General Information of the Compound
Compound ID
CP0386343
Compound Name
Thebaine
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Synonyms
(5R,9R,13S)-4,5-Epoxy-3,6-dimethoxy-9alpha-methyl-6,8-morphinadien
115-37-7
2P9MKG8GX7
3,6-dimethoxy-17-methyl-6,7,8,14-tetradehydro-4,5alpha-epoxymorphinan
3-O-Methyl-oripavin
4,5alpha-Epoxy-3,6-dimethoxy-17-methyl-6,8-morphinadien
CHEBI:9519
DEA No. 9333
DSSTox_CID_26099
DSSTox_GSID_46099
DSSTox_RID_81337
EINECS 204-084-1
Morphinan, 6,7,8,14-tetradehydro-4,5-alpha-epoxy-3,6-dimethoxy-17-methyl-
NCGC00160239-01
Paramorphine
THEBAINE
Thebain
UNII-2P9MKG8GX7
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Structure
Formula
C19H21NO3
Molecular Weight
311.381
Canonical SMILES
COC1=CC=C2[C@H]3Cc4ccc(OC)c5O[C@@H]1[C@]2(CCN3C)c45
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InChI
InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1
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InChIKey
FQXXSQDCDRQNQE-VMDGZTHMSA-N
CAS
115-37-7
Physicochemical Property
logP
2.4245
Rotatable Bonds
2
Heavy Atom Count
23
Polar Areas
30.93
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5324289
SID: 85242753
ChEMBL ID
CHEMBL403893
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01515, Mu-type opioid receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000050 HEK293-A
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 5600 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 7400 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( THEBAINE )
Drug Name THEBAINE
Target(s)
Opioid receptor mu (MOP)
 Target Info 
Inhibitor