(S)-N5-(tert-butyl)-2-(3-((E)-3-(4-chlorophenyl)-2-cyanoacrylamido)propanamido)-N1-((S)-1-((naphthalen-1-ylmethyl)amino)-3-(naphthalen-2-yl)-1-oxopropan-2-yl)pentanediamide

ID: ALA5202276

Chembl Id: CHEMBL5202276

PubChem CID: 168292480

Max Phase: Preclinical

Molecular Formula: C46H47ClN6O5

Molecular Weight: 799.37

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)CC[C@H](NC(=O)CCNC(=O)/C(C#N)=C/c1ccc(Cl)cc1)C(=O)N[C@@H](Cc1ccc2ccccc2c1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C46H47ClN6O5/c1-46(2,3)53-42(55)22-21-39(51-41(54)23-24-49-43(56)36(28-48)25-30-16-19-37(47)20-17-30)45(58)52-40(27-31-15-18-32-9-4-5-11-34(32)26-31)44(57)50-29-35-13-8-12-33-10-6-7-14-38(33)35/h4-20,25-26,39-40H,21-24,27,29H2,1-3H3,(H,49,56)(H,50,57)(H,51,54)(H,52,58)(H,53,55)/b36-25+/t39-,40-/m0/s1

Standard InChI Key:  UBBUBHOHFHQCSW-ANWAPUHWSA-N

Alternative Forms

1. Parent:

   

   ALA5202276

   ---

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: 799.37

Molecular Weight (Monoisotopic): 798.3296

AlogP: 6.28

#Rotatable Bonds: 16

Polar Surface Area: 169.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.19

CX Basic pKa:

CX LogP: 5.50

CX LogD: 5.50

Aromatic Rings: 5

Heavy Atoms: 58

QED Weighted: 0.06

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