ID: ALA194166

Max Phase: Preclinical

Molecular Formula: C5H8O4

Molecular Weight: 132.12

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)C(=O)[C@H](O)CO

Standard InChI:  InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3/t4-/m1/s1

Standard InChI Key:  UYTRITJAZOPLCZ-SCSAIBSYSA-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: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 132.12

Molecular Weight (Monoisotopic): 132.0423

AlogP: -1.50

#Rotatable Bonds: 3

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.48

CX Basic pKa:

CX LogP: -0.90

CX LogD: -0.90

Aromatic Rings: 0

Heavy Atoms: 9

QED Weighted: 0.46

Np Likeness Score: 1.13

References

1. Lowery CA, McKenzie KM, Qi L, Meijler MM, Janda KD..  (2005)  Quorum sensing in Vibrio harveyi: probing the specificity of the LuxP binding site.,  15  (9): [PMID:15837332] [10.1016/j.bmcl.2005.02.069]

2. Kadirvel M, Stimpson WT, Moumene-Afifi S, Arsic B, Glynn N, Halliday N, Williams P, Gilbert P, McBain AJ, Freeman S, Gardiner JM..  (2010)  Synthesis and bioluminescence-inducing properties of autoinducer (S)-4,5-dihydroxypentane-2,3-dione and its enantiomer.,  20  (8): [PMID:20307979] [10.1016/j.bmcl.2010.02.064]

3. Rui F, Marques JC, Miller ST, Maycock CD, Xavier KB, Ventura MR..  (2012)  Stereochemical diversity of AI-2 analogs modulates quorum sensing in Vibrio harveyi and Escherichia coli.,  20  (1): [PMID:22137598] [10.1016/j.bmc.2011.11.007]

Source

Source(1):

• Scientific Literature