ID: ALA3426116

Max Phase: Preclinical

Molecular Formula: C21H36F2N2O9

Molecular Weight: 498.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCOC(=O)OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@](F)(C(=O)OC)[C@H](F)[C@H](N)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C21H36F2N2O9/c1-4-5-6-7-8-9-10-32-20(30)33-11-13(27)16(28)17-15(25-12(2)26)14(24)18(22)21(23,34-17)19(29)31-3/h13-18,27-28H,4-11,24H2,1-3H3,(H,25,26)/t13-,14-,15-,16-,17-,18-,21-/m1/s1

Standard InChI Key:  OQRDNOBXBWGLQO-VAMIYIBTSA-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: 498.52

Molecular Weight (Monoisotopic): 498.2389

AlogP: 0.63

#Rotatable Bonds: 13

Polar Surface Area: 166.64

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.67

CX Basic pKa: 7.67

CX LogP: 1.39

CX LogD: 0.93

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: 0.66

References

1. Arns S, Tan J, Sun S, Galey A, Zisman N, Ross F, Udechukwu J, Dercho S, Gusti V, Paquette J, Webb M, Bourque E, Withers SG, Liggins R..  (2015)  Assessing the oral bioavailability of difluorosialic acid prodrugs, potent viral neuraminidase inhibitors, using a snapshot PK screening assay.,  25  (12): [PMID:25980910] [10.1016/j.bmcl.2015.04.059]

Source

Source(1):

• Scientific Literature