ID: ALA2204314

Max Phase: Preclinical

Molecular Formula: C15H19FN4O4

Molecular Weight: 338.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(CF)NCCC[C@@H](NC(=O)c1ccccc1C(=O)O)C(N)=O

Standard InChI:  InChI=1S/C15H19FN4O4/c16-8-12(17)19-7-3-6-11(13(18)21)20-14(22)9-4-1-2-5-10(9)15(23)24/h1-2,4-5,11H,3,6-8H2,(H2,17,19)(H2,18,21)(H,20,22)(H,23,24)/t11-/m1/s1

Standard InChI Key:  HBEIARVCIYYMOR-LLVKDONJSA-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: 338.34

Molecular Weight (Monoisotopic): 338.1390

AlogP: 0.29

#Rotatable Bonds: 9

Polar Surface Area: 145.37

Molecular Species: ACID

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.66

CX Basic pKa: 8.34

CX LogP: -2.26

CX LogD: -2.31

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.25

Np Likeness Score: -0.41

References

1. Bicker KL, Anguish L, Chumanevich AA, Cameron MD, Cui X, Witalison E, Subramanian V, Zhang X, Chumanevich AP, Hofseth LJ, Coonrod SA, Thompson PR..  (2012)  D-amino acid based protein arginine deiminase inhibitors: Synthesis, pharmacokinetics, and in cellulo efficacy.,  3  (12): [PMID:23420624] [10.1021/ml300288d]

Source

Source(1):

• Scientific Literature