ID: ALA589073

Max Phase: Preclinical

Molecular Formula: C20H25N3O6

Molecular Weight: 403.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)N1CCN(C(=O)[C@@H]2O[C@H]3CN(Cc4ccccc4)C(=O)[C@@H]2O3)CC1

Standard InChI:  InChI=1S/C20H25N3O6/c1-2-27-20(26)22-10-8-21(9-11-22)18(24)16-17-19(25)23(13-15(28-16)29-17)12-14-6-4-3-5-7-14/h3-7,15-17H,2,8-13H2,1H3/t15-,16-,17-/m1/s1

Standard InChI Key:  LEMKPDYSLPJBQO-BRWVUGGUSA-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: 403.44

Molecular Weight (Monoisotopic): 403.1743

AlogP: 0.44

#Rotatable Bonds: 4

Polar Surface Area: 88.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.06

CX Basic pKa:

CX LogP: 0.50

CX LogD: 0.50

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -0.65

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