ID: ALA1950251

Max Phase: Preclinical

Molecular Formula: C9H8N2O

Molecular Weight: 160.18

Molecule Type: Small molecule

Representations

Synonyms (1): N-(Cyanomethyl)Benzamide
Synonyms from Alternative Forms(1):

Canonical SMILES:  N#CCNC(=O)c1ccccc1

Standard InChI:  InChI=1S/C9H8N2O/c10-6-7-11-9(12)8-4-2-1-3-5-8/h1-5H,7H2,(H,11,12)

Standard InChI Key:  LPKZSPQPPSEVSX-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: 160.18

Molecular Weight (Monoisotopic): 160.0637

AlogP: 0.94

#Rotatable Bonds: 2

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 0.58

CX LogD: 0.58

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.65

Np Likeness Score: -1.64

References

1. Bhattacharya AK, Rana KC..  (2011)  Design, synthesis and biological evaluation of peptidyl-vinylaminophosphonates as novel cysteine protease inhibitors.,  19  (23): [PMID:22019466] [10.1016/j.bmc.2011.09.058]

2. Jöst C, Nitsche C, Scholz T, Roux L, Klein CD..  (2014)  Promiscuity and selectivity in covalent enzyme inhibition: a systematic study of electrophilic fragments.,  57  (18): [PMID:25148591] [10.1021/jm5006918]

3. 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