1-[2'-O-(4-aminobutanoyl)-beta-D-arabinofuranosyl]-5(E)-(2-bromovinyl)uracil

ID: ALA400233

Chembl Id: CHEMBL400233

PubChem CID: 44437477

Max Phase: Preclinical

Molecular Formula: C15H20BrN3O7

Molecular Weight: 434.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=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/C15H20BrN3O7/c16-4-3-8-6-19(15(24)18-13(8)23)14-12(11(22)9(7-20)25-14)26-10(21)2-1-5-17/h3-4,6,9,11-12,14,20,22H,1-2,5,7,17H2,(H,18,23,24)/b4-3+/t9-,11-,12+,14-/m1/s1

Standard InChI Key:  IQCSJPCYLWAYFM-ADZGCGJQSA-N

Alternative Forms

1. Parent:

   

   ALA400233

   1-[2''-O-(4-aminobutanoyl)-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: 434.24

Molecular Weight (Monoisotopic): 433.0485

AlogP: -1.20

#Rotatable Bonds: 7

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: 10.32

CX LogP: -2.19

CX LogD: -3.94

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.39

Np Likeness Score: 1.36

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