ID: ALA2153163

Max Phase: Preclinical

Molecular Formula: C14H19N3O4S2

Molecular Weight: 357.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CS(=O)(=O)CC(NC(=O)c1cccs1)C(=O)NCC#N

Standard InChI:  InChI=1S/C14H19N3O4S2/c1-10(2)8-23(20,21)9-11(13(18)16-6-5-15)17-14(19)12-4-3-7-22-12/h3-4,7,10-11H,6,8-9H2,1-2H3,(H,16,18)(H,17,19)

Standard InChI Key:  ATSAUOXACLHIAU-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: 357.46

Molecular Weight (Monoisotopic): 357.0817

AlogP: 0.56

#Rotatable Bonds: 8

Polar Surface Area: 116.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.35

CX Basic pKa:

CX LogP: -0.32

CX LogD: -0.32

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.72

References

1. Frizler M, Schmitz J, Schulz-Fincke AC, Gütschow M..  (2012)  Selective nitrile inhibitors to modulate the proteolytic synergism of cathepsins S and F.,  55  (12): [PMID:22686657] [10.1021/jm300734k]

2. Schirmeister T, Schmitz J, Jung S, Schmenger T, Krauth-Siegel RL, Gütschow M..  (2017)  Evaluation of dipeptide nitriles as inhibitors of rhodesain, a major cysteine protease of Trypanosoma brucei.,  27  (1): [PMID:27890381] [10.1016/j.bmcl.2016.11.036]

Source

Source(1):

• Scientific Literature