Monodes(N-carboxymethyl)valine Daclatasvir is a structurally modified derivative of daclatasvir, featuring a monodesmethyl substitution at the N-carboxymethyl valine side chain. This impurity retains the core scaffold of the parent drug but incorporates an additional carboxymethyl group, altering its hydrogen bonding capacity and hydrophobic interactions. The compound contains amide, ester, and tertiary amine functional groups, critical for its interaction with NS5A viral proteins. Synthetically, it arises from partial demethylation during API synthesis. This compound serves as an HPLC reference standard for quantifying process-related impurities in daclatasvir drug substance.
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InChI=1S/C33H39N7O3/c1-20(2)29(39-33(42)43-3)32(41)40-17-5-7-28(40)31-36-19-27(38-31)24-14-10-22(11-15-24)21-8-12-23(13-9-21)26-18-35-30(37-26)25-6-4-16-34-25/h8-15,18-20,25,28-29,34H,4-7,16-17H2,1-3H3,(H,35,37)(H,36,38)(H,39,42)/t25-,28-,29-/m0/s1
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