data_AFA
# 
_chem_comp.id                                    AFA 
_chem_comp.name                                  "N-[7-METHYL-OCT-2,4-DIENOYL]ASPARAGINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H20 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ASN 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        268.309 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     AFA 
_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        1DSR 
_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 
AFA N    N    N 0 1 N N N 14.300 23.272 27.110 -0.097 -0.796 1.767  N    AFA 1  
AFA CA   CA   C 0 1 N N S 15.011 22.532 26.030 0.612  0.311  2.412  CA   AFA 2  
AFA CB   CB   C 0 1 N N N 15.458 21.138 26.530 0.083  0.495  3.836  CB   AFA 3  
AFA CG   CG   C 0 1 N N N 16.640 21.121 27.491 -1.391 0.802  3.788  CG   AFA 4  
AFA OD1  OD1  O 0 1 N N N 17.751 21.485 27.128 -1.962 0.868  2.721  OD1  AFA 5  
AFA ND2  ND2  N 0 1 N N N 16.463 20.696 28.716 -2.074 1.005  4.932  ND2  AFA 6  
AFA C    C    C 0 1 N N N 14.162 22.403 24.727 2.086  0.003  2.459  C    AFA 7  
AFA O    O    O 0 1 N N N 13.285 21.542 24.605 2.892  0.902  2.426  O    AFA 8  
AFA OXT  OXT  O 0 1 N Y N 14.484 23.252 23.742 2.504  -1.269 2.539  OXT  AFA 9  
AFA C1   C1   C 0 1 N N N 14.111 24.596 27.066 -0.282 -0.792 0.432  C1   AFA 10 
AFA O1   O1   O 0 1 N N N 14.499 25.280 26.117 0.138  0.132  -0.237 O1   AFA 11 
AFA C2   C2   C 0 1 N N N 13.386 25.211 28.250 -0.991 -1.898 -0.211 C2   AFA 12 
AFA C3   C3   C 0 1 N N N 13.561 26.407 28.841 -1.271 -1.843 -1.532 C3   AFA 13 
AFA C4   C4   C 0 1 N N N 14.477 27.333 28.521 -1.021 -0.612 -2.283 C4   AFA 14 
AFA C5   C5   C 0 1 N N N 14.599 28.530 29.111 -1.174 -0.596 -3.608 C5   AFA 15 
AFA C6   C6   C 0 1 N N N 15.660 29.532 28.704 -0.917 0.671  -4.381 C6   AFA 16 
AFA C7   C7   C 0 1 N N N 16.899 29.440 29.613 0.199  0.430  -5.398 C7   AFA 17 
AFA C8   C8   C 0 1 N N N 18.045 30.334 29.119 0.460  1.718  -6.183 C8   AFA 18 
AFA C9   C9   C 0 1 N N N 16.520 29.826 31.054 1.475  0.012  -4.665 C9   AFA 19 
AFA H    HN   H 0 1 N N N 13.995 22.827 27.978 -0.433 -1.533 2.301  H    AFA 20 
AFA HA   HA   H 0 1 N N N 15.939 23.085 25.780 0.450  1.226  1.843  HA   AFA 21 
AFA HB2  1HB  H 0 1 N N N 15.803 20.556 25.662 0.245  -0.420 4.405  HB2  AFA 22 
AFA HB3  2HB  H 0 1 N N N 14.595 20.566 26.909 0.611  1.319  4.316  HB3  AFA 23 
AFA HD21 1HND H 0 0 N N N 15.542 20.325 28.962 -3.023 1.203  4.902  HD21 AFA 24 
AFA HD22 2HND H 0 0 N N N 17.327 20.655 29.260 -1.617 0.952  5.786  HD22 AFA 25 
AFA HXT  HXT  H 0 1 N Y N 13.967 23.173 22.948 3.450  -1.467 2.569  HXT  AFA 26 
AFA H2   H2   H 0 1 N Y N 12.596 24.593 28.674 -1.290 -2.758 0.369  H2   AFA 27 
AFA H3   H3   H 0 1 N N N 12.876 26.629 29.662 -1.679 -2.708 -2.034 H3   AFA 28 
AFA H4   H4   H 0 1 N N N 15.181 27.115 27.723 -0.713 0.283  -1.764 H4   AFA 29 
AFA H5   H5   H 0 1 N N N 13.938 28.812 29.933 -1.483 -1.491 -4.126 H5   AFA 30 
AFA H61  1H6  H 0 1 N N N 15.950 29.388 27.644 -0.617 1.462  -3.693 H61  AFA 31 
AFA H62  2H6  H 0 1 N N N 15.235 30.553 28.746 -1.826 0.969  -4.903 H62  AFA 32 
AFA H7   H7   H 0 1 N N N 17.293 28.425 29.667 -0.100 -0.359 -6.086 H7   AFA 33 
AFA H81  1H8  H 0 1 N N N 17.745 31.397 29.064 1.256  1.546  -6.908 H81  AFA 34 
AFA H82  2H8  H 0 1 N N N 18.392 30.035 28.111 -0.448 2.016  -6.705 H82  AFA 35 
AFA H83  3H8  H 0 1 N N N 18.920 30.276 29.793 0.760  2.508  -5.495 H83  AFA 36 
AFA H91  1H9  H 0 1 N N N 17.401 29.759 31.692 1.775  0.803  -3.977 H91  AFA 37 
AFA H92  2H9  H 0 1 N N N 16.138 30.847 31.069 1.289  -0.904 -4.106 H92  AFA 38 
AFA H93  3H9  H 0 1 N N N 15.752 29.146 31.423 2.271  -0.159 -5.390 H93  AFA 39 
# 
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 
AFA N   CA   SING N N 1  
AFA N   C1   SING N N 2  
AFA N   H    SING N N 3  
AFA CA  CB   SING N N 4  
AFA CA  C    SING N N 5  
AFA CA  HA   SING N N 6  
AFA CB  CG   SING N N 7  
AFA CB  HB2  SING N N 8  
AFA CB  HB3  SING N N 9  
AFA CG  OD1  DOUB N N 10 
AFA CG  ND2  SING N N 11 
AFA ND2 HD21 SING N N 12 
AFA ND2 HD22 SING N N 13 
AFA C   O    DOUB N N 14 
AFA C   OXT  SING N N 15 
AFA OXT HXT  SING N N 16 
AFA C1  O1   DOUB N N 17 
AFA C1  C2   SING N N 18 
AFA C2  C3   DOUB N Z 19 
AFA C2  H2   SING N N 20 
AFA C3  C4   SING N N 21 
AFA C3  H3   SING N N 22 
AFA C4  C5   DOUB N E 23 
AFA C4  H4   SING N N 24 
AFA C5  C6   SING N N 25 
AFA C5  H5   SING N N 26 
AFA C6  C7   SING N N 27 
AFA C6  H61  SING N N 28 
AFA C6  H62  SING N N 29 
AFA C7  C8   SING N N 30 
AFA C7  C9   SING N N 31 
AFA C7  H7   SING N N 32 
AFA C8  H81  SING N N 33 
AFA C8  H82  SING N N 34 
AFA C8  H83  SING N N 35 
AFA C9  H91  SING N N 36 
AFA C9  H92  SING N N 37 
AFA C9  H93  SING N N 38 
# 
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 
AFA SMILES           ACDLabs              10.04 "O=C(NC(C(=O)O)CC(=O)N)/C=C\C=C\CC(C)C"                                                                                                                          
AFA InChI            InChI                1.02b "InChI=1/C13H20N2O4/c1-9(2)6-4-3-5-7-12(17)15-10(13(18)19)8-11(14)16/h3-5,7,9-10H,6,8H2,1-2H3,(H2,14,16)(H,15,17)(H,18,19)/b4-3+,7-5-/t10-/m0/s1/f/h15,18H,14H2" 
AFA InChIKey         InChI                1.02b MLCJPQMSSCXLNC-PPCZVSEBDP                                                                                                                                        
AFA SMILES_CANONICAL CACTVS               3.341 "CC(C)C\C=C\C=C/C(=O)N[C@@H](CC(N)=O)C(O)=O"                                                                                                                     
AFA SMILES           CACTVS               3.341 "CC(C)CC=CC=CC(=O)N[CH](CC(N)=O)C(O)=O"                                                                                                                          
AFA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C\C=C\C=C/C(=O)N[C@@H](CC(=O)N)C(=O)O"                                                                                                                     
AFA SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)CC=CC=CC(=O)NC(CC(=O)N)C(=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 
AFA "SYSTEMATIC NAME" ACDLabs              10.04 "N~2~-[(2Z,4E)-7-methylocta-2,4-dienoyl]-L-asparagine"                         
AFA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-4-amino-2-[[(2Z,4E)-7-methylocta-2,4-dienoyl]amino]-4-oxo-butanoic acid" 
# 
