data_NCZ
# 
_chem_comp.id                                    NCZ 
_chem_comp.name                                  "2-HYDROXY-7-METHOXY-5-METHYL-NAPHTHALENE-1-CARBOXYLIC ACID MESO-2,5-DIHYDROXY-CYCLOPENT-3-ENYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-23 
_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                        330.332 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NCZ 
_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        ? 
_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 
NCZ C1   C1   C 0 1 Y N N -2.964 6.745  0.654  1.601  0.993  0.405  C1   NCZ 1  
NCZ C6   C6   C 0 1 Y N N -2.811 6.119  -0.587 1.621  -0.374 0.112  C6   NCZ 2  
NCZ C5   C5   C 0 1 Y N N -3.145 4.754  -0.704 2.835  -0.991 -0.276 C5   NCZ 3  
NCZ C7   C7   C 0 1 Y N N -2.992 4.076  -1.908 2.851  -2.367 -0.565 C7   NCZ 4  
NCZ C8   C8   C 0 1 Y N N -2.469 4.746  -2.997 1.718  -3.111 -0.478 C8   NCZ 5  
NCZ C9   C9   C 0 1 Y N N -2.120 6.105  -2.907 0.497  -2.550 -0.101 C9   NCZ 6  
NCZ C10  C10  C 0 1 Y N N -2.326 6.836  -1.703 0.409  -1.189 0.201  C10  NCZ 7  
NCZ C11  C11  C 0 1 N N N -2.402 8.279  -1.752 -0.871 -0.590 0.598  C11  NCZ 8  
NCZ O3   O3   O 0 1 N N N -1.822 8.895  -2.647 -1.186 -0.552 1.772  O3   NCZ 9  
NCZ O4   O4   O 0 1 N N N -3.106 9.104  -0.763 -1.697 -0.082 -0.339 O4   NCZ 10 
NCZ C12  C12  C 0 1 N N S -3.579 10.432 -1.165 -2.963 0.511  0.054  C12  NCZ 11 
NCZ C13  C13  C 0 1 N N S -4.587 11.006 -0.164 -3.421 1.573  -0.973 C13  NCZ 12 
NCZ C14  C14  C 0 1 N N N -5.829 10.757 -0.602 -4.921 1.412  -1.048 C14  NCZ 13 
NCZ C15  C15  C 0 1 N N N -5.866 10.249 -1.996 -5.298 0.270  -0.539 C15  NCZ 14 
NCZ C16  C16  C 0 1 N N R -4.397 10.320 -2.461 -4.111 -0.521 -0.039 C16  NCZ 15 
NCZ O6   O6   O 0 1 N N N -4.249 11.495 -3.308 -4.390 -1.077 1.248  O6   NCZ 16 
NCZ O5   O5   O 0 1 N N N -4.406 12.419 -0.050 -3.080 2.884  -0.518 O5   NCZ 17 
NCZ O2   O2   O 0 1 N N N -1.602 6.706  -4.066 -0.609 -3.330 -0.026 O2   NCZ 18 
NCZ C4   C4   C 0 1 Y N N -3.643 4.099  0.398  4.005  -0.217 -0.366 C4   NCZ 19 
NCZ C3   C3   C 0 1 Y N N -3.795 4.762  1.608  3.961  1.112  -0.080 C3   NCZ 20 
NCZ C2   C2   C 0 1 Y N N -3.452 6.084  1.748  2.765  1.726  0.303  C2   NCZ 21 
NCZ O1   O1   O 0 1 N N N -3.610 6.694  2.984  2.750  3.055  0.582  O1   NCZ 22 
NCZ C17  C17  C 0 1 N N N -3.707 8.116  3.203  4.085  3.531  0.397  C17  NCZ 23 
NCZ C18  C18  C 0 1 N N N -4.061 2.663  0.351  5.305  -0.859 -0.777 C18  NCZ 24 
NCZ H1   1H   H 0 1 N N N -2.688 7.794  0.752  0.681  1.472  0.705  H1   NCZ 25 
NCZ H7   7H   H 0 1 N N N -3.280 3.028  -1.992 3.776  -2.839 -0.861 H7   NCZ 26 
NCZ H8   8H   H 0 1 N N N -2.324 4.213  -3.938 1.763  -4.166 -0.707 H8   NCZ 27 
NCZ H12  2H1  H 0 1 N N N -2.610 10.957 -1.607 -2.899 0.937  1.055  H12  NCZ 28 
NCZ H13  3H1  H 0 1 N N N -4.452 10.536 0.809  -2.969 1.380  -1.946 H13  NCZ 29 
NCZ H14  4H1  H 0 1 N N N -6.722 10.911 0.004  -5.594 2.145  -1.467 H14  NCZ 30 
NCZ H15  5H1  H 0 1 N N N -6.731 9.903  -2.562 -6.323 -0.065 -0.482 H15  NCZ 31 
NCZ H16  6H1  H 0 1 N N N -4.173 9.412  -3.018 -3.856 -1.310 -0.745 H16  NCZ 32 
NCZ H6   6H   H 0 1 N N N -4.880 12.239 -2.981 -5.144 -1.672 1.137  H6   NCZ 33 
NCZ H5   5H   H 0 1 N N N -3.518 12.604 0.262  -3.388 3.503  -1.194 H5   NCZ 34 
NCZ H2   2H   H 0 1 N N N -2.281 7.387  -4.433 -0.647 -3.675 0.876  H2   NCZ 35 
NCZ H3   3H   H 0 1 N N N -4.195 4.221  2.465  4.863  1.701  -0.150 H3   NCZ 36 
NCZ H171 1H17 H 0 0 N N N -3.826 8.314  4.269  4.757  3.001  1.072  H171 NCZ 37 
NCZ H172 2H17 H 0 0 N N N -2.800 8.603  2.843  4.393  3.356  -0.634 H172 NCZ 38 
NCZ H173 3H17 H 0 0 N N N -4.567 8.510  2.663  4.122  4.599  0.611  H173 NCZ 39 
NCZ H181 1H18 H 0 0 N N N -3.479 2.140  -0.407 5.829  -1.218 0.109  H181 NCZ 40 
NCZ H182 2H18 H 0 0 N N N -3.888 2.202  1.324  5.102  -1.697 -1.444 H182 NCZ 41 
NCZ H183 3H18 H 0 0 N N N -5.119 2.601  0.103  5.925  -0.126 -1.293 H183 NCZ 42 
# 
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 
NCZ C1  C6   DOUB Y N 1  
NCZ C1  C2   SING Y N 2  
NCZ C1  H1   SING N N 3  
NCZ C6  C5   SING Y N 4  
NCZ C6  C10  SING Y N 5  
NCZ C5  C7   SING Y N 6  
NCZ C5  C4   DOUB Y N 7  
NCZ C7  C8   DOUB Y N 8  
NCZ C7  H7   SING N N 9  
NCZ C8  C9   SING Y N 10 
NCZ C8  H8   SING N N 11 
NCZ C9  C10  DOUB Y N 12 
NCZ C9  O2   SING N N 13 
NCZ C10 C11  SING N N 14 
NCZ C11 O3   DOUB N N 15 
NCZ C11 O4   SING N N 16 
NCZ O4  C12  SING N N 17 
NCZ C12 C13  SING N N 18 
NCZ C12 C16  SING N N 19 
NCZ C12 H12  SING N N 20 
NCZ C13 C14  SING N N 21 
NCZ C13 O5   SING N N 22 
NCZ C13 H13  SING N N 23 
NCZ C14 C15  DOUB N N 24 
NCZ C14 H14  SING N N 25 
NCZ C15 C16  SING N N 26 
NCZ C15 H15  SING N N 27 
NCZ C16 O6   SING N N 28 
NCZ C16 H16  SING N N 29 
NCZ O6  H6   SING N N 30 
NCZ O5  H5   SING N N 31 
NCZ O2  H2   SING N N 32 
NCZ C4  C3   SING Y N 33 
NCZ C4  C18  SING N N 34 
NCZ C3  C2   DOUB Y N 35 
NCZ C3  H3   SING N N 36 
NCZ C2  O1   SING N N 37 
NCZ O1  C17  SING N N 38 
NCZ C17 H171 SING N N 39 
NCZ C17 H172 SING N N 40 
NCZ C17 H173 SING N N 41 
NCZ C18 H181 SING N N 42 
NCZ C18 H182 SING N N 43 
NCZ C18 H183 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 
NCZ SMILES           ACDLabs              10.04 O=C(OC1C(O)C=CC1O)c3c2cc(OC)cc(c2ccc3O)C                                                                                         
NCZ InChI            InChI                1.02b InChI=1/C18H18O6/c1-9-7-10(23-2)8-12-11(9)3-4-13(19)16(12)18(22)24-17-14(20)5-6-15(17)21/h3-8,14-15,17,19-21H,1-2H3/t14-,15+,17+ 
NCZ InChIKey         InChI                1.02b XILHLKXLRFUQFI-QLPKVWCKBW                                                                                                        
NCZ SMILES_CANONICAL CACTVS               3.341 COc1cc(C)c2ccc(O)c(C(=O)O[C@H]3[C@H](O)C=C[C@@H]3O)c2c1                                                                          
NCZ SMILES           CACTVS               3.341 COc1cc(C)c2ccc(O)c(C(=O)O[CH]3[CH](O)C=C[CH]3O)c2c1                                                                              
NCZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1ccc(c2C(=O)OC3[C@H](C=C[C@H]3O)O)O)OC                                                                                 
NCZ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1ccc(c2C(=O)OC3C(C=CC3O)O)O)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 
NCZ "SYSTEMATIC NAME" ACDLabs              10.04 "(1r,2R,5S)-2,5-dihydroxycyclopent-3-en-1-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate" 
NCZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,5R)-2,5-dihydroxy-1-cyclopent-3-enyl] 2-hydroxy-7-methoxy-5-methyl-naphthalene-1-carboxylate" 
# 
