ID: ALA2397307

Max Phase: Preclinical

Molecular Formula: C22H22N4O2S

Molecular Weight: 406.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N1[C@@H](c2ccccc2)CC[C@H]1C(=O)Nc1ncc(-c2ccc(N)cc2)s1

Standard InChI:  InChI=1S/C22H22N4O2S/c1-14(27)26-18(15-5-3-2-4-6-15)11-12-19(26)21(28)25-22-24-13-20(29-22)16-7-9-17(23)10-8-16/h2-10,13,18-19H,11-12,23H2,1H3,(H,24,25,28)/t18-,19+/m1/s1

Standard InChI Key:  CJQUPESWNTXRJX-MOPGFXCFSA-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: 406.51

Molecular Weight (Monoisotopic): 406.1463

AlogP: 4.08

#Rotatable Bonds: 4

Polar Surface Area: 88.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.81

CX Basic pKa: 3.16

CX LogP: 2.89

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.97

References

1. Décor A, Grand-Maître C, Hucke O, O'Meara J, Kuhn C, Constantineau-Forget L, Brochu C, Malenfant E, Bertrand-Laperle M, Bordeleau J, Ghiro E, Pesant M, Fazal G, Gorys V, Little M, Boucher C, Bordeleau S, Turcotte P, Guo T, Garneau M, Spickler C, Gauthier A..  (2013)  Design, synthesis and biological evaluation of novel aminothiazoles as antiviral compounds acting against human rhinovirus.,  23  (13): [PMID:23726345] [10.1016/j.bmcl.2013.04.077]

Source

Source(1):

• Scientific Literature