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

ID: ALA5207962

Chembl Id: CHEMBL5207962

PubChem CID: 168296105

Max Phase: Preclinical

Molecular Formula: C40H48N6O6

Molecular Weight: 708.86

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(\C#N)C(=O)NCCC(=O)N[C@@H](CCC(=O)NC(C)(C)C)C(=O)N[C@@H](Cc2ccccc2)C(=O)NCc2ccc(C)cc2)cc1

Standard InChI:  InChI=1S/C40H48N6O6/c1-27-11-13-30(14-12-27)26-43-38(50)34(24-28-9-7-6-8-10-28)45-39(51)33(19-20-36(48)46-40(2,3)4)44-35(47)21-22-42-37(49)31(25-41)23-29-15-17-32(52-5)18-16-29/h6-18,23,33-34H,19-22,24,26H2,1-5H3,(H,42,49)(H,43,50)(H,44,47)(H,45,51)(H,46,48)/b31-23+/t33-,34-/m0/s1

Standard InChI Key:  YYFVHQMIWKKSQB-KGZCNRADSA-N

Alternative Forms

1. Parent:

   

   ALA5207962

   ---

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: 708.86

Molecular Weight (Monoisotopic): 708.3635

AlogP: 3.64

#Rotatable Bonds: 17

Polar Surface Area: 178.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.12

CX Basic pKa:

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.10

Np Likeness Score: -0.75

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