ID: ALA1491305

Max Phase: Preclinical

Molecular Formula: C13H9ClN2O4

Molecular Weight: 292.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1ccc([N+](=O)[O-])cc1Cl)c1ccccc1O

Standard InChI:  InChI=1S/C13H9ClN2O4/c14-10-7-8(16(19)20)5-6-11(10)15-13(18)9-3-1-2-4-12(9)17/h1-7,17H,(H,15,18)

Standard InChI Key:  CTISUNSASAUMMA-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: 292.68

Molecular Weight (Monoisotopic): 292.0251

AlogP: 3.21

#Rotatable Bonds: 3

Polar Surface Area: 92.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.43

CX Basic pKa:

CX LogP: 3.31

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.75

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Fomovska A, Wood RD, Mui E, Dubey JP, Ferreira LR, Hickman MR, Lee PJ, Leed SE, Auschwitz JM, Welsh WJ, Sommerville C, Woods S, Roberts C, McLeod R..  (2012)  Salicylanilide inhibitors of Toxoplasma gondii.,  55  (19): [PMID:22970937] [10.1021/jm3007596]

4. Mook RA, Chen M, Lu J, Barak LS, Lyerly HK, Chen W..  (2013)  Small molecule modulators of Wnt/β-catenin signaling.,  23  (7): [PMID:23453073] [10.1016/j.bmcl.2013.01.101]

5. Juang YP, Chou YT, Lin RX, Ma HH, Chao TL, Jan JT, Chang SY, Liang PH..  (2022)  Design, synthesis and biological evaluations of niclosamide analogues against SARS-CoV-2.,  235  [PMID:35344901] [10.1016/j.ejmech.2022.114295]

6. Lu T, Zheng X, Mao F, Cao Q, Cao Q, Zhu J, Li X, Lan L, Li B, Li J..  (2022)  Novel niclosamide-derived adjuvants elevating the efficacy of polymyxin B against MDR Pseudomonas aeruginosa DK2.,  236  [PMID:35398731] [10.1016/j.ejmech.2022.114318]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays