cis-Ethyl-(3SR,5RS)-3-(diethoxyphosphoryl)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methylisoxazolidine-5-carboxylate

ID: ALA2035674

Chembl Id: CHEMBL2035674

PubChem CID: 60167986

Max Phase: Preclinical

Molecular Formula: C15H23FN3O8P

Molecular Weight: 423.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@]1(n2cc(F)c(=O)[nH]c2=O)C[C@H](P(=O)(OCC)OCC)N(C)O1

Standard InChI:  InChI=1S/C15H23FN3O8P/c1-5-24-13(21)15(19-9-10(16)12(20)17-14(19)22)8-11(18(4)27-15)28(23,25-6-2)26-7-3/h9,11H,5-8H2,1-4H3,(H,17,20,22)/t11-,15+/m0/s1

Standard InChI Key:  JCFRSYGMOISMCD-XHDPSFHLSA-N

Alternative Forms

1. Parent:

   

   ALA2035674

   ethyl (3S,5R)-3-diethoxyphosphoryl-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-2-methyl-1,2-oxazolidine-5-carboxylate

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: 423.33

Molecular Weight (Monoisotopic): 423.1207

AlogP: 0.75

#Rotatable Bonds: 8

Polar Surface Area: 129.16

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.05

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.14

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.18

References

1. Romeo R, Carnovale C, Giofrè SV, Romeo G, Macchi B, Frezza C, Marino-Merlo F, Pistarà V, Chiacchio U..  (2012)  Truncated phosphonated C-1'-branched N,O-nucleosides: a new class of antiviral agents.,  20  (11): [PMID:22549138] [10.1016/j.bmc.2012.03.047]

Source

Source(1):

• Scientific Literature