metolachlor

the goodman group
university of cambridge

metolachlor

Alternate names aS,5S metolachlor

Notes Metolachlor is a pesticide which has a chiral centre and also shows axial chirality. The latter does no appear to have a big effect on its activity, but the S form is more active than the R form.

Literature Enantiomeric separation of metolachlor and its metabolites using LC-MS and CZE
C. Klein, R. J. Schneider, M. T. Meyer and D. S. Aga Chemosphere 2006, 62, 1592-1599.

SMILES

CC1=[C@](N([C@H](COC)C)C(CCl)=O)[C@](C)=CC=C1

Canonical SMILES

InChI
InChI=1/C15H22ClNO2/c1-5-13-8-6-7-11(2)15(13)17(14(18)9-16)12(3)10-19-4/h6-8,12H,5,9-10H2,1-4H3/t12-/m0/s1
AuxInfo=1/0/N:8,9,16,19,7,3,2,4,13,17,1,15,5,11,6,14,10,12,18/it:im/rA:19nCCCCCCCCCNCOCClCCCOC/rB:d1;P2;d3;s4;p1d5;s5;s7;P1;s6;s10;d11;s11;s13;s10;P15;s15;s17;s18;/rC:-1.0717,-.6188,0;-1.0717,-1.4437,0;-.3572,-1.8562,0;.3572,-1.4437,0;.3572,-.6188,0;-.3572,-.2062,0;1.0717,-.2062,0;1.7862,-.6188,0;-1.7862,-.2062,0;-.3572,.6188,0;-1.0717,1.0312,0;-1.0717,1.8562,0;-1.7862,.6188,0;-2.5006,1.0312,0;.3572,1.0312,0;.3572,1.8562,0;1.0717,.6188,0;1.7862,1.0312,0;2.5006,.6188,0;

MInChI v0.9
MInChIxe1 C15H22ClNO2 c1xh5xh13xh8 xh6xh7xh11xl 2xr15xl13xr1 7xl14xl18xr9 xh16xr12xl3x r10xh19xh4xs h6xh8xc12Hxc 5xc9xh10H2xc 1xh4H3xst12x hxsm0xss1

Structure files

MOL file ; PDB file

Conformation
100 step GACK search using MMFF forcefield

Updated: 23 June 2006