ID: ALA89286

Max Phase: Preclinical

Molecular Formula: C5H7NO5

Molecular Weight: 161.11

Molecule Type: Small molecule

Representations

Synonyms (1): N-Carboxymethyl-Oxalamic Acid Methyl Ester
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C5H7NO5/c1-11-5(10)4(9)6-2-3(7)8/h2H2,1H3,(H,6,9)(H,7,8)

Standard InChI Key:  SDXQWITYGOFRJF-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: 161.11

Molecular Weight (Monoisotopic): 161.0324

AlogP: -1.64

#Rotatable Bonds: 2

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.32

CX Basic pKa:

CX LogP: -0.99

CX LogD: -4.41

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.37

Np Likeness Score: -0.03

References

1. Cunliffe CJ, Franklin TJ, Hales NJ, Hill GB..  (1992)  Novel inhibitors of prolyl 4-hydroxylase. 3. Inhibition by the substrate analogue N-oxaloglycine and its derivatives.,  35  (14): [PMID:1321909] [10.1021/jm00092a016]

2. Mecinović J, Loenarz C, Chowdhury R, Schofield CJ..  (2009)  2-Oxoglutarate analogue inhibitors of prolyl hydroxylase domain 2.,  19  (21): [PMID:19775891] [10.1016/j.bmcl.2009.09.005]

Source

Source(1):

• Scientific Literature