General Information
Drug ID
DR00055
Drug Name
Codeine
Synonyms
(-)-Codeine; 76-57-3; CCRIS 7555; CHEBI:16714; CODEINE BASE; Codein; Codeine Anhydrate; Codeine anhydrous; Codeine polistirex; Codicept; Coducept; EINECS 200-969-1; HSDB 3043; Methylmorphine; Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-; Morphine 3-methyl ether; Morphine monomethyl ether; Morphine-3-methyl ester; Morphine-3-methyl ether; Norcodeine, N-methyl; Norcodine, N-methyl; O(3)-methylmorphine; O3-Methylmorphine; UNII-UX6OWY2V7J; UX6OWY2V7J; codeina; codeinum; l-Codeine
Drug Type
Small molecular drug
Indication Pain [ICD11:MG30-MG7Z] Approved [1]
Therapeutic Class
Analgesics
Structure
3D MOL 2D MOL
Formula
C18H21NO3
Canonical SMILES
CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)O
InChI
InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
InChIKey
OROGSEYTTFOCAN-DNJOTXNNSA-N
CAS Number
CAS 76-57-3
Pharmaceutical Properties Molecular Weight 299.4 Topological Polar Surface Area 41.9
Heavy Atom Count 22 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
XLogP
1.1
PubChem CID
5284371
PubChem SID
103169342 ,103930322 ,104000895 ,11039235 ,117497011 ,124954734 ,126631803 ,126678046 ,128851630 ,134337528 ,134971680 ,135650117 ,137001257 ,137175320 ,142842434 ,144207280 ,14825207 ,152094958 ,15419416 ,160963666 ,164838528 ,175268396 ,175442317 ,179151116 ,223554832 ,223680835 ,223739746 ,226395484 ,241129665 ,24892429 ,24892819 ,28325869 ,39317728 ,46507764 ,48413480 ,48415816 ,48423163 ,49855816 ,50881119 ,53788605 ,57653987 ,57654027 ,7978983 ,8144934 ,841961 ,8425 ,87544102 ,92710514
ChEBI ID
ChEBI:16714
TTD Drug ID
D03DIG
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
References
1 Codeine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Association of Organic Cation Transporter 1 With Intolerance to Metformin in Type 2 Diabetes: A GoDARTS Study. Diabetes. 2015 May;64(5):1786-93.

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