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Compound Detail

CHEMBL2165615

NERIGLIATIN
🧪 Phase II
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🧪 Phase II
Cc1cnc(NC(=O)c2cc(Oc3cnc(C(=O)N(C)C)nc3)c3cc(C)oc3c2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165615
Name NERIGLIATIN
Phase Phase II
Structure Type MOL
InChI Key MASKQITXHVYVFL-UHFFFAOYSA-N

Known Names

Nerigliatin Nerigliatina Nerigliatine Pf-04937319
3
Targets
14
Activities
2
Assay Types
15
PK Parameters
20
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

432.4
MW (Da)
3.38
ALogP
8
HBA
1
HBD
123.3
PSA (Ų)
0.51
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -gliatin

Extended Properties

Molecular Formula C22H20N6O4
MW 432.44
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.85

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Hexokinase type IV activator ACTIVATOR Hexokinase-4 ✓ ✓

Indications

Diabetes Mellitus, Type 2

Activity Summary

EC50 13 meas. best 6.76
Kd 1 meas. best 6.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hexokinase-4
CHEMBL3820
 EC50 6.76 6.4883 174.0 6
Hexokinase-4
CHEMBL3820
 Kd 6.72 6.72 189.2 1
Hexokinase-4
CHEMBL3882
 EC50 6.39 5.9617 407.0 6
INS1(832/13)
CHEMBL4483248
 EC50 5.67 5.67 2150.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 24.8 mL.min-1.kg-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
CL 2.6 mL.min-1.kg-1 Canis lupus familiaris
CL 9.4 mL.min-1.kg-1 Macaca fascicularis
F 23.0 % Rattus norvegicus
F 77.0 % Rattus norvegicus
F 12.0 % Canis lupus familiaris
F 78.0 % Macaca fascicularis
Fu 0.24 - Rattus norvegicus
T1/2 4.3 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
T1/2 3.3 hr Canis lupus familiaris
T1/2 1.8 hr Macaca fascicularis
T1/2 0.002694 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hexokinase-4 EC50 = 174.0 nM 6.76 Activation of recombinant human glucokinase assessed as formation of glucose-6-p... -
Hexokinase-4 EC50 = 188.0 nM 6.73 Activation of human recombinant glucokinase using 6.5 mM glucose by spectrophoto... 22196621
Hexokinase-4 EC50 = 188.0 nM 6.73 Activation of recombinant human glucokinase assessed as formation of glucose-6-p... -
Hexokinase-4 EC50 = 190.0 nM 6.72 Activation of human recombinant glucokinase by matrix assay in presence of gluco... 23831135
Hexokinase-4 Kd = 189.2 nM 6.72 Binding affinity to biotinylated human recombinant glucokinase expressed in Esch... -
Hexokinase-4 EC50 = 407.0 nM 6.39 Activation of rat glucokinase -
Hexokinase-4 EC50 = 600.0 nM 6.22 Induction of glucokinase translocation from nucleus to cytoplasm in rat hepatocy... -
Hexokinase-4 EC50 = 900.0 nM 6.05 Induction of glucokinase translocation from nucleus to cytoplasm in cryopreserve... 22196621
Hexokinase-4 EC50 = 900.0 nM 6.05 Induction of glucokinase translocation from nucleus to cytoplasm in rat hepatocy... -
Hexokinase-4 EC50 = 930.0 nM 6.03 Activation of recombinant human liver glucokinase 2 assessed as reduction in NAD... 28800453
Hexokinase-4 EC50 = 1090.0 nM 5.96 Activation of recombinant human liver glucokinase 2 assessed as assessed as redu... 28800453
INS1(832/13) EC50 = 2150.0 nM 5.67 Cytoprotection in rat INS1(832/13) cells assessed as reduction in streptozocin i... 28800453
Hexokinase-4 EC50 = 2300.0 nM 5.64 Induction of glucokinase translocation from nucleus to cytoplasm in rat hepatocy... -
Hexokinase-4 EC50 = 3800.0 nM 5.42 Induction of glucokinase translocation from nucleus to cytoplasm in rat hepatocy... -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C1MD00116G Rattus norvegicus 10
- 10.1039/C1MD00116G Hexokinase-4 7
- 10.1039/C4MD00027G Hexokinase-4 6
- 10.1039/C1MD00116G Unchecked 5
28800453 10.1016/j.ejmech.2017.07.051 Hexokinase-4 4
22196621 10.1021/jm2014887 Hexokinase-4 4
- 10.1039/C1MD00116G Canis familiaris 4
- 10.1039/C1MD00116G Cynomolgus monkey 4
23831135 10.1016/j.bmcl.2013.06.036 Hexokinase-4 3
- 10.1039/C1MD00116G ADMET 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
28800453 10.1016/j.ejmech.2017.07.051 INS1(832/13) 2
28800453 10.1016/j.ejmech.2017.07.051 Mus musculus 2
- 10.1039/C4MD00027G Rattus norvegicus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.1039/C1MD00116G No relevant target 1
- 10.6019/CHEMBL3301361 No relevant target 1
- 10.1039/C1MD00116G Liver microsome 1
22196621 10.1021/jm2014887 ADMET 1
22196621 10.1021/jm2014887 Solute carrier organic anion transporter family member 1B3 1

Data from ChEMBL 36 via Core Engine