ID: ALA3780681

Max Phase: Preclinical

Molecular Formula: C33H34N4O5

Molecular Weight: 566.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(/C=C/c1ccccc1)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(=O)C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C33H34N4O5/c38-29(17-16-23-10-4-1-5-11-23)36-28(20-24-12-6-2-7-13-24)32(41)37-27(21-26-18-19-34-31(26)40)30(39)33(42)35-22-25-14-8-3-9-15-25/h1-17,26-28H,18-22H2,(H,34,40)(H,35,42)(H,36,38)(H,37,41)/b17-16+/t26-,27-,28-/m0/s1

Standard InChI Key:  MYYPGCLXUFVQGN-FIVJMQNTSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 566.66

Molecular Weight (Monoisotopic): 566.2529

AlogP: 2.32

#Rotatable Bonds: 13

Polar Surface Area: 133.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.03

CX Basic pKa:

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.19

Np Likeness Score: 0.03

References

1. Zhang L, Lin D, Kusov Y, Nian Y, Ma Q, Wang J, von Brunn A, Leyssen P, Lanko K, Neyts J, de Wilde A, Snijder EJ, Liu H, Hilgenfeld R..  (2020)  α-Ketoamides as Broad-Spectrum Inhibitors of Coronavirus and Enterovirus Replication: Structure-Based Design, Synthesis, and Activity Assessment.,  63  (9): [PMID:32045235] [10.1021/acs.jmedchem.9b01828]

2. Amin SA,Banerjee S,Gayen S,Jha T.  (2021)  Protease targeted COVID-19 drug discovery: What we have learned from the past SARS-CoV inhibitors?,  215  [PMID:33618158] [10.1016/j.ejmech.2021.113294]

Source

Source(1):

• Scientific Literature