ID: ALA58910

Max Phase: Preclinical

Molecular Formula: C8H8O3

Molecular Weight: 152.15

Molecule Type: Small molecule

Representations

Synonyms (1): Hydroxy-Phenyl-Acetic Acid Anion
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)[C@@H](O)c1ccccc1

Standard InChI:  InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1

Standard InChI Key:  IWYDHOAUDWTVEP-ZETCQYMHSA-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: 152.15

Molecular Weight (Monoisotopic): 152.0473

AlogP: 0.80

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.75

CX Basic pKa:

CX LogP: 0.90

CX LogD: -2.39

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.66

Np Likeness Score: 0.37

References

1. Landro JA, Kenyon GL, Kozarich JW.  (1992)  Mechanism-based inactivation of mandelate racemase by propargylglycolate,  2  (11): [10.1016/S0960-894X(00)80523-5]

2. Chen YT, Onaran MB, Doss CJ, Seto CT..  (2001)  alpha-Ketocarboxylic acid-based inhibitors of protein tyrosine phosphatases.,  11  (14): [PMID:11459664] [10.1016/s0960-894x(01)00325-0]

3. St Maurice M, Bearne SL, Lu W, Taylor SD..  (2003)  Inhibition of mandelate racemase by alpha-fluorobenzylphosphonates.,  13  (12): [PMID:12781191] [10.1016/s0960-894x(03)00311-1]

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays