ID: ALA4088774

Max Phase: Preclinical

Molecular Formula: C21H22N2O6

Molecular Weight: 398.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)NC(=O)C(OC(=O)c1ccccc1)[C@H]1O[C@@H]1c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C21H22N2O6/c1-21(2,3)22-19(24)18(29-20(25)13-9-5-4-6-10-13)17-16(28-17)14-11-7-8-12-15(14)23(26)27/h4-12,16-18H,1-3H3,(H,22,24)/t16-,17+,18?/m1/s1

Standard InChI Key:  DHNVANGNGHGFTF-DVKDBIPTSA-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: 398.42

Molecular Weight (Monoisotopic): 398.1478

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 111.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.49

CX Basic pKa:

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.34

References

1. Dos Santos DA, Deobald AM, Cornelio VE, Ávila RMD, Cornea RC, Bernasconi GCR, Paixão MW, Vieira PC, Corrêa AG..  (2017)  Asymmetric synthesis and evaluation of epoxy-α-acyloxycarboxamides as selective inhibitors of cathepsin L.,  25  (17): [PMID:28720327] [10.1016/j.bmc.2017.06.048]

Source

Source(1):

• Scientific Literature