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

ID: ALA4212027

Chembl Id: CHEMBL4212027

PubChem CID: 145966455

Max Phase: Preclinical

Molecular Formula: C10H11Br2N5O3

Molecular Weight: 409.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)C1(Br)Br

Standard InChI:  InChI=1S/C10H11Br2N5O3/c11-10(12)6(19)4(1-18)20-9(10)17-3-16-5-7(13)14-2-15-8(5)17/h2-4,6,9,18-19H,1H2,(H2,13,14,15)/t4-,6-,9-/m1/s1

Standard InChI Key:  BXUWTGSIHBOBNS-NVMQTXNBSA-N

Alternative Forms

1. Parent:

   

   ALA4212027

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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: 409.04

Molecular Weight (Monoisotopic): 406.9229

AlogP: 0.15

#Rotatable Bonds: 2

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.34

CX Basic pKa: 3.94

CX LogP: -0.20

CX LogD: -0.20

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: 0.98

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