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Compound Detail

CHEMBL4060033

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CC1(N)CCN(c2cnc(-c3cccc(Cl)c3Cl)c(N)n2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4060033
Phase Preclinical
Structure Type MOL
InChI Key YGUFCDOEKKVKJK-UHFFFAOYSA-N
18
Targets
78
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

352.3
MW (Da)
3.35
ALogP
5
HBA
2
HBD
81.1
PSA (Ų)
0.87
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H19Cl2N5
MW 352.27
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.82

Activity Summary

IC50 73 meas. best 9.84
Kd 3 meas. best 8.0
Ki 2 meas. best 7.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase non-receptor type 11
CHEMBL3864
 IC50 9.84 6.9497 0.1 31
MV4-11
CHEMBL613835
 IC50 9.32 6.5129 0.5 7
Tyrosine-protein phosphatase non-receptor type 11
CHEMBL3864
 Kd 8.0 6.9867 10.0 3
Tyrosine-protein phosphatase non-receptor type 11
CHEMBL3864
 Ki 7.17 7.17 67.0 1
Unchecked
CHEMBL612545
 IC50 6.92 5.6325 120.0 4
Mitogen-activated protein kinase; ERK1/ERK2
CHEMBL1907606
 IC50 6.59 6.59 254.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 6.52 6.52 300.0 1
MOLM-14
CHEMBL3706570
 IC50 6.05 6.05 900.0 1
KYSE-520 cell line
CHEMBL612701
 IC50 5.85 5.315 1400.0 6
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.23 5.23 5900.0 1
Detroit 562
CHEMBL1075432
 IC50 5.19 5.19 6470.0 1
Capan-2
CHEMBL1075417
 IC50 4.8 4.8 15670.0 1
BaF3
CHEMBL614524
 IC50 4.7 4.7 19860.0 1
MDA-MB-468
CHEMBL614335
 IC50 4.52 4.44 29900.0 3
4T1
CHEMBL612589
 IC50 4.49 4.49 32400.0 1
HepG2
CHEMBL395
 IC50 4.44 4.44 36400.0 1
MIA PaCa-2
CHEMBL614725
 IC50 4.38 4.38 41900.0 1
RT-4
CHEMBL614884
 IC50 4.36 4.36 43900.0 1
ASPC1
CHEMBL612588
 IC50 4.19 4.19 64040.0 1
BXPC-3
CHEMBL614530
 IC50 4.14 4.14 72860.0 1
HCT-116
CHEMBL394
 IC50 4.11 4.11 76900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 199032.55 ng.hr.mL-1 Mus musculus
F 46.0 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 0.145 nM 9.84 Inhibition of human SHP2 catalytic activity in human MV4-11 cells 33780898
MV4-11 IC50 = 0.475 nM 9.32 Antiproliferative activity against human MV4-11 cells assessed as inhibition of ... 33780898
Tyrosine-protein phosphatase non-receptor type 11 Kd = 10.0 nM 8.0 Binding affinity to SHP2 (unknown origin) by SPR analysis 39110625
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 39.7 nM 7.4 Inhibition of wild type SHP2 (unknown origin) using DiFMUP as substrate preincub... 36097406
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 47.0 nM 7.33 SHP2 Biochemical Assay (with IRSI_2pY): The inhibition of SHP2 by compounds of t... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 60.0 nM 7.22 Allosteric inhibition of 2P-IRS-1 stimulated wild type SHP2 (unknown origin) exp... 29155585
Tyrosine-protein phosphatase non-receptor type 11 Ki = 67.0 nM 7.17 Reversible inhibition of wild-type human SHP2 using DiFMUP as substrate and meas... 35063735
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 SHP2 Allosteric Inhibition Assay: SHP2 is allosterically activated through bindi... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 SHP2 Allosteric Inhibition Assay: SHP2 is allosterically activated through bindi... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 Allosteric inhibition of 6x-histidine tagged human SHP2 (Met1-L525 residues) exp... 32910655
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 Negative allosteric modulator activity at SHP2 (unknown origin) 27539118
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 Inhibition of recombinant human SHP2 33582386
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 SHP2 Allosteric Inhibition Assay: More specifically, the phosphatase reactions w... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 SHP2 Allosteric Inhibition Assay: SHP2 is allosterically activated through bindi... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 SHP2 Allosteric Inhibition Assay: More specifically, the phosphatase reactions w... -
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 Inhibition of SHP2 (unknown origin) 30688462
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 70.0 nM 7.16 Inhibition of human 6his-tagged SHP2 (2 to 593 residues) expressed in Escherichi... 27347692
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 71.0 nM 7.15 Allosteric inhibition of IRS1 peptide-activated human recombinant SHP2 (Met1 to ... 36793438
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 71.0 nM 7.15 Allosteric inhibition of wild-type human SHP2 (1 to 535 residues) using DiFMUP a... 35063735
Tyrosine-protein phosphatase non-receptor type 11 IC50 = 71.0 nM 7.15 Inhibition of human 6His-tagged SHP2 (1 to 525 residues) expressed in Escherichi... 30688459

Literature References

PubMed DOI Target Context # Activities
37390510 10.1016/j.ejmech.2023.115585 MV4-11 25
33780898 10.1016/j.ejmech.2021.113341 MV4-11 16
35063735 10.1016/j.ejmech.2022.114106 Tyrosine-protein phosphatase non-receptor type 11 13
36097406 10.1021/acs.jmedchem.2c00866 MV4-11 8
36097406 10.1021/acs.jmedchem.2c00866 ADMET 7
29089257 10.1016/j.bmc.2017.10.025 Tyrosine-protein phosphatase non-receptor type 11 5
37390510 10.1016/j.ejmech.2023.115585 Tyrosine-protein phosphatase non-receptor type 11 5
36097406 10.1021/acs.jmedchem.2c00866 Histone deacetylase 4
32437146 10.1021/acs.jmedchem.0c00471 Tyrosine-protein phosphatase non-receptor type 11 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
27347692 10.1021/acs.jmedchem.6b00680 ADMET 4
27347692 10.1021/acs.jmedchem.6b00680 KYSE-520 cell line 4
36097406 10.1021/acs.jmedchem.2c00866 4T1 4
39110625 10.1021/acs.jmedchem.4c00360 Tyrosine-protein phosphatase non-receptor type 11 3
32910655 10.1021/acs.jmedchem.0c01170 Tyrosine-protein phosphatase non-receptor type 11 3
37754066 10.1021/acs.jmedchem.3c00992 ADMET 3
32910655 10.1021/acs.jmedchem.0c01170 No relevant target 3
36793438 10.1021/acsmedchemlett.2c00454 Tyrosine-protein phosphatase non-receptor type 11 3
36097406 10.1021/acs.jmedchem.2c00866 Tyrosine-protein phosphatase non-receptor type 11 2
31784318 10.1016/j.bmcl.2019.126756 MDA-MB-468 2

Data from ChEMBL 36 via Core Engine