ID: ALA3319581

Max Phase: Preclinical

Molecular Formula: C32H45N5O6

Molecular Weight: 595.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H](NC(=O)CN1CCOCC1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC1CCCCC1)C(=O)[C@@]1(C)CO1

Standard InChI:  InChI=1S/C32H45N5O6/c1-21(34-28(38)19-37-12-14-42-15-13-37)30(40)36-27(17-23-18-33-25-11-7-6-10-24(23)25)31(41)35-26(29(39)32(2)20-43-32)16-22-8-4-3-5-9-22/h6-7,10-11,18,21-22,26-27,33H,3-5,8-9,12-17,19-20H2,1-2H3,(H,34,38)(H,35,41)(H,36,40)/t21-,26+,27+,32-/m1/s1

Standard InChI Key:  FMJXPOZPHSABSV-LCFAYYECSA-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: 595.74

Molecular Weight (Monoisotopic): 595.3370

AlogP: 1.85

#Rotatable Bonds: 13

Polar Surface Area: 145.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.04

CX Basic pKa: 5.04

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: -0.34

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