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

ID: ALA5200879

Chembl Id: CHEMBL5200879

PubChem CID: 168290823

Max Phase: Preclinical

Molecular Formula: C36H46N6O5

Molecular Weight: 642.80

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/C2CC2)cc1

Standard InChI:  InChI=1S/C36H46N6O5/c1-24-10-12-27(13-11-24)23-39-34(46)30(21-25-8-6-5-7-9-25)41-35(47)29(16-17-32(44)42-36(2,3)4)40-31(43)18-19-38-33(45)28(22-37)20-26-14-15-26/h5-13,20,26,29-30H,14-19,21,23H2,1-4H3,(H,38,45)(H,39,46)(H,40,43)(H,41,47)(H,42,44)/b28-20+/t29-,30-/m0/s1

Standard InChI Key:  TVQYWZTYAZHMDX-BNWMUQOKSA-N

Alternative Forms

1. Parent:

   

   ALA5200879

   ---

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: 642.80

Molecular Weight (Monoisotopic): 642.3530

AlogP: 2.88

#Rotatable Bonds: 16

Polar Surface Area: 169.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.16

CX Basic pKa:

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.14

Np Likeness Score: -0.62

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