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                    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                        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 InChI            InChI                1.02b InChI=1/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                1.02b VZTAZMSAAIUZJV-HWKANZROBD                                                                                                  
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                                                                                   
# 
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       
# 
