Submission Details

Molecule(s):
O=C(O)C(Br)C(C(=O)O)c1nc(O)oc1CCl

MAR-TRE-8a25d817-2

O=C(O)C(Br)C(C(=O)O)c1nc(O)oc1CCl

COc1ccc(C(=O)c2nc(O)oc2CCl)cc1OC

MAR-TRE-8a25d817-9

COc1ccc(C(=O)c2nc(O)oc2CCl)cc1OC

O=C(c1cnc2ccccc2n1)c1nc(O)oc1CCl

MAR-TRE-8a25d817-13

O=C(c1cnc2ccccc2n1)c1nc(O)oc1CCl

COC(=O)CCCCCCC(=O)c1nc(O)oc1CCl

MAR-TRE-8a25d817-14

COC(=O)CCCCCCC(=O)c1nc(O)oc1CCl

O=C(c1ccc2c(c1)OCO2)c1nc(O)oc1CCl

MAR-TRE-8a25d817-17

O=C(c1ccc2c(c1)OCO2)c1nc(O)oc1CCl

O=C(CCCc1nc(O)oc1CCl)c1ccc(F)cc1

MAR-TRE-8a25d817-24

O=C(CCCc1nc(O)oc1CCl)c1ccc(F)cc1

CC1(C)COC(C)(CCc2nc(O)oc2CCl)OC1

MAR-TRE-8a25d817-25

CC1(C)COC(C)(CCc2nc(O)oc2CCl)OC1

O=C(O)CCc1ccc(-c2nc(O)oc2CCl)cc1

MAR-TRE-8a25d817-26

O=C(O)CCc1ccc(-c2nc(O)oc2CCl)cc1

Oc1nc(Cc2nc3ccccc3[nH]2)c(CCl)o1

MAR-TRE-8a25d817-28

Oc1nc(Cc2nc3ccccc3[nH]2)c(CCl)o1

O=C(CCCc1nc(O)oc1CCl)c1ccc(O)cc1

MAR-TRE-8a25d817-33

O=C(CCCc1nc(O)oc1CCl)c1ccc(O)cc1

CCOC(=O)C(C)(C(=O)OCC)c1nc(O)oc1CCl

MAR-TRE-8a25d817-34

CCOC(=O)C(C)(C(=O)OCC)c1nc(O)oc1CCl

CCOC(=O)C(C(=O)OCC)c1nc(O)oc1CCl

MAR-TRE-8a25d817-37

CCOC(=O)C(C(=O)OCC)c1nc(O)oc1CCl

CC(Br)C(=O)C(=O)C(C)c1nc(O)oc1CCl

MAR-TRE-8a25d817-54

CC(Br)C(=O)C(=O)C(C)c1nc(O)oc1CCl

C=C(CC(C)(C)C(=O)OC)c1nc(O)oc1CCl

MAR-TRE-8a25d817-70

C=C(CC(C)(C)C(=O)OC)c1nc(O)oc1CCl

CC1(C(=O)O)CC1(Cl)c1nc(O)oc1CCl

MAR-TRE-8a25d817-71

CC1(C(=O)O)CC1(Cl)c1nc(O)oc1CCl

COc1cc(OC)cc(C(=O)c2nc(O)oc2CCl)c1

MAR-TRE-8a25d817-74

COc1cc(OC)cc(C(=O)c2nc(O)oc2CCl)c1

O=C(Cc1nc(O)oc1CCl)c1ccc(O)c(O)c1

MAR-TRE-8a25d817-98

O=C(Cc1nc(O)oc1CCl)c1ccc(O)c(O)c1

O=C(Cc1nc(O)oc1CCl)NCCNc1cccc2c(S(=O)(=O)O)cccc12

MAR-TRE-8a25d817-100

O=C(Cc1nc(O)oc1CCl)NCCNc1cccc2c(S(=O)(=O)O)cccc12


Design Rationale:

Chloroacetamides are well known inhibitors of cysteine proteases. This is set 4 of 6 novel ChloroMethyl- Heteroaromatics with commercially available R-group substituents which are predicted to bind to 6WNP using the THINK software (https://treweren.com). No detailed reactivity calculations have been completed at this time but it is expected that some of these series will show greater reactivity and more reversibility than chloroacetamides.

Other Notes:

SD files of the docked molecules are available. More series have been docked.

Discussion: