ID: ALA2088009

Max Phase: Preclinical

Molecular Formula: C13H9ClN2O4

Molecular Weight: 292.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1cccc([N+](=O)[O-])c1)c1cc(Cl)ccc1O

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

Standard InChI Key:  HWOQTZOIQGGWGF-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: 7.39

CX Basic pKa:

CX LogP: 3.31

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.79

References

1. Kozic J, Novotná E, Volková M, Stolaříková J, Trejtnar F, Vinšová J..  (2012)  Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues.,  56  [PMID:22907036] [10.1016/j.ejmech.2012.07.044]

2. 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]

3. Tian M, Abdelrahman A, Baqi Y, Fuentes E, Azazna D, Spanier C, Densborn S, Hinz S, Schmid R, Müller CE..  (2020)  Discovery and Structure Relationships of Salicylanilide Derivatives as Potent, Non-acidic P2X1 Receptor Antagonists.,  63  (11): [PMID:32345019] [10.1021/acs.jmedchem.0c00435]

4. 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]

Source

Source(1):

• Scientific Literature