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Compound Detail

CHEMBL5431371

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CCN(CC)CCCC(C)Nc1cnc(C(=O)Nc2cc(F)cc3cccnc23)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5431371
Phase Preclinical
Structure Type MOL
InChI Key DATRLTNBZWRBPI-UHFFFAOYSA-N
22
Targets
22
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
4.34
ALogP
6
HBA
2
HBD
83.0
PSA (Ų)
0.50
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H29FN6O
MW 424.52
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.78

Activity Summary

Ki 17 meas. best 8.0
IC50 5 meas. best 6.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 8.0 8.0 10.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 7.0 7.0 99.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.78 6.78 165.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 6.55 6.55 279.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.43 6.43 373.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.41 6.41 386.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.17 6.17 673.0 1
Kappa-type opioid receptor
CHEMBL237
 Ki 6.15 6.15 713.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 6.14 6.14 717.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.14 6.14 726.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.13 6.13 743.0 1
Histamine H2 receptor
CHEMBL1941
 Ki 6.12 6.12 750.0 1
MIA PaCa-2
CHEMBL614725
 IC50 6.05 6.05 900.0 1
Histamine H3 receptor
CHEMBL264
 Ki 5.92 5.92 1198.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 5.87 5.87 1349.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 5.7 5.7 2009.0 1
D(1B) dopamine receptor
CHEMBL1850
 Ki 5.55 5.55 2830.0 1
Unchecked
CHEMBL612545
 IC50 5.54 5.54 2900.0 1
Panc02
CHEMBL4483283
 IC50 5.37 5.37 4300.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.26 5.26 5474.0 1
PANC-1
CHEMBL614139
 IC50 5.14 5.14 7200.0 1
BXPC-3
CHEMBL614530
 IC50 5.14 5.14 7300.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.755 hr Mus musculus
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma intracellular receptor 2 Ki = 10.0 nM 8.0 Displacement of [3H](+)-ditolylguanidine from human sigma 2 receptor transfected... 36692906
5-hydroxytryptamine receptor 1D Ki = 99.0 nM 7.0 Binding affinity to 5-HT1D receptor (unknown origin) assessed as inhibition cons... 36692906
Sigma non-opioid intracellular receptor 1 Ki = 165.0 nM 6.78 Displacement of [3H](+)-pentazocine from human sigma 1 receptor transfected in h... 36692906
Muscarinic acetylcholine receptor M4 Ki = 279.0 nM 6.55 Binding affinity to M4 receptor (unknown origin) assessed as inhibition constant 36692906
Muscarinic acetylcholine receptor M5 Ki = 373.0 nM 6.43 Binding affinity to M5 receptor (unknown origin) assessed as inhibition constant 36692906
Muscarinic acetylcholine receptor M2 Ki = 386.0 nM 6.41 Binding affinity to M2 receptor (unknown origin) assessed as inhibition constant 36692906
Alpha-2A adrenergic receptor Ki = 673.0 nM 6.17 Binding affinity to alpha2A receptor (unknown origin) assessed as inhibition con... 36692906
Kappa-type opioid receptor Ki = 713.0 nM 6.15 Binding affinity to KOR receptor (unknown origin) assessed as inhibition constan... 36692906
Muscarinic acetylcholine receptor M1 Ki = 717.0 nM 6.14 Binding affinity to M1 receptor (unknown origin) assessed as inhibition constant 36692906
D(3) dopamine receptor Ki = 726.0 nM 6.14 Binding affinity to dopamine D3 receptor (unknown origin) assessed as inhibition... 36692906
5-hydroxytryptamine receptor 1A Ki = 743.0 nM 6.13 Binding affinity to 5-HT1A receptor (unknown origin) assessed as inhibition cons... 36692906
Histamine H2 receptor Ki = 750.0 nM 6.12 Binding affinity to histamine H2 receptor (unknown origin) assessed as inhibitio... 36692906
MIA PaCa-2 IC50 = 900.0 nM 6.05 Antiproliferative activity against human MIA PaCa-2 cells measured after 72 hrs ... 36692906
Histamine H3 receptor Ki = 1198.0 nM 5.92 Binding affinity to histamine H3 receptor (unknown origin) assessed as inhibitio... 36692906
Muscarinic acetylcholine receptor M3 Ki = 1349.0 nM 5.87 Binding affinity to M3 receptor (unknown origin) assessed as inhibition constant 36692906
Alpha-2B adrenergic receptor Ki = 2009.0 nM 5.7 Binding affinity to alpha2B receptor (unknown origin) assessed as inhibition con... 36692906
D(1B) dopamine receptor Ki = 2830.0 nM 5.55 Binding affinity to dopamine D5 receptor (unknown origin) assessed as inhibition... 36692906
Unchecked IC50 = 2900.0 nM 5.54 Antiproliferative activity against mouse KPC2 cells measured after 72 hrs by MTT... 36692906
Panc02 IC50 = 4300.0 nM 5.37 Antiproliferative activity against mouse Panc02 cells measured after 72 hrs by M... 36692906
D(1A) dopamine receptor Ki = 5474.0 nM 5.26 Binding affinity to dopamine D1 receptor (unknown origin) assessed as inhibition... 36692906

Literature References

PubMed DOI Target Context # Activities
36692906 10.1021/acs.jmedchem.2c01769 ADMET 2
36692906 10.1021/acs.jmedchem.2c01769 Unchecked 2
36692906 10.1021/acs.jmedchem.2c01769 MIA PaCa-2 2
36692906 10.1021/acs.jmedchem.2c01769 Muscarinic acetylcholine receptor M3 1
36692906 10.1021/acs.jmedchem.2c01769 Panel NCI-60 (60 carcinoma cell lines) 1
36692906 10.1021/acs.jmedchem.2c01769 Alpha-2A adrenergic receptor 1
36692906 10.1021/acs.jmedchem.2c01769 5-hydroxytryptamine receptor 1D 1
36692906 10.1021/acs.jmedchem.2c01769 5-hydroxytryptamine receptor 2B 1
36692906 10.1021/acs.jmedchem.2c01769 5-hydroxytryptamine receptor 1B 1
36692906 10.1021/acs.jmedchem.2c01769 5-hydroxytryptamine receptor 1A 1
36692906 10.1021/acs.jmedchem.2c01769 Histamine H3 receptor 1
36692906 10.1021/acs.jmedchem.2c01769 Histamine H2 receptor 1
36692906 10.1021/acs.jmedchem.2c01769 Muscarinic acetylcholine receptor M4 1
36692906 10.1021/acs.jmedchem.2c01769 Sigma non-opioid intracellular receptor 1 1
36692906 10.1021/acs.jmedchem.2c01769 Muscarinic acetylcholine receptor M2 1
36692906 10.1021/acs.jmedchem.2c01769 Muscarinic acetylcholine receptor M1 1
36692906 10.1021/acs.jmedchem.2c01769 Muscarinic acetylcholine receptor M5 1
36692906 10.1021/acs.jmedchem.2c01769 D(1B) dopamine receptor 1
36692906 10.1021/acs.jmedchem.2c01769 D(3) dopamine receptor 1
36692906 10.1021/acs.jmedchem.2c01769 D(1A) dopamine receptor 1

Data from ChEMBL 36 via Core Engine