[4-[[(4-benzoyloxyphenyl)methoxy-[hydroxy-[[(2S,5R)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy]phosphoryl]oxy-phosphoryl]oxymethyl]phenyl]benzoate

ID: ALA5286012

Max Phase: Preclinical

Molecular Formula: C38H34N2O14P2

Molecular Weight: 804.64

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C=C[C@@H](COP(=O)(O)OP(=O)(OCc3ccc(OC(=O)c4ccccc4)cc3)OCc3ccc(OC(=O)c4ccccc4)cc3)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C38H34N2O14P2/c1-26-22-40(38(44)39-35(26)41)34-21-20-33(51-34)25-48-55(45,46)54-56(47,49-23-27-12-16-31(17-13-27)52-36(42)29-8-4-2-5-9-29)50-24-28-14-18-32(19-15-28)53-37(43)30-10-6-3-7-11-30/h2-22,33-34H,23-25H2,1H3,(H,45,46)(H,39,41,44)/t33-,34+/m0/s1

Standard InChI Key:  GDMMPAFZLKQRCG-SZAHLOSFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5286012

   ---

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: 804.64

Molecular Weight (Monoisotopic): 804.1485

AlogP: 6.41

#Rotatable Bonds: 16

Polar Surface Area: 207.98

Molecular Species: ACID

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.14

CX Basic pKa: ┄

CX LogP: 6.75

CX LogD: 4.37

Aromatic Rings: 5

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 0.26

References

1. Rudge ES, Chan AHY, Leeper FJ..  (2022)  Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions.,  13  (4.0): [PMID:35647550] [10.1039/d1md00297j]

Source

Source(1):

• Scientific Literature