Diuridine 5'-O-Palpha,alpha,5''-O-Palpha,alpha-Tetrathiotetraphosphate

ID: ALA4206625

Chembl Id: CHEMBL4206625

PubChem CID: 145978351

Max Phase: Preclinical

Molecular Formula: C18H26N4O19P4S4

Molecular Weight: 854.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccn([C@@H]2O[C@H](COP(=S)(S)OP(=O)(O)OP(=O)(O)OP(=S)(S)OC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C18H26N4O19P4S4/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(37-15)5-35-44(46,47)40-42(31,32)39-43(33,34)41-45(48,49)36-6-8-12(26)14(28)16(38-8)22-4-2-10(24)20-18(22)30/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,46,47)(H,48,49)(H,19,23,29)(H,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1

Standard InChI Key:  UTUFCAJTNYBDPL-NCOIDOBVSA-N

Alternative Forms

1. Parent:

   

   ALA4206625

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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: 854.58

Molecular Weight (Monoisotopic): 853.9025

AlogP: -2.08

#Rotatable Bonds: 14

Polar Surface Area: 329.85

Molecular Species: ACID

HBA: 21

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.71

CX Basic pKa: ┄

CX LogP: -2.05

CX LogD: -9.89

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.07

Np Likeness Score: 0.66

References

1. Zelikman V, Pelletier J, Simhaev L, Sela A, Gendron FP, Arguin G, Senderowitz H, Sévigny J, Fischer B..  (2018)  Highly Selective and Potent Ectonucleotide Pyrophosphatase-1 (NPP1) Inhibitors Based on Uridine 5'-Pα,α-Dithiophosphate Analogues.,  61  (9): [PMID:29681152] [10.1021/acs.jmedchem.7b01906]

Source

Source(1):

• Scientific Literature