(S)-1,2-dihydroxyoctane-3,4-dione

ID: ALA539143

Max Phase: Preclinical

Molecular Formula: C8H14O4

Molecular Weight: 174.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H14O4/c1-2-3-4-6(10)8(12)7(11)5-9/h7,9,11H,2-5H2,1H3/t7-/m0/s1

Standard InChI Key:  DLUKMEKUMCWYIB-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    1.3000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    0.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1394    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  1
  3  4  1  0
  3  8  2  0
  4  9  2  0
  4  5  1  0
  5 10  1  0
  2  3  1  0
 10 11  1  0
  1  6  1  0
 11 12  1  0
  1  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA539143

   ---

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

Calculated Properties

Molecular Weight: 174.20

Molecular Weight (Monoisotopic): 174.0892

AlogP: -0.33

#Rotatable Bonds: 6

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 0.69

CX LogD: 0.69

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.54

Np Likeness Score: 0.87

References

1. Ganin H, Tang X, Meijler MM..  (2009)  Inhibition of Pseudomonas aeruginosa quorum sensing by AI-2 analogs.,  19  (14): [PMID:19394822] [10.1016/j.bmcl.2009.03.163]

2. Lowery CA, Salzameda NT, Sawada D, Kaufmann GF, Janda KD..  (2010)  Medicinal chemistry as a conduit for the modulation of quorum sensing.,  53  (21): [PMID:20669927] [10.1021/jm901742e]

Source

Source(1):

• Scientific Literature