ID: ALA5276580

Max Phase: Preclinical

Molecular Formula: C14H19F2N3O11S

Molecular Weight: 475.38

Representations

Canonical SMILES:  NC[C@H]1O[C@@H](OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](OS(=O)(=O)O)C2(F)F)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C14H19F2N3O11S/c15-14(16)6(4-27-12-9(22)8(21)5(3-17)28-12)29-11(10(14)30-31(24,25)26)19-2-1-7(20)18-13(19)23/h1-2,5-6,8-12,21-22H,3-4,17H2,(H,18,20,23)(H,24,25,26)/t5-,6-,8-,9-,10+,11-,12-/m1/s1

Standard InChI Key:  VPBVJMCJBBKVAP-UMEAPJPCSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 475.38

Molecular Weight (Monoisotopic): 475.0708

AlogP: -3.32

#Rotatable Bonds: 7

Polar Surface Area: 212.63

Molecular Species: ZWITTERION

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.23

CX Basic pKa: 8.76

CX LogP: -3.29

CX LogD: -3.30

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: 1.38

References

1. Serpi M, Ferrari V, Pertusati F..  (2016)  Nucleoside Derived Antibiotics to Fight Microbial Drug Resistance: New Utilities for an Established Class of Drugs?,  59  (23): [PMID:27607900] [10.1021/acs.jmedchem.6b00325]

Source

Source(1):

• Scientific Literature