2-Amino-9-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-thiophen-2-yl)-1,9-dihydro-purin-6-one

ID: ALA339688

Chembl Id: CHEMBL339688

PubChem CID: 135740163

Max Phase: Preclinical

Molecular Formula: C10H13N5O4S

Molecular Weight: 299.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(O)c2ncn(C3SC(CO)C(O)C3O)c2n1

Standard InChI:  InChI=1S/C10H13N5O4S/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)

Standard InChI Key:  YMZKESWXOOXHIW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA339688

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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: 299.31

Molecular Weight (Monoisotopic): 299.0688

AlogP: -1.56

#Rotatable Bonds: 2

Polar Surface Area: 150.54

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: 1.10

CX LogP: -1.40

CX LogD: -1.40

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.44

Np Likeness Score: 0.09

References

1. Secrist JA, Tiwari KN, Shortnacy-Fowler AT, Messini L, Riordan JM, Montgomery JA, Meyers SC, Ealick SE..  (1998)  Synthesis and biological activity of certain 4'-thio-D-arabinofuranosylpurine nucleosides.,  41  (20): [PMID:9748361] [10.1021/jm980195+]

Source

Source(1):

• Scientific Literature