ID: ALA57974

Max Phase: Preclinical

Molecular Formula: C7H7F2O3P

Molecular Weight: 208.10

Molecule Type: Small molecule

Representations

Synonyms (1): Difluoro-Phenyl-Methanephosphonic Acid Anion
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=P(O)(O)C(F)(F)c1ccccc1

Standard InChI:  InChI=1S/C7H7F2O3P/c8-7(9,13(10,11)12)6-4-2-1-3-5-6/h1-5H,(H2,10,11,12)

Standard InChI Key:  LEHCDHHLEVYQNS-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: 208.10

Molecular Weight (Monoisotopic): 208.0101

AlogP: 1.91

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.49

CX Basic pKa:

CX LogP: 1.30

CX LogD: -1.46

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.73

Np Likeness Score: -0.38

References

1. 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]

2. 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]

3. Swierczek K, Pandey AS, Peters JW, Hengge AC..  (2003)  A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.,  46  (17): [PMID:12904075] [10.1021/jm030106f]

4. Yokomatsu T, Murano T, Umesue I, Soeda S, Shimeno H, Shibuya S..  (1999)  Synthesis and biological evaluation of alpha,alpha-difluorobenzylphosphonic acid derivatives as small molecular inhibitors of protein-tyrosine phosphatase 1B.,  9  (4): [PMID:10098656] [10.1016/s0960-894x(99)00027-x]

Source

Source(1):

• Scientific Literature