ID: ALA1801800

Max Phase: Approved

Molecular Formula: C13H9Br2NO2

Molecular Weight: 371.03

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-526280
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(Nc1ccccc1)c1cc(Br)cc(Br)c1O

Standard InChI:  InChI=1S/C13H9Br2NO2/c14-8-6-10(12(17)11(15)7-8)13(18)16-9-4-2-1-3-5-9/h1-7,17H,(H,16,18)

Standard InChI Key:  YALKQBRWLMDVSA-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 371.03

Molecular Weight (Monoisotopic): 368.9000

AlogP: 4.17

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.16

CX Basic pKa:

CX LogP: 4.30

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -1.03

References

1. Garner AL, Gloeckner C, Tricoche N, Zakhari JS, Samje M, Cho-Ngwa F, Lustigman S, Janda KD..  (2011)  Design, synthesis, and biological activities of closantel analogues: structural promiscuity and its impact on Onchocerca volvulus.,  54  (11): [PMID:21534605] [10.1021/jm200364n]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Unpublished dataset, 

4. Kunkle T, Abdeen S, Salim N, Ray AM, Stevens M, Ambrose AJ, Victorino J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2018)  Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus.,  61  (23): [PMID:30392371] [10.1021/acs.jmedchem.8b01293]

Source

Source(3):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• Withdrawn Drugs