ID: ALA2011807

Max Phase: Preclinical

Molecular Formula: C14H13N3O3

Molecular Weight: 271.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccccc1NC(=O)Nc1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C14H13N3O3/c1-10-5-2-3-8-13(10)16-14(18)15-11-6-4-7-12(9-11)17(19)20/h2-9H,1H3,(H2,15,16,18)

Standard InChI Key:  MSBVHIWAXMMCPU-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: 271.28

Molecular Weight (Monoisotopic): 271.0957

AlogP: 3.55

#Rotatable Bonds: 3

Polar Surface Area: 84.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.12

CX Basic pKa:

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -2.22

References

1. Radi M, Falchi F, Garbelli A, Samuele A, Bernardo V, Paolucci S, Baldanti F, Schenone S, Manetti F, Maga G, Botta M..  (2012)  Discovery of the first small molecule inhibitor of human DDX3 specifically designed to target the RNA binding site: towards the next generation HIV-1 inhibitors.,  22  (5): [PMID:22300661] [10.1016/j.bmcl.2011.12.135]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

3. Brai A, Trivisani CI, Poggialini F, Pasqualini C, Vagaggini C, Dreassi E..  (2022)  DEAD-Box Helicase DDX3X as a Host Target against Emerging Viruses: New Insights for Medicinal Chemical Approaches.,  65  (15.0): [PMID:35899912] [10.1021/acs.jmedchem.2c00755]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data