ID: ALA2153166

Max Phase: Preclinical

Molecular Formula: C18H21N3O4S3

Molecular Weight: 439.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CS(=O)(=O)CC(NC(=O)c1ccc(-c2ccsc2)s1)C(=O)NCC#N

Standard InChI:  InChI=1S/C18H21N3O4S3/c1-12(2)10-28(24,25)11-14(17(22)20-7-6-19)21-18(23)16-4-3-15(27-16)13-5-8-26-9-13/h3-5,8-9,12,14H,7,10-11H2,1-2H3,(H,20,22)(H,21,23)

Standard InChI Key:  HPZTYPMDVWPMGS-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: 439.58

Molecular Weight (Monoisotopic): 439.0694

AlogP: 2.29

#Rotatable Bonds: 9

Polar Surface Area: 116.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.52

CX Basic pKa:

CX LogP: 1.10

CX LogD: 1.10

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.64

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