General Information of the Compound
Compound ID
CP0072632
Compound Name
CAS_5985-38-6
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Synonyms
Antalgin
(+)-3-Hydroxy-17-methylmorphinan
(+-)-17-Methylmorphinan-3-ol
(+-)-3-Hydroxy-N-methylmorphinan
(-)-3-Hydroxy-N-methylmorphinan
(-)-N-Methylmorphinan-3-ol
1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol, dl-mixture
1,3,4,9,10,10a-Hexahydro-6-hydroxy-2H-10,4a-(iminoethano)-11-methylphenanthrene
17-Methylmorphinan-3-ol
3-Hydroxy-N-methylmorphinan
Antalgin
Aromarone
Cetarin
DEA No
DEXTRORPHAN
Dextrorphan
Dl-3-Hydroxy-N-methylmorphinan
Dromoran
L-Dromoran
Levo-Dromoran
Levo-Dromoran (TN)
Levodroman
Levorfanol
Levorfanol [INN-Spanish]
Levorfanolo
Levorfanolo [DCIT]
Levorphan
Levorphanal
Levorphanol
Levorphanol (INN)
Levorphanolum
Levorphanolum [INN-Latin]
Methorfinan
Methorfinan [Czech]
Methorphinan
Morphinan-3-ol, 17-methyl-
N-Methyl-3-hydroxymorphinan
NU 2206
Orphan
Racemethorphanum
Racemic dromoran
Racemorfano
Racemorfano [INN-Spanish]
Racemorphan
Racemorphan [INN:BAN]
Racemorphane
Racemorphane [INN-French]
Racemorphanum
Racemorphanum [INN-Latin]
Ro 1-5431
dl-3-Hydroxy-N-methylmorphinan
levorphanol
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Structure
Formula
C17H23NO
Molecular Weight
257.377
Canonical SMILES
CN1CC[C@]23CCCC[C@H]2[C@H]1Cc1ccc(O)cc31
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InChI
InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m0/s1
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InChIKey
JAQUASYNZVUNQP-USXIJHARSA-N
CAS
77-07-6
297-90-5
125-74-6
Physicochemical Property
logP
3.0804
Rotatable Bonds
0
Heavy Atom Count
19
Polar Areas
23.47
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
19

"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: 5359272
SID: 15020649
ChEMBL ID
CHEMBL592
DrugBank ID
DB00854
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: PT01200, Delta-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 5.1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 4.2 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 2.9 nM
Protein ID: PT00983, Kappa-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 4 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 2.3 nM
   TI
   LI
   LO
   TS
Protein ID: PT01515, Mu-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 0.13 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.21 nM
   TI
   LI
   LO
   TS
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 8000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Levorphanol )
Drug Name Levorphanol
Company Roxane Laboratories
Indication
Pain
Approved
Ischemic stroke
Terminated