(S)-N5-(tert-butyl)-2-(3-(2-chloroacetamido)propanamido)-N1-((S)-3-(3-fluorophenyl)-1-((4-methylbenzyl)amino)-1-oxopropan-2-yl)pentanediamide

ID: ALA5202231

Chembl Id: CHEMBL5202231

PubChem CID: 168292530

Max Phase: Preclinical

Molecular Formula: C31H41ClFN5O5

Molecular Weight: 618.15

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@H](Cc2cccc(F)c2)NC(=O)[C@H](CCC(=O)NC(C)(C)C)NC(=O)CCNC(=O)CCl)cc1

Standard InChI:  InChI=1S/C31H41ClFN5O5/c1-20-8-10-21(11-9-20)19-35-29(42)25(17-22-6-5-7-23(33)16-22)37-30(43)24(12-13-27(40)38-31(2,3)4)36-26(39)14-15-34-28(41)18-32/h5-11,16,24-25H,12-15,17-19H2,1-4H3,(H,34,41)(H,35,42)(H,36,39)(H,37,43)(H,38,40)/t24-,25-/m0/s1

Standard InChI Key:  VIJOFNYTUWWJTJ-DQEYMECFSA-N

Alternative Forms

1. Parent:

   

   ALA5202231

   ---

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: 618.15

Molecular Weight (Monoisotopic): 617.2780

AlogP: 2.40

#Rotatable Bonds: 15

Polar Surface Area: 145.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.08

CX Basic pKa:

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: -0.99

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