DL-threo-beta-fluoroaspartate

ID: ALA170005

Chembl Id: CHEMBL170005

Cas Number: 67866-76-6

PubChem CID: 327059

Max Phase: Preclinical

Molecular Formula: C4H6FNO4

Molecular Weight: 151.09

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C4H6FNO4/c5-1(3(7)8)2(6)4(9)10/h1-2H,6H2,(H,7,8)(H,9,10)

Standard InChI Key:  WKTWOKOOUAZXQP-UHFFFAOYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA170005

   (2S)-2-aminobutanedioic acid;2-amino-3-fluorobutanedioic acid

2. Parent:

   

   ALA170005

   2-Amino-3-fluorobutanedioic 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: 151.09

Molecular Weight (Monoisotopic): 151.0281

AlogP: -1.18

#Rotatable Bonds: 3

Polar Surface Area: 100.62

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.59

CX Basic pKa: 8.43

CX LogP: -3.51

CX LogD: -6.72

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.47

Np Likeness Score: 0.10

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. 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]

3. 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