ID: ALA3319591

Max Phase: Preclinical

Molecular Formula: C36H38N4O5S

Molecular Weight: 638.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1=C(C(=O)N[C@H](C)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@H](/C=C/S(C)(=O)=O)Cc2ccccc2)Cc2ccccc21

Standard InChI:  InChI=1S/C36H38N4O5S/c1-23-29-14-8-7-13-26(29)20-31(23)35(42)38-24(2)34(41)40-33(21-27-22-37-32-16-10-9-15-30(27)32)36(43)39-28(17-18-46(3,44)45)19-25-11-5-4-6-12-25/h4-18,22,24,28,33,37H,19-21H2,1-3H3,(H,38,42)(H,39,43)(H,40,41)/b18-17+/t24-,28-,33+/m1/s1

Standard InChI Key:  FPVBNNFRXFWSAH-MLOMRDSWSA-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: 638.79

Molecular Weight (Monoisotopic): 638.2563

AlogP: 4.02

#Rotatable Bonds: 12

Polar Surface Area: 137.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.30

CX Basic pKa:

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: 0.07

References

1. de Bruin G, Huber EM, Xin BT, van Rooden EJ, Al-Ayed K, Kim KB, Kisselev AF, Driessen C, van der Stelt M, van der Marel GA, Groll M, Overkleeft HS..  (2014)  Structure-based design of β1i or β5i specific inhibitors of human immunoproteasomes.,  57  (14): [PMID:25006746] [10.1021/jm500716s]

Source

Source(1):

• Scientific Literature