2-(3',4'-Dichlorobenzyl)-5,6-dihydroxypyrimidine-4-carboxylic acid

ID: ALA551212

Chembl Id: CHEMBL551212

PubChem CID: 135566479

Max Phase: Preclinical

Molecular Formula: C12H8Cl2N2O4

Molecular Weight: 315.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nc(Cc2ccc(Cl)c(Cl)c2)nc(O)c1O

Standard InChI:  InChI=1S/C12H8Cl2N2O4/c13-6-2-1-5(3-7(6)14)4-8-15-9(12(19)20)10(17)11(18)16-8/h1-3,17H,4H2,(H,19,20)(H,15,16,18)

Standard InChI Key:  OZDSTVKQUHMIRA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA551212

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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: 315.11

Molecular Weight (Monoisotopic): 313.9861

AlogP: 2.48

#Rotatable Bonds: 3

Polar Surface Area: 103.54

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: -3.91

CX Basic pKa: 15.54

CX LogP: 2.04

CX LogD: 0.55

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -0.90

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