(S)-1,1,1-trifluoro-4,5-dihydroxypentane-2,3-dione

ID: ALA1939886

PubChem CID: 57399882

Max Phase: Preclinical

Molecular Formula: C5H5F3O4

Molecular Weight: 186.08

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H5F3O4/c6-5(7,8)4(12)3(11)2(10)1-9/h2,9-10H,1H2/t2-/m0/s1

Standard InChI Key:  DOCCRHSQUNVFRL-REOHCLBHSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    6.8417   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561   -6.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1272   -6.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561   -5.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2706   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2706   -7.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9851   -6.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6996   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9851   -5.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6996   -7.5042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4140   -6.2667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4083   -7.0875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  5  7  1  0
  2  4  1  6
  7  8  1  0
  7  9  2  0
  2  5  1  0
  8 10  1  0
  1  3  1  0
  8 11  1  0
  5  6  2  0
  8 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1939886

   (4S)-1,1,1-trifluoro-4,5-dihydroxypentane-2,3-dione

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: 186.08

Molecular Weight (Monoisotopic): 186.0140

AlogP: -0.96

#Rotatable Bonds: 3

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: 12.43

CX Basic pKa: ┄

CX LogP: 0.23

CX LogD: 0.23

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.56

Np Likeness Score: 0.25

References

1. 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