
IUPAC name
(R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
SMILES
[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12
Compound class
Antimalarials; Antiprotozoal Agents; Analgesics, Non-Narcotic; Muscle Relaxants, Central; Musculo-Skeletal System; Antiparasitic Products, Insecticides and Repellents; Methanolquinolines; Quinine and Derivatives; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP2E1 Inhibitors; CYP2E1 Inducers; CYP2E1 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;
Therapeutic area
For the treatment of malaria and leg cramps.
Common name
Quinine
IUPAC name
(R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
SMILES
[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12
INCHI
InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
FORMULA
C20H24N2O2

Common name
Quinine
IUPAC name
(R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
Molecular weight
324.417
clogP
3.113
clogS
-3.551
HBond Acceptor
4
HBond Donor
1
Total Polar Surface Area
45.59
Number of Rings
4
Rotatable Bond
4
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00787 | 4-quinolylmethanol |
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C(O)c1c2c(ncc1)cccc2 | 0.0014 |
FDBF00789 | quinoline |
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n1c2c(ccc1)cccc2 | 0.0041 |
FDBF00830 | quinuclidine |
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N12CCC(CC1)CC2 | 0.0024 |
FDBF01009 | 6-methoxyquinoline |
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O(C)c1cc2c(nccc2)cc1 | 0.0014 |
FDBF01010 | [(2S)-quinuclidin-2-yl]methanol |
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N12C(CC(CC1)CC2)CO | 0.0007 |
FDBF01011 | (3R)-3-vinylquinuclidine |
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C(=C)C1C2CCN(C1)CC2 | 0.0010 |
FDBF01012 | (6-methoxy-4-quinolyl)methanol |
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O(C)c1cc2c(nccc2CO)cc1 | 0.0010 |
FDBF01013 | [(2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol |
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C(=C)C1C2CC(N(C1)CC2)CO | 0.0003 |
FDBF01014 | (R)-4-quinolyl-[(2S)-quinuclidin-2-yl]methanol |
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N12C(CC(CC1)CC2)C(c3c4c(ncc3)cccc4)O | 0.0007 |