DL-threo-beta-fluoroasparagine

ID: ALA153266

Chembl Id: CHEMBL153266

Cas Number: 72016-54-7

PubChem CID: 328461

Max Phase: Preclinical

Molecular Formula: C4H7FN2O3

Molecular Weight: 150.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C(F)C(N)C(=O)O

Standard InChI:  InChI=1S/C4H7FN2O3/c5-1(3(7)8)2(6)4(9)10/h1-2H,6H2,(H2,7,8)(H,9,10)

Standard InChI Key:  WCDMRIWUCBOWJP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA153266

   2,4-Diamino-3-fluoro-4-oxobutanoic 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: 150.11

Molecular Weight (Monoisotopic): 150.0441

AlogP: -1.78

#Rotatable Bonds: 3

Polar Surface Area: 106.41

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.82

CX Basic pKa: 7.22

CX LogP: -4.09

CX LogD: -4.46

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.44

Np Likeness Score: 0.02

References

1. Stern AM, Foxman BM, Tashjian AH, Abeles RH..  (1982)  DL-threo-beta-Fluoroaspartate and DL-threo-beta-fluoroasparagine: selective cytotoxic agents for mammalian cells in culture.,  25  (5): [PMID:7086840] [10.1021/jm00347a013]

2. Wanner MJ, Hageman JJ, Koomen GJ, Pandit UK..  (1980)  Potential carcinostatics. 4. Synthesis and biological properties of erythro- and threo-beta-fluoroaspartic acid and erythro-beta-fluoroasparagine.,  23  (1): [PMID:7359517] [10.1021/jm00175a017]

Source

Source(1):

• Scientific Literature