ID: ALA2337886

Max Phase: Preclinical

Molecular Formula: C32H39N3O6

Molecular Weight: 561.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C[C@H](C[C@@H]1C[C@@H]1NC(=O)[C@@H]1OC(=O)[C@H]1[C@@H](C)CC)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C32H39N3O6/c1-4-20(3)27-28(41-31(27)38)30(37)34-25-18-23(25)17-24(5-2)33-29(36)26(16-21-12-8-6-9-13-21)35-32(39)40-19-22-14-10-7-11-15-22/h5-15,20,23-28H,2,4,16-19H2,1,3H3,(H,33,36)(H,34,37)(H,35,39)/t20-,23+,24+,25-,26-,27-,28+/m0/s1

Standard InChI Key:  VOXWWRATXLFDPL-AWYZUKNCSA-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: 561.68

Molecular Weight (Monoisotopic): 561.2839

AlogP: 3.68

#Rotatable Bonds: 14

Polar Surface Area: 122.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.41

CX Basic pKa:

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: 0.39

References

1. Kawamura S, Unno Y, List A, Mizuno A, Tanaka M, Sasaki T, Arisawa M, Asai A, Groll M, Shuto S..  (2013)  Potent proteasome inhibitors derived from the unnatural cis-cyclopropane isomer of Belactosin A: synthesis, biological activity, and mode of action.,  56  (9): [PMID:23547757] [10.1021/jm4002296]

Source

Source(1):

• Scientific Literature