2-Amino-9-((2R,4S,5R)-3,3-dibromo-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one

ID: ALA4205956

Chembl Id: CHEMBL4205956

PubChem CID: 145978558

Max Phase: Preclinical

Molecular Formula: C10H11Br2N5O4

Molecular Weight: 425.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)C2(Br)Br)c(=O)[nH]1

Standard InChI:  InChI=1S/C10H11Br2N5O4/c11-10(12)5(19)3(1-18)21-8(10)17-2-14-4-6(17)15-9(13)16-7(4)20/h2-3,5,8,18-19H,1H2,(H3,13,15,16,20)/t3-,5-,8-/m1/s1

Standard InChI Key:  GYVGUPGCQXLJLP-TWOGKDBTSA-N

Alternative Forms

1. Parent:

   

   ALA4205956

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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: 425.04

Molecular Weight (Monoisotopic): 422.9178

AlogP: -0.56

#Rotatable Bonds: 2

Polar Surface Area: 139.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.16

CX Basic pKa: 0.50

CX LogP: -1.01

CX LogD: -1.01

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: 0.94

References

1. Chen Z, Cox BD, Garnier-Amblard EC, McBrayer TR, Coats SJ, Schinazi RF, Amblard F..  (2017)  Synthesis and anti-HCV activity of a series of β-d-2'-deoxy-2'-dibromo nucleosides and their corresponding phosphoramidate prodrugs.,  27  (23): [PMID:29066308] [10.1016/j.bmcl.2017.10.024]

Source

Source(1):

• Scientific Literature