General Information of the Compound
Compound ID
CP0422693
Compound Name
(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid amide
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Synonyms
58822-25-6
CHEBI:89656
CHEMBL8234
Enkephalin
Enkephalin L
Enkephalins
H-Tyr-Gly-Gly-Phe-Leu-OH
L-Leucine, N-(N-(N-(N-L-tyrosylglycyl)glycyl)-L-phenylalanyl)-
Leucyl-enkephalin
RI01R707R6
Tyr-Gly-Gly-Phe-Leu-OH
UNII-RI01R707R6
[5-Leucine]Enkephalin
[Leu 5]enkephalin
[Leu5]-Enkephalin
[Leu5]enkephalin
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Structure
Formula
C28H38N6O6
Molecular Weight
554.648
Canonical SMILES
CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(N)=O
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InChI
InChI=1S/C28H38N6O6/c1-17(2)12-22(26(30)38)34-28(40)23(14-18-6-4-3-5-7-18)33-25(37)16-31-24(36)15-32-27(39)21(29)13-19-8-10-20(35)11-9-19/h3-11,17,21-23,35H,12-16,29H2,1-2H3,(H2,30,38)(H,31,36)(H,32,39)(H,33,37)(H,34,40)/t21-,22-,23-/m0/s1
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InChIKey
YZXGODHVAJPXSG-VABKMULXSA-N
Physicochemical Property
logP
-0.7619
Rotatable Bonds
15
Heavy Atom Count
40
Polar Areas
205.74
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
7
Complexity
40

"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: 9985128
SID: 14963163
ChEMBL ID
CHEMBL35838
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
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y Homo sapiens (Human)  3
1
IC50 = 26.1 nM
   TI
   LI
   LO
   TS
2
IC50 = 57.8 nM
   TI
   LI
   LO
   TS
3
Ki = 11.4 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( [Leu5]enkephalin )
Drug Name [Leu5]enkephalin
Target(s)
Opioid receptor delta (OPRD1)
Inhibitor
Opioid receptor kappa (OPRK1)
Inhibitor
Opioid receptor mu (MOP)
Inhibitor