4-hydroxy-1,2,5-thiadiazole-3-carboxylic acid

ID: ALA1232973

Chembl Id: CHEMBL1232973

Cas Number: 45654-48-6

PubChem CID: 448652

Max Phase: Preclinical

Molecular Formula: C3H2N2O3S

Molecular Weight: 146.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nsnc1O

Standard InChI:  InChI=1S/C3H2N2O3S/c6-2-1(3(7)8)4-9-5-2/h(H,5,6)(H,7,8)

Standard InChI Key:  FVZITYNLUYJDOE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1232973

   4-Hydroxy-1,2,5-thiadiazole-3-carboxylic 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: 146.13

Molecular Weight (Monoisotopic): 145.9786

AlogP: -0.06

#Rotatable Bonds: 1

Polar Surface Area: 83.31

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: 1.34

CX LogD: -3.63

Aromatic Rings: 1

Heavy Atoms: 9

QED Weighted: 0.58

Np Likeness Score: -1.05

References

1. Granchi C, Roy S, Giacomelli C, Macchia M, Tuccinardi T, Martinelli A, Lanza M, Betti L, Giannaccini G, Lucacchini A, Funel N, León LG, Giovannetti E, Peters GJ, Palchaudhuri R, Calvaresi EC, Hergenrother PJ, Minutolo F..  (2011)  Discovery of N-hydroxyindole-based inhibitors of human lactate dehydrogenase isoform A (LDH-A) as starvation agents against cancer cells.,  54  (6): [PMID:21332213] [10.1021/jm101007q]

2. Ward RA, Brassington C, Breeze AL, Caputo A, Critchlow S, Davies G, Goodwin L, Hassall G, Greenwood R, Holdgate GA, Mrosek M, Norman RA, Pearson S, Tart J, Tucker JA, Vogtherr M, Whittaker D, Wingfield J, Winter J, Hudson K..  (2012)  Design and synthesis of novel lactate dehydrogenase A inhibitors by fragment-based lead generation.,  55  (7): [PMID:22417091] [10.1021/jm201734r]

3. Mancini RS, Barden CJ, Weaver DF, Reed MA..  (2021)  Furazans in Medicinal Chemistry.,  64  (4.0): [PMID:33569941] [10.1021/acs.jmedchem.0c01901]

Source

Source(1):

• Scientific Literature