Standard InChI: InChI=1S/C13H10Cl2N2O2/c14-7-1-4-12(18)9(5-7)13(19)17-11-3-2-8(16)6-10(11)15/h1-6,18H,16H2,(H,17,19)
Standard InChI Key: UTLJGBYDUIOYNG-UHFFFAOYSA-N
Associated Targets(Human)
Frizzled-1 143 Activities
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Tyrosyl-DNA phosphodiesterase 1 345557 Activities
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A549 127892 Activities
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Associated Targets(non-human)
Toxoplasma gondii 4585 Activities
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Human adenovirus 5 897 Activities
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Respiratory syncytial virus 3434 Activities
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Pseudomonas aeruginosa 123386 Activities
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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
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Properties
Molecular Weight: 297.14
Molecular Weight (Monoisotopic): 296.0119
AlogP: 3.53
#Rotatable Bonds: 2
Polar Surface Area: 75.35
Molecular Species: NEUTRAL
HBA: 3
HBD: 3
#RO5 Violations: 0
HBA (Lipinski): 4
HBD (Lipinski): 4
#RO5 Violations (Lipinski): 0
CX Acidic pKa: 7.39
CX Basic pKa: 3.04
CX LogP: 3.14
CX LogD: 2.84
Aromatic Rings: 2
Heavy Atoms: 19
QED Weighted: 0.74
Np Likeness Score: -1.42
References
1.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]
2.PubChem BioAssay data set,
3.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]
4.Xu J,Berastegui-Cabrera J,Ye N,Carretero-Ledesma M,Pachón-Díaz J,Chen H,Pachón-Ibáñez ME,Sánchez-Céspedes J,Zhou J. (2020) Discovery of Novel Substituted N-(4-Amino-2-chlorophenyl)-5-chloro-2-hydroxybenzamide Analogues as Potent Human Adenovirus Inhibitors., 63 (21):[PMID:33112138][10.1021/acs.jmedchem.0c01226]
5.Shamim K, Xu M, Hu X, Lee EM, Lu X, Huang R, Shah P, Xu X, Chen CZ, Shen M, Guo H, Chen L, Itkin Z, Eastman RT, Shinn P, Klumpp-Thomas C, Michael S, Simeonov A, Lo DC, Ming GL, Song H, Tang H, Zheng W, Huang W.. (2021) Application of niclosamide and analogs as small molecule inhibitors of Zika virus and SARS-CoV-2 infection., 40 [PMID:33689873][10.1016/j.bmcl.2021.127906]
6.Xu J, Wu W, Chen H, Xue Y, Bao X, Zhou J.. (2021) Substituted N-(4-amino-2-chlorophenyl)-5-chloro-2-hydroxybenzamide analogues potently inhibit respiratory syncytial virus (RSV) replication and RSV infection-associated inflammatory responses., 39 [PMID:33895704][10.1016/j.bmc.2021.116157]
7.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]
