Submission Details

Molecule(s):
COC(=O)CN(C(=O)CCc1ccco1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-1

COC(=O)CN(C(=O)CCc1ccco1)c1cnc(CCl)[nH]1

O=C(O)CSCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-2

O=C(O)CSCC(Nc1cnc(CCl)[nH]1)C(=O)O

O=C(O)CN(C(=O)CCc1ccco1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-3

O=C(O)CN(C(=O)CCc1ccco1)c1cnc(CCl)[nH]1

N=C(N)SCCNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-4

N=C(N)SCCNc1cnc(CCl)[nH]1

Cn1cncc1CC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-5

Cn1cncc1CC(Nc1cnc(CCl)[nH]1)C(=O)O

CC(=O)CC(=O)N(CC(=O)O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-6

CC(=O)CC(=O)N(CC(=O)O)c1cnc(CCl)[nH]1

CC(C)CC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-7

CC(C)CC(Nc1cnc(CCl)[nH]1)C(=O)O

CSCCC(CO)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-8

CSCCC(CO)Nc1cnc(CCl)[nH]1

CCSCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-9

CCSCCC(Nc1cnc(CCl)[nH]1)C(=O)O

N=C(Nc1cnc(CCl)[nH]1)SCCCS(=O)(=O)O

MAR-TRE-87acfbcc-10

N=C(Nc1cnc(CCl)[nH]1)SCCCS(=O)(=O)O

CC(C)CC(Nc1cnc(CCl)[nH]1)C(N)=O

MAR-TRE-87acfbcc-11

CC(C)CC(Nc1cnc(CCl)[nH]1)C(N)=O

COC(=O)C(Nc1cnc(CCl)[nH]1)C(=O)OC

MAR-TRE-87acfbcc-12

COC(=O)C(Nc1cnc(CCl)[nH]1)C(=O)OC

CCOC(=O)C(Nc1cnc(CCl)[nH]1)C(=O)OCC

MAR-TRE-87acfbcc-13

CCOC(=O)C(Nc1cnc(CCl)[nH]1)C(=O)OCC

N=C(N)SCCCSC(=N)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-14

N=C(N)SCCCSC(=N)Nc1cnc(CCl)[nH]1

CSCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-15

CSCC(Nc1cnc(CCl)[nH]1)C(=O)O

CSCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-16

CSCCC(Nc1cnc(CCl)[nH]1)C(=O)O

N#CCCN(Cc1cccnc1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-17

N#CCCN(Cc1cccnc1)c1cnc(CCl)[nH]1

O=C(OCc1ccccc1)C1CCCN1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-18

O=C(OCc1ccccc1)C1CCCN1c1cnc(CCl)[nH]1

O=C(O)C(Nc1cnc(CCl)[nH]1)c1ccccc1F

MAR-TRE-87acfbcc-19

O=C(O)C(Nc1cnc(CCl)[nH]1)c1ccccc1F

CCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-20

CCCC(Nc1cnc(CCl)[nH]1)C(=O)O

CCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-21

CCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

CCCCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-22

CCCCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

CC(=O)NC(CCCCN)C(=O)N(C)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-23

CC(=O)NC(CCCCN)C(=O)N(C)c1cnc(CCl)[nH]1

COC(=O)CN(c1cnc(CCl)[nH]1)C(SC)SC

MAR-TRE-87acfbcc-24

COC(=O)CN(c1cnc(CCl)[nH]1)C(SC)SC

CC(C)CC(Nc1cnc(CCl)[nH]1)C(=O)NC(C)C(=O)O

MAR-TRE-87acfbcc-25

CC(C)CC(Nc1cnc(CCl)[nH]1)C(=O)NC(C)C(=O)O

O=C(O)CN(CC(=O)O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-26

O=C(O)CN(CC(=O)O)c1cnc(CCl)[nH]1

CCOC(=O)CN(C(=O)CCl)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-27

CCOC(=O)CN(C(=O)CCl)c1cnc(CCl)[nH]1

O=C(O)C(Nc1cnc(CCl)[nH]1)c1cccs1

MAR-TRE-87acfbcc-28

O=C(O)C(Nc1cnc(CCl)[nH]1)c1cccs1

CCCC(C(=O)Nc1cnc(CCl)[nH]1)c1ccc(O)c(O)c1

MAR-TRE-87acfbcc-29

CCCC(C(=O)Nc1cnc(CCl)[nH]1)c1ccc(O)c(O)c1

3-aminopyridine-like View
O=CNC(NC=O)N(C=O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-30

O=CNC(NC=O)N(C=O)c1cnc(CCl)[nH]1

CCOC(=O)CN(Cc1ccccc1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-31

CCOC(=O)CN(Cc1ccccc1)c1cnc(CCl)[nH]1

COC(=O)CCC(=O)CNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-32

COC(=O)CCC(=O)CNc1cnc(CCl)[nH]1

Oc1cc(CNc2cnc(CCl)[nH]2)on1

MAR-TRE-87acfbcc-33

Oc1cc(CNc2cnc(CCl)[nH]2)on1

Cc1ncc(CO)c(CNc2cnc(CCl)[nH]2)c1O

MAR-TRE-87acfbcc-34

Cc1ncc(CO)c(CNc2cnc(CCl)[nH]2)c1O

CC(c1ccccc1)C(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-35

CC(c1ccccc1)C(Nc1cnc(CCl)[nH]1)C(=O)O

CC(C)C(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-36

CC(C)C(Nc1cnc(CCl)[nH]1)C(=O)O

O=C1CSC(Nc2cnc(CCl)[nH]2)=N1

MAR-TRE-87acfbcc-37

O=C1CSC(Nc2cnc(CCl)[nH]2)=N1

CC(O)C(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-38

CC(O)C(Nc1cnc(CCl)[nH]1)C(=O)O

O=C(O)CN(Cc1ccccc1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-39

O=C(O)CN(Cc1ccccc1)c1cnc(CCl)[nH]1

CCCCN(c1cnc(CCl)[nH]1)S(=O)(=O)c1cccc(N)c1

MAR-TRE-87acfbcc-40

CCCCN(c1cnc(CCl)[nH]1)S(=O)(=O)c1cccc(N)c1

CCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-41

CCC(Nc1cnc(CCl)[nH]1)C(=O)O

O=C(O)C1C2CC2CN1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-42

O=C(O)C1C2CC2CN1c1cnc(CCl)[nH]1

ClCc1ncc(N2CCC(C3CCNCC3)CC2)[nH]1

MAR-TRE-87acfbcc-43

ClCc1ncc(N2CCC(C3CCNCC3)CC2)[nH]1

NS(=O)(=O)c1ccc(CCNc2cnc(CCl)[nH]2)cc1

MAR-TRE-87acfbcc-44

NS(=O)(=O)c1ccc(CCNc2cnc(CCl)[nH]2)cc1

NCCNCCNCCNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-45

NCCNCCNCCNc1cnc(CCl)[nH]1

O=C(O)CCC(CC(=O)O)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-46

O=C(O)CCC(CC(=O)O)Nc1cnc(CCl)[nH]1

CCC(C)C(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-47

CCC(C)C(Nc1cnc(CCl)[nH]1)C(=O)O

CCOC(OCC)C(=O)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-48

CCOC(OCC)C(=O)Nc1cnc(CCl)[nH]1

O=C(O)CNC(=O)CNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-49

O=C(O)CNC(=O)CNc1cnc(CCl)[nH]1

O=C(O)C(Nc1cnc(CCl)[nH]1)c1ccccc1

MAR-TRE-87acfbcc-50

O=C(O)C(Nc1cnc(CCl)[nH]1)c1ccccc1

Nc1ccc(CC(Nc2cnc(CCl)[nH]2)C(=O)O)cc1

MAR-TRE-87acfbcc-51

Nc1ccc(CC(Nc2cnc(CCl)[nH]2)C(=O)O)cc1

N#CC(c1ccccc1)N(O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-52

N#CC(c1ccccc1)N(O)c1cnc(CCl)[nH]1

N=C(N)NCCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-53

N=C(N)NCCCCC(Nc1cnc(CCl)[nH]1)C(=O)O

Oc1cc(O)c(CCNc2cnc(CCl)[nH]2)cc1O

MAR-TRE-87acfbcc-54

Oc1cc(O)c(CCNc2cnc(CCl)[nH]2)cc1O

O=S(=O)(O)OCCNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-55

O=S(=O)(O)OCCNc1cnc(CCl)[nH]1

O=C1CN(c2cnc(CCl)[nH]2)C(=O)NC1=O

MAR-TRE-87acfbcc-56

O=C1CN(c2cnc(CCl)[nH]2)C(=O)NC1=O

O=C1CCC(CO)N1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-57

O=C1CCC(CO)N1c1cnc(CCl)[nH]1

O=C(O)CCCCCCCNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-58

O=C(O)CCCCCCCNc1cnc(CCl)[nH]1

O=C(O)C(Cc1cc(I)c(O)c(I)c1)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-59

O=C(O)C(Cc1cc(I)c(O)c(I)c1)Nc1cnc(CCl)[nH]1

COCC1CCCN1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-60

COCC1CCCN1c1cnc(CCl)[nH]1

NC(CCOCCNc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-61

NC(CCOCCNc1cnc(CCl)[nH]1)C(=O)O

O=C(O)CCC(=O)CNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-62

O=C(O)CCC(=O)CNc1cnc(CCl)[nH]1

O=C(O)C(Cc1c[nH]cn1)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-63

O=C(O)C(Cc1c[nH]cn1)Nc1cnc(CCl)[nH]1

CCNCCCCN(CC)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-64

CCNCCCCN(CC)c1cnc(CCl)[nH]1

CCOC(=O)Cc1csc(Nc2cnc(CCl)[nH]2)n1

MAR-TRE-87acfbcc-65

CCOC(=O)Cc1csc(Nc2cnc(CCl)[nH]2)n1

ON(Cc1cccnc1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-66

ON(Cc1cccnc1)c1cnc(CCl)[nH]1

COC(=O)CCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-67

COC(=O)CCC(Nc1cnc(CCl)[nH]1)C(=O)O

COC(=O)CN(C=O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-68

COC(=O)CN(C=O)c1cnc(CCl)[nH]1

CC(=O)N(CC(=O)O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-69

CC(=O)N(CC(=O)O)c1cnc(CCl)[nH]1

N#CC(N)C(C#N)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-70

N#CC(N)C(C#N)Nc1cnc(CCl)[nH]1

N#CC(Nc1cnc(CCl)[nH]1)c1ccccc1

MAR-TRE-87acfbcc-71

N#CC(Nc1cnc(CCl)[nH]1)c1ccccc1

CC(Nc1cnc(CCl)[nH]1)C(O)c1ccc(O)cc1

MAR-TRE-87acfbcc-72

CC(Nc1cnc(CCl)[nH]1)C(O)c1ccc(O)cc1

ClCc1ncc(NCc2nc3ccccc3[nH]2)[nH]1

MAR-TRE-87acfbcc-73

ClCc1ncc(NCc2nc3ccccc3[nH]2)[nH]1

O=C(O)CNCCN(CC(=O)O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-74

O=C(O)CNCCN(CC(=O)O)c1cnc(CCl)[nH]1

O=C1COc2cccnc2N1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-75

O=C1COc2cccnc2N1c1cnc(CCl)[nH]1

ClCc1ncc(NCc2cccnc2)[nH]1

MAR-TRE-87acfbcc-76

ClCc1ncc(NCc2cccnc2)[nH]1

Cc1ccc(S(=O)(=O)N(CC(=O)O)c2cnc(CCl)[nH]2)cc1

MAR-TRE-87acfbcc-77

Cc1ccc(S(=O)(=O)N(CC(=O)O)c2cnc(CCl)[nH]2)cc1

OCCOCCN1CCN(c2cnc(CCl)[nH]2)CC1

MAR-TRE-87acfbcc-78

OCCOCCN1CCN(c2cnc(CCl)[nH]2)CC1

CC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-79

CC(Nc1cnc(CCl)[nH]1)C(=O)O

OCC1CCCN1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-80

OCC1CCCN1c1cnc(CCl)[nH]1

COc1cc(CCNc2cnc(CCl)[nH]2)ccc1O

MAR-TRE-87acfbcc-81

COc1cc(CCNc2cnc(CCl)[nH]2)ccc1O

CCOC(=O)CN(C(C)=O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-82

CCOC(=O)CN(C(C)=O)c1cnc(CCl)[nH]1

CC(Nc1cnc(CCl)[nH]1)C(O)c1ccc(O)c(O)c1

MAR-TRE-87acfbcc-83

CC(Nc1cnc(CCl)[nH]1)C(O)c1ccc(O)c(O)c1

CCCCOC(=O)C1CCC(=O)N1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-84

CCCCOC(=O)C1CCC(=O)N1c1cnc(CCl)[nH]1

O=C(O)C1C(O)CCN1c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-85

O=C(O)C1C(O)CCN1c1cnc(CCl)[nH]1

COC(=O)CNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-86

COC(=O)CNc1cnc(CCl)[nH]1

C[S+]([O-])CCC(Nc1cnc(CCl)[nH]1)C(=O)O

MAR-TRE-87acfbcc-87

C[S+]([O-])CCC(Nc1cnc(CCl)[nH]1)C(=O)O

O=c1[nH]c(=O)n(-c2cnc(CCl)[nH]2)cc1F

MAR-TRE-87acfbcc-88

O=c1[nH]c(=O)n(-c2cnc(CCl)[nH]2)cc1F

NCCCCCCCCNc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-89

NCCCCCCCCNc1cnc(CCl)[nH]1

ClCc1ncc(NCCBr)[nH]1

MAR-TRE-87acfbcc-90

ClCc1ncc(NCCBr)[nH]1

O=C(O)C(CCO)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-91

O=C(O)C(CCO)Nc1cnc(CCl)[nH]1

CC(=O)N(CC(N)=O)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-92

CC(=O)N(CC(N)=O)c1cnc(CCl)[nH]1

Oc1ccc(CNc2cnc(CCl)[nH]2)cc1O

MAR-TRE-87acfbcc-93

Oc1ccc(CNc2cnc(CCl)[nH]2)cc1O

COc1ccc(CNc2cnc(CCl)[nH]2)c(OC)c1

MAR-TRE-87acfbcc-94

COc1ccc(CNc2cnc(CCl)[nH]2)c(OC)c1

COC(=O)C(Nc1cnc(CCl)[nH]1)c1ccccc1

MAR-TRE-87acfbcc-95

COC(=O)C(Nc1cnc(CCl)[nH]1)c1ccccc1

CN(C)CCN(Cc1ccccc1)c1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-96

CN(C)CCN(Cc1ccccc1)c1cnc(CCl)[nH]1

CCOC(=O)C(CCSC)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-97

CCOC(=O)C(CCSC)Nc1cnc(CCl)[nH]1

NCc1ccc(CNc2cnc(CCl)[nH]2)cc1

MAR-TRE-87acfbcc-98

NCc1ccc(CNc2cnc(CCl)[nH]2)cc1

COC(=O)C(Cc1c[nH]cn1)Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-99

COC(=O)C(Cc1c[nH]cn1)Nc1cnc(CCl)[nH]1

O=C1OCCC1Nc1cnc(CCl)[nH]1

MAR-TRE-87acfbcc-100

O=C1OCCC1Nc1cnc(CCl)[nH]1


Design Rationale:

Chloroacetamides are well known inhibitors of cysteine proteases. This is set 1 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: