data_AN6
# 
_chem_comp.id                                    AN6 
_chem_comp.name                                  "5'-{[(3S)-3-amino-3-carboxypropyl](ethyl)amino}-5'-deoxyadenosine" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C16 H25 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               LEU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-07-28 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        395.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AN6 
_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        3IF3 
_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 
AN6 "C'"   "C'"   C 0 1 N N N N N N -11.661 8.109  -9.939  -4.898 -2.627 -0.872 "C'"   AN6 1  
AN6 "N'"   "N'"   N 0 1 N N N N N N -11.247 5.787  -9.146  -5.820 -1.388 1.004  "N'"   AN6 2  
AN6 "O'"   "O'"   O 0 1 N N N N N N -12.084 7.577  -10.983 -4.941 -3.605 -0.164 "O'"   AN6 3  
AN6 C1     C1     C 0 1 N N N N N N -7.503  9.195  -11.726 -3.347 2.309  2.962  C1     AN6 4  
AN6 N1     N1     N 0 1 Y N N N N N -2.586  -0.307 -6.544  6.073  -1.351 0.479  N1     AN6 5  
AN6 C2     C2     C 0 1 Y N N N N N -3.323  0.564  -5.867  5.859  -0.049 0.426  C2     AN6 6  
AN6 C3     C3     C 0 1 N N N N N N -6.968  7.778  -11.662 -2.905 2.699  1.550  C3     AN6 7  
AN6 N3     N3     N 0 1 Y N N N N N -3.814  1.647  -6.447  4.652  0.465  0.325  N3     AN6 8  
AN6 C4     C4     C 0 1 Y N N N N N -3.566  1.892  -7.743  3.582  -0.322 0.271  C4     AN6 9  
AN6 C5     C5     C 0 1 Y N N N N N -2.800  1.004  -8.478  3.757  -1.715 0.324  C5     AN6 10 
AN6 C6     C6     C 0 1 Y N N N N N -2.302  -0.123 -7.846  5.065  -2.216 0.432  C6     AN6 11 
AN6 N6     N6     N 0 1 N N N N N N -1.552  -1.000 -8.505  5.299  -3.579 0.489  N6     AN6 12 
AN6 N7     N7     N 0 1 Y N N N N N -2.713  1.483  -9.715  2.525  -2.275 0.253  N7     AN6 13 
AN6 C8     C8     C 0 1 Y N N N N N -3.400  2.628  -9.768  1.628  -1.336 0.162  C8     AN6 14 
AN6 N9     N9     N 0 1 Y N N N N N -3.914  2.880  -8.561  2.230  -0.114 0.169  N9     AN6 15 
AN6 "C1'"  "C1'"  C 0 1 N N R N N N -4.735  4.038  -8.183  1.557  1.185  0.084  "C1'"  AN6 16 
AN6 N10    N10    N 0 1 N N N N N N -7.373  7.186  -10.392 -2.716 1.485  0.744  N10    AN6 17 
AN6 "C2'"  "C2'"  C 0 1 N N R N N N -3.949  5.323  -8.406  1.472  1.660  -1.389 "C2'"  AN6 18 
AN6 "O2'"  "O2'"  O 0 1 N N N N N N -3.084  5.548  -7.297  2.658  2.361  -1.768 "O2'"  AN6 19 
AN6 "C3'"  "C3'"  C 0 1 N N S N N N -5.081  6.351  -8.460  0.254  2.615  -1.352 "C3'"  AN6 20 
AN6 "O3'"  "O3'"  O 0 1 N N N N N N -5.392  6.826  -7.143  0.686  3.972  -1.236 "O3'"  AN6 21 
AN6 "C4'"  "C4'"  C 0 1 N N R N N N -6.270  5.523  -8.967  -0.523 2.187  -0.092 "C4'"  AN6 22 
AN6 "O4'"  "O4'"  O 0 1 N N N N N N -5.813  4.161  -9.099  0.175  1.068  0.484  "O4'"  AN6 23 
AN6 "C5'"  "C5'"  C 0 1 N N N N N N -6.659  5.911  -10.378 -1.947 1.777  -0.473 "C5'"  AN6 24 
AN6 "O5'"  "O5'"  O 0 1 N N N N N N -11.788 9.314  -9.625  -4.655 -2.760 -2.186 "O5'"  AN6 25 
AN6 "CA'"  "CA'"  C 0 1 N N S N N N -10.912 7.209  -8.953  -5.123 -1.259 -0.283 "CA'"  AN6 26 
AN6 "CB'"  "CB'"  C 0 1 N N N N N N -9.406  7.442  -9.089  -3.774 -0.570 -0.064 "CB'"  AN6 27 
AN6 "CG'"  "CG'"  C 0 1 N N N N N N -8.831  6.964  -10.413 -4.006 0.864  0.417  "CG'"  AN6 28 
AN6 "HN'"  "HN'"  H 0 1 N N N N N N -10.740 5.232  -8.486  -6.741 -1.782 0.878  "HN'"  AN6 29 
AN6 "HN'A" "HN'A" H 0 0 N N N N N N -12.229 5.654  -9.009  -5.278 -1.936 1.655  "HN'A" AN6 30 
AN6 H1     H1     H 0 1 N N N N N N -7.206  9.657  -12.679 -4.330 1.840  2.919  H1     AN6 31 
AN6 H1A    H1A    H 0 1 N N N N N N -8.600  9.176  -11.654 -2.629 1.609  3.388  H1A    AN6 32 
AN6 H1B    H1B    H 0 1 N N N N N N -7.091  9.780  -10.891 -3.398 3.201  3.586  H1B    AN6 33 
AN6 H2     H2     H 0 1 N N N N N N -3.526  0.385  -4.821  6.707  0.619  0.467  H2     AN6 34 
AN6 H3     H3     H 0 1 N N N N N N -7.377  7.188  -12.495 -3.670 3.325  1.090  H3     AN6 35 
AN6 H3A    H3A    H 0 1 N N N N N N -5.870  7.791  -11.733 -1.967 3.250  1.603  H3A    AN6 36 
AN6 HN6    HN6    H 0 1 N N N N N N -1.280  -1.738 -7.887  4.555  -4.201 0.454  HN6    AN6 37 
AN6 HN6A   HN6A   H 0 0 N N N N N N -2.076  -1.380 -9.267  6.207  -3.913 0.563  HN6A   AN6 38 
AN6 H8     H8     H 0 1 N N N N N N -3.520  3.248  -10.644 0.563  -1.502 0.091  H8     AN6 39 
AN6 "H1'"  "H1'"  H 0 1 N N N N N N -5.050  3.896  -7.138  2.073  1.924  0.697  "H1'"  AN6 40 
AN6 "H2'"  "H2'"  H 0 1 N N N N N N -3.301  5.337  -9.295  1.288  0.820  -2.058 "H2'"  AN6 41 
AN6 "HO2'" "HO2'" H 0 0 N N N N N N -2.593  6.350  -7.435  2.652  2.678  -2.681 "HO2'" AN6 42 
AN6 "H3'"  "H3'"  H 0 1 N N N N N N -4.831  7.225  -9.079  -0.360 2.485  -2.243 "H3'"  AN6 43 
AN6 "HO3'" "HO3'" H 0 0 N N N N N N -6.095  7.462  -7.193  1.229  4.276  -1.975 "HO3'" AN6 44 
AN6 "H4'"  "H4'"  H 0 1 N N N N N N -7.108  5.672  -8.271  -0.553 3.009  0.623  "H4'"  AN6 45 
AN6 "H5'"  "H5'"  H 0 1 N N N N N N -7.312  5.131  -10.796 -1.913 0.888  -1.103 "H5'"  AN6 46 
AN6 "H5'A" "H5'A" H 0 0 N N N N N N -5.748  6.005  -10.987 -2.426 2.590  -1.019 "H5'A" AN6 47 
AN6 "HO5'" "HO5'" H 0 0 N N N N N N -12.262 9.772  -10.310 -4.517 -3.658 -2.518 "HO5'" AN6 48 
AN6 "HA'"  "HA'"  H 0 1 N N N N N N -11.228 7.474  -7.933  -5.728 -0.664 -0.966 "HA'"  AN6 49 
AN6 "HB'"  "HB'"  H 0 1 N N N N N N -9.219  8.523  -9.006  -3.204 -1.117 0.686  "HB'"  AN6 50 
AN6 "HB'A" "HB'A" H 0 0 N N N N N N -8.901  6.894  -8.280  -3.219 -0.553 -1.002 "HB'A" AN6 51 
AN6 "HG'"  "HG'"  H 0 1 N N N N N N -9.283  7.528  -11.242 -4.639 0.852  1.304  "HG'"  AN6 52 
AN6 "HG'A" "HG'A" H 0 0 N N N N N N -9.044  5.893  -10.548 -4.495 1.437  -0.371 "HG'A" AN6 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 
AN6 "O'"  "C'"   DOUB N N 1  
AN6 "C'"  "O5'"  SING N N 2  
AN6 "C'"  "CA'"  SING N N 3  
AN6 "N'"  "CA'"  SING N N 4  
AN6 "N'"  "HN'"  SING N N 5  
AN6 "N'"  "HN'A" SING N N 6  
AN6 C1    C3     SING N N 7  
AN6 C1    H1     SING N N 8  
AN6 C1    H1A    SING N N 9  
AN6 C1    H1B    SING N N 10 
AN6 C6    N1     DOUB Y N 11 
AN6 N1    C2     SING Y N 12 
AN6 N3    C2     DOUB Y N 13 
AN6 C2    H2     SING N N 14 
AN6 C3    N10    SING N N 15 
AN6 C3    H3     SING N N 16 
AN6 C3    H3A    SING N N 17 
AN6 C4    N3     SING Y N 18 
AN6 N9    C4     SING Y N 19 
AN6 C5    C4     DOUB Y N 20 
AN6 N7    C5     SING Y N 21 
AN6 C5    C6     SING Y N 22 
AN6 N6    C6     SING N N 23 
AN6 N6    HN6    SING N N 24 
AN6 N6    HN6A   SING N N 25 
AN6 C8    N7     DOUB Y N 26 
AN6 C8    N9     SING Y N 27 
AN6 C8    H8     SING N N 28 
AN6 N9    "C1'"  SING N N 29 
AN6 "O4'" "C1'"  SING N N 30 
AN6 "C2'" "C1'"  SING N N 31 
AN6 "C1'" "H1'"  SING N N 32 
AN6 "CG'" N10    SING N N 33 
AN6 N10   "C5'"  SING N N 34 
AN6 "C3'" "C2'"  SING N N 35 
AN6 "C2'" "O2'"  SING N N 36 
AN6 "C2'" "H2'"  SING N N 37 
AN6 "O2'" "HO2'" SING N N 38 
AN6 "C4'" "C3'"  SING N N 39 
AN6 "C3'" "O3'"  SING N N 40 
AN6 "C3'" "H3'"  SING N N 41 
AN6 "O3'" "HO3'" SING N N 42 
AN6 "C5'" "C4'"  SING N N 43 
AN6 "O4'" "C4'"  SING N N 44 
AN6 "C4'" "H4'"  SING N N 45 
AN6 "C5'" "H5'"  SING N N 46 
AN6 "C5'" "H5'A" SING N N 47 
AN6 "O5'" "HO5'" SING N N 48 
AN6 "CB'" "CA'"  SING N N 49 
AN6 "CA'" "HA'"  SING N N 50 
AN6 "CG'" "CB'"  SING N N 51 
AN6 "CB'" "HB'"  SING N N 52 
AN6 "CB'" "HB'A" SING N N 53 
AN6 "CG'" "HG'"  SING N N 54 
AN6 "CG'" "HG'A" SING N N 55 
# 
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 
AN6 SMILES           ACDLabs              11.02 "O=C(O)C(N)CCN(CC)CC3OC(n2cnc1c(ncnc12)N)C(O)C3O"                                                                                                                                           
AN6 SMILES_CANONICAL CACTVS               3.352 "CCN(CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"                                                                                                                      
AN6 SMILES           CACTVS               3.352 "CCN(CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                                            
AN6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC[N@@](CC[C@@H](C(=O)O)N)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"                                                                                                                
AN6 SMILES           "OpenEye OEToolkits" 1.7.0 "CCN(CCC(C(=O)O)N)CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O"                                                                                                                                           
AN6 InChI            InChI                1.03  "InChI=1S/C16H25N7O5/c1-2-22(4-3-8(17)16(26)27)5-9-11(24)12(25)15(28-9)23-7-21-10-13(18)19-6-20-14(10)23/h6-9,11-12,15,24-25H,2-5,17H2,1H3,(H,26,27)(H2,18,19,20)/t8-,9+,11+,12+,15+/m0/s1" 
AN6 InChIKey         InChI                1.03  GAMUFACDOHMHSZ-OPYVMVOTSA-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 
AN6 "SYSTEMATIC NAME" ACDLabs              11.02 "5'-{[(3S)-3-amino-3-carboxypropyl](ethyl)amino}-5'-deoxyadenosine"                                                 
AN6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S)-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl-ethyl-amino]-2-azanyl-butanoic 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 
AN6 "Create component"     2009-07-28 RCSB 
AN6 "Modify aromatic_flag" 2011-06-04 RCSB 
AN6 "Modify descriptor"    2011-06-04 RCSB 
AN6 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            AN6 
_pdbx_chem_comp_pcm.modified_residue_id                LEU 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               C-terminal 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OXT 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
