1-[2'-O-(6-aminohexanoyl)-beta-D-arabinofuranosyl]-5(E)-(2-bromovinyl)uracil

ID: ALA240717

Chembl Id: CHEMBL240717

PubChem CID: 44437478

Max Phase: Preclinical

Molecular Formula: C17H24BrN3O7

Molecular Weight: 462.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCC(=O)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/C17H24BrN3O7/c18-6-5-10-8-21(17(26)20-15(10)25)16-14(13(24)11(9-22)27-16)28-12(23)4-2-1-3-7-19/h5-6,8,11,13-14,16,22,24H,1-4,7,9,19H2,(H,20,25,26)/b6-5+/t11-,13-,14+,16-/m1/s1

Standard InChI Key:  MXSIYEYWAOOHFF-HYHQXCFISA-N

Alternative Forms

1. Parent:

   

   ALA240717

   1-[2''-O-(6-aminohexanoyl)-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: 462.30

Molecular Weight (Monoisotopic): 461.0798

AlogP: -0.42

#Rotatable Bonds: 9

Polar Surface Area: 156.87

Molecular Species: BASE

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 10.33

CX LogP: -1.31

CX LogD: -3.06

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.28

Np Likeness Score: 1.34

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