Responsive image

Common name


Pravastatin

IUPAC name


(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

SMILES


[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC

Compound class


Anticholesteremic Agents; 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 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


For the treatment of hypercholesterolemia and to reduce the risk of cardiovascular disease.

Common name


Pravastatin

IUPAC name


(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

SMILES


[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC

INCHI


InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1

FORMULA


C23H36O7

Responsive image

Common name


Pravastatin

IUPAC name


(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

Molecular weight


424.528

clogP


2.154

clogS


-1.356

HBond Acceptor


7

HBond Donor


4

Total Polar
Surface Area


124.29

Number of Rings


2

Rotatable Bond


11

Drug ID Common name Structure CAS SMILE Frequency
FDBF00042 propan-2-ol Responsive image CC(O)C 0.0278
FDBF00150 [(1S,3S,7S,8S,8aR)-8-ethyl-3-hydroxy-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] formate Responsive image C(C1C2C(=CC(CC2OC=O)O)C=CC1C)C 0.0003
FDBF00152 (3R)-3-hydroxybutanoic acid Responsive image C(O)(C)CC(=O)O 0.0017
FDBF00153 [(1S,3S,7S,8S,8aR)-3-hydroxy-7,8-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] propanoate Responsive image C(C)C(=O)OC1C2C(C(C=CC2=CC(C1)O)C)C 0.0003
FDBF00155 (3R)-butane-1,3-diol Responsive image C(O)CC(O)C 0.0007
FDBF00156 (3R)-pentane-1,3-diol Responsive image C(O)CC(O)CC 0.0007
16 , 2