ID: ALA2153171

Max Phase: Preclinical

Molecular Formula: C16H19N3O4S3

Molecular Weight: 413.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CS(=O)(=O)CC(NC(=O)c1cc2ccsc2s1)C(=O)NCC#N

Standard InChI:  InChI=1S/C16H19N3O4S3/c1-10(2)8-26(22,23)9-12(14(20)18-5-4-17)19-15(21)13-7-11-3-6-24-16(11)25-13/h3,6-7,10,12H,5,8-9H2,1-2H3,(H,18,20)(H,19,21)

Standard InChI Key:  AJQHUNCVRFWZTR-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: 413.55

Molecular Weight (Monoisotopic): 413.0538

AlogP: 1.77

#Rotatable Bonds: 8

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: 11.41

CX Basic pKa:

CX LogP: 0.91

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.46

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