CAS 588-36-3|CAS 770-31-0|[4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol|[4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol|(4-Amino-2-(methylthio)pyrimidin-5-yl)methanol|4-Amino-2-(methylthio)-...

General Information

Structure

Molecular Formula

C₆H₉N₃OS

Molecular Mass

171.22016

Exact Mass

171.04663292

Charge

InChI

InChI=1S/C6H9N3OS/c1-11-6-8-2-4(3-10)5(7)9-6/h2,10H,3H2,1H3,(H2,7,8,9)

InChIKey

XLVOWGDFXAVSFE-UHFFFAOYSA-N

Canonic Smiles

CSc1ncc(c(n1)N)CO

Isomeric Smiles

n1c(nc(c(c1)CO)N)SC

Calculated Properties

JChem

Acid pKa

14.34856

H Acceptors

H Donor

LogD (pH = 5.5)

0.109166004

LogD (pH = 7.4)

0.3506689

Log P

0.35492042

Molar Refractivity

47.257

Polarizability

17.078047

Polar Surface Area

72.03

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

[4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol

IUPAC name

[4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol

Synonyms

(4-Amino-2-(methylthio)pyrimidin-5-yl)methanol4-Amino-2-(methylthio)-5-pyrimidinecarboxaldehyde2-Methylmercapto-4-amino-5-hydroxymethylpyrimidineMethioprim4-Amino-2-(methylthio)pyrimidine-5-carboxaldehydeNSC 438114-Amino-2-methylthio-5-pyrimidinemethanol4-Amino-2-methylmercapto-5-pyrimidinemethanolNSC 165376NSC 34314-Amino-2-methylsulfanylpyrimidine-5-carboxaldehyde(4-Amino-2-methanethiopyrimidin-5-yl)methanol4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

Molecule Details

TRC

A618265

Used for the preparation of pyridopyrimidines and naphthyridines as inhibitors of Akt kinase for the treatment of cancer.

M260520

An intermediate used in the synthesis of Thiamine (T344185). Also, used for the preparation of pyridopyrimidines and naphthyridines as inhibitors of Akt kinase for the treatment of cancer.

Molecule Details

References

PubChem Literature

From Data Sources

• Zhao, Z., et al.: Bioorg. Med. Chem. Lett., 18, 49 (2001)

• Zinda, M., et al.: Clin. Cancer Res., 7, 2475 (2001)

• Breitenlechner, C., et al.: J. Med. Chem., 47, 1375 (2001)

• Zhao, Z., et al.: Bioorg. Med. Chem. Lett., 18, 49 (2001)

• Zinda, M., et al.: Clin. Cancer Res., 7, 2475 (2001)

References

Bioactivity

PubChem BioAssay