Methyl (S,E)-4-((S)-2-Cinnamamido-3-phenylpropanamido)-5-((S)-2-oxopyrrolidin-3-yl)pent-2-enoate

ID: ALA5085665

Chembl Id: CHEMBL5085665

PubChem CID: 166634533

Max Phase: Preclinical

Molecular Formula: C28H31N3O5

Molecular Weight: 489.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C28H31N3O5/c1-36-26(33)15-13-23(19-22-16-17-29-27(22)34)30-28(35)24(18-21-10-6-3-7-11-21)31-25(32)14-12-20-8-4-2-5-9-20/h2-15,22-24H,16-19H2,1H3,(H,29,34)(H,30,35)(H,31,32)/b14-12+,15-13+/t22-,23+,24-/m0/s1

Standard InChI Key:  BOLRIOJDNDIYSP-XWWXISJWSA-N

Alternative Forms

1. Parent:

   

   ALA5085665

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 489.57

Molecular Weight (Monoisotopic): 489.2264

AlogP: 2.17

#Rotatable Bonds: 11

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: 0.49

References

1. Dai W, Jochmans D, Xie H, Yang H, Li J, Su H, Chang D, Wang J, Peng J, Zhu L, Nian Y, Hilgenfeld R, Jiang H, Chen K, Zhang L, Xu Y, Neyts J, Liu H..  (2022)  Design, Synthesis, and Biological Evaluation of Peptidomimetic Aldehydes as Broad-Spectrum Inhibitors against Enterovirus and SARS-CoV-2.,  65  (4.0): [PMID:33872498] [10.1021/acs.jmedchem.0c02258]

Source

Source(1):

• Scientific Literature