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

ID: ALA240510

Chembl Id: CHEMBL240510

PubChem CID: 44437474

Max Phase: Preclinical

Molecular Formula: C22H32BrN3O9

Molecular Weight: 562.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)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/C22H32BrN3O9/c1-22(2,3)35-21(32)24-10-6-4-5-7-15(28)34-17-16(29)14(12-27)33-19(17)26-11-13(8-9-23)18(30)25-20(26)31/h8-9,11,14,16-17,19,27,29H,4-7,10,12H2,1-3H3,(H,24,32)(H,25,30,31)/b9-8+/t14-,16-,17+,19-/m1/s1

Standard InChI Key:  AWSGRGMUUJQCOH-WDVHKUKPSA-N

Alternative Forms

1. Parent:

   

   ALA240510

   [(2R,3S,4R,5R)-2-[5-[(E)-2-bromoethenyl]-2,4-dioxopyrimidin-1-yl]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] 6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate

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: 562.41

Molecular Weight (Monoisotopic): 561.1322

AlogP: 1.15

#Rotatable Bonds: 10

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: 1.03

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: 0.70

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