(2R,11R,14R)-Docosanoic acid 2-hydroxy-2-oxo-6-(6-thioxo-1,6-dihydro-purin-9-yl)-tetrahydro-2lambda*5*-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl ester

ID: ALA3228721

Chembl Id: CHEMBL3228721

PubChem CID: 90668621

Max Phase: Preclinical

Molecular Formula: C32H53N4O7PS

Molecular Weight: 668.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c(=S)[nH]cnc21

Standard InChI:  InChI=1S/C32H53N4O7PS/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26(37)42-29-28-25(22-40-44(38,39)43-28)41-32(29)36-24-35-27-30(36)33-23-34-31(27)45/h23-25,28-29,32H,2-22H2,1H3,(H,38,39)(H,33,34,45)/t25-,28-,29-,32-/m1/s1

Standard InChI Key:  IDKMXLUNWSNGBV-FANUBLADSA-N

Alternative Forms

1. Parent:

   

   ALA3228721

   [(4aR,6R,7R,7aR)-2-hydroxy-2-oxo-6-(6-sulfanylidene-3H-purin-9-yl)-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] docosanoate

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: 668.84

Molecular Weight (Monoisotopic): 668.3373

AlogP: 8.64

#Rotatable Bonds: 22

Polar Surface Area: 137.79

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.95

CX Basic pKa: 1.21

CX LogP: 8.31

CX LogD: 6.40

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 0.70

References

1. Meyer RB, Stone TE, Ullman B..  (1979)  2'-O-Acyl-6-thioinosine cyclic 3',5'-phosphates as prodrugs of thioinosinic acid.,  22  (7): [PMID:221658] [10.1021/jm00193a012]

Source

Source(1):

• Scientific Literature