ID: ALA4103451

Max Phase: Preclinical

Molecular Formula: C25H34ClN3O5

Molecular Weight: 492.02

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC1CCCCC1)NC(=O)OCCc1cccc(Cl)c1

Standard InChI:  InChI=1S/C25H34ClN3O5/c26-20-8-4-7-18(13-20)10-12-34-25(33)29-22(14-17-5-2-1-3-6-17)24(32)28-21(16-30)15-19-9-11-27-23(19)31/h4,7-8,13,16-17,19,21-22H,1-3,5-6,9-12,14-15H2,(H,27,31)(H,28,32)(H,29,33)/t19-,21-,22-/m0/s1

Standard InChI Key:  DIYFESMLIMIHAX-BVSLBCMMSA-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: 492.02

Molecular Weight (Monoisotopic): 491.2187

AlogP: 3.16

#Rotatable Bonds: 11

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.74

CX Basic pKa:

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: 0.09

References

1. Galasiti Kankanamalage AC, Kim Y, Rathnayake AD, Damalanka VC, Weerawarna PM, Doyle ST, Alsoudi AF, Dissanayake DMP, Lushington GH, Mehzabeen N, Battaile KP, Lovell S, Chang KO, Groutas WC..  (2017)  Structure-based exploration and exploitation of the S4 subsite of norovirus 3CL protease in the design of potent and permeable inhibitors.,  126  [PMID:27914364] [10.1016/j.ejmech.2016.11.027]

Source

Source(1):

• Scientific Literature