ID: ALA3319600

Max Phase: Preclinical

Molecular Formula: C25H39F2N7O6

Molecular Weight: 571.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC[C@H](NC(=O)[C@@H]1CC(F)(F)CN1C(=O)[C@H](C)NC(=O)CN=[N+]=[N-])C(=O)N[C@@H](CC(C)C)C(=O)[C@@]1(C)CO1

Standard InChI:  InChI=1S/C25H39F2N7O6/c1-6-7-8-16(21(37)32-17(9-14(2)3)20(36)24(5)13-40-24)31-22(38)18-10-25(26,27)12-34(18)23(39)15(4)30-19(35)11-29-33-28/h14-18H,6-13H2,1-5H3,(H,30,35)(H,31,38)(H,32,37)/t15-,16-,17-,18-,24+/m0/s1

Standard InChI Key:  ZQHIIXSUNOIOEL-BRHFBXIFSA-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: 571.63

Molecular Weight (Monoisotopic): 571.2930

AlogP: 1.60

#Rotatable Bonds: 15

Polar Surface Area: 185.97

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -10.25

CX Basic pKa:

CX LogP: 1.59

CX LogD: 1.48

Aromatic Rings: 0

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: 0.30

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