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 2011-06-04 _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 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" NCZ InChI InChI 1.03 "InChI=1S/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 1.03 XILHLKXLRFUQFI-QLPKVWCKSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NCZ "Create component" 2002-05-23 RCSB NCZ "Modify descriptor" 2011-06-04 RCSB #