(6S,9S)-13-(3-chlorophenyl)-9-isobutyl-3,8,11-trioxo-1,12-dioxa-2,7,10-triazacyclooctadecane-6-carbaldehyde

ID: ALA4065225

Chembl Id: CHEMBL4065225

PubChem CID: 137633532

Max Phase: Preclinical

Molecular Formula: C24H34ClN3O6

Molecular Weight: 496.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)OC(c2cccc(Cl)c2)CCCCCONC(=O)CC[C@@H](C=O)NC1=O

Standard InChI:  InChI=1S/C24H34ClN3O6/c1-16(2)13-20-23(31)26-19(15-29)10-11-22(30)28-33-12-5-3-4-9-21(34-24(32)27-20)17-7-6-8-18(25)14-17/h6-8,14-16,19-21H,3-5,9-13H2,1-2H3,(H,26,31)(H,27,32)(H,28,30)/t19-,20-,21?/m0/s1

Standard InChI Key:  QMLIXJKVPAUZEC-AHTKWCMKSA-N

Alternative Forms

1. Parent:

   

   ALA4065225

   ---

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

Calculated Properties

Molecular Weight: 496.00

Molecular Weight (Monoisotopic): 495.2136

AlogP: 3.61

#Rotatable Bonds: 4

Polar Surface Area: 122.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.28

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: 0.50

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