IUPAC name
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0
SMILES
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CC[N+](C)(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O
Compound class
Narcotic Antagonists; Alimentary Tract and Metabolism; Drugs for Constipation; Peripheral Opioid Receptor Antagonists; CYP2D6 Inducers; CYP2D6 Inducers (strong);
Therapeutic area
Treatment of opioids induced constipation in palliative patients that are inadequately responding to laxative therapy.
Common name
Methylnaltrexone
IUPAC name
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0
SMILES
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CC[N+](C)(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O
INCHI
InChI=1S/C21H25NO4/c1-22(11-12-2-3-12)9-8-20-17-13-4-5-14(23)18(17)26-19(20)15(24)6-7-21(20,25)16(22)10-13/h4-5,12,16,19,25H,2-3,6-11H2,1H3/p+1/t16-,19+,20+,21-,22?/m1/s1
FORMULA
C21H26NO4
Common name
Methylnaltrexone
IUPAC name
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0
Molecular weight
356.435
clogP
0.270
clogS
-4.255
HBond Acceptor
4
HBond Donor
2
Total Polar
Surface Area
66.76
Number of Rings
6
Rotatable Bond
2
