Submission Details

Molecule(s):
COc1cc2c(CCNC(C)=O)c[nH]c2cc1O

JOH-MSK-a63bdd1d-1

COc1cc2c(CCNC(C)=O)c[nH]c2cc1O

COc1cc2c(CCNC(C)=O)c[nH]c2cc1OS(=O)(=O)O

JOH-MSK-a63bdd1d-2

COc1cc2c(CCNC(C)=O)c[nH]c2cc1OS(=O)(=O)O

COC1(C(=O)O)OC(Oc2ccc3cc[nH]c3c2)C(O)C(O)(CCNC(C)=O)C1O

JOH-MSK-a63bdd1d-3

COC1(C(=O)O)OC(Oc2ccc3cc[nH]c3c2)C(O)C(O)(CCNC(C)=O)C1O

CC(=O)NCCc1c[nH]c2ccc(O)cc12

JOH-MSK-a63bdd1d-4

CC(=O)NCCc1c[nH]c2ccc(O)cc12

Enamine View
CC(=O)NCCc1c[nH]c2ccc(OS(=O)(=O)O)cc12

JOH-MSK-a63bdd1d-5

CC(=O)NCCc1c[nH]c2ccc(OS(=O)(=O)O)cc12

CC(=O)NCCc1c[nH]c2ccc(OC3OC(C(=O)O)C(O)C(O)C3O)cc12

JOH-MSK-a63bdd1d-6

CC(=O)NCCc1c[nH]c2ccc(OC3OC(C(=O)O)C(O)C(O)C3O)cc12

COc1ccc2[nH]cc(CCN)c2c1

JOH-MSK-a63bdd1d-7

COc1ccc2[nH]cc(CCN)c2c1

Enamine View
COc1ccc2[nH]c3c(c2c1)CCNC3

JOH-MSK-a63bdd1d-8

COc1ccc2[nH]c3c(c2c1)CCNC3

Enamine View
CN(C)CCc1c[nH]c2ccc(O)cc12

JOH-MSK-a63bdd1d-9

CN(C)CCc1c[nH]c2ccc(O)cc12

Ordered View
CN(C)CCc1c[nH]c2ccccc12

JOH-MSK-a63bdd1d-10

CN(C)CCc1c[nH]c2ccccc12

Ordered View

Design Rationale:

Melatonin metabolites with similar scaffold to Diamond hit x0104

Other Notes:

Suggested by John Chodera following observation by Martin Smiesko and Markus Lill that Diamond hit x0104 was remarkably similar to melatonin (with -F instead of -OMe substituent on indole ring)

Fragment(s):
CC(=O)NCCC1=CNC=2C=CC(F)=CC12

x0104

Discussion: