(E)-3-[4-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-phenyl]-acrylic acid

ID: ALA363794

Chembl Id: CHEMBL363794

PubChem CID: 5276670

Max Phase: Preclinical

Molecular Formula: C15H14N2O4

Molecular Weight: 286.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(Cc2ccc(/C=C/C(=O)O)cc2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C15H14N2O4/c1-10-8-17(15(21)16-14(10)20)9-12-4-2-11(3-5-12)6-7-13(18)19/h2-8H,9H2,1H3,(H,18,19)(H,16,20,21)/b7-6+

Standard InChI Key:  WYCDJQHQOSRMAL-VOTSOKGWSA-N

Alternative Forms

1. Parent:

   

   ALA363794

   (E)-3-[4-[(5-methyl-2,4-dioxo-pyrimidin-1-yl)methyl]phenyl]prop-2-enoic acid

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: 286.29

Molecular Weight (Monoisotopic): 286.0954

AlogP: 0.99

#Rotatable Bonds: 4

Polar Surface Area: 92.16

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.08

CX Basic pKa: ┄

CX LogP: 1.65

CX LogD: -1.46

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -0.39

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. Gasse C, Douguet D, Huteau V, Marchal G, Munier-Lehmann H, Pochet S..  (2008)  Substituted benzyl-pyrimidines targeting thymidine monophosphate kinase of Mycobacterium tuberculosis: synthesis and in vitro anti-mycobacterial activity.,  16  (11): [PMID:18467107] [10.1016/j.bmc.2008.04.045]

3.  (2008)  Aryl, Pyrimidyl Compounds, Pharmaceutical Compositions Comprising them, Their Use as Antimicrobial Agents, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data