ID: ALA2386206

Max Phase: Preclinical

Molecular Formula: C19H30N5O9PS

Molecular Weight: 535.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)OC(=O)OCOP(=S)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)OC(C)C

Standard InChI:  InChI=1S/C19H30N5O9PS/c1-12(2)32-18(25)27-9-30-34(35,31-10-28-19(26)33-13(3)4)11-29-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22)/t14-/m1/s1

Standard InChI Key:  FLBNNVMXDHQGSP-CQSZACIVSA-N

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

Properties

Molecular Weight: 535.52

Molecular Weight (Monoisotopic): 535.1502

AlogP: 3.15

#Rotatable Bonds: 13

Polar Surface Area: 168.37

Molecular Species: NEUTRAL

HBA: 15

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 3.74

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: -0.19

References

1. Roux L, Priet S, Payrot N, Weck C, Fournier M, Zoulim F, Balzarini J, Canard B, Alvarez K..  (2013)  Ester prodrugs of acyclic nucleoside thiophosphonates compared to phosphonates: synthesis, antiviral activity and decomposition study.,  63  [PMID:23603046] [10.1016/j.ejmech.2013.02.039]

Source

Source(1):

• Scientific Literature