General Information of the Compound
Compound ID
CP0072629
Compound Name
2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(1S,2R,6S,14R,15R,16R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-2-propanol
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Synonyms
(5 ,7 )-17-(Cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy- , -dimethyl-6,14-ethenomorphinan-7-methanol
14357-78-9
1F0L5N25ZZ
21-Cyclopropyl-6,7,8,14-tetrahydro-7alpha-(1-hydroxy-1-methylethyl)-6,14-endo-ethanooripavine
6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-4
CHEBI:4650
CHEMBL281786
DEA No. 9058
Diprenorfin
Diprenorfina
Diprenorfina [INN-Spanish]
Diprenorphine
Diprenorphine [INN:BAN]
Diprenorphinum
Diprenorphinum [INN-Latin]
EINECS 238-325-7
M50-50 Injection
UNII-1F0L5N25ZZ
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Structure
Formula
C26H35NO4
Molecular Weight
425.569
Canonical SMILES
CO[C@]12CC[C@@]3(C[C@@H]1C(C)(C)O)[C@H]1Cc4ccc(O)c5O[C@@H]2[C@]3(CCN1CC1CC1)c45
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InChI
InChI=1S/C26H35NO4/c1-23(2,29)18-13-24-8-9-26(18,30-3)22-25(24)10-11-27(14-15-4-5-15)19(24)12-16-6-7-17(28)21(31-22)20(16)25/h6-7,15,18-19,22,28-29H,4-5,8-14H2,1-3H3/t18-,19-,22-,24-,25+,26-/m1/s1
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InChIKey
OIJXLIIMXHRJJH-KNLIIKEYSA-N
Physicochemical Property
logP
3.3876
Rotatable Bonds
4
Heavy Atom Count
31
Polar Areas
62.16
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Complexity
31

"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: 443408
ChEMBL ID
CHEMBL281786
DrugBank ID
DB01548
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: PT01526, Delta-type opioid receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000049 C6
 Cell Line Info 
Rattus norvegicus (Rat)  1
1
Activity = 1.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT01200, Delta-type opioid receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.23 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT00983, Kappa-type opioid receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 0.02 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000053 COS-7
 Cell Line Info 
Chlorocebus aethiops (Green monkey)  3
1
Ki = 0.28 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 0.37 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
Ki = 0.38 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000025 HEK-293T
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 0.69 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT01515, Mu-type opioid receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.07 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  2
1
Ki = 0.123 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 0.1995 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000053 COS-7
 Cell Line Info 
Chlorocebus aethiops (Green monkey)  2
1
Ki = 0.27 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 0.33 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Diprenorphine )
Drug Name Diprenorphine
Target(s)
Opioid receptor mu (MOP)
 Target Info 
Antagonist
Opioid receptor kappa (OPRK1)
 Target Info 
Antagonist
Opioid receptor delta (OPRD1)
 Target Info 
Antagonist