cis-Ethyl-(3SR,5RS)-5-[4-amino-2-oxopyrimidin-1(2H)-yl]-3-(diethoxyphosphoryl)-2-methylisoxazolidine-5-carboxylate

ID: ALA2035677

Chembl Id: CHEMBL2035677

PubChem CID: 70685960

Max Phase: Preclinical

Molecular Formula: C15H25N4O7P

Molecular Weight: 404.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@]1(n2ccc(N)nc2=O)C[C@H](P(=O)(OCC)OCC)N(C)O1

Standard InChI:  InChI=1S/C15H25N4O7P/c1-5-23-13(20)15(19-9-8-11(16)17-14(19)21)10-12(18(4)26-15)27(22,24-6-2)25-7-3/h8-9,12H,5-7,10H2,1-4H3,(H2,16,17,21)/t12-,15+/m0/s1

Standard InChI Key:  NIEDOPHUBOMIFN-SWLSCSKDSA-N

Alternative Forms

1. Parent:

   

   ALA2035677

   ethyl (3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-diethoxyphosphoryl-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: 404.36

Molecular Weight (Monoisotopic): 404.1461

AlogP: 0.90

#Rotatable Bonds: 8

Polar Surface Area: 135.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.91

CX LogD: 0.91

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.49

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