(S)-N5-(tert-butyl)-N1-((S)-1-((naphthalen-1-ylmethyl)amino)-1-oxo-3-phenylpropan-2-yl)-2-(3-propionamidopropanamido)pentanediamide

ID: ALA5207139

Chembl Id: CHEMBL5207139

PubChem CID: 168296794

Max Phase: Preclinical

Molecular Formula: C35H45N5O5

Molecular Weight: 615.78

Names and Identifiers

Canonical SMILES:  CCC(=O)NCCC(=O)N[C@@H](CCC(=O)NC(C)(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C35H45N5O5/c1-5-30(41)36-21-20-31(42)38-28(18-19-32(43)40-35(2,3)4)34(45)39-29(22-24-12-7-6-8-13-24)33(44)37-23-26-16-11-15-25-14-9-10-17-27(25)26/h6-17,28-29H,5,18-23H2,1-4H3,(H,36,41)(H,37,44)(H,38,42)(H,39,45)(H,40,43)/t28-,29-/m0/s1

Standard InChI Key:  CXCAEPKJKCTNQF-VMPREFPWSA-N

Alternative Forms

1. Parent:

   

   ALA5207139

   ---

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: 615.78

Molecular Weight (Monoisotopic): 615.3421

AlogP: 3.28

#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: 12.38

CX Basic pKa:

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.18

Np Likeness Score: -0.71

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