Phosphoric acid mono-[5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

ID: ALA35764

Chembl Id: CHEMBL35764

PubChem CID: 355339

Max Phase: Preclinical

Molecular Formula: C10H14N5O5P

Molecular Weight: 315.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2C1CCC(COP(=O)(O)O)O1

Standard InChI:  InChI=1S/C10H14N5O5P/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(20-7)3-19-21(16,17)18/h4-7H,1-3H2,(H2,11,12,13)(H2,16,17,18)

Standard InChI Key:  PUSXDQXVJDGIBK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA35764

   [5-(6-Aminopurin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate

2. Alternative Forms:

   

   ALA35764

   Disodium;[5-(6-aminopurin-9-yl)oxolan-2-yl]methyl 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: 315.23

Molecular Weight (Monoisotopic): 315.0733

AlogP: 0.20

#Rotatable Bonds: 4

Polar Surface Area: 145.61

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.31

CX Basic pKa: 3.94

CX LogP: -3.09

CX LogD: -4.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 0.97

References

1. Nave J, Wolff-Kugel D, Halazy S.  (1992)  Carbocyclic phosphonate analogs of 2,3-dideoxyadenosine-5-monophosphate as substrates of 5-phosphoribosyl-1-pyrophosphate (PRPP) synthetate,  2  (12): [10.1016/S0960-894X(00)80413-8]

Source

Source(1):

• Scientific Literature