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Compound Detail

CHEMBL50378

EHNA
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CCCCCC[C@@H]([C@@H](C)O)n1cnc2c(N)ncnc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL50378
Name EHNA
Phase Preclinical
Structure Type MOL
InChI Key IOSAAWHGJUZBOG-MNOVXSKESA-N
5
Targets
18
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

277.4
MW (Da)
2.30
ALogP
6
HBA
2
HBD
89.8
PSA (Ų)
0.76
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H23N5O
MW 277.37
Aromatic Rings 2
Heavy Atoms 20

Activity Summary

Ki 14 meas. best 9.4
IC50 4 meas. best 6.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine deaminase
CHEMBL1910
 Ki 9.4 8.125 0.4 4
Adenosine deaminase
CHEMBL2966
 Ki 8.89 8.27 1.3 7
Adenosine receptor A1
CHEMBL318
 Ki 6.34 6.34 455.0 1
cGMP-dependent 3',5'-cyclic phosphodiesterase
CHEMBL2652
 IC50 6.2 5.8667 635.0 3
cGMP-dependent 3',5'-cyclic phosphodiesterase
CHEMBL2652
 Ki 6.0 5.775 1000.0 2
Unchecked
CHEMBL612545
 IC50 5.77 5.77 1700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2200.0 ng.hr.mL-1 Mus musculus
AUC 1000.0 ng.hr.mL-1 Mus musculus
Cmax 21271.23 nM Mus musculus
Cmax 3965.82 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine deaminase Ki = 0.4 nM 9.4 Compound was evaluated for the inhibition of adenosine deaminase 7310814
Adenosine deaminase Ki = 1.3 nM 8.89 Ability to inhibit calf intestinal adenosine deaminase (ADA); No data 7086847
Adenosine deaminase Ki = 3.7 nM 8.43 Inhibition constant against human adenosine deaminase was determined 12643924
Adenosine deaminase Ki = 4.0 nM 8.4 Binding affinity (Ki) at calf intestinal adenosine deaminase. 1433220
Adenosine deaminase Ki = 4.3 nM 8.37 Inhibition constant (Ki) against Human erythrocyte adenosine deaminase 3339608
Adenosine deaminase Ki = 7.0 nM 8.15 Binding affinity against calf intestine adenosine deaminase enzyme 6699873
Adenosine deaminase Ki = 7.0 nM 8.15 In vitro inhibition of adenosine deaminase isolated from calf intestine. 8289197
Adenosine deaminase Ki = 7.0 nM 8.15 Inhibition constant (Ki) against calf intestine adenosine deaminase 3339608
Adenosine deaminase Ki = 7.0 nM 8.15 Inhibition of calf intestinal adenosine deaminase 2002459
Adenosine deaminase Ki = 10.0 nM 8.0 Binding affinity against Adenosine deaminase from calf intestinal mucosa was det... 11677121
Adenosine receptor A1 Ki = 455.0 nM 6.34 Binding affinity against adenosine A1 receptor from rat brain. 7752196
Adenosine deaminase Ki = 500.0 nM 6.3 Compound was evaluated for the inhibition of adenosine deaminase 7310814
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 635.0 nM 6.2 Inhibition of human PDE2A 26908025
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 800.0 nM 6.1 Inhibition of PDE2 (unknown origin) 23582272
cGMP-dependent 3',5'-cyclic phosphodiesterase Ki = 1000.0 nM 6.0 Inhibition of human phosphodiesterase 2 15887951
Unchecked IC50 = 1700.0 nM 5.77 Inhibition of human phosphodiesterase 2 18588282
cGMP-dependent 3',5'-cyclic phosphodiesterase Ki = 2800.0 nM 5.55 Inhibition of Phosphodiesterase 2 9191951
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 5000.0 nM 5.3 Inhibition of human platelet phosphodiesterase 2 15125945

Literature References

PubMed DOI Target Context # Activities
12643924 10.1016/s0960-894x(03)00026-x Mus musculus 4
7752196 10.1021/jm00010a017 Adenosine receptor A3 3
7310814 10.1021/jm00144a002 Adenosine deaminase 2
3339608 10.1021/jm00397a021 Adenosine deaminase 2
3339608 10.1021/jm00397a021 HeLa 2
3339608 10.1021/jm00397a021 KB 2
3339608 10.1021/jm00397a021 P388 2
9406591 10.1021/jm960729b Adenosine deaminase 2
7086847 10.1021/jm00347a023 Unchecked 1
6699873 10.1021/jm00369a008 Adenosine deaminase 1
26908025 10.1021/acs.jmedchem.5b01813 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
7752196 10.1021/jm00010a017 Adenosine receptor A2a 1
12643924 10.1016/s0960-894x(03)00026-x Adenosine deaminase 1
7752196 10.1021/jm00010a017 Adenosine receptors; A1 & A3 1
9191951 10.1021/jm960827x Phosphodiesterase 1 1
9191951 10.1021/jm960827x cGMP-dependent 3',5'-cyclic phosphodiesterase 1
9191951 10.1021/jm960827x Phosphodiesterase 3 1
9406591 10.1021/jm960729b ADMET 1
9191951 10.1021/jm960827x cGMP-specific 3',5'-cyclic phosphodiesterase 1
8289197 10.1021/jm00027a026 Adenosine deaminase 1

Data from ChEMBL 36 via Core Engine