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

ID: ALA241408

Chembl Id: CHEMBL241408

PubChem CID: 44437457

Max Phase: Preclinical

Molecular Formula: C20H21BrN2O8

Molecular Weight: 497.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)O[C@H]2[C@H](O)[C@@H](CO)O[C@H]2n2cc(/C=C/Br)c(=O)[nH]c2=O)cc1

Standard InChI:  InChI=1S/C20H21BrN2O8/c1-29-13-4-2-11(3-5-13)8-15(25)31-17-16(26)14(10-24)30-19(17)23-9-12(6-7-21)18(27)22-20(23)28/h2-7,9,14,16-17,19,24,26H,8,10H2,1H3,(H,22,27,28)/b7-6+/t14-,16-,17+,19-/m1/s1

Standard InChI Key:  XXABSLKSVNSKNR-LRHXJELHSA-N

Alternative Forms

1. Parent:

   

   ALA241408

   1-[2''-O-(4-methoxyphenylacetyl)-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: 497.30

Molecular Weight (Monoisotopic): 496.0481

AlogP: 0.32

#Rotatable Bonds: 7

Polar Surface Area: 140.08

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 0.72

CX LogD: 0.72

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: 0.88

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