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

ID: ALA5290542

Max Phase: Preclinical

Molecular Formula: C40H54N2O14P2

Molecular Weight: 848.82

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)Oc1ccc(COP(=O)(OCc2ccc(OC(=O)CCCCCCC)cc2)OP(=O)(O)OC[C@@H]2C=C[C@H](n3cc(C)c(=O)[nH]c3=O)O2)cc1

Standard InChI:  InChI=1S/C40H54N2O14P2/c1-4-6-8-10-12-14-37(43)54-33-20-16-31(17-21-33)27-51-58(49,52-28-32-18-22-34(23-19-32)55-38(44)15-13-11-9-7-5-2)56-57(47,48)50-29-35-24-25-36(53-35)42-26-30(3)39(45)41-40(42)46/h16-26,35-36H,4-15,27-29H2,1-3H3,(H,47,48)(H,41,45,46)/t35-,36+/m0/s1

Standard InChI Key:  NSCKJZQJZLGXBP-MPQUPPDSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5290542

   ---

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: 848.82

Molecular Weight (Monoisotopic): 848.3050

AlogP: 8.51

#Rotatable Bonds: 26

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: 8.49

CX LogD: 6.11

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.37

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