A-366

Reagent Authentication Certificate:

Chemical Probes Portal A-366.pdf

Protein target name:

EHMT2, EHMT1

Mechanism of action:

protein substrate competitive inhibitorSAM uncompetitive inhibitor

Recommended Concentration for use in cells:

300 nM - 5 uM

Probe Availability

MedChem Express (1527503-11-2)

Tocris (1527503-11-2)

MilliporeSigma (1527503-11-2)

Cayman (1527503-11-2)

Probe Information

Target and Probe Information

Target Details

Target class:

Epigenetics

Subclass:

Protein methyltransferase

HUGO ID:

HGNC:24650 HGNC:14129

Entrez gene ID:

79813 10919

UNIPROT ID:

Q96KQ7 Q9H9B1

Target alias:

G9A, G9a, G9a-GLP, G9a/GLP, BAT8, GAT8, NG36, KMT1C, euchromatic histone-lysine N-methyltransferase 2, GLP, GLP1, KMT1D, FP13812, EUHMTASE1, Eu-HMTase1, bA188C12.1, euchromatic histone-lysine N-methyltransferase 1

Probe Details

Chemical Probes Portal ID:

CPP57

Probe alias:

GTPL8238

PubChem CID:

76285486

ChEMBL ID:

CHEMBL3109630

SMILES string:

COC1=C(C=C2C(=C1)C3(CCC3)C(=N2)N)OCCCN4CCCC4

InChi Key:

BKCDJTRMYWSXMC-UHFFFAOYSA-N

Control compound:

DS607

Orthogonal probe:

UNC0638BIX-01294UNC0642

PAINs evaluation:

PAINs free

Physico-chemical properties

Solubility - preferred solvent:

DMSO

Solubility - concentration:

100 mM

NMR:

1H NMR (400 MHz, METHANOL-D4) δ 7.28 (s, 1H), 6.71 (s, 1H), 4.11 (t, J = 5.7 Hz, 2H), 3.88 (s, 3H), 3.27 – 3.19 (m, 6H), 2.63 (t, J = 9.9 Hz, 2H), 2.52 – 2.42 (m, 1H), 2.38 (dd, J = 13.0, 10.4 Hz, 2H), 2.31 – 2.22 (m, 1H), 2.17 (dt, J = 12.8, 6.2 Hz, 2H), 2.04 (t, J = 6.8 Hz, 6H). MS (ESI) m/z 330 (M+H)+

Storage Recommendations

Storage (solution):

-20 oC, 2 years

Validation in Cells and Model Organisms

In vitro validation

On target activity

Potency:

IC50

3.6 nM

Potency assay:

Peptide-based AlphaLISA, measuring the levels of H3K9 dimethylation

Off target activity

Off target protein and potency:

EHMT2, IC50 38 nM

Potency assay (off target):

A-366 had no significant activity against 21 protein methyltransferases in a scintillation proximity assay. A-366 is 10-fold selective for EHMT1>EHMT2.

Probe Selectivity in Vitro:

Unknown

In cell validation

On target activity in cells

Potency assay (cells):

A-366 produced a dose-dependent reduction in cellular levels of H3K27Me in PC3 cells, with levels reduced ~50% at 3 uM.

Primary Reference

Reference (doi):

10.1021/ml400496h

Reference (PMID):

24900801

External Resources

Available data:

SGC Chemical Probes

A-366

Probe Availability

Probe Information

Target Details

G9A, G9a, G9a-GLP, G9a/GLP, BAT8, GAT8, NG36, KMT1C, euchromatic histone-lysine N-methyltransferase 2, GLP, GLP1, KMT1D, FP13812, EUHMTASE1, Eu-HMTase1, bA188C12.1, euchromatic histone-lysine N-methyltransferase 1

Probe Details

Physico-chemical properties

In vitro validation

In cell validation

Primary Reference

External Resources

Supporting Organizations

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A-366

Probe Availability

Probe Information

Target Details

G9A, G9a, G9a-GLP, G9a/GLP, BAT8, GAT8, NG36, KMT1C, euchromatic histone-lysine N-methyltransferase 2, GLP, GLP1, KMT1D, FP13812, EUHMTASE1, Eu-HMTase1, bA188C12.1, euchromatic histone-lysine N-methyltransferase 1

Probe Details

Physico-chemical properties

In vitro validation

In cell validation

Primary Reference

External Resources

Supporting Organizations

Interested in supporting the portal?