ID: ALA3237860

Max Phase: Preclinical

Molecular Formula: C32H41N3O6

Molecular Weight: 563.70

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](C)[C@@H]1C(=O)O[C@H]1C(=O)N[C@H]1C[C@@H]1C[C@@H](CCc1ccccc1)NC(=O)[C@H](C)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C32H41N3O6/c1-4-20(2)27-28(41-31(27)38)30(37)35-26-18-24(26)17-25(16-15-22-11-7-5-8-12-22)34-29(36)21(3)33-32(39)40-19-23-13-9-6-10-14-23/h5-14,20-21,24-28H,4,15-19H2,1-3H3,(H,33,39)(H,34,36)(H,35,37)/t20-,21-,24-,25+,26-,27-,28+/m0/s1

Standard InChI Key:  YUZQDEBWPUFQAF-RBFWQIJRSA-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: 563.70

Molecular Weight (Monoisotopic): 563.2995

AlogP: 3.90

#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: 13.54

CX Basic pKa:

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: 0.25

References

1. Kawamura S, Unno Y, Asai A, Arisawa M, Shuto S..  (2014)  Structurally novel highly potent proteasome inhibitors created by the structure-based hybridization of nonpeptidic belactosin derivatives and peptide boronates.,  57  (6): [PMID:24524217] [10.1021/jm500045x]

2. Kawamura S, Unno Y, Asai A, Arisawa M, Shuto S..  (2014)  Development of a new class of proteasome inhibitors with an epoxyketone warhead: Rational hybridization of non-peptidic belactosin derivatives and peptide epoxyketones.,  22  (12): [PMID:24814885] [10.1016/j.bmc.2014.04.032]

Source

Source(1):

• Scientific Literature