Molecule ID: 443774

IUPAC Name: (1R,3R)-5-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol

Description: The molecule is an isoquinoline alkaloid that is the biaryl resulting from substitution of the hydrogen at the 5-position of (1R,3R)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol by a 5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl group. It is a naphthylisoquinoline alkaloid isolated from the roots and stem barks of Triphyophyllum peltatum and exhibits antimalarial activity. It has a role as an antimalarial, an antiplasmodial drug and a metabolite. It is an isoquinoline alkaloid, an aromatic ether, a member of naphthols, a member of methylnaphthalenes, a methoxynaphthalene, a member of isoquinolines and a biaryl.

SMILES: COc1cc(C)c(-c2ccc(O)c3c2C[C@@H](C)N[C@@H]3C)c2cccc(O)c12

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

InChI: InChI=1S/C23H25NO3/c1-12-10-20(27-4)23-16(6-5-7-18(23)25)21(12)15-8-9-19(26)22-14(3)24-13(2)11-17(15)22/h5-10,13-14,24-26H,11H2,1-4H3/t13-,14-/m1/s1

Molecular Properties:
- Polar Surface Area: 61.7 Ų
- LogP: 4.7