IUPAC name
(3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid
SMILES
CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O
Compound class
Hydroxymethylglutaryl-CoA Reductase Inhibitors; HMG CoA Reductase Inhibitors; Lipid Modifying Agents, Plain; Lipid Modifying Agents; Cardiovascular System; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; CYP3A4 Inhibitors;
Therapeutic area
Used as an adjunct to dietary therapy to treat primary hyperlipidemia (heterozygous familial and nonfamilial), mixed dyslipidemia and hypertriglyceridemia. Also indicated for homozygous familial hypercholesterolemia as an adjunct to other lipid-lowering therapies or when other such therapies are not available. Furthermore, it is used to slow the progression of atherosclerosis and for primary prevention of cardiovascular disease.
Common name
Rosuvastatin
IUPAC name
(3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid
SMILES
CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O
INCHI
InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1
FORMULA
C22H28FN3O6S
Common name
Rosuvastatin
IUPAC name
(3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid
Molecular weight
481.538
clogP
2.538
clogS
-3.765
HBond Acceptor
8
HBond Donor
3
Total Polar Surface Area
140.92
Number of Rings
2
Rotatable Bond
10
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00152 | (3R)-3-hydroxybutanoic acid |
|
C(O)(C)CC(=O)O | 0.0017 |
| FDBF00790 | pyrimidine |
|
n1cnccc1 | 0.0161 |
| FDBF01539 | N-methylmethanesulfonamide |
|
CS(=O)(=O)NC | 0.0017 |
| FDBF02486 | (3S)-pent-4-ene-1,3-diol |
|
C(C(O)C=C)CO | 0.0010 |
| FDBF02494 | 4-(4-fluorophenyl)pyrimidine |
|
n1ccc(nc1)c2ccc(cc2)F | 0.0003 |
| FDBF02495 | (E)-3-pyrimidin-5-ylprop-2-en-1-ol |
|
C(=CCO)c1cncnc1 | 0.0003 |
| FDBF02496 | 4-isopropyl-5-vinyl-pyrimidine |
|
C(=C)c1c(ncnc1)C(C)C | 0.0003 |
| FDBF02497 | (E)-3-(4-isopropylpyrimidin-5-yl)prop-2-en-1-ol |
|
C(=CCO)c1c(ncnc1)C(C)C | 0.0003 |
| FDBF02498 | (E,2S)-4-pyrimidin-5-ylbut-3-en-2-ol |
|
C(=CC(C)O)c1cncnc1 | 0.0003 |
