S,S'-2,2'-((((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methoxy)phosphoryl)bis(oxy)bis(ethane-2,1-diyl)bis(2,2-dimethylpropanethioate)

ID: ALA5199648

Chembl Id: CHEMBL5199648

PubChem CID: 477292

Max Phase: Preclinical

Molecular Formula: C24H37N2O9PS2

Molecular Weight: 592.67

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C=C[C@@H](COP(=O)(OCCSC(=O)C(C)(C)C)OCCSC(=O)C(C)(C)C)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C24H37N2O9PS2/c1-16-14-26(22(30)25-19(16)27)18-9-8-17(35-18)15-34-36(31,32-10-12-37-20(28)23(2,3)4)33-11-13-38-21(29)24(5,6)7/h8-9,14,17-18H,10-13,15H2,1-7H3,(H,25,27,30)/t17-,18+/m0/s1

Standard InChI Key:  OVUWFTHPWIHVPA-ZWKOTPCHSA-N

Alternative Forms

1. Parent:

   

   ALA5199648

   2,2-Dimethyl-thiopropionic acid S-(2-{[2-(2,2-dimethylpropanoylsulfanyl)ethoxy]-[5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydrofuran-2-ylmethoxy]-phosphoryloxy}-ethyl) ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 592.67

Molecular Weight (Monoisotopic): 592.1678

AlogP: 4.07

#Rotatable Bonds: 12

Polar Surface Area: 142.99

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.95

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: 0.24

References

1. Schlienger N, Lefebvre I, Aubertin AM, Peyrottes S, Périgaud C..  (2022)  Mononucleoside phosphorodithiolates as mononucleotide prodrugs.,  227  [PMID:34695774] [10.1016/j.ejmech.2021.113914]

Source

Source(1):

• Scientific Literature