Phosphoric acid mono-[(2R,3R,4S,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

ID: ALA603811

Chembl Id: CHEMBL603811

PubChem CID: 46874558

Max Phase: Preclinical

Molecular Formula: C10H14N5O7P

Molecular Weight: 347.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2C1O[C@H](COP(=O)(O)O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7+,10?/m1/s1

Standard InChI Key:  UDMBCSSLTHHNCD-JZUOCJJVSA-N

Alternative Forms

1. Parent:

   

   ALA603811

   [(2R,3R,4S)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Molecule Features

Natural Product: Yes

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: 347.22

Molecular Weight (Monoisotopic): 347.0631

AlogP: -1.86

#Rotatable Bonds: 4

Polar Surface Area: 186.07

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 4.88

CX LogP: -4.75

CX LogD: -5.75

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: 1.30

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