ID: ALA3262762

Max Phase: Preclinical

Molecular Formula: C33H43N3O6

Molecular Weight: 577.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CC(NC(=O)C1CCOCC1)c1ccccc1)C(=O)[C@@]1(C)CO1

Standard InChI:  InChI=1S/C33H43N3O6/c1-22(2)18-27(30(38)33(3)21-42-33)36-32(40)28(19-23-10-6-4-7-11-23)34-29(37)20-26(24-12-8-5-9-13-24)35-31(39)25-14-16-41-17-15-25/h4-13,22,25-28H,14-21H2,1-3H3,(H,34,37)(H,35,39)(H,36,40)/t26?,27-,28-,33+/m0/s1

Standard InChI Key:  MCUVOSVWMGVEPT-UYKCIBOGSA-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: 577.72

Molecular Weight (Monoisotopic): 577.3152

AlogP: 3.28

#Rotatable Bonds: 14

Polar Surface Area: 126.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.36

CX Basic pKa:

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.30

Np Likeness Score: -0.06

References

1. Zhang J, Cao J, Xu L, Zhou Y, Liu T, Li J, Hu Y..  (2014)  Design, synthesis and biological evaluation of novel tripeptidyl epoxyketone derivatives constructed from β-amino acid as proteasome inhibitors.,  22  (11): [PMID:24767818] [10.1016/j.bmc.2014.04.011]

Source

Source(1):

• Scientific Literature