                                                                    
SFG InChI            InChI                1.03  "InChI=1S/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" 
SFG InChIKey         InChI                1.03  LMXOHSDXUQEUSF-YECHIGJVSA-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              12.01 "(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" 1.7.0 "(2S,5S)-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]-2,5-bis(azanyl)hexanoic 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 
SFG "Create component"  1999-07-08 RCSB 
SFG "Modify name"       2011-02-17 RCSB 
SFG "Modify descriptor" 2011-06-04 RCSB 
SFG "Modify synonyms"   2020-06-05 PDBE 
SFG "Modify PCM"        2025-01-14 PDBC 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      SFG 
_pdbx_chem_comp_synonyms.name         ADENOSYL-ORNITHINE 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            SFG 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               N 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
