dalvastatin   Click here for help

GtoPdb Ligand ID: 3036

Synonyms: RG 12561
Compound class: Synthetic organic
Comment: Dalvastatin is a synthetic inhibitor of HMG-CoA reductase with cholesterol-lowering activity [1] in vivo. The sodium salt is more active than the parent molecule in its ability to reduce the LDL/HDL ratio. Dalvastatin is a prodrug which converts to its open hydroxyacid form in the body.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 46.53
Molecular weight 386.23
XLogP 6.45
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(=O)OC(C1)C=CC1=C(CC(CC1(C)C)(C)C)c1ccc(c(c1)C)F
Isomeric SMILES O[C@@H]1CC(=O)O[C@H](C1)/C=C/C1=C(CC(CC1(C)C)(C)C)c1ccc(c(c1)C)F
InChI InChI=1S/C24H31FO3/c1-15-10-16(6-9-21(15)25)19-13-23(2,3)14-24(4,5)20(19)8-7-18-11-17(26)12-22(27)28-18/h6-10,17-18,26H,11-14H2,1-5H3/b8-7+/t17-,18-/m0/s1
InChI Key VDSBXXDKCUBMQC-VUOWKATKSA-N
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Molecular structure representations generated using Open Babel