data_1ZN
# 
_chem_comp.id                                    1ZN 
_chem_comp.name                                  "(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-12-11 
_chem_comp.pdbx_modified_date                    2009-02-17
_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                        331.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1ZN 
_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        2IAE
_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 
1ZN C1  C1  C 0 1 N N N 1.131  0.163  0.893  -2.433 -0.539 2.134  C1  1ZN 1  
1ZN O1  O1  O 0 1 N N N -0.136 0.068  0.217  -2.885 0.628  1.444  O1  1ZN 2  
1ZN C2  C2  C 0 1 N N S -0.219 0.649  -1.110 -2.640 0.603  0.036  C2  1ZN 3  
1ZN C3  C3  C 0 1 N N N 0.268  -0.357 -2.210 -3.931 0.941  -0.712 C3  1ZN 4  
1ZN C4  C4  C 0 1 Y N N 1.725  -0.272 -2.524 -4.951 -0.140 -0.466 C4  1ZN 5  
1ZN C5  C5  C 0 1 Y N N 2.610  -1.341 -2.249 -5.819 -0.040 0.605  C5  1ZN 6  
1ZN C6  C6  C 0 1 Y N N 3.984  -1.228 -2.533 -6.756 -1.031 0.831  C6  1ZN 7  
1ZN C7  C7  C 0 1 Y N N 4.493  -0.049 -3.102 -6.825 -2.123 -0.014 C7  1ZN 8  
1ZN C8  C8  C 0 1 Y N N 3.624  1.018  -3.395 -5.957 -2.223 -1.086 C8  1ZN 9  
1ZN C9  C9  C 0 1 Y N N 2.251  0.899  -3.122 -5.024 -1.229 -1.314 C9  1ZN 10 
1ZN C10 C10 C 0 1 N N S -1.689 1.162  -1.345 -1.564 1.633  -0.313 C10 1ZN 11 
1ZN C11 C11 C 0 1 N N N -2.745 0.024  -1.193 -1.987 3.009  0.206  C11 1ZN 12 
1ZN C12 C12 C 0 1 N N N -2.051 2.399  -0.439 -0.259 1.234  0.328  C12 1ZN 13 
1ZN C13 C13 C 0 1 N N N -1.877 3.817  -1.092 0.828  1.080  -0.419 C13 1ZN 14 
1ZN C14 C14 C 0 1 N N N -0.415 4.109  -1.540 0.727  1.154  -1.921 C14 1ZN 15 
1ZN C15 C15 C 0 1 N N N -2.380 4.963  -0.147 2.132  0.838  0.219  C15 1ZN 16 
1ZN C16 C16 C 0 1 N N N -3.927 5.110  -0.066 3.219  0.684  -0.528 C16 1ZN 17 
1ZN C17 C17 C 0 1 N N S -4.388 6.355  0.752  4.554  0.436  0.126  C17 1ZN 18 
1ZN N1  N1  N 0 1 N N N -3.979 6.210  2.160  5.449  1.570  -0.142 N1  1ZN 19 
1ZN C18 C18 C 0 1 N N S -5.923 6.627  0.637  5.170  -0.845 -0.442 C18 1ZN 20 
1ZN C19 C19 C 0 1 N N N -6.325 8.009  1.227  4.238  -2.026 -0.163 C19 1ZN 21 
1ZN C20 C20 C 0 1 N N N -6.728 5.567  1.228  6.505  -1.093 0.213  C20 1ZN 22 
1ZN O2  O2  O 0 1 N N N -6.554 5.194  2.395  7.231  -2.168 -0.132 O2  1ZN 23 
1ZN O3  O3  O 0 1 N N N -7.622 5.027  0.577  6.921  -0.324 1.047  O3  1ZN 24 
1ZN H1  H1  H 0 1 N N N 1.942  0.187  0.151  -2.569 -0.402 3.206  H1  1ZN 25 
1ZN H2  H2  H 0 1 N N N 1.157  1.083  1.495  -3.009 -1.403 1.802  H2  1ZN 26 
1ZN H3  H3  H 0 1 N N N 1.262  -0.709 1.550  -1.377 -0.702 1.919  H3  1ZN 27 
1ZN H4  H4  H 0 1 N N N 0.461  1.510  -1.187 -2.300 -0.391 -0.256 H4  1ZN 28 
1ZN H5  H5  H 0 1 N N N 0.059  -1.376 -1.851 -4.319 1.895  -0.356 H5  1ZN 29 
1ZN H6  H6  H 0 1 N N N -0.270 -0.100 -3.134 -3.724 1.008  -1.781 H6  1ZN 30 
1ZN H7  H7  H 0 1 N N N 2.227  -2.254 -1.817 -5.766 0.813  1.266  H7  1ZN 31 
1ZN H8  H8  H 0 1 N N N 4.649  -2.050 -2.313 -7.433 -0.953 1.669  H8  1ZN 32 
1ZN H9  H9  H 0 1 N N N 5.548  0.038  -3.314 -7.556 -2.898 0.163  H9  1ZN 33 
1ZN H10 H10 H 0 1 N N N 4.012  1.928  -3.829 -6.010 -3.076 -1.746 H10 1ZN 34 
1ZN H11 H11 H 0 1 N N N 1.587  1.713  -3.372 -4.348 -1.306 -2.154 H11 1ZN 35 
1ZN H12 H12 H 0 1 N N N -1.723 1.505  -2.389 -1.439 1.676  -1.395 H12 1ZN 36 
1ZN H13 H13 H 0 1 N N N -2.994 -0.381 -2.185 -2.112 2.966  1.288  H13 1ZN 37 
1ZN H14 H14 H 0 1 N N N -2.332 -0.777 -0.563 -1.220 3.743  -0.043 H14 1ZN 38 
1ZN H15 H15 H 0 1 N N N -3.654 0.428  -0.724 -2.930 3.297  -0.257 H15 1ZN 39 
1ZN H16 H16 H 0 1 N N N -2.400 2.279  0.576  -0.209 1.073  1.395  H16 1ZN 40 
1ZN H17 H17 H 0 1 N N N -0.374 4.178  -2.637 0.799  2.194  -2.240 H17 1ZN 41 
1ZN H18 H18 H 0 1 N N N -0.080 5.060  -1.100 1.539  0.581  -2.369 H18 1ZN 42 
1ZN H19 H19 H 0 1 N N N 0.242  3.295  -1.199 -0.229 0.740  -2.242 H19 1ZN 43 
1ZN H20 H20 H 0 1 N N N -1.705 5.601  0.405  2.204  0.785  1.295  H20 1ZN 44 
1ZN H21 H21 H 0 1 N N N -4.614 4.418  -0.531 3.147  0.737  -1.605 H21 1ZN 45 
1ZN H22 H22 H 0 1 N N N -3.891 7.234  0.317  4.417  0.327  1.202  H22 1ZN 46 
1ZN H23 H23 H 0 1 N N N -2.981 6.177  2.216  6.328  1.458  0.340  H23 1ZN 47 
1ZN H24 H24 H 0 1 N N N -4.317 6.990  2.687  5.592  1.691  -1.133 H24 1ZN 48 
1ZN H25 H25 H 0 1 N N N -6.138 6.644  -0.442 5.307  -0.736 -1.518 H25 1ZN 49 
1ZN H26 H26 H 0 1 N N N -6.420 7.928  2.320  4.101  -2.134 0.913  H26 1ZN 50 
1ZN H27 H27 H 0 1 N N N -5.552 8.752  0.980  3.273  -1.846 -0.636 H27 1ZN 51 
1ZN H28 H28 H 0 1 N N N -7.288 8.325  0.798  4.677  -2.938 -0.567 H28 1ZN 52 
1ZN H29 H29 H 0 1 N N N -7.179 4.510  2.606  8.081  -2.284 0.315  H29 1ZN 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 
1ZN C1  O1  SING N N 1  
1ZN O1  C2  SING N N 2  
1ZN C2  C3  SING N N 3  
1ZN C3  C4  SING N N 4  
1ZN C4  C5  DOUB N N 5  
1ZN C5  C6  SING N N 6  
1ZN C6  C7  DOUB N N 7  
1ZN C7  C8  SING N N 8  
1ZN C8  C9  DOUB N N 9  
1ZN C4  C9  SING N N 10 
1ZN C2  C10 SING N N 11 
1ZN C10 C11 SING Y N 12 
1ZN C10 C12 SING Y N 13 
1ZN C12 C13 DOUB Y N 14 
1ZN C13 C14 SING N N 15 
1ZN C13 C15 SING Y N 16 
1ZN C15 C16 DOUB N N 17 
1ZN C16 C17 SING Y N 18 
1ZN C17 N1  SING N N 19 
1ZN C17 C18 SING Y N 20 
1ZN C18 C19 SING N N 21 
1ZN C18 C20 SING N N 22 
1ZN C20 O2  SING N N 23 
1ZN C20 O3  DOUB N N 24 
1ZN C1  H1  SING N N 25 
1ZN C1  H2  SING N N 26 
1ZN C1  H3  SING N N 27 
1ZN C2  H4  SING N N 28 
1ZN C3  H5  SING N E 29 
1ZN C3  H6  SING N N 30 
1ZN C5  H7  SING N N 31 
1ZN C6  H8  SING N N 32 
1ZN C7  H9  SING N N 33 
1ZN C8  H10 SING N N 34 
1ZN C9  H11 SING N N 35 
1ZN C10 H12 SING N E 36 
1ZN C11 H13 SING N N 37 
1ZN C11 H14 SING N N 38 
1ZN C11 H15 SING N N 39 
1ZN C12 H16 SING N N 40 
1ZN C14 H17 SING N N 41 
1ZN C14 H18 SING N N 42 
1ZN C14 H19 SING N N 43 
1ZN C15 H20 SING N N 44 
1ZN C16 H21 SING N N 45 
1ZN C17 H22 SING N N 46 
1ZN N1  H23 SING N N 47 
1ZN N1  H24 SING N N 48 
1ZN C18 H25 SING N N 49 
1ZN C19 H26 SING N N 50 
1ZN C19 H27 SING N N 51 
1ZN C19 H28 SING N N 52 
1ZN O2  H29 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 
1ZN SMILES           ACDLabs              10.04 O=C(O)C(C)C(N)/C=C/C(=C/C(C(OC)Cc1ccccc1)C)C                                                                                                                                 
1ZN InChI            InChI                1.02b InChI=1/C20H29NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-12,15-16,18-19H,13,21H2,1-4H3,(H,22,23)/b11-10+,14-12+/t15-,16-,18-,19-/m0/s1/f/h22H 
1ZN InChIKey         InChI                1.02b HJVCHYDYCYBBQX-KZGMBFTKDQ                                                                                                                                                    
1ZN SMILES_CANONICAL CACTVS               3.341 CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@H](N)[C@H](C)C(O)=O                                                                                                               
1ZN SMILES           CACTVS               3.341 CO[CH](Cc1ccccc1)[CH](C)C=C(C)C=C[CH](N)[CH](C)C(O)=O                                                                                                                        
1ZN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C=C(C)\C=C\[C@@H]([C@H](C)C(=O)O)N)[C@H](Cc1ccccc1)OC                                                                                                                
1ZN SMILES           "OpenEye OEToolkits" 1.5.0 CC(C=C(C)C=CC(C(C)C(=O)O)N)C(Cc1ccccc1)OC                                                                                                                                    
# 
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 
1ZN "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid" 
1ZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid"   
# 
