5-(2-Bromo-vinyl)-1H-pyrimidine-2,4-dione

ID: ALA68200

Chembl Id: CHEMBL68200

Cas Number: 69304-49-0

PubChem CID: 688297

Product Number: E137000

Max Phase: Preclinical

Molecular Formula: C6H5BrN2O2

Molecular Weight: 217.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ncc(/C=C/Br)c(O)n1

Standard InChI:  InChI=1S/C6H5BrN2O2/c7-2-1-4-3-8-6(11)9-5(4)10/h1-3H,(H2,8,9,10,11)/b2-1+

Standard InChI Key:  BLXGZIDBSXVMLU-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA68200

   (E)-5-(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: 217.02

Molecular Weight (Monoisotopic): 215.9534

AlogP: 1.25

#Rotatable Bonds: 1

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.94

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.74

Np Likeness Score: 0.28

References

1. De Clercq E, Desgranges C, Herdewijn P, Sim IS, Jones AS, McLean MJ, Walker RT..  (1986)  Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine.,  29  (2): [PMID:3005566] [10.1021/jm00152a008]

2. Talele TT..  (2020)  Acetylene Group, Friend or Foe in Medicinal Chemistry.,  63  (11): [PMID:32031378] [10.1021/acs.jmedchem.9b01617]

Source

Source(1):

• Scientific Literature