(S)-N5-(tert-butyl)-2-(3-(2-cyanoacetamido)propanamido)-N1-((S)-1-((naphthalen-1-yl-methyl)amino)-3-(naphthalen-2-yl)-1-oxopropan-2-yl)pentanediamide

ID: ALA5199529

Chembl Id: CHEMBL5199529

PubChem CID: 168291678

Max Phase: Preclinical

Molecular Formula: C39H44N6O5

Molecular Weight: 676.82

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)CC[C@H](NC(=O)CCNC(=O)CC#N)C(=O)N[C@@H](Cc1ccc2ccccc2c1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C39H44N6O5/c1-39(2,3)45-36(48)18-17-32(43-35(47)20-22-41-34(46)19-21-40)38(50)44-33(24-26-15-16-27-9-4-5-11-29(27)23-26)37(49)42-25-30-13-8-12-28-10-6-7-14-31(28)30/h4-16,23,32-33H,17-20,22,24-25H2,1-3H3,(H,41,46)(H,42,49)(H,43,47)(H,44,50)(H,45,48)/t32-,33-/m0/s1

Standard InChI Key:  JQZZHZONPCRDMT-LQJZCPKCSA-N

Alternative Forms

1. Parent:

   

   ALA5199529

   ---

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: 676.82

Molecular Weight (Monoisotopic): 676.3373

AlogP: 3.94

#Rotatable Bonds: 15

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: 9.18

CX Basic pKa:

CX LogP: 2.68

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.13

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