ID: ALA4096825

Max Phase: Preclinical

Molecular Formula: C22H33NO4

Molecular Weight: 375.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCC[C@H]1O[C@@H]1C(OC(=O)c1ccccc1)C(=O)NC(C)(C)C

Standard InChI:  InChI=1S/C22H33NO4/c1-5-6-7-8-12-15-17-18(26-17)19(20(24)23-22(2,3)4)27-21(25)16-13-10-9-11-14-16/h9-11,13-14,17-19H,5-8,12,15H2,1-4H3,(H,23,24)/t17-,18+,19?/m1/s1

Standard InChI Key:  YUELGOMGDYIAPF-YTYFACEESA-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: 375.51

Molecular Weight (Monoisotopic): 375.2410

AlogP: 4.25

#Rotatable Bonds: 10

Polar Surface Area: 67.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.69

CX Basic pKa:

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: 0.37

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]

2. Silva TL, Dos Santos DA, de Jesus HCR, Brömme D, Fernandes JB, Paixão MW, Corrêa AG, Vieira PC..  (2020)  Green asymmetric synthesis of epoxypeptidomimetics and evaluation as human cathepsin K inhibitors.,  28  (15): [PMID:32631567] [10.1016/j.bmc.2020.115597]

Source

Source(1):

• Scientific Literature