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

ID: ALA2035675

Chembl Id: CHEMBL2035675

PubChem CID: 60167994

Max Phase: Preclinical

Molecular Formula: C15H24N3O8P

Molecular Weight: 405.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@]1(n2ccc(=O)[nH]c2=O)C[C@H](P(=O)(OCC)OCC)N(C)O1

Standard InChI:  InChI=1S/C15H24N3O8P/c1-5-23-13(20)15(18-9-8-11(19)16-14(18)21)10-12(17(4)26-15)27(22,24-6-2)25-7-3/h8-9,12H,5-7,10H2,1-4H3,(H,16,19,21)/t12-,15+/m0/s1

Standard InChI Key:  XBYXEFDGSKQWJB-SWLSCSKDSA-N

Alternative Forms

1. Parent:

   

   ALA2035675

   ethyl (3S,5R)-3-diethoxyphosphoryl-5-(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: 405.34

Molecular Weight (Monoisotopic): 405.1301

AlogP: 0.61

#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: 9.68

CX Basic pKa: ┄

CX LogP: 0.98

CX LogD: 0.98

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: 0.09

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