ID: ALA1078480

Max Phase: Preclinical

Molecular Formula: C9H10Br2O2

Molecular Weight: 309.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC1=CC(=C(Br)Br)OC1=O

Standard InChI:  InChI=1S/C9H10Br2O2/c1-2-3-4-6-5-7(8(10)11)13-9(6)12/h5H,2-4H2,1H3

Standard InChI Key:  VATIKJQHKGHWIK-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: 309.99

Molecular Weight (Monoisotopic): 307.9048

AlogP: 3.62

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species:

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 0

Heavy Atoms: 13

QED Weighted: 0.74

Np Likeness Score: 1.60

References

1. Zang T, Lee BW, Cannon LM, Ritter KA, Dai S, Ren D, Wood TK, Zhou ZS..  (2009)  A naturally occurring brominated furanone covalently modifies and inactivates LuxS.,  19  (21): [PMID:19775890] [10.1016/j.bmcl.2009.08.095]

2. Steenackers HP, Levin J, Janssens JC, De Weerdt A, Balzarini J, Vanderleyden J, De Vos DE, De Keersmaecker SC..  (2010)  Structure-activity relationship of brominated 3-alkyl-5-methylene-2(5H)-furanones and alkylmaleic anhydrides as inhibitors of Salmonella biofilm formation and quorum sensing regulated bioluminescence in Vibrio harveyi.,  18  (14): [PMID:20580562] [10.1016/j.bmc.2010.05.055]

3. Kutty SK, Barraud N, Pham A, Iskander G, Rice SA, Black DS, Kumar N..  (2013)  Design, synthesis, and evaluation of fimbrolide-nitric oxide donor hybrids as antimicrobial agents.,  56  (23): [PMID:24191659] [10.1021/jm400951f]

Source

Source(1):

• Scientific Literature