ID: ALA2153168

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(-c2cccs2)cc1)C(=O)NCC#N

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

Standard InChI Key:  SFFJPWKTPDBMSC-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: 11.72

CX Basic pKa:

CX LogP: 1.19

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.41

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