Phosphoric acid mono-[3,4-dihydroxy-5-(2-methoxy-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

ID: ALA610153

Chembl Id: CHEMBL610153

PubChem CID: 135976453

Max Phase: Preclinical

Molecular Formula: C11H15N4O9P

Molecular Weight: 378.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(O)c2ncn(C3O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H]3O)c2n1

Standard InChI:  InChI=1S/C11H15N4O9P/c1-22-11-13-8-5(9(18)14-11)12-3-15(8)10-7(17)6(16)4(24-10)2-23-25(19,20)21/h3-4,6-7,10,16-17H,2H2,1H3,(H,13,14,18)(H2,19,20,21)/t4-,6-,7-,10?/m0/s1

Standard InChI Key:  TWJSGLFKFKMPGI-VKZRYZQFSA-N

Alternative Forms

1. Parent:

   

   ALA610153

   ---

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: 378.23

Molecular Weight (Monoisotopic): 378.0577

AlogP: -1.73

#Rotatable Bonds: 5

Polar Surface Area: 189.51

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 0.02

CX LogP: -1.44

CX LogD: -4.70

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.37

Np Likeness Score: 0.92

References

1. Wong CG, Meyer RB..  (1984)  Inhibitors of inosinic acid dehydrogenase. 2-Substituted inosinic acids.,  27  (4): [PMID:6142953] [10.1021/jm00370a003]

Source

Source(1):

• Scientific Literature