ID: ALA4065146

Max Phase: Preclinical

Molecular Formula: C27H38ClN3O5

Molecular Weight: 520.07

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C[C@@H]1CCC(=O)NCCCCCC(c2cccc(Cl)c2)OC(=O)N[C@@H](CC2CCCCC2)C(=O)N1

Standard InChI:  InChI=1S/C27H38ClN3O5/c28-21-11-7-10-20(17-21)24-12-5-2-6-15-29-25(33)14-13-22(18-32)30-26(34)23(31-27(35)36-24)16-19-8-3-1-4-9-19/h7,10-11,17-19,22-24H,1-6,8-9,12-16H2,(H,29,33)(H,30,34)(H,31,35)/t22-,23-,24?/m0/s1

Standard InChI Key:  XPATVWYTNYNSBR-NTZARQNWSA-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: 520.07

Molecular Weight (Monoisotopic): 519.2500

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.44

CX Basic pKa:

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: 0.32

References

1. Damalanka VC, Kim Y, Galasiti Kankanamalage AC, Lushington GH, Mehzabeen N, Battaile KP, Lovell S, Chang KO, Groutas WC..  (2017)  Design, synthesis, and evaluation of a novel series of macrocyclic inhibitors of norovirus 3CL protease.,  127  [PMID:28038326] [10.1016/j.ejmech.2016.12.033]

2. Damalanka VC, Kim Y, Galasiti Kankanamalage AC, Lushington GH, Mehzabeen N, Battaile KP, Lovell S, Chang KO, Groutas WC..  (2017)  Design, synthesis, and evaluation of a novel series of macrocyclic inhibitors of norovirus 3CL protease.,  127  [PMID:28038326] [10.1016/j.ejmech.2016.12.033]

Source

Source(1):

• Scientific Literature