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

ID: ALA5188306

Chembl Id: CHEMBL5188306

PubChem CID: 168279389

Max Phase: Preclinical

Molecular Formula: C42H45ClN6O5

Molecular Weight: 749.31

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](Cc1ccccc1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C42H45ClN6O5/c1-42(2,3)49-38(51)21-20-35(47-37(50)22-23-45-39(52)32(26-44)24-29-16-18-33(43)19-17-29)41(54)48-36(25-28-10-5-4-6-11-28)40(53)46-27-31-14-9-13-30-12-7-8-15-34(30)31/h4-19,24,35-36H,20-23,25,27H2,1-3H3,(H,45,52)(H,46,53)(H,47,50)(H,48,54)(H,49,51)/b32-24+/t35-,36-/m0/s1

Standard InChI Key:  KUYNBCHRXOFGOX-OLTPLRMFSA-N

Alternative Forms

1. Parent:

   

   ALA5188306

   ---

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: 749.31

Molecular Weight (Monoisotopic): 748.3140

AlogP: 5.13

#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: 12.15

CX Basic pKa:

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.08

Np Likeness Score: -0.82

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