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Compound Detail

CHEMBL225304

PIMAGEDINE
🧪 Phase II
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🧪 Phase II

Basic Information

ChEMBL ID CHEMBL225304
Name PIMAGEDINE
Phase Phase II
Structure Type MOL
InChI Key HAMNKKUPIHEESI-UHFFFAOYSA-N

Known Names

Aminoguanidine Pimagedina Pimagedine
11
Targets
83
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
2
Indications

Molecular Properties

74.1
MW (Da)
-1.66
ALogP
2
HBA
4
HBD
87.9
PSA (Ų)
0.12
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1993

Extended Properties

Molecular Formula CH6N4
MW 74.09
Aromatic Rings 0
Heavy Atoms 5
NP-Likeness -0.37

Indications

Diabetic Retinopathy Endotoxemia

Activity Summary

IC50 77 meas. best 7.3
Ki 4 meas. best 6.85
EC50 2 meas. best 4.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAW264.7
CHEMBL612557
 IC50 7.3 4.9559 50.0 41
Diamine oxidase [copper-containing]
CHEMBL2118
 Ki 6.85 6.85 140.0 1
Nitric oxide synthase 1
CHEMBL3568
 Ki 5.48 5.48 3300.0 1
Nitric oxide synthase, inducible
CHEMBL4481
 IC50 5.41 5.01 3900.0 3
Nitric oxide synthase 1
CHEMBL3568
 IC50 5.23 5.23 5900.0 1
Nitric oxide synthase 1
CHEMBL3048
 IC50 5.22 4.965 6000.0 2
Nitric oxide synthase, inducible
CHEMBL3464
 IC50 5.05 4.7267 9000.0 3
Nitric oxide synthase, inducible
CHEMBL4481
 Ki 4.8 4.8 16000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.78 4.7133 16600.0 3
Unchecked
CHEMBL612545
 IC50 4.71 4.695 19410.0 2
No relevant target
CHEMBL2362975
 IC50 4.66 4.375 21700.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.65 4.65 22600.0 1
Mus musculus
CHEMBL375
 IC50 4.6 4.6 25100.0 1
Nitric oxide synthase 3
CHEMBL4803
 IC50 4.14 4.07 72000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAW264.7 IC50 = 50.0 nM 7.3 Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of... 20192236
Diamine oxidase [copper-containing] Ki = 140.0 nM 6.85 Tested for ability to competitively inhibit hog kidney diamine oxidase (DAO) in ... -
RAW264.7 IC50 = 200.0 nM 6.7 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 21924800
RAW264.7 IC50 = 230.0 nM 6.64 Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells pre-incubated... 25176187
RAW264.7 IC50 = 1800.0 nM 5.75 Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells incubated for... 33454546
RAW264.7 IC50 = 2700.0 nM 5.57 Inhibition of LPS-induced NO production in mouse RAW264.7 cells measured after 2... 20515062
Nitric oxide synthase 1 Ki = 3300.0 nM 5.48 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
Nitric oxide synthase, inducible IC50 = 3900.0 nM 5.41 Inhibitory activity of compound against human inducible nitric oxide synthase 12620067
RAW264.7 IC50 = 4060.0 nM 5.39 Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by ... 14510600
Nitric oxide synthase, inducible IC50 = 4500.0 nM 5.35 Ability to inhibit conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by indu... 11327580
RAW264.7 IC50 = 4600.0 nM 5.34 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 21090796
Nitric oxide synthase 1 IC50 = 5900.0 nM 5.23 Inhibitory activity against human neuronal nitric oxide synthase 12620067
Nitric oxide synthase 1 IC50 = 6000.0 nM 5.22 Inhibition of conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by neuronal ... 11327580
RAW264.7 IC50 = 6500.0 nM 5.19 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 22691179
RAW264.7 IC50 = 7290.0 nM 5.14 Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of... 25703295
RAW264.7 IC50 = 7900.0 nM 5.1 Antiinflammatory action in mouse RAW264.7 cells assessed as inhibition of LPS-in... 21894898
RAW264.7 IC50 = 8680.0 nM 5.06 Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of... 24974350
Nitric oxide synthase, inducible IC50 = 9000.0 nM 5.05 Tested to inhibit the conversion of [3H]L-arginine to [3H]L-citrulline catalyzed... -
RAW264.7 IC50 = 11910.0 nM 4.92 Anti-inflammatory activity against LPS-induced mouse RAW264.7 cells assessed as ... 26280922
Nitric oxide synthase, inducible Ki = 16000.0 nM 4.8 Binding affinity to iNOS (unknown origin) assessed as inhibition constant 37931330

Literature References

PubMed DOI Target Context # Activities
22627042 10.1016/j.bmcl.2012.04.130 Rattus norvegicus 26
31358465 10.1016/j.bmcl.2019.07.035 NON-PROTEIN TARGET 5
23454014 10.1016/j.bmcl.2013.01.091 RAW264.7 5
24974350 10.1016/j.ejmech.2014.06.043 RAW264.7 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
17574415 10.1016/j.bmcl.2007.06.009 FL5.12 3
18281932 10.1021/jm070794t FL5.12 3
21530276 10.1016/j.bmc.2011.04.006 RAW264.7 3
31683103 10.1016/j.ejmech.2019.111808 NON-PROTEIN TARGET 3
24996142 10.1016/j.ejmech.2014.06.045 RAW264.7 3
20014752 10.1021/tx900326k Hepatotoxicity 3
27976895 10.1021/acs.jnatprod.6b00407 RAW264.7 3
21316977 10.1016/j.bmc.2011.01.034 RAW264.7 3
26187705 10.1016/j.bmcl.2015.06.080 Unchecked 3
10987430 10.1016/s0960-894x(00)00389-9 Nitric oxide sythases; iNOS & nNOS 2
10447959 10.1021/jm990111c Unchecked 2
21775152 10.1016/j.bmc.2011.06.069 RAW264.7 2
21846089 10.1021/np200279r Nitric oxide synthase, inducible 2
21752643 10.1016/j.bmcl.2011.04.131 No relevant target 2
22148193 10.1021/np100874f Nitric oxide synthase, inducible 2

Data from ChEMBL 36 via Core Engine