methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate

ID: ALA539211

Chembl Id: CHEMBL539211

PubChem CID: 135466449

Max Phase: Preclinical

Molecular Formula: C13H12N2O4

Molecular Weight: 260.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1nc(Cc2ccccc2)nc(O)c1O

Standard InChI:  InChI=1S/C13H12N2O4/c1-19-13(18)10-11(16)12(17)15-9(14-10)7-8-5-3-2-4-6-8/h2-6,16H,7H2,1H3,(H,14,15,17)

Standard InChI Key:  MGZAUOBOIKCIEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA539211

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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: 260.25

Molecular Weight (Monoisotopic): 260.0797

AlogP: 1.27

#Rotatable Bonds: 3

Polar Surface Area: 92.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.12

CX Basic pKa: 0.88

CX LogP: 3.12

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.81

Np Likeness Score: -0.54

References

1. Kirschberg TA, Balakrishnan M, Squires NH, Barnes T, Brendza KM, Chen X, Eisenberg EJ, Jin W, Kutty N, Leavitt S, Liclican A, Liu Q, Liu X, Mak J, Perry JK, Wang M, Watkins WJ, Lansdon EB..  (2009)  RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.,  52  (19): [PMID:19791799] [10.1021/jm900597q]

2. He T, Edwards TC, Xie J, Aihara H, Geraghty RJ, Wang Z..  (2022)  4,5-Dihydroxypyrimidine Methyl Carboxylates, Carboxylic Acids, and Carboxamides as Inhibitors of Human Cytomegalovirus pUL89 Endonuclease.,  65  (7.0): [PMID:35377638] [10.1021/acs.jmedchem.2c00203]

Source

Source(1):

• Scientific Literature