VU0359595

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). 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.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: (Request formulation change), A crystalline solid. Solubility: DMSO: 5 mg/ml. lambdamax: 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.