1-[2'-O-(N-boc-8-aminooctanoyl)-beta-D-arabinofuranosyl]-5(E)-(2-bromovinyl)uracil

ID: ALA240716

Chembl Id: CHEMBL240716

PubChem CID: 44437475

Max Phase: Preclinical

Molecular Formula: C24H36BrN3O9

Molecular Weight: 590.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)NCCCCCCCC(=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/C24H36BrN3O9/c1-24(2,3)37-23(34)26-12-8-6-4-5-7-9-17(30)36-19-18(31)16(14-29)35-21(19)28-13-15(10-11-25)20(32)27-22(28)33/h10-11,13,16,18-19,21,29,31H,4-9,12,14H2,1-3H3,(H,26,34)(H,27,32,33)/b11-10+/t16-,18-,19+,21-/m1/s1

Standard InChI Key:  XZBAHVXCAMYTPQ-DXSAQWPFSA-N

Alternative Forms

1. Parent:

   

   ALA240716

   [(2R,3S,4R,5R)-2-[5-[(E)-2-bromoethenyl]-2,4-dioxopyrimidin-1-yl]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] 8-[(2-methylpropan-2-yl)oxycarbonylamino]octanoate

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: 590.47

Molecular Weight (Monoisotopic): 589.1635

AlogP: 1.93

#Rotatable Bonds: 12

Polar Surface Area: 169.18

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.91

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.21

Np Likeness Score: 0.66

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