ID: ALA220453

Max Phase: Preclinical

Molecular Formula: C9H9F6NO2

Molecular Weight: 277.16

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@H]1C[C@@H](C(=O)O)CC1=C(C(F)(F)F)C(F)(F)F

Standard InChI:  InChI=1S/C9H9F6NO2/c10-8(11,12)6(9(13,14)15)4-1-3(7(17)18)2-5(4)16/h3,5H,1-2,16H2,(H,17,18)/t3-,5-/m0/s1

Standard InChI Key:  CXGRSTBDABKESY-UCORVYFPSA-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: 277.16

Molecular Weight (Monoisotopic): 277.0537

AlogP: 2.23

#Rotatable Bonds: 1

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.10

CX Basic pKa: 9.89

CX LogP: -0.86

CX LogD: -0.86

Aromatic Rings: 0

Heavy Atoms: 18

QED Weighted: 0.57

Np Likeness Score: 0.40

References

1. Lu H, Silverman RB..  (2006)  Fluorinated conformationally restricted gamma-aminobutyric acid aminotransferase inhibitors.,  49  (25): [PMID:17149870] [10.1021/jm0608715]

2. Zigmond E, Ben Ya'acov A, Lee H, Lichtenstein Y, Shalev Z, Smith Y, Zolotarov L, Ziv E, Kalman R, Le HV, Lu H, Silverman RB, Ilan Y..  (2015)  Suppression of Hepatocellular Carcinoma by Inhibition of Overexpressed Ornithine Aminotransferase.,  6  (8): [PMID:26288681] [10.1021/acsmedchemlett.5b00153]

Source

Source(1):

• Scientific Literature