ID: ALA89554

Max Phase: Preclinical

Molecular Formula: C8H10FN3O3S

Molecular Weight: 247.25

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(=O)n([C@H]2CS[C@@H](CO)O2)cc1F

Standard InChI:  InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m1/s1

Standard InChI Key:  XQSPYNMVSIKCOC-RITPCOANSA-N

Molecule Features

Natural Product: Yes

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: 247.25

Molecular Weight (Monoisotopic): 247.0427

AlogP: -0.46

#Rotatable Bonds: 2

Polar Surface Area: 90.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -0.90

CX LogD: -0.90

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.73

Np Likeness Score: 0.70

References

1. Jeong LS, Schinazi RF, Beach JW, Kim HO, Shanmuganathan K, Nampalli S, Chun MW, Chung WK, Choi BG, Chu CK..  (1993)  Structure-activity relationships of beta-D-(2S,5R)- and alpha-D-(2S,5S)-1,3-oxathiolanyl nucleosides as potential anti-HIV agents.,  36  (18): [PMID:8410975] [10.1021/jm00070a006]

2. Choi W, Yeola S, Liotta DC, Schinazi RF, Painter GR, Davis M, St. Clair M, Furman PA.  (1993)  Synthesis, anti-human immunodeficiency virus, and anti-hepatitis B virus activity of pyrimidine oxathiolane nucleosides,  3  (4): [10.1016/S0960-894X(01)81256-7]

3. PubChem BioAssay data set, 

4. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays