2-(3-Benzyloxy-phenyl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid

ID: ALA188307

Chembl Id: CHEMBL188307

PubChem CID: 135434352

Max Phase: Preclinical

Molecular Formula: C18H14N2O5

Molecular Weight: 338.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nc(-c2cccc(OCc3ccccc3)c2)nc(O)c1O

Standard InChI:  InChI=1S/C18H14N2O5/c21-15-14(18(23)24)19-16(20-17(15)22)12-7-4-8-13(9-12)25-10-11-5-2-1-3-6-11/h1-9,21H,10H2,(H,23,24)(H,19,20,22)

Standard InChI Key:  IHENRRNKCCTTGR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA188307

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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: 338.32

Molecular Weight (Monoisotopic): 338.0903

AlogP: 2.83

#Rotatable Bonds: 5

Polar Surface Area: 112.77

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.05

CX Basic pKa: 15.98

CX LogP: 2.26

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.89

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