1-(2'-O-phenylacetyl-beta-D-arabinofuranosyl)-5(E)-(2-bromovinyl)uracil

ID: ALA241407

Chembl Id: CHEMBL241407

PubChem CID: 44437456

Max Phase: Preclinical

Molecular Formula: C19H19BrN2O7

Molecular Weight: 467.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)O[C@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cc(/C=C/Br)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C19H19BrN2O7/c20-7-6-12-9-22(19(27)21-17(12)26)18-16(15(25)13(10-23)28-18)29-14(24)8-11-4-2-1-3-5-11/h1-7,9,13,15-16,18,23,25H,8,10H2,(H,21,26,27)/b7-6+/t13-,15-,16+,18-/m1/s1

Standard InChI Key:  FMVGLLPOZGDPTQ-HVBOUTELSA-N

Alternative Forms

1. Parent:

   

   ALA241407

   1-(2''-O-phenylacetyl-beta-D-arabinofuranosyl)-5(E)-(2-bromovinyl)uracil

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: 467.27

Molecular Weight (Monoisotopic): 466.0376

AlogP: 0.31

#Rotatable Bonds: 6

Polar Surface Area: 130.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: 0.94

References

1. Ciliberti N, Manfredini S, Angusti A, Durini E, Solaroli N, Vertuani S, Buzzoni L, Bonache MC, Ben-Shalom E, Karlsson A, Saada A, Balzarini J..  (2007)  Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.,  15  (8): [PMID:17324575] [10.1016/j.bmc.2007.01.049]

Source

Source(1):

• Scientific Literature