5,6-Dihydroxy-2-(3-hydroxy-phenyl)-pyrimidine-4-carboxylic acid

ID: ALA364321

Chembl Id: CHEMBL364321

PubChem CID: 135410230

Max Phase: Preclinical

Molecular Formula: C11H8N2O5

Molecular Weight: 248.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nc(-c2cccc(O)c2)nc(O)c1O

Standard InChI:  InChI=1S/C11H8N2O5/c14-6-3-1-2-5(4-6)9-12-7(11(17)18)8(15)10(16)13-9/h1-4,14-15H,(H,17,18)(H,12,13,16)

Standard InChI Key:  IUNIIGJVJCSRMN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA364321

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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: 248.19

Molecular Weight (Monoisotopic): 248.0433

AlogP: 0.96

#Rotatable Bonds: 2

Polar Surface Area: 123.77

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.05

CX Basic pKa: 16.19

CX LogP: 0.40

CX LogD: -0.92

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: -0.52

References

1. Summa V, Petrocchi A, Matassa VG, Taliani M, Laufer R, De Francesco R, Altamura S, Pace P..  (2004)  HCV NS5b RNA-dependent RNA polymerase inhibitors: from alpha,gamma-diketoacids to 4,5-dihydroxypyrimidine- or 3-methyl-5-hydroxypyrimidinonecarboxylic acids. Design and synthesis.,  47  (22): [PMID:15481971] [10.1021/jm0494669]

Source

Source(1):

• Scientific Literature