((2R,3R,4R,5R)-5-(2-amino-6-(azetidin-1-yl)-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methyl dihydrogen phosphate

ID: ALA1812059

Chembl Id: CHEMBL1812059

PubChem CID: 53466219

Max Phase: Preclinical

Molecular Formula: C14H20FN6O6P

Molecular Weight: 418.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]1(F)[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1n1cnc2c(N3CCC3)nc(N)nc21

Standard InChI:  InChI=1S/C14H20FN6O6P/c1-14(15)9(22)7(5-26-28(23,24)25)27-12(14)21-6-17-8-10(20-3-2-4-20)18-13(16)19-11(8)21/h6-7,9,12,22H,2-5H2,1H3,(H2,16,18,19)(H2,23,24,25)/t7-,9-,12-,14-/m1/s1

Standard InChI Key:  IIDWVWXHUTZTLC-AMJCQUEASA-N

Alternative Forms

1. Parent:

   

   ALA1812059

   [(2R,3R,4R,5R)-5-[2-amino-6-(azetidin-1-yl)purin-9-yl]-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methyl dihydrogen phosphate

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: 418.32

Molecular Weight (Monoisotopic): 418.1166

AlogP: -0.29

#Rotatable Bonds: 5

Polar Surface Area: 169.08

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 6.56

CX LogP: -3.36

CX LogD: -3.94

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.23

References

1. Murakami E, Bao H, Mosley RT, Du J, Sofia MJ, Furman PA..  (2011)  Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)- or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates.,  54  (16): [PMID:21755941] [10.1021/jm200650j]

Source

Source(1):

• Scientific Literature