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Compound Detail

CHEMBL3746522

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CCc1cc2c(cc1-c1cnn(CCN(C)C)c1)C(C)(C)c1[nH]c3cc(C#N)ccc3c1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3746522
Phase Preclinical
Structure Type MOL
InChI Key XHGQFRKDGWOOTC-UHFFFAOYSA-N
10
Targets
25
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

451.6
MW (Da)
4.90
ALogP
5
HBA
1
HBD
77.7
PSA (Ų)
0.47
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 C28H29N5O
MW 451.57
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -0.42

Activity Summary

EC50 13 meas. best 7.89
IC50 12 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SRSF protein kinase 1
CHEMBL4375
 IC50 8.72 8.72 1.9 1
EML4-ALK
CHEMBL3883330
 IC50 8.7 7.6538 2.0 8
SRSF protein kinase 2
CHEMBL5668
 IC50 8.18 8.18 6.6 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.89 6.7978 13.0 9
Unchecked
CHEMBL612545
 IC50 7.11 7.11 77.0 1
SK-N-SH
CHEMBL614924
 EC50 6.6 6.6 252.0 1
SH-SY5Y
CHEMBL614910
 EC50 6.35 6.35 451.0 1
SK-N-AS
CHEMBL1075578
 EC50 6.06 6.06 871.0 1
SK-N-FI
CHEMBL2366120
 EC50 6.04 6.04 914.0 1
ADMET
CHEMBL612558
 IC50 5.87 5.87 1338.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SRSF protein kinase 1 IC50 = 1.91 nM 8.72 Inhibition Assay: SRPK1 Inhibitory Activities of the Compounds. -
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of wild type EML4-ALK (unknown origin) expressed in mouse Ba/F3 cells... 26568289
EML4-ALK IC50 = 6.0 nM 8.22 Inhibition of EML4-ALK S1206Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
SRSF protein kinase 2 IC50 = 6.6 nM 8.18 Inhibition Assay: SRPK1 Inhibitory Activities of the Compounds. -
EML4-ALK IC50 = 8.0 nM 8.1 Inhibition of EML4-ALK G1202R mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 11.0 nM 7.96 Inhibition of EML4-ALK G1269A mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
NON-PROTEIN TARGET EC50 = 13.0 nM 7.89 Antiproliferative activity against human NCI-H3122 cells after 72 hrs by CellTit... 26568289
EML4-ALK IC50 = 24.0 nM 7.62 Inhibition of EML4-ALK C1156Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
NON-PROTEIN TARGET EC50 = 45.0 nM 7.35 Antiproliferative activity against human DFCI76 cells expressing EML4-ALK L1152R... 26568289
EML4-ALK IC50 = 54.0 nM 7.27 Inhibition of EML4-ALK F1174L mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
Unchecked IC50 = 77.0 nM 7.11 Inhibition of EML4-ALK 1151Tins mutant (unknown origin) expressed in mouse Ba/F3... 26568289
EML4-ALK IC50 = 80.0 nM 7.1 Inhibition of EML4-ALK L1196M mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
NON-PROTEIN TARGET EC50 = 119.0 nM 6.92 Antiproliferative activity against human CHLA20 cells expressing EML4-ALK R1275Q... 26568289
NON-PROTEIN TARGET EC50 = 129.0 nM 6.89 Antiproliferative activity against human SMS-KCNR cells expressing EML4-ALK R127... 26568289
NON-PROTEIN TARGET EC50 = 152.0 nM 6.82 Antiproliferative activity against human LAN5 cells expressing EML4-ALK R1275Q m... 26568289
NON-PROTEIN TARGET EC50 = 164.0 nM 6.79 Antiproliferative activity against human Kelly cells expressing EML4-ALK F1174L ... 26568289
SK-N-SH EC50 = 252.0 nM 6.6 Antiproliferative activity against human SK-N-SH cells expressing EML4-ALK F1174... 26568289
SH-SY5Y EC50 = 451.0 nM 6.35 Antiproliferative activity against human SH-SY5Y cells expressing EML4-ALK F1174... 26568289
NON-PROTEIN TARGET EC50 = 494.0 nM 6.31 Antiproliferative activity against human LAN1 cells expressing EML4-ALK F1174L m... 26568289
NON-PROTEIN TARGET EC50 = 535.0 nM 6.27 Antiproliferative activity against human DFCI114 cells expressing EML4-ALK G1269... 26568289

Literature References

PubMed DOI Target Context # Activities
26568289 10.1021/acs.jmedchem.5b01136 EML4-ALK 10
26568289 10.1021/acs.jmedchem.5b01136 NON-PROTEIN TARGET 9
26568289 10.1021/acs.jmedchem.5b01136 ADMET 2
26568289 10.1021/acs.jmedchem.5b01136 Unchecked 1
26568289 10.1021/acs.jmedchem.5b01136 SH-SY5Y 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-SH 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-FI 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-AS 1

Data from ChEMBL 36 via Core Engine