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Compound Detail

CHEMBL3923175

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CCS(=O)(=O)c1cc(Nc2ncc(F)c(N(Cc3ccccc3C#N)c3cc(CO)ccc3C)n2)ccc1N1CCN(C)CC1

Basic Information

ChEMBL ID CHEMBL3923175
Phase Preclinical
Structure Type MOL
InChI Key WPFLVPJXKWCRQK-UHFFFAOYSA-N
9
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

629.8
MW (Da)
4.92
ALogP
10
HBA
2
HBD
125.7
PSA (Ų)
0.25
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H36FN7O3S
MW 629.76
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness -1.61

Activity Summary

IC50 10 meas. best 9.48
Kd 2 meas. best 9.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase PAK 1
CHEMBL4600
Kd 9.55 9.55 0.3 1
Serine/threonine-protein kinase PAK 2
CHEMBL4487
Kd 9.49 9.49 0.3 1
Serine/threonine-protein kinase PAK 1
CHEMBL4600
IC50 9.48 8.355 0.3 2
Tyrosine-protein kinase Yes
CHEMBL2073
IC50 8.4 8.4 4.0 1
Serine/threonine-protein kinase PAK 2
CHEMBL4487
IC50 8.22 8.22 6.0 1
Protein kinase C theta type
CHEMBL3920
IC50 8.15 8.15 7.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 7.51 7.51 31.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 7.44 7.44 36.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 7.35 7.35 45.0 1
A549
CHEMBL392
IC50 7.22 7.22 60.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 7.03 7.03 93.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase PAK 1 Kd = 0.28 nM 9.55 Binding affinity to human PAK1 (S149 to H545 residues) expressed in bacterial ex... 27994749
Serine/threonine-protein kinase PAK 2 Kd = 0.32 nM 9.49 Binding affinity to human PAK2 (P151 to R525 residues) expressed in bacterial ex... 27994749
Serine/threonine-protein kinase PAK 1 IC50 = 0.33 nM 9.48 Inhibition of PAK1 (unknown origin) by ATP-kinaseGlo assay 27994749
Tyrosine-protein kinase Yes IC50 = 4.0 nM 8.4 Inhibition of N-terminal 6His-tagged full length recombinant human YES expressed... 27994749
Serine/threonine-protein kinase PAK 2 IC50 = 6.0 nM 8.22 Inhibition of N-terminal 6His-tagged recombinant human PAK2 (3-end residues) exp... 27994749
Protein kinase C theta type IC50 = 7.0 nM 8.15 Inhibition of C-terminal 6His-tagged recombinant full length human PKCtheta expr... 27994749
Tyrosine-protein kinase Lyn IC50 = 31.0 nM 7.51 Inhibition of N-terminal his6-tagged recombinant full-length human LYN expressed... 27994749
Tyrosine-protein kinase Lck IC50 = 36.0 nM 7.44 Inhibition of N-terminal 6His-tagged full length recombinant human LCK expressed... 27994749
Tyrosine-protein kinase Fyn IC50 = 45.0 nM 7.35 Inhibition of N-Terminal His6-tagged full length recombinant human FYN expressed... 27994749
Serine/threonine-protein kinase PAK 1 IC50 = 59.0 nM 7.23 Inhibition of PAK1 phosphorylation in human MCF10A cells 27994749
A549 IC50 = 60.0 nM 7.22 Growth inhibition of human A549 cells 28814374
Proto-oncogene tyrosine-protein kinase Src IC50 = 93.0 nM 7.03 Inhibition of N-terminal His6-tagged recombinant human Src (1 to 530 residues) e... 27994749

Literature References

PubMed DOI Target Context # Activities
27994749 10.1021/acsmedchemlett.6b00322 Serine/threonine-protein kinase PAK 1 5
27994749 10.1021/acsmedchemlett.6b00322 Unchecked 5
27994749 10.1021/acsmedchemlett.6b00322 Serine/threonine-protein kinase PAK 2 3
27994749 10.1021/acsmedchemlett.6b00322 Tyrosine-protein kinase Yes 2
27994749 10.1021/acsmedchemlett.6b00322 Tyrosine-protein kinase Lyn 2
27994749 10.1021/acsmedchemlett.6b00322 Protein kinase C theta type 2
27994749 10.1021/acsmedchemlett.6b00322 Tyrosine-protein kinase Fyn 2
27994749 10.1021/acsmedchemlett.6b00322 Proto-oncogene tyrosine-protein kinase Src 2
27994749 10.1021/acsmedchemlett.6b00322 Tyrosine-protein kinase Lck 2
28814374 10.1016/j.ejmech.2017.07.043 A549 1
27994749 10.1021/acsmedchemlett.6b00322 No relevant target 1
27994749 10.1021/acsmedchemlett.6b00322 Muscarinic acetylcholine receptor M1 1
27994749 10.1021/acsmedchemlett.6b00322 Muscarinic acetylcholine receptor M2 1
27994749 10.1021/acsmedchemlett.6b00322 Muscarinic acetylcholine receptor M5 1
27994749 10.1021/acsmedchemlett.6b00322 D(3) dopamine receptor 1
27994749 10.1021/acsmedchemlett.6b00322 5-hydroxytryptamine receptor 2B 1
27994749 10.1021/acsmedchemlett.6b00322 5-hydroxytryptamine receptor 2C 1
27994749 10.1021/acsmedchemlett.6b00322 Sodium-dependent dopamine transporter 1
27994749 10.1021/acsmedchemlett.6b00322 Alpha-1B adrenergic receptor 1
27994749 10.1021/acsmedchemlett.6b00322 Alpha-2C adrenergic receptor 1

Data from ChEMBL 36 via Core Engine