2-(Octadecyloxy)ethyl Ester 9-(S)-[3-Hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine Sodium Salt

ID: ALA1255998

PubChem CID: 45276716

Max Phase: Preclinical

Molecular Formula: C29H54N6NaO6P

Molecular Weight: 614.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOCCOP(=O)([O-])CO[C@H](CO)Cn1cnc2c(N)nc(N)nc21.[Na+]

Standard InChI:  InChI=1S/C29H55N6O6P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-39-19-20-41-42(37,38)24-40-25(22-36)21-35-23-32-26-27(30)33-29(31)34-28(26)35;/h23,25,36H,2-22,24H2,1H3,(H,37,38)(H4,30,31,33,34);/q;+1/p-1/t25-;/m0./s1

Standard InChI Key:  IXAKMWAISGLRIG-UQIIZPHYSA-M

Molfile:  

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M  CHG  2   1   1  42  -1
M  END

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: 614.77

Molecular Weight (Monoisotopic): 614.3921

AlogP: 5.81

#Rotatable Bonds: 27

Polar Surface Area: 180.86

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 0.90

CX Basic pKa: 6.60

CX LogP: 2.24

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.07

Np Likeness Score: 0.03

References

1. Krecmerová M, Holý A, Andrei G, Pomeisl K, Tichý T, Brehová P, Masojídková M, Dracínský M, Pohl R, Laflamme G, Naesens L, Hui H, Cihlar T, Neyts J, De Clercq E, Balzarini J, Snoeck R..  (2010)  Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.,  53  (19): [PMID:20809641] [10.1021/jm901828c]

Source

Source(1):

• Scientific Literature