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Compound Detail

CHEMBL598194

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NC1(C(=O)NCc2ccc(Cl)cc2)CCN(c2ncnc3[nH]ccc23)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL598194
Phase Preclinical
Structure Type MOL
InChI Key XQPFDQVEBGYLHB-UHFFFAOYSA-N
8
Targets
11
Activities
1
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

384.9
MW (Da)
2.23
ALogP
5
HBA
3
HBD
99.9
PSA (Ų)
0.64
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H21ClN6O
MW 384.87
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.14

Activity Summary

IC50 11 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-beta serine/threonine-protein kinase
CHEMBL2431
 IC50 8.66 7.92 2.2 2
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 7.89 7.89 13.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.77 7.77 17.0 1
Unchecked
CHEMBL612545
 IC50 7.52 7.0 30.0 2
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
 IC50 7.24 7.24 57.0 1
Rho-associated protein kinase 2
CHEMBL2973
 IC50 7.18 7.01 66.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.0 6.0 1000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.28 5.28 5235.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.08 L/hr Mus musculus
CL 2.0 mL.min-1.kg-1 Canis lupus familiaris
CL 48.0 mL.min-1.kg-1 Rattus norvegicus
CL 42.0 mL.min-1.kg-1 Mus musculus
F 58.0 % Mus musculus
F 70.0 % Canis lupus familiaris
F 56.0 % Rattus norvegicus
F 88.0 % Mus musculus
Fu 0.22 - Homo sapiens
Fu 0.11 - Canis lupus familiaris
Fu 0.14 - Rattus norvegicus
Fu 0.14 - Mus musculus
T1/2 0.9 hr Mus musculus
T1/2 3.0 hr Canis lupus familiaris
T1/2 2.3 hr Rattus norvegicus
T1/2 0.8 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-beta serine/threonine-protein kinase IC50 = 2.2 nM 8.66 Inhibition of PKBbeta by radiometric filter binding assay 20151677
RAC-alpha serine/threonine-protein kinase IC50 = 13.0 nM 7.89 Inhibition of recombinant Akt1 (unknown origin) using 5-FAM-labeled peptide as s... 23394218
NON-PROTEIN TARGET IC50 = 17.0 nM 7.77 Antiproliferative activity against human U87MG cells after 96 hrs by SRB assay 20151677
Unchecked IC50 = 30.0 nM 7.52 Inhibition of PKA by radiometric filter binding assay 20151677
RAC-gamma serine/threonine-protein kinase IC50 = 57.0 nM 7.24 Inhibition of recombinant Akt3 (unknown origin) using 5-FAM-labeled peptide as s... 23394218
Rho-associated protein kinase 2 IC50 = 66.0 nM 7.18 Inhibition of recombinant ROCK2 (unknown origin) using 5-FAM-labeled peptide as ... 23394218
RAC-beta serine/threonine-protein kinase IC50 = 66.0 nM 7.18 Inhibition of recombinant Akt2 (unknown origin) using 5-FAM-labeled peptide as s... 23394218
Rho-associated protein kinase 2 IC50 = 143.0 nM 6.84 Inhibition Assay: In a final reaction volume of 25 ul, ROCK-II (h) (5-10 mU) is ... -
Unchecked IC50 = 328.0 nM 6.48 Inhibition of Akt in human MDA-MB-468 cells assessed as inhibition of GSK3beta p... 23394218
Cytochrome P450 2C9 IC50 = 1000.0 nM 6.0 Inhibition of CYP2C9 in human microsomal preparation 20151677
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 5235.0 nM 5.28 Inhibition of human ERG expressed in CHO cells by ionworks assay 23394218

Literature References

PubMed DOI Target Context # Activities
20151677 10.1021/jm901788j Mus musculus 6
23394218 10.1021/jm301762v No relevant target 4
23394218 10.1021/jm301762v Canis familiaris 4
20151677 10.1021/jm901788j NON-PROTEIN TARGET 4
- 10.1039/C3MD00308F Tyrosine-protein kinase ABL1 4
23394218 10.1021/jm301762v Rattus norvegicus 4
23394218 10.1021/jm301762v Plasma 4
23394218 10.1021/jm301762v Mus musculus 4
20151677 10.1021/jm901788j Unchecked 3
23394218 10.1021/jm301762v Hepatocyte 3
- 10.1039/C3MD00308F Fibroblast growth factor receptor 2 2
20151677 10.1021/jm901788j No relevant target 2
- 10.6019/CHEMBL3301361 No relevant target 2
- 10.1039/C3MD00308F Receptor-type tyrosine-protein kinase FLT3 2
23394218 10.1021/jm301762v Unchecked 2
- 10.1039/C3MD00308F Protein kinase C beta type 2
- 10.1039/C3MD00308F Unchecked 2
- 10.1039/C3MD00308F cGMP-dependent protein kinase 1 2
20151677 10.1021/jm901788j RAC-alpha serine/threonine-protein kinase 2
20151677 10.1021/jm901788j ADMET 1

Data from ChEMBL 36 via Core Engine