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

ID: ALA5169505

Chembl Id: CHEMBL5169505

PubChem CID: 168269506

Max Phase: Preclinical

Molecular Formula: C36H48N6O5

Molecular Weight: 644.82

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/C(C)C)cc1

Standard InChI:  InChI=1S/C36H48N6O5/c1-24(2)20-28(22-37)33(45)38-19-18-31(43)40-29(16-17-32(44)42-36(4,5)6)35(47)41-30(21-26-10-8-7-9-11-26)34(46)39-23-27-14-12-25(3)13-15-27/h7-15,20,24,29-30H,16-19,21,23H2,1-6H3,(H,38,45)(H,39,46)(H,40,43)(H,41,47)(H,42,44)/b28-20+/t29-,30-/m0/s1

Standard InChI Key:  VHWPNLGVROUOFD-BNWMUQOKSA-N

Alternative Forms

1. Parent:

   

   ALA5169505

   ---

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: 644.82

Molecular Weight (Monoisotopic): 644.3686

AlogP: 3.13

#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: 12.18

CX Basic pKa:

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.14

Np Likeness Score: -0.66

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