(S)-N5-(tert-butyl)-2-(3-(2-chloroacetamido)propanamido)-N1-((S)-1-((4-methyl-benzyl)amino)-3-(naphthalen-2-yl)-1-oxopropan-2-yl)pentanediamide

ID: ALA5188784

Chembl Id: CHEMBL5188784

PubChem CID: 168283162

Max Phase: Preclinical

Molecular Formula: C35H44ClN5O5

Molecular Weight: 650.22

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@H](Cc2ccc3ccccc3c2)NC(=O)[C@H](CCC(=O)NC(C)(C)C)NC(=O)CCNC(=O)CCl)cc1

Standard InChI:  InChI=1S/C35H44ClN5O5/c1-23-9-11-24(12-10-23)22-38-33(45)29(20-25-13-14-26-7-5-6-8-27(26)19-25)40-34(46)28(15-16-31(43)41-35(2,3)4)39-30(42)17-18-37-32(44)21-36/h5-14,19,28-29H,15-18,20-22H2,1-4H3,(H,37,44)(H,38,45)(H,39,42)(H,40,46)(H,41,43)/t28-,29-/m0/s1

Standard InChI Key:  LBIFJNMIVWVVAP-VMPREFPWSA-N

Alternative Forms

1. Parent:

   

   ALA5188784

   ---

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: 650.22

Molecular Weight (Monoisotopic): 649.3031

AlogP: 3.42

#Rotatable Bonds: 15

Polar Surface Area: 145.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.35

CX Basic pKa:

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.16

Np Likeness Score: -0.68

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