A selective PLD1 inhibitor
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VU0359595

Item No. 10955

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R)-N-[(1S)-2-[4-(5-bromo-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]-1-methylethyl]-2-phenyl-cyclopropanecarboxamide; (1S,2S)-N-[(1S)-2-[4-(5-bromo-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]-1-methylethyl]-2-phenyl-cyclopropanecarboxamide
Synonyms
  • CID-53361951
  • ML-270
Molecular Formula
C25H29BrN4O2
Formula Weight
497.4
Purity
≥95% (mixture of diastereomers)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/ml
λmax
293 nm
SMILES
C[C@@H](CN1CCC(CC1)N2C(NC3=C2C=CC(Br)=C3)=O)NC([C@@H]4C[C@H]4C5=CC=CC=C5)=O.C[C@@H](CN6CCC(CC6)N7C(NC8=C7C=CC(Br)=C8)=O)NC([C@H]9C[C@@H]9C%10=CC=CC=C%10)=O
InChi Code
InChI=1S/2C25H29BrN4O2/c2*1-16(27-24(31)21-14-20(21)17-5-3-2-4-6-17)15-29-11-9-19(10-12-29)30-23-8-7-18(26)13-22(23)28-25(30)32/h2*2-8,13,16,19-21H,9-12,14-15H2,1H3,(H,27,31)(H,28,32)/t16-,20+,21-;16-,20-,21+/m00/s1
InChi Key
ZJJZIOCVJFWBFM-QDZXWRQZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Phospholipase D (PLD) is an enzyme that cleaves the head group from phospholipids, producing the second messenger phosphatidic acid. Two mammalian isoforms of PLD, PLD1, and PLD2, have been identified, with multiple splice variants of each. Although the two isoforms share structural and functional features, they are regulated differently and apparently subserve distinct roles. VU0359595 is an inhibitor of PLD1 (IC50 = 3.7 nM) that is >1,700-fold selective over PLD2 (IC50 = 6.4 μM).1 Preliminary evidence suggests that VU0359595 does not interact with the catalytic site of PLD, but instead may bind and inhibit PLD through an allosteric site.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lewis, J.A., Scott, S.A., Lavieri, R., et al. Design and synthesis of isoform-selective phospholipase D (PLD) inhibitors. Part I: Impact of alternative halogenated privileged structures for PLD1 specificity. Bioorg. Med. Chem. Lett. 19(7), 1916-1920 (2009).