2-mercaptophenylphosphonic acid

ID: ALA1173336

Chembl Id: CHEMBL1173336

PubChem CID: 15738646

Max Phase: Preclinical

Molecular Formula: C6H7O3PS

Molecular Weight: 190.16

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Mercaptophenylphosphonic Acid | 2-mercaptophenylphosphonic acid|CHEMBL1173336|SCHEMBL108541|BDBM50322604|PD180513

Canonical SMILES:  O=P(O)(O)c1ccccc1S

Standard InChI:  InChI=1S/C6H7O3PS/c7-10(8,9)5-3-1-2-4-6(5)11/h1-4,11H,(H2,7,8,9)

Standard InChI Key:  XUDMIKRWJYMQKD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1173336

   2-Mercaptophenylphosphonic acid

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: 190.16

Molecular Weight (Monoisotopic): 189.9854

AlogP: 0.78

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.72

CX Basic pKa: ┄

CX LogP: 0.56

CX LogD: -3.12

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.45

Np Likeness Score: -0.52

References

1. Lassaux P, Hamel M, Gulea M, Delbrück H, Mercuri PS, Horsfall L, Dehareng D, Kupper M, Frère JM, Hoffmann K, Galleni M, Bebrone C..  (2010)  Mercaptophosphonate compounds as broad-spectrum inhibitors of the metallo-beta-lactamases.,  53  (13): [PMID:20527888] [10.1021/jm100213c]

2. McGeary RP, Schenk G, Guddat LW..  (2014)  The applications of binuclear metallohydrolases in medicine: recent advances in the design and development of novel drug leads for purple acid phosphatases, metallo-β-lactamases and arginases.,  76  [PMID:24583353] [10.1016/j.ejmech.2014.02.008]

Source

Source(1):

• Scientific Literature