data_LNA
# 
_chem_comp.id                                    LNA 
_chem_comp.name                                  "(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H31 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-05 
_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                        325.443 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LNA 
_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        3CWD 
_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 
LNA O20  O20  O 0  1 N N N -18.570 -14.684 11.949 9.135  2.140  -0.124 O20  LNA 1  
LNA C1   C1   C 0  1 N N N -18.909 -13.769 11.173 8.113  1.388  0.313  C1   LNA 2  
LNA O19  O19  O 0  1 N N N -18.914 -12.571 11.475 8.198  0.808  1.369  O19  LNA 3  
LNA C2   C2   C 0  1 N N N -19.348 -14.128 9.793  6.859  1.267  -0.514 C2   LNA 4  
LNA C3   C3   C 0  1 N N N -20.779 -14.577 9.869  5.859  0.359  0.205  C3   LNA 5  
LNA C4   C4   C 0  1 N N N -21.488 -14.298 8.573  4.586  0.237  -0.634 C4   LNA 6  
LNA C5   C5   C 0  1 N N N -22.963 -14.256 8.895  3.587  -0.671 0.085  C5   LNA 7  
LNA C6   C6   C 0  1 N N N -23.118 -14.172 10.392 2.313  -0.794 -0.755 C6   LNA 8  
LNA C7   C7   C 0  1 N N N -24.242 -15.034 10.880 1.314  -1.701 -0.036 C7   LNA 9  
LNA C8   C8   C 0  1 N N N -23.642 -15.969 11.884 0.041  -1.824 -0.875 C8   LNA 10 
LNA C9   C9   C 0  1 N N N -23.574 -17.275 11.158 -0.944 -2.718 -0.167 C9   LNA 11 
LNA C10  C10  C 0  1 N N N -24.069 -18.425 11.604 -2.122 -2.256 0.172  C10  LNA 12 
LNA N21  N21  N 1  1 N N N -23.917 -19.368 10.827 -3.139 -3.169 0.742  N21  LNA 13 
LNA O22  O22  O 0  1 N N N -23.368 -19.207 9.787  -2.880 -4.349 0.896  O22  LNA 14 
LNA O23  O23  O -1 1 N N N -24.326 -20.449 11.111 -4.235 -2.739 1.056  O23  LNA 15 
LNA C11  C11  C 0  1 N N N -24.605 -18.641 13.038 -2.443 -0.796 -0.019 C11  LNA 16 
LNA C12  C12  C 0  1 N N N -25.306 -20.020 13.207 -2.981 -0.578 -1.410 C12  LNA 17 
LNA C13  C13  C 0  1 N N N -25.742 -20.145 14.495 -4.122 0.042  -1.581 C13  LNA 18 
LNA C14  C14  C 0  1 N N N -25.353 -18.993 15.436 -4.800 0.708  -0.412 C14  LNA 19 
LNA C15  C15  C 0  1 N N N -24.552 -19.367 16.693 -5.093 2.170  -0.757 C15  LNA 20 
LNA C16  C16  C 0  1 N N N -23.103 -19.764 16.411 -5.782 2.846  0.430  C16  LNA 21 
LNA C17  C17  C 0  1 N N N -22.636 -21.057 17.097 -6.075 4.307  0.085  C17  LNA 22 
LNA C18  C18  C 0  1 N N N -22.525 -22.240 16.175 -6.764 4.984  1.272  C18  LNA 23 
LNA H2   H2   H 0  1 N N N -19.262 -13.254 9.131  6.419  2.255  -0.653 H2   LNA 24 
LNA H2A  H2A  H 0  1 N N N -18.715 -14.930 9.386  7.105  0.839  -1.486 H2A  LNA 25 
LNA H3   H3   H 0  1 N N N -20.807 -15.658 10.070 6.300  -0.628 0.344  H3   LNA 26 
LNA H3A  H3A  H 0  1 N N N -21.283 -14.026 10.677 5.614  0.788  1.177  H3A  LNA 27 
LNA H4   H4   H 0  1 N N N -21.158 -13.337 8.152  4.146  1.224  -0.773 H4   LNA 28 
LNA H4A  H4A  H 0  1 N N N -21.266 -15.072 7.824  4.832  -0.191 -1.606 H4A  LNA 29 
LNA H5   H5   H 0  1 N N N -23.424 -13.377 8.421  4.027  -1.658 0.224  H5   LNA 30 
LNA H5A  H5A  H 0  1 N N N -23.460 -15.160 8.513  3.341  -0.243 1.057  H5A  LNA 31 
LNA H6   H6   H 0  1 N N N -22.183 -14.509 10.864 1.873  0.194  -0.894 H6   LNA 32 
LNA H6A  H6A  H 0  1 N N N -23.343 -13.129 10.657 2.559  -1.222 -1.727 H6A  LNA 33 
LNA H7   H7   H 0  1 N N N -25.028 -14.420 11.344 1.754  -2.689 0.103  H7   LNA 34 
LNA H7A  H7A  H 0  1 N N N -24.713 -15.584 10.052 1.068  -1.273 0.936  H7A  LNA 35 
LNA H8   H8   H 0  1 N N N -22.643 -15.632 12.200 -0.400 -0.837 -1.014 H8   LNA 36 
LNA H8A  H8A  H 0  1 N N N -24.231 -16.030 12.811 0.286  -2.252 -1.847 H8A  LNA 37 
LNA H9   H9   H 0  1 N N N -23.084 -17.284 10.196 -0.678 -3.740 0.062  H9   LNA 38 
LNA H11  H11  H 0  1 N N N -23.758 -18.591 13.739 -3.191 -0.490 0.712  H11  LNA 39 
LNA H11A H11A H 0  0 N N N -25.349 -17.857 13.242 -1.537 -0.205 0.117  H11A LNA 40 
LNA H12  H12  H 0  1 N N N -25.428 -20.760 12.430 -2.425 -0.933 -2.266 H12  LNA 41 
LNA H13  H13  H 0  1 N N N -26.320 -20.994 14.829 -4.577 0.076  -2.560 H13  LNA 42 
LNA H14  H14  H 0  1 N N N -24.734 -18.294 14.854 -5.735 0.192  -0.191 H14  LNA 43 
LNA H14A H14A H 0  0 N N N -26.304 -18.584 15.806 -4.147 0.665  0.460  H14A LNA 44 
LNA H15  H15  H 0  1 N N N -24.541 -18.493 17.361 -4.159 2.686  -0.977 H15  LNA 45 
LNA H15A H15A H 0  0 N N N -25.044 -20.244 17.138 -5.746 2.213  -1.629 H15A LNA 46 
LNA H16  H16  H 0  1 N N N -23.002 -19.908 15.325 -6.716 2.330  0.650  H16  LNA 47 
LNA H16A H16A H 0  0 N N N -22.476 -18.955 16.815 -5.129 2.803  1.302  H16A LNA 48 
LNA H17  H17  H 0  1 N N N -21.642 -20.871 17.529 -5.141 4.823  -0.135 H17  LNA 49 
LNA H17A H17A H 0  0 N N N -23.397 -21.311 17.850 -6.728 4.351  -0.787 H17A LNA 50 
LNA H18  H18  H 0  1 N N N -22.498 -21.891 15.132 -7.698 4.468  1.492  H18  LNA 51 
LNA H18A H18A H 0  0 N N N -21.602 -22.795 16.400 -6.111 4.940  2.144  H18A LNA 52 
LNA H18B H18B H 0  0 N N N -23.394 -22.899 16.319 -6.973 6.025  1.026  H18B LNA 53 
LNA HO20 HO20 H 0  0 N N N -18.323 -14.313 12.788 9.919  2.188  0.441  HO20 LNA 54 
# 
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 
LNA O20 C1   SING N N 1  
LNA C1  O19  DOUB N N 2  
LNA C1  C2   SING N N 3  
LNA C2  C3   SING N N 4  
LNA C3  C4   SING N N 5  
LNA C4  C5   SING N N 6  
LNA C5  C6   SING N N 7  
LNA C6  C7   SING N N 8  
LNA C7  C8   SING N N 9  
LNA C8  C9   SING N N 10 
LNA C9  C10  DOUB N N 11 
LNA C10 N21  SING N N 12 
LNA C10 C11  SING N N 13 
LNA N21 O22  DOUB N N 14 
LNA N21 O23  SING N N 15 
LNA C11 C12  SING N N 16 
LNA C12 C13  DOUB N N 17 
LNA C13 C14  SING N N 18 
LNA C14 C15  SING N N 19 
LNA C15 C16  SING N N 20 
LNA C16 C17  SING N N 21 
LNA C17 C18  SING N N 22 
LNA C2  H2   SING N N 23 
LNA C2  H2A  SING N N 24 
LNA C3  H3   SING N N 25 
LNA C3  H3A  SING N E 26 
LNA C4  H4   SING N N 27 
LNA C4  H4A  SING N N 28 
LNA C5  H5   SING N N 29 
LNA C5  H5A  SING N N 30 
LNA C6  H6   SING N N 31 
LNA C6  H6A  SING N N 32 
LNA C7  H7   SING N N 33 
LNA C7  H7A  SING N N 34 
LNA C8  H8   SING N Z 35 
LNA C8  H8A  SING N N 36 
LNA C9  H9   SING N N 37 
LNA C11 H11  SING N N 38 
LNA C11 H11A SING N N 39 
LNA C12 H12  SING N N 40 
LNA C13 H13  SING N N 41 
LNA C14 H14  SING N N 42 
LNA C14 H14A SING N N 43 
LNA C15 H15  SING N N 44 
LNA C15 H15A SING N N 45 
LNA C16 H16  SING N N 46 
LNA C16 H16A SING N N 47 
LNA C17 H17  SING N N 48 
LNA C17 H17A SING N N 49 
LNA C18 H18  SING N N 50 
LNA C18 H18A SING N N 51 
LNA C18 H18B SING N N 52 
LNA O20 HO20 SING N N 53 
# 
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 
LNA SMILES           ACDLabs              10.04 [O-][N+](=O)/C(=C/CCCCCCCC(=O)O)C\C=C/CCCCC                                                                                                     
LNA InChI            InChI                1.02b InChI=1/C18H31NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h8,11,15H,2-7,9-10,12-14,16H2,1H3,(H,20,21)/b11-8-,17-15+/f/h20H 
LNA InChIKey         InChI                1.02b LELVHAQTWXTCLY-CBQGRFTNDR                                                                                                                       
LNA SMILES_CANONICAL CACTVS               3.341 CCCCC\C=C/CC(=C/CCCCCCCC(O)=O)\[N+]([O-])=O                                                                                                     
LNA SMILES           CACTVS               3.341 CCCCCC=CCC(=CCCCCCCCC(O)=O)[N+]([O-])=O                                                                                                         
LNA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC\C=C/C/C(=C\CCCCCCCC(=O)O)/[N+](=O)[O-]                                                                                                    
LNA SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC=CCC(=CCCCCCCCC(=O)O)[N+](=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 
LNA "SYSTEMATIC NAME" ACDLabs              10.04 "(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid" 
LNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid" 
# 
