ID: ALA2153170

Max Phase: Preclinical

Molecular Formula: C18H21N3O4S2

Molecular Weight: 407.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CS(=O)(=O)CC(NC(=O)c1cc2ccccc2s1)C(=O)NCC#N

Standard InChI:  InChI=1S/C18H21N3O4S2/c1-12(2)10-27(24,25)11-14(17(22)20-8-7-19)21-18(23)16-9-13-5-3-4-6-15(13)26-16/h3-6,9,12,14H,8,10-11H2,1-2H3,(H,20,22)(H,21,23)

Standard InChI Key:  COHDBAOKWSPGSL-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: 407.52

Molecular Weight (Monoisotopic): 407.0973

AlogP: 1.71

#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: 11.62

CX Basic pKa:

CX LogP: 0.77

CX LogD: 0.77

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.52

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