[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfido-phosphinothioyl]oxy-[[hydroxy(oxido)phosphoryl]methyl]phosphinate

ID: ALA4213959

Chembl Id: CHEMBL4213959

PubChem CID: 145965607

Max Phase: Preclinical

Molecular Formula: C10H17N2O12P3S2

Molecular Weight: 514.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H17N2O12P3S2/c13-6-1-2-12(10(16)11-6)9-8(15)7(14)5(23-9)3-22-27(28,29)24-26(20,21)4-25(17,18)19/h1-2,5,7-9,14-15H,3-4H2,(H,20,21)(H,28,29)(H,11,13,16)(H2,17,18,19)/t5-,7-,8-,9-/m1/s1

Standard InChI Key:  JMLPXVXNGWSPLN-ZOQUXTDFSA-N

Alternative Forms

1. Parent:

   

   ALA4213959

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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: 514.30

Molecular Weight (Monoisotopic): 513.9436

AlogP: -1.34

#Rotatable Bonds: 8

Polar Surface Area: 217.84

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.09

CX Basic pKa: ┄

CX LogP: -2.12

CX LogD: -8.26

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.16

Np Likeness Score: 0.96

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