data_M1S # _chem_comp.id M1S _chem_comp.name "(5E)-14-CHLORO-15,17-DIHYDROXY-4,7,8,9,10,11-HEXAHYDRO-2-BENZOXACYCLOPENTADECINE-1,12(3H,13H)-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 Cl O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-07-05 _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 352.809 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M1S _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 2IWX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 M1S C1 C1 C 0 1 N N N 55.213 75.943 -5.716 -0.253 1.497 -0.484 C1 M1S 1 M1S C2 C2 C 0 1 Y N N 55.185 76.841 -4.514 1.144 1.120 -0.213 C2 M1S 2 M1S C3 C3 C 0 1 Y N N 54.308 77.940 -4.525 2.049 2.077 0.272 C3 M1S 3 M1S C4 C4 C 0 1 Y N N 54.250 78.839 -3.469 3.363 1.717 0.518 C4 M1S 4 M1S C5 C5 C 0 1 Y N N 55.111 78.613 -2.392 3.782 0.415 0.287 C5 M1S 5 M1S C6 C6 C 0 1 Y N N 55.947 77.531 -2.405 2.887 -0.535 -0.196 C6 M1S 6 M1S C7 C7 C 0 1 Y N N 56.039 76.613 -3.439 1.576 -0.191 -0.440 C7 M1S 7 M1S C8 C8 C 0 1 N N N 57.012 75.429 -3.349 0.609 -1.226 -0.956 C8 M1S 8 M1S C9 C9 C 0 1 N N N 58.368 75.665 -3.947 0.066 -2.027 0.199 C9 M1S 9 M1S C10 C10 C 0 1 N N N 58.898 77.047 -4.204 -0.933 -3.127 -0.049 C10 M1S 10 M1S C11 C11 C 0 1 N N N 60.308 76.984 -4.803 -2.249 -2.789 0.655 C11 M1S 11 M1S C12 C12 C 0 1 N N N 60.810 78.362 -5.204 -3.193 -2.100 -0.332 C12 M1S 12 M1S C13 C13 C 0 1 N N N 59.957 79.008 -6.295 -4.573 -1.938 0.309 C13 M1S 13 M1S C14 C14 C 0 1 N N N 60.057 78.225 -7.603 -5.144 -0.564 -0.048 C14 M1S 14 M1S C15 C15 C 0 1 N N N 58.723 77.590 -7.927 -4.297 0.510 0.586 C15 M1S 15 M1S C16 C16 C 0 1 N N N 58.618 76.267 -8.028 -3.818 1.483 -0.148 C16 M1S 16 M1S C17 C17 C 0 1 N N N 57.291 75.627 -8.367 -2.969 2.556 0.485 C17 M1S 17 M1S C18 C18 C 0 1 N N N 56.690 74.767 -7.260 -2.029 3.148 -0.565 C18 M1S 18 M1S O2 O2 O 0 1 N N N 54.250 75.611 -6.373 -1.037 0.668 -0.904 O2 M1S 19 M1S O3 O3 O 0 1 N N N 53.444 78.132 -5.589 1.638 3.350 0.499 O3 M1S 20 M1S O4 O4 O 0 1 N N N 55.135 79.494 -1.339 5.072 0.068 0.528 O4 M1S 21 M1S CL1 CL1 CL 0 0 N N N 56.942 77.272 -0.964 3.423 -2.160 -0.488 CL1 M1S 22 M1S O5 O5 O 0 1 N N N 59.037 74.652 -4.167 0.432 -1.788 1.325 O5 M1S 23 M1S O1 O1 O 0 1 N N N 56.532 75.597 -6.079 -0.662 2.763 -0.266 O1 M1S 24 M1S H4 H4 H 0 1 N N N 53.569 79.677 -3.479 4.062 2.451 0.891 H4 M1S 25 M1S H8C1 1H8C H 0 0 N N N 56.558 74.613 -3.931 1.125 -1.891 -1.649 H8C1 M1S 26 M1S H8C2 2H8C H 0 0 N N N 57.155 75.197 -2.283 -0.213 -0.730 -1.473 H8C2 M1S 27 M1S H101 1H10 H 0 0 N N N 58.942 77.593 -3.250 -0.543 -4.067 0.341 H101 M1S 28 M1S H102 2H10 H 0 0 N N N 58.230 77.562 -4.910 -1.109 -3.223 -1.121 H102 M1S 29 M1S H111 1H11 H 0 0 N N N 60.271 76.355 -5.705 -2.051 -2.123 1.494 H111 M1S 30 M1S H112 2H11 H 0 0 N N N 60.993 76.563 -4.052 -2.711 -3.706 1.020 H112 M1S 31 M1S H121 1H12 H 0 0 N N N 61.828 78.243 -5.604 -3.280 -2.705 -1.234 H121 M1S 32 M1S H122 2H12 H 0 0 N N N 60.788 79.011 -4.316 -2.795 -1.118 -0.590 H122 M1S 33 M1S H131 1H13 H 0 0 N N N 60.324 80.030 -6.469 -4.482 -2.024 1.392 H131 M1S 34 M1S H132 2H13 H 0 0 N N N 58.907 79.023 -5.966 -5.239 -2.716 -0.063 H132 M1S 35 M1S H141 1H14 H 0 0 N N N 60.817 77.437 -7.496 -6.166 -0.487 0.323 H141 M1S 36 M1S H142 2H14 H 0 0 N N N 60.341 78.909 -8.416 -5.140 -0.438 -1.131 H142 M1S 37 M1S H15 H15 H 0 1 N N N 57.853 78.212 -8.077 -4.087 0.478 1.645 H15 M1S 38 M1S H16 H16 H 0 1 N N N 59.487 75.646 -7.867 -4.031 1.517 -1.206 H16 M1S 39 M1S H171 1H17 H 0 0 N N N 57.478 74.954 -9.217 -2.383 2.124 1.296 H171 M1S 40 M1S H172 2H17 H 0 0 N N N 56.577 76.434 -8.588 -3.613 3.342 0.881 H172 M1S 41 M1S H181 1H18 H 0 0 N N N 57.350 73.915 -7.040 -2.110 4.235 -0.553 H181 M1S 42 M1S H182 2H18 H 0 0 N N N 55.712 74.377 -7.578 -2.304 2.775 -1.551 H182 M1S 43 M1S H3 H3 H 0 1 N N N 52.551 78.176 -5.268 1.778 3.839 -0.323 H3 M1S 44 M1S HA HA H 0 1 N N N 55.141 79.011 -0.521 5.114 -0.230 1.447 HA M1S 45 # 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 M1S C1 C2 SING N N 1 M1S C1 O2 DOUB N N 2 M1S C1 O1 SING N N 3 M1S C2 C3 DOUB Y N 4 M1S C2 C7 SING Y N 5 M1S C3 C4 SING Y N 6 M1S C3 O3 SING N N 7 M1S C4 C5 DOUB Y N 8 M1S C4 H4 SING N N 9 M1S C5 C6 SING Y N 10 M1S C5 O4 SING N N 11 M1S C6 C7 DOUB Y N 12 M1S C6 CL1 SING N N 13 M1S C7 C8 SING N N 14 M1S C8 C9 SING N N 15 M1S C8 H8C1 SING N N 16 M1S C8 H8C2 SING N N 17 M1S C9 C10 SING N N 18 M1S C9 O5 DOUB N N 19 M1S C10 C11 SING N N 20 M1S C10 H101 SING N N 21 M1S C10 H102 SING N N 22 M1S C11 C12 SING N N 23 M1S C11 H111 SING N N 24 M1S C11 H112 SING N N 25 M1S C12 C13 SING N N 26 M1S C12 H121 SING N N 27 M1S C12 H122 SING N N 28 M1S C13 C14 SING N N 29 M1S C13 H131 SING N N 30 M1S C13 H132 SING N N 31 M1S C14 C15 SING N N 32 M1S C14 H141 SING N N 33 M1S C14 H142 SING N N 34 M1S C15 C16 DOUB N E 35 M1S C15 H15 SING N N 36 M1S C16 C17 SING N N 37 M1S C16 H16 SING N N 38 M1S C17 C18 SING N N 39 M1S C17 H171 SING N N 40 M1S C17 H172 SING N N 41 M1S C18 O1 SING N N 42 M1S C18 H181 SING N N 43 M1S C18 H182 SING N N 44 M1S O3 H3 SING N N 45 M1S O4 HA SING N N 46 # 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 M1S SMILES ACDLabs 10.04 "O=C1OCCC=CCCCCCC(=O)Cc2c1c(O)cc(O)c2Cl" M1S SMILES_CANONICAL CACTVS 3.341 "Oc1cc(O)c2C(=O)OCC/C=C/CCCCCC(=O)Cc2c1Cl" M1S SMILES CACTVS 3.341 "Oc1cc(O)c2C(=O)OCCC=CCCCCCC(=O)Cc2c1Cl" M1S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c(c(c1O)Cl)CC(=O)CCCCC\C=C\CCOC2=O)O" M1S SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c2c(c(c1O)Cl)CC(=O)CCCCCC=CCCOC2=O)O" M1S InChI InChI 1.03 "InChI=1S/C18H21ClO5/c19-17-13-10-12(20)8-6-4-2-1-3-5-7-9-24-18(23)16(13)14(21)11-15(17)22/h3,5,11,21-22H,1-2,4,6-10H2/b5-3+" M1S InChIKey InChI 1.03 VZTAZMSAAIUZJV-HWKANZROSA-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 M1S "SYSTEMATIC NAME" ACDLabs 10.04 "(5E)-14-chloro-15,17-dihydroxy-4,7,8,9,10,11-hexahydro-2-benzoxacyclopentadecine-1,12(3H,13H)-dione" M1S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6E)-16-chloro-17,19-dihydroxy-3-oxabicyclo[13.4.0]nonadeca-1(19),6,15,17-tetraene-2,13-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M1S "Create component" 2006-07-05 EBI M1S "Modify descriptor" 2011-06-04 RCSB #