ID: ALA606335

Max Phase: Preclinical

Molecular Formula: C16H20N2O5

Molecular Weight: 320.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCCO)[C@@H]1O[C@H]2CN(Cc3ccccc3)C(=O)[C@@H]1O2

Standard InChI:  InChI=1S/C16H20N2O5/c19-8-4-7-17-15(20)13-14-16(21)18(10-12(22-13)23-14)9-11-5-2-1-3-6-11/h1-3,5-6,12-14,19H,4,7-10H2,(H,17,20)/t12-,13-,14-/m1/s1

Standard InChI Key:  AOMGFTCNWPKOCP-MGPQQGTHSA-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: 320.35

Molecular Weight (Monoisotopic): 320.1372

AlogP: -0.36

#Rotatable Bonds: 6

Polar Surface Area: 88.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.12

CX Basic pKa:

CX LogP: -0.41

CX LogD: -0.41

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.26

References

1. Trabocchi A, Mannino C, Machetti F, De Bernardis F, Arancia S, Cauda R, Cassone A, Guarna A..  (2010)  Identification of inhibitors of drug-resistant Candida albicans strains from a library of bicyclic peptidomimetic compounds.,  53  (6): [PMID:20184325] [10.1021/jm901734u]

2. Calugi C, Guarna A, Trabocchi A..  (2014)  Identification of constrained peptidomimetic chemotypes as HIV protease inhibitors.,  84  [PMID:25042102] [10.1016/j.ejmech.2014.07.049]

Source

Source(1):

• Scientific Literature