Molecule ID: 10383273

IUPAC Name: (2R,3R)-3-chloro-2-(3,4-dimethylpent-3-enyl)-2-(methoxymethyl)-3,4-dihydro-1H-quinoline-6-carboxamide

Description: The molecule is a quinoline alkaloid that is 1,2,3,4-tetrahydroquinoline-6-carboxamide substituted by a chloro group at position 3 and a 3,4-dimethylpent-3-en-1-yl and a methoxymethyl group at position 2 (the 2R,3R stereoisomer). Isolated from the culture broth of Streptomyces nitrosporeus 30643, it exhibits inhibitory potential against lipid peroxidation and anti-HSV activity. It has a role as a metabolite, a radical scavenger and an anti-HSV agent. It is a quinoline alkaloid, an organochlorine compound, an ether and a member of benzamides.

SMILES: COC[C@@]1(CCC(C)=C(C)C)Nc2ccc(C(=N)O)cc2C[C@H]1Cl

SELFIES: [C][O][C][C@@][Branch1][N][C][C][C][Branch1][C][C][=C][Branch1][C][C][C][N][C][=C][C][=C][Branch1][=Branch1][C][=Branch1][C][=N][O][C][=C][Ring1][=Branch2][C][C@H1][Ring2][Ring1][Ring2][Cl]

InChI: InChI=1S/C19H27ClN2O2/c1-12(2)13(3)7-8-19(11-24-4)17(20)10-15-9-14(18(21)23)5-6-16(15)22-19/h5-6,9,17,22H,7-8,10-11H2,1-4H3,(H2,21,23)/t17-,19-/m1/s1

Molecular Properties:
- Polar Surface Area: 64.4 Ų
- LogP: 4.2