(S)-N1-((S)-3-(1H-indol-3-yl)-1-((4-methylbenzyl)amino)-1-oxopropan-2-yl)-N5-(tert-butyl)-2-(3-(2-chloroacetamido)propanamido)pentanediamide

ID: ALA5192427

Chembl Id: CHEMBL5192427

PubChem CID: 168286101

Max Phase: Preclinical

Molecular Formula: C33H43ClN6O5

Molecular Weight: 639.20

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCC(=O)NC(C)(C)C)NC(=O)CCNC(=O)CCl)cc1

Standard InChI:  InChI=1S/C33H43ClN6O5/c1-21-9-11-22(12-10-21)19-37-31(44)27(17-23-20-36-25-8-6-5-7-24(23)25)39-32(45)26(13-14-29(42)40-33(2,3)4)38-28(41)15-16-35-30(43)18-34/h5-12,20,26-27,36H,13-19H2,1-4H3,(H,35,43)(H,37,44)(H,38,41)(H,39,45)(H,40,42)/t26-,27-/m0/s1

Standard InChI Key:  GNTVQKJYVZYJRC-SVBPBHIXSA-N

Alternative Forms

1. Parent:

   

   ALA5192427

   ---

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: 639.20

Molecular Weight (Monoisotopic): 638.2983

AlogP: 2.74

#Rotatable Bonds: 15

Polar Surface Area: 161.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.34

CX Basic pKa:

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.14

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