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Compound Detail

CHEMBL2062804

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CN1CCN(c2cccc(Nc3nc4c(-c5ccc(S(C)(=O)=O)cc5)cccn4n3)c2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2062804
Phase Preclinical
Structure Type MOL
InChI Key RFZKSQIFOZZIAQ-UHFFFAOYSA-N
26
Targets
33
Activities
2
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.6
MW (Da)
3.30
ALogP
8
HBA
1
HBD
82.8
PSA (Ų)
0.49
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26N6O2S
MW 462.58
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.72

Activity Summary

IC50 32 meas. best 8.89
EC50 1 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.89 8.265 1.3 4
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.92 7.505 12.0 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 7.07 6.9867 84.7 3
CHO
CHEMBL613853
 IC50 6.76 6.76 172.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
 EC50 6.7 6.7 202.0 1
CHO-K1
CHEMBL614031
 IC50 6.67 6.67 216.0 1
A2780
CHEMBL614004
 IC50 6.54 6.54 289.0 1
A549
CHEMBL392
 IC50 6.45 6.45 358.0 1
KP-4
CHEMBL1075482
 IC50 6.43 6.43 372.0 1
L02
CHEMBL4296457
 IC50 6.41 6.41 388.5 1
A2780/Taxol
CHEMBL4483224
 IC50 6.41 6.41 394.0 1
BXPC-3
CHEMBL614530
 IC50 6.14 6.14 730.0 1
HT-29
CHEMBL384
 IC50 6.02 6.02 961.0 1
Focal adhesion kinase 1
CHEMBL2695
 IC50 5.98 5.98 1056.3 1
HCT-8
CHEMBL613510
 IC50 5.95 5.95 1136.0 1
MCF7
CHEMBL387
 IC50 5.91 5.91 1230.0 1
HeLa
CHEMBL399
 IC50 5.9 5.9 1260.0 1
Unchecked
CHEMBL612545
 IC50 5.82 5.53 1530.0 2
COLO 205
CHEMBL614561
 IC50 5.81 5.81 1548.0 1
HepG2
CHEMBL395
 IC50 5.69 5.69 2042.0 1
HaCaT
CHEMBL614392
 IC50 5.55 5.55 2825.5 1
NCI/ADR-RES
CHEMBL613829
 IC50 5.45 5.45 3532.0 1
ARPE-19
CHEMBL4296399
 IC50 5.31 5.31 4930.5 1
CWR22R
CHEMBL612657
 IC50 5.24 5.24 5786.5 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.96 4.96 11000.0 1
PC-3
CHEMBL390
 IC50 4.82 4.82 15110.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 590.0 ng.hr.mL-1 Mus musculus
AUC 5791.0 ng.hr.mL-1 Mus musculus
CL 28.0 mL.min-1.kg-1 Mus musculus
Cmax 2877.34 nM Mus musculus
F 33.0 % Mus musculus
T1/2 0.3333 hr Mus musculus
T1/2 0.45 hr Rattus norvegicus
T1/2 0.08333 hr Canis lupus familiaris
T1/2 0.6667 hr Homo sapiens
T1/2 1.0 hr Mus musculus
T1/2 1.9 hr Mus musculus
T1/2 0.2183 hr Mus musculus
Vd 2.6 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK2 IC50 = 1.3 nM 8.89 In Vitro Enzyme Assay: The ability of compounds to inhibit the kinase activity o... -
Tyrosine-protein kinase JAK2 IC50 = 1.8 nM 8.74 Inhibition of human JAK2 expressed in baculovirus using biotinyl-amino-hexanoyl-... 22594690
Tyrosine-protein kinase JAK2 IC50 = 6.0 nM 8.22 Inhibition of JAK2 (unknown origin) using Poly-(Glu,Tyr 4:1) peptide as substrat... 37856840
Tyrosine-protein kinase JAK1 IC50 = 12.0 nM 7.92 Inhibition of JAK1 (unknown origin) using Poly-(Glu,Tyr 4:1) peptide as substrat... 37856840
Tyrosine-protein kinase JAK2 IC50 = 61.0 nM 7.21 Inhibition of JAK2 in human TF-1 cells using GM-CSF pretreated for 1 hr prior to... 22594690
Tyrosine-protein kinase JAK1 IC50 = 81.0 nM 7.09 Inhibition of human JAK1 expressed in baculovirus using biotinyl-amino-hexanoyl-... 22594690
Tyrosine-protein kinase JAK3 IC50 = 84.7 nM 7.07 In Vitro Enzyme Assay: The ability of compounds to inhibit the kinase activity o... -
Tyrosine-protein kinase JAK3 IC50 = 86.0 nM 7.07 Inhibition of JAK3 (unknown origin) using Poly-(Glu,Tyr 4:1) peptide as substrat... 37856840
Tyrosine-protein kinase JAK3 IC50 = 150.0 nM 6.82 Inhibition of human JAK3 expressed in baculovirus using biotinyl-amino-hexanoyl-... 22594690
CHO IC50 = 172.0 nM 6.76 Antiproliferative activity against Chinese hamster CHO cells assessed as cell gr... 37856840
ATP-dependent translocase ABCB1 EC50 = 202.0 nM 6.7 Inhibition of ABCB1 in human A2780/ADR cells assessed as potentiation of daunoru... 30594677
CHO-K1 IC50 = 216.0 nM 6.67 Antiproliferative activity against Chinese hamster CHO-K1 cells assessed as cell... 37856840
A2780 IC50 = 289.0 nM 6.54 Antiproliferative activity against human A2780 cells assessed as cell growth inh... 37856840
A549 IC50 = 358.0 nM 6.45 Antiproliferative activity against human A549 cells assessed as cell growth inhi... 37856840
KP-4 IC50 = 372.0 nM 6.43 Antiproliferative activity against human KP-4 cells assessed as cell growth inhi... 37856840
A2780/Taxol IC50 = 394.0 nM 6.41 Antiproliferative activity against human A2780T cells assessed as cell growth in... 37856840
L02 IC50 = 388.5 nM 6.41 Cytotoxicity against human L02 cells assessed as cell growth inhibition incubate... 37856840
BXPC-3 IC50 = 730.0 nM 6.14 Antiproliferative activity against human BXPC-3 cells assessed as cell growth in... 37856840
HT-29 IC50 = 961.0 nM 6.02 Antiproliferative activity against human HT-29 cells assessed as cell growth inh... 37856840
Focal adhesion kinase 1 IC50 = 1056.3 nM 5.98 In Vitro Enzyme Assay: The ability of compounds to inhibit the kinase activity o... -

Literature References

PubMed DOI Target Context # Activities
22594690 10.1021/jm300248q Mus musculus 11
37856840 10.1021/acs.jmedchem.3c01690 Unchecked 8
37856840 10.1021/acs.jmedchem.3c01690 A549 7
22594690 10.1021/jm300248q Plasma 5
33691794 10.1186/s13148-021-01037-1 A549 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
22594690 10.1021/jm300248q Tyrosine-protein kinase JAK2 3
22594690 10.1021/jm300248q ADMET 3
22594690 10.1021/jm300248q NON-PROTEIN TARGET 2
37856840 10.1021/acs.jmedchem.3c01690 Tyrosine-protein kinase JAK2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
22594690 10.1021/jm300248q HDLM-2 2
22594690 10.1021/jm300248q Liver microsomes 2
22594690 10.1021/jm300248q Liver 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
30594677 10.1016/j.ejmech.2018.12.019 ATP-dependent translocase ABCB1 1
22594690 10.1021/jm300248q Tyrosine-protein kinase JAK1 1
22594690 10.1021/jm300248q Nucleic Acid 1
22594690 10.1021/jm300248q Tyrosine-protein kinase JAK3 1

Data from ChEMBL 36 via Core Engine