Phosphoric acid 5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester bis-[2-(2-hydroxy-ethyldisulfanyl)-ethyl] ester

ID: ALA313908

Chembl Id: CHEMBL313908

PubChem CID: 44318684

Max Phase: Preclinical

Molecular Formula: C17H29N2O9PS4

Molecular Weight: 564.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccn(C2CCC(COP(=O)(OCCSSCCO)OCCSSCCO)O2)c(=O)[nH]1

Standard InChI:  InChI=1S/C17H29N2O9PS4/c20-5-9-30-32-11-7-25-29(24,26-8-12-33-31-10-6-21)27-13-14-1-2-16(28-14)19-4-3-15(22)18-17(19)23/h3-4,14,16,20-21H,1-2,5-13H2,(H,18,22,23)

Standard InChI Key:  JAXLRCWTQYQNPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA313908

   [5-(2,4-Dioxopyrimidin-1-yl)oxolan-2-yl]methyl bis[2-(2-hydroxyethyldisulfanyl)ethyl] phosphate

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: 564.67

Molecular Weight (Monoisotopic): 564.0494

AlogP: 2.12

#Rotatable Bonds: 18

Polar Surface Area: 149.31

Molecular Species: NEUTRAL

HBA: 14

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: -0.21

CX LogD: -0.22

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.14

Np Likeness Score: 0.66

References

1. Perigaud C, Gosselin G, Lefebvre I, Girardet J, Benzaria S, Barber I, Imbach J.  (1993)  Rational design for cytosolic delivery of nucleoside monphosphates : SATE and DTE as enzyme-labile transient phosphate protecting groups,  3  (12): [10.1016/S0960-894X(01)80709-5]

Source

Source(1):

• Scientific Literature