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

ID: ALA5198483

Chembl Id: CHEMBL5198483

PubChem CID: 168289763

Max Phase: Preclinical

Molecular Formula: C39H45ClN6O5

Molecular Weight: 713.28

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/c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C39H45ClN6O5/c1-26-10-12-29(13-11-26)25-43-37(50)33(23-27-8-6-5-7-9-27)45-38(51)32(18-19-35(48)46-39(2,3)4)44-34(47)20-21-42-36(49)30(24-41)22-28-14-16-31(40)17-15-28/h5-17,22,32-33H,18-21,23,25H2,1-4H3,(H,42,49)(H,43,50)(H,44,47)(H,45,51)(H,46,48)/b30-22+/t32-,33-/m0/s1

Standard InChI Key:  KMYFFBSCXZDPBK-KWEZIPGFSA-N

Alternative Forms

1. Parent:

   

   ALA5198483

   ---

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: 713.28

Molecular Weight (Monoisotopic): 712.3140

AlogP: 4.29

#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: 12.12

CX Basic pKa:

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.11

Np Likeness Score: -0.87

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