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

ID: ALA610157

Chembl Id: CHEMBL610157

PubChem CID: 135976460

Max Phase: Preclinical

Molecular Formula: C11H15N4O8P

Molecular Weight: 362.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(O)c2ncn(C3O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H]3O)c2n1

Standard InChI:  InChI=1S/C11H15N4O8P/c1-4-13-9-6(10(18)14-4)12-3-15(9)11-8(17)7(16)5(23-11)2-22-24(19,20)21/h3,5,7-8,11,16-17H,2H2,1H3,(H,13,14,18)(H2,19,20,21)/t5-,7-,8-,11?/m0/s1

Standard InChI Key:  UAXHXNQMDHWKEZ-XJSXVSLSSA-N

Alternative Forms

1. Parent:

   

   ALA610157

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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: 362.24

Molecular Weight (Monoisotopic): 362.0628

AlogP: -1.43

#Rotatable Bonds: 4

Polar Surface Area: 180.28

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 0.05

CX LogP: -1.51

CX LogD: -4.71

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: 0.75

References

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

2. Zhang HZ, Rao K, Carr SF, Papp E, Straub K, Wu JC, Fried J..  (1997)  Rationally designed inhibitors of inosine monophosphate dehydrogenase.,  40  (1): [PMID:9016322] [10.1021/jm960732v]

Source

Source(1):

• Scientific Literature