IUPAC name
(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
SMILES
O[C@@H](CC[C@@H]1[C@H](N(C1=O)C1=CC=C(F)C=C1)C1=CC=C(O)C=C1)C1=CC=C(F)C=C1
Compound class
Anticholesteremic Agents; Cholesterol Absorption Inhibitors; Lipid Modifying Agents, Plain; Lipid Modifying Agents; Cardiovascular System; CYP3A4 Inhibitors;
Therapeutic area
For use as adjunctive therapy to diet for the reduction of elevated total-C, LDL-C, and Apo B in patients with primary (heterozygous familial and non-familial) hypercholesterolemia.
Common name
Ezetimibe
IUPAC name
(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
SMILES
O[C@@H](CC[C@@H]1[C@H](N(C1=O)C1=CC=C(F)C=C1)C1=CC=C(O)C=C1)C1=CC=C(F)C=C1
INCHI
InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1
FORMULA
C24H21F2NO3
Common name
Ezetimibe
IUPAC name
(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
Molecular weight
409.425
clogP
4.719
clogS
-5.389
HBond Acceptor
3
HBond Donor
2
Total Polar Surface Area
60.77
Number of Rings
4
Rotatable Bond
6
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00018 | propan-1-ol |
|
C(O)CC | 0.0330 |
| FDBF00041 | ethanol |
|
CCO | 0.1474 |
| FDBF00378 | fluorobenzene |
|
Fc1ccccc1 | 0.0237 |
| FDBF02197 | 1-(4-fluorophenyl)azetidin-2-one |
|
O=C1N(CC1)c2ccc(cc2)F | 0.0003 |
| FDBF02205 | (3R)-3-ethylazetidin-2-one |
|
C(C1C(=O)NC1)C | 0.0003 |
| FDBF02206 | (3R,4S)-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-methyl-azetidin-2-one |
|
CC1C(=O)N(C1c2ccc(cc2)O)c3ccc(cc3)F | 0.0003 |
| FDBF02207 | (3R,4S)-3-ethyl-4-(4-hydroxyphenyl)azetidin-2-one |
|
C(C1C(=O)NC1c2ccc(cc2)O)C | 0.0003 |
| FDBF02208 | (3R)-3-(3-hydroxypropyl)azetidin-2-one |
|
C(C1C(=O)NC1)CCO | 0.0003 |
| FDBF02209 | (1S)-1-(4-fluorophenyl)propan-1-ol |
|
CCC(c1ccc(cc1)F)O | 0.0003 |
| FDBF02211 | azetidin-2-one |
|
O=C1NCC1 | 0.0003 |
