Responsive image

Common name


Butorphanol

IUPAC name


(1S,9R,10S)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0¹,¹

SMILES


[H][C@@]12CC3=C(C=C(O)C=C3)[C@]3(CCCC[C@@]13O)CCN2CC1CCC1

Compound class


Analgesics; Analgesics, Opioid; Narcotics; Antitussive Agents; Narcotic Antagonists; Cough and Cold Preparations; Respiratory System; Nervous System; Opioids; Opium Alkaloids and Derivatives; Morphinan Derivatives;

Therapeutic area


For the relief of moderate to severe pain.

Common name


Butorphanol

IUPAC name


(1S,9R,10S)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0¹,¹

SMILES


[H][C@@]12CC3=C(C=C(O)C=C3)[C@]3(CCCC[C@@]13O)CCN2CC1CCC1

INCHI


InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15/h6-7,13,15,19,23-24H,1-5,8-12,14H2/t19-,20+,21+/m0/s1

FORMULA


C21H29NO2

Responsive image

Common name


Butorphanol

IUPAC name


(1S,9R,10S)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0¹,¹

Molecular weight


327.460

clogP


3.594

clogS


-3.903

HBond Acceptor


3

HBond Donor


2

Total Polar
Surface Area


43.7

Number of Rings


5

Rotatable Bond


2

Drug ID Common name Structure CAS SMILE Frequency
FDBF01324 cyclobutane Responsive image C1CCC1 0.0017
FDBF01385 methylBLAHdiol Responsive image N1(C2C3(C(CC1)(CCCC3)c4c(ccc(c4)O)C2)O)C 0.0003
FDBF01386 methylcyclobutane Responsive image C1(CCC1)C 0.0014
4 , 1