ID: ALA4060249

Max Phase: Preclinical

Molecular Formula: C21H22N2O6

Molecular Weight: 398.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC(=O)OC(C(=O)NCc1ccccc1)[C@H]1O[C@@H]1c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C21H22N2O6/c1-2-8-17(24)28-20(21(25)22-13-14-9-4-3-5-10-14)19-18(29-19)15-11-6-7-12-16(15)23(26)27/h3-7,9-12,18-20H,2,8,13H2,1H3,(H,22,25)/t18-,19+,20?/m1/s1

Standard InChI Key:  AVVRBNVWLMXNKM-LFPSWIHMSA-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: 3.06

#Rotatable Bonds: 9

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: 13.14

CX Basic pKa:

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: -0.28

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