(S)-N5-(tert-butyl)-2-(3-((E)-2-cyano-3-(thiazol-2-yl)acrylamido)propanamido)-N1-((S)-1-((4-methylbenzyl)amino)-1-oxo-3-phenylpropan-2-yl)pentanediamide

ID: ALA5206252

Chembl Id: CHEMBL5206252

PubChem CID: 168297627

Max Phase: Preclinical

Molecular Formula: C36H43N7O5S

Molecular Weight: 685.85

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCC(=O)NC(C)(C)C)NC(=O)CCNC(=O)/C(C#N)=C/c2nccs2)cc1

Standard InChI:  InChI=1S/C36H43N7O5S/c1-24-10-12-26(13-11-24)23-40-34(47)29(20-25-8-6-5-7-9-25)42-35(48)28(14-15-31(45)43-36(2,3)4)41-30(44)16-17-39-33(46)27(22-37)21-32-38-18-19-49-32/h5-13,18-19,21,28-29H,14-17,20,23H2,1-4H3,(H,39,46)(H,40,47)(H,41,44)(H,42,48)(H,43,45)/b27-21+/t28-,29-/m0/s1

Standard InChI Key:  XYPSBJIOOYVKLM-MKFFEQFDSA-N

Alternative Forms

1. Parent:

   

   ALA5206252

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 685.85

Molecular Weight (Monoisotopic): 685.3046

AlogP: 3.09

#Rotatable Bonds: 16

Polar Surface Area: 182.18

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.01

CX Basic pKa: 2.42

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: -1.02

References

1. Nan G, Huang L, Li Y, Yang Y, Yang Y, Li K, Lai F, Chen X, Xiao Z..  (2022)  Identification of N, C-capped di- and tripeptides as selective immunoproteasome inhibitors.,  234  [PMID:35286927] [10.1016/j.ejmech.2022.114252]

Source

Source(1):

• Scientific Literature