ID: ALA3237861

Max Phase: Preclinical

Molecular Formula: C27H35NO5

Molecular Weight: 453.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](C)[C@@H]1C(=O)O[C@H]1C(=O)NCCC(COCc1ccccc1)COCc1ccccc1

Standard InChI:  InChI=1S/C27H35NO5/c1-3-20(2)24-25(33-27(24)30)26(29)28-15-14-23(18-31-16-21-10-6-4-7-11-21)19-32-17-22-12-8-5-9-13-22/h4-13,20,23-25H,3,14-19H2,1-2H3,(H,28,29)/t20-,24-,25+/m0/s1

Standard InChI Key:  SODXRIYSSYNQGD-KSNOWIBYSA-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: 453.58

Molecular Weight (Monoisotopic): 453.2515

AlogP: 4.13

#Rotatable Bonds: 14

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 0.13

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