cis-Ethyl(3SR,5RS)-3-(diethoxyphosphoryl)-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-pyrimidin-1(2H)-yl)isoxazolidine-5-carboxylate

ID: ALA2034989

Chembl Id: CHEMBL2034989

PubChem CID: 70692288

Max Phase: Preclinical

Molecular Formula: C16H26N3O8P

Molecular Weight: 419.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H26N3O8P/c1-6-24-14(21)16(19-10-11(4)13(20)17-15(19)22)9-12(18(5)27-16)28(23,25-7-2)26-8-3/h10,12H,6-9H2,1-5H3,(H,17,20,22)/t12-,16+/m0/s1

Standard InChI Key:  QDJITGLPFCUQTK-BLLLJJGKSA-N

Alternative Forms

1. Parent:

   

   ALA2034989

   ethyl (3S,5R)-3-diethoxyphosphoryl-2-methyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-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: 419.37

Molecular Weight (Monoisotopic): 419.1458

AlogP: 0.92

#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: 9.94

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: 0.00

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