3-hydroxyisoxazole-4-carboxylic acid

ID: ALA1232960

Chembl Id: CHEMBL1232960

Cas Number: 178316-78-4

PubChem CID: 448651

Max Phase: Preclinical

Molecular Formula: C4H3NO4

Molecular Weight: 129.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1conc1O

Standard InChI:  InChI=1S/C4H3NO4/c6-3-2(4(7)8)1-9-5-3/h1H,(H,5,6)(H,7,8)

Standard InChI Key:  JLPHBZYAQYOJND-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1232960

   3-Hydroxyisoxazole-4-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: 129.07

Molecular Weight (Monoisotopic): 129.0062

AlogP: 0.08

#Rotatable Bonds: 1

Polar Surface Area: 83.56

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: -4.49

Aromatic Rings: 1

Heavy Atoms: 9

QED Weighted: 0.56

Np Likeness Score: -0.43

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. 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