ID: ALA117442

Max Phase: Preclinical

Molecular Formula: C4H9NO5

Molecular Weight: 151.12

Molecule Type: Small molecule

Representations

Synonyms (2): D-Erythronohydroxamic Acid | D-Threonohydroxamic Acid
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=C(NO)[C@H](O)[C@H](O)CO

Standard InChI:  InChI=1S/C4H9NO5/c6-1-2(7)3(8)4(9)5-10/h2-3,6-8,10H,1H2,(H,5,9)/t2-,3-/m1/s1

Standard InChI Key:  SJYJPXDRLWCEKB-PWNYCUMCSA-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: 151.12

Molecular Weight (Monoisotopic): 151.0481

AlogP: -2.79

#Rotatable Bonds: 3

Polar Surface Area: 110.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.59

CX Basic pKa:

CX LogP: -2.96

CX LogD: -2.99

Aromatic Rings: 0

Heavy Atoms: 10

QED Weighted: 0.22

Np Likeness Score: 0.95

References

1. Dardonville C, Rinaldi E, Barrett MP, Brun R, Gilbert IH, Hanau S..  (2004)  Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues.,  47  (13): [PMID:15189039] [10.1021/jm031066i]

2. Shen G, Rajan R, Zhu J, Bell CE, Pei D..  (2006)  Design and synthesis of substrate and intermediate analogue inhibitors of S-ribosylhomocysteinase.,  49  (10): [PMID:16686542] [10.1021/jm060047g]

3. Yep A, Sorenson RJ, Wilson MR, Showalter HD, Larsen SD, Keller PR, Woodard RW..  (2011)  Enediol mimics as inhibitors of the D-arabinose 5-phosphate isomerase (KdsD) from Francisella tularensis.,  21  (9): [PMID:21236668] [10.1016/j.bmcl.2010.12.066]

Source

Source(1):

• Scientific Literature