1-Benzyl-5-fluoro-1H-pyrimidine-2,4-dione

ID: ALA190856

Chembl Id: CHEMBL190856

Cas Number: 4871-13-0

PubChem CID: 563429

Max Phase: Preclinical

Molecular Formula: C11H9FN2O2

Molecular Weight: 220.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(=O)n(Cc2ccccc2)cc1F

Standard InChI:  InChI=1S/C11H9FN2O2/c12-9-7-14(11(16)13-10(9)15)6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H,13,15,16)

Standard InChI Key:  DOLBESUBPIZBQY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA190856

   1-Benzyl-5-fluorouracil

Molecule Features

Natural Product: Yes

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: 220.20

Molecular Weight (Monoisotopic): 220.0648

AlogP: 0.72

#Rotatable Bonds: 2

Polar Surface Area: 54.86

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 1.29

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: -1.24

References

1. Douguet D, Munier-Lehmann H, Labesse G, Pochet S..  (2005)  LEA3D: a computer-aided ligand design for structure-based drug design.,  48  (7): [PMID:15801836] [10.1021/jm0492296]

2.  (2008)  Aryl, Pyrimidyl Compounds, Pharmaceutical Compositions Comprising them, Their Use as Antimicrobial Agents, 

3. Ai Y, Obianom ON, Kuser M, Li Y, Shu Y, Xue F..  (2019)  Enhanced Tumor Selectivity of 5-Fluorouracil Using a Reactive Oxygen Species-Activated Prodrug Approach.,  10  (1): [PMID:30655959] [10.1021/acsmedchemlett.8b00539]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data