data_MOA
# 
_chem_comp.id                                    MOA 
_chem_comp.name                                  "MYCOPHENOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H20 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "6-(1,3-DIHYDRO-7-HYDROXY-5-METHOXY-4-METHYL-1-OXOISOBENZOFURAN-6-YL)-4-METHYL-4-HEXANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-08-10 
_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                        320.337 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MOA 
_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        1JR1 
_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 
MOA C1   C1   C 0 1 N N N 79.693 50.178 33.345 -2.058 -0.257 -3.574 C1   MOA 1  
MOA C2   C2   C 0 1 N N N 83.159 47.108 29.935 0.451  0.527  1.551  C2   MOA 2  
MOA C3   C3   C 0 1 N N N 84.293 46.491 29.575 -0.405 0.874  2.479  C3   MOA 3  
MOA C4   C4   C 0 1 N N N 84.532 45.067 30.003 -0.796 -0.110 3.551  C4   MOA 4  
MOA C5   C5   C 0 1 N N N 85.484 45.043 31.192 0.156  0.025  4.740  C5   MOA 5  
MOA C6   C6   C 0 1 N N N 84.826 45.492 32.482 -0.234 -0.959 5.811  C6   MOA 6  
MOA C7   C7   C 0 1 N N N 84.075 52.238 32.906 2.594  -1.372 -3.310 C7   MOA 7  
MOA C8   C8   C 0 1 N N N 85.729 49.609 31.503 3.499  1.214  -1.421 C8   MOA 8  
MOA C9   C9   C 0 1 N N N 85.387 47.148 28.760 -1.000 2.259  2.475  C9   MOA 9  
MOA C10  C10  C 0 1 N N N 81.252 51.809 34.093 -0.307 -1.346 -4.545 C10  MOA 10 
MOA C11  C11  C 0 1 Y N N 81.874 51.061 32.928 0.203  -0.697 -3.282 C11  MOA 11 
MOA C12  C12  C 0 1 Y N N 83.142 51.217 32.355 1.425  -0.658 -2.682 C12  MOA 12 
MOA C13  C13  C 0 1 Y N N 83.489 50.344 31.304 1.597  0.039  -1.489 C13  MOA 13 
MOA C14  C14  C 0 1 Y N N 82.574 49.363 30.850 0.524  0.694  -0.902 C14  MOA 14 
MOA C15  C15  C 0 1 Y N N 81.294 49.201 31.461 -0.721 0.666  -1.508 C15  MOA 15 
MOA C16  C16  C 0 1 Y N N 80.967 50.093 32.513 -0.891 -0.038 -2.710 C16  MOA 16 
MOA C17  C17  C 0 1 N N N 82.921 48.553 29.618 0.716  1.447  0.388  C17  MOA 17 
MOA O1   O1   O 0 1 N N N 78.656 49.607 33.246 -3.171 0.181  -3.361 O1   MOA 18 
MOA O2   O2   O 0 1 N N N 79.927 51.146 34.238 -1.719 -1.012 -4.633 O2   MOA 19 
MOA O3   O3   O 0 1 N N N 84.766 50.358 30.746 2.817  0.074  -0.895 O3   MOA 20 
MOA O4   O4   O 0 1 N N N 80.486 48.095 31.123 -1.770 1.310  -0.939 O4   MOA 21 
MOA O5   O5   O 0 1 N N N 83.932 44.764 32.975 0.466  -1.020 6.955  O5   MOA 22 
MOA O6   O6   O 0 1 N N N 85.195 46.576 33.001 -1.178 -1.694 5.641  O6   MOA 23 
MOA H21  1H2  H 0 1 N N N 82.450 46.453 30.470 0.967  -0.418 1.620  H21  MOA 24 
MOA H41  1H4  H 0 1 N N N 83.580 44.526 30.215 -1.816 0.093  3.877  H41  MOA 25 
MOA H42  2H4  H 0 1 N N N 84.893 44.430 29.162 -0.738 -1.123 3.152  H42  MOA 26 
MOA H51  1H5  H 0 1 N N N 85.949 44.036 31.310 1.176  -0.178 4.413  H51  MOA 27 
MOA H52  2H5  H 0 1 N N N 86.400 45.642 30.981 0.098  1.037  5.139  H52  MOA 28 
MOA H71  1H7  H 0 1 N N N 85.084 52.362 32.449 2.642  -2.393 -2.931 H71  MOA 29 
MOA H72  2H7  H 0 1 N N N 83.560 53.227 32.905 2.468  -1.392 -4.393 H72  MOA 30 
MOA H73  3H7  H 0 1 N N N 84.198 52.054 33.998 3.516  -0.848 -3.061 H73  MOA 31 
MOA H81  1H8  H 0 1 N N N 86.750 49.620 31.056 4.489  1.284  -0.971 H81  MOA 32 
MOA H82  2H8  H 0 1 N N N 85.756 49.957 32.561 3.597  1.113  -2.501 H82  MOA 33 
MOA H83  3H8  H 0 1 N N N 85.378 48.562 31.661 2.931  2.116  -1.190 H83  MOA 34 
MOA H91  1H9  H 0 1 N N N 86.330 46.634 28.460 -0.532 2.853  1.690  H91  MOA 35 
MOA H92  2H9  H 0 1 N N N 84.914 47.536 27.827 -2.073 2.193  2.291  H92  MOA 36 
MOA H93  3H9  H 0 1 N N N 85.676 48.083 29.292 -0.826 2.732  3.441  H93  MOA 37 
MOA H1O1 1H1O H 0 0 N N N 81.870 51.826 35.020 0.224  -0.951 -5.410 H1O1 MOA 38 
MOA H102 2H10 H 0 0 N N N 81.209 52.916 33.968 -0.181 -2.427 -4.488 H102 MOA 39 
MOA H171 1H17 H 0 0 N N N 83.790 48.994 29.077 1.740  1.817  0.444  H171 MOA 40 
MOA H172 2H17 H 0 0 N N N 82.142 48.668 28.828 0.023  2.288  0.424  H172 MOA 41 
MOA HO41 1HO4 H 0 0 N N N 79.634 47.987 31.529 -2.197 0.678  -0.344 HO41 MOA 42 
MOA HO51 1HO5 H 0 0 N N N 83.519 45.045 33.783 0.215  -1.652 7.642  HO51 MOA 43 
# 
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 
MOA C1  C16  SING N N 1  
MOA C1  O1   DOUB N N 2  
MOA C1  O2   SING N N 3  
MOA C2  C3   DOUB N E 4  
MOA C2  C17  SING N N 5  
MOA C2  H21  SING N N 6  
MOA C3  C4   SING N N 7  
MOA C3  C9   SING N N 8  
MOA C4  C5   SING N N 9  
MOA C4  H41  SING N N 10 
MOA C4  H42  SING N N 11 
MOA C5  C6   SING N N 12 
MOA C5  H51  SING N N 13 
MOA C5  H52  SING N N 14 
MOA C6  O5   SING N N 15 
MOA C6  O6   DOUB N N 16 
MOA C7  C12  SING N N 17 
MOA C7  H71  SING N N 18 
MOA C7  H72  SING N N 19 
MOA C7  H73  SING N N 20 
MOA C8  O3   SING N N 21 
MOA C8  H81  SING N N 22 
MOA C8  H82  SING N N 23 
MOA C8  H83  SING N N 24 
MOA C9  H91  SING N N 25 
MOA C9  H92  SING N N 26 
MOA C9  H93  SING N N 27 
MOA C10 C11  SING N N 28 
MOA C10 O2   SING N N 29 
MOA C10 H1O1 SING N N 30 
MOA C10 H102 SING N N 31 
MOA C11 C12  DOUB Y N 32 
MOA C11 C16  SING Y N 33 
MOA C12 C13  SING Y N 34 
MOA C13 C14  DOUB Y N 35 
MOA C13 O3   SING N N 36 
MOA C14 C15  SING Y N 37 
MOA C14 C17  SING N N 38 
MOA C15 C16  DOUB Y N 39 
MOA C15 O4   SING N N 40 
MOA C17 H171 SING N N 41 
MOA C17 H172 SING N N 42 
MOA O4  HO41 SING N N 43 
MOA O5  HO51 SING N N 44 
# 
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 
MOA SMILES           ACDLabs              10.04 O=C1OCc2c1c(O)c(c(OC)c2C)C\C=C(/C)CCC(=O)O                                                                                    
MOA InChI            InChI                1.02b InChI=1/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+/f/h18H 
MOA InChIKey         InChI                1.02b HPNSFSBZBAHARI-NMYHMHKZDH                                                                                                     
MOA SMILES_CANONICAL CACTVS               3.341 COc1c(C)c2COC(=O)c2c(O)c1C\C=C(C)\CCC(O)=O                                                                                    
MOA SMILES           CACTVS               3.341 COc1c(C)c2COC(=O)c2c(O)c1CC=C(C)CCC(O)=O                                                                                      
MOA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2c(c(c(c1OC)C\C=C(/C)\CCC(=O)O)O)C(=O)OC2                                                                                 
MOA SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2c(c(c(c1OC)CC=C(C)CCC(=O)O)O)C(=O)OC2                                                                                    
# 
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 
MOA "SYSTEMATIC NAME" ACDLabs              10.04 "(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid" 
MOA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methyl-hex-4-enoic acid"          
# 
