ID: ALA2153164

Max Phase: Preclinical

Molecular Formula: C20H23N3O4S2

Molecular Weight: 433.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CS(=O)(=O)CC(NC(=O)c1ccc(-c2ccccc2)s1)C(=O)NCC#N

Standard InChI:  InChI=1S/C20H23N3O4S2/c1-14(2)12-29(26,27)13-16(19(24)22-11-10-21)23-20(25)18-9-8-17(28-18)15-6-4-3-5-7-15/h3-9,14,16H,11-13H2,1-2H3,(H,22,24)(H,23,25)

Standard InChI Key:  ZBQDQDIFGSIQNP-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: 433.56

Molecular Weight (Monoisotopic): 433.1130

AlogP: 2.22

#Rotatable Bonds: 9

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: 11.59

CX Basic pKa:

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.16

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