ID: ALA1951287

Max Phase: Preclinical

Molecular Formula: C20H31N7O2S

Molecular Weight: 433.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nn(C)c(C)c1NS(=O)(=O)c1ccc(N2CCCC(N3CCNCC3)C2)nc1

Standard InChI:  InChI=1S/C20H31N7O2S/c1-15-20(16(2)25(3)23-15)24-30(28,29)18-6-7-19(22-13-18)27-10-4-5-17(14-27)26-11-8-21-9-12-26/h6-7,13,17,21,24H,4-5,8-12,14H2,1-3H3

Standard InChI Key:  DYBVVKGMMMWRHW-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 433.58

Molecular Weight (Monoisotopic): 433.2260

AlogP: 1.11

#Rotatable Bonds: 5

Polar Surface Area: 95.39

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.56

CX Basic pKa: 9.25

CX LogP: -0.44

CX LogD: -0.49

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.73

Np Likeness Score: -2.25

References

1. Brand S, Cleghorn LA, McElroy SP, Robinson DA, Smith VC, Hallyburton I, Harrison JR, Norcross NR, Spinks D, Bayliss T, Norval S, Stojanovski L, Torrie LS, Frearson JA, Brenk R, Fairlamb AH, Ferguson MA, Read KD, Wyatt PG, Gilbert IH..  (2012)  Discovery of a novel class of orally active trypanocidal N-myristoyltransferase inhibitors.,  55  (1): [PMID:22148754] [10.1021/jm201091t]

2.  (2015)  N-myristoyl transferase inhibitors, 

Source

Source(2):

• Scientific Literature
• BindingDB Database