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Compound Detail

CHEMBL469695

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O=C(NCc1ccc(F)cc1)N1CCN2C(=O)OC(c3ccccc3)(c3ccccc3)C2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL469695
Phase Preclinical
Structure Type MOL
InChI Key SFRQIPRTNYHJHP-UHFFFAOYSA-N
8
Targets
16
Activities
4
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
4.12
ALogP
3
HBA
1
HBD
61.9
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H24FN3O3
MW 445.49
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.91

Activity Summary

IC50 7 meas. best 8.28
EC50 5 meas. best 5.65
Kd 3 meas. best 7.82
Ki 1 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuropeptide S receptor
CHEMBL5162
 IC50 8.28 7.3371 5.3 7
Neuropeptide S receptor
CHEMBL5497
 Kd 7.82 7.82 15.1 1
Unchecked
CHEMBL612545
 Kd 7.55 7.415 28.2 2
Neuropeptide S receptor
CHEMBL5162
 Ki 7.32 7.32 47.9 1
Apelin receptor
CHEMBL1628481
 EC50 5.65 5.65 2247.4 1
Glucose-dependent insulinotropic receptor
CHEMBL5652
 EC50 5.62 5.62 2393.9 1
Free fatty acid receptor 4
CHEMBL5339
 EC50 5.54 5.54 2905.6 1
Glucagon-like peptide 1 receptor
CHEMBL1784
 EC50 5.53 5.53 2949.5 1
Beta-2 adrenergic receptor
CHEMBL210
 EC50 5.24 5.24 5806.5 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 13.7 nM -
Ke 588.0 nM -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuropeptide S receptor IC50 = 5.3 nM 8.28 Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO... 24171469
Neuropeptide S receptor IC50 = 14.0 nM 7.85 Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO... 24171469
Neuropeptide S receptor Kd = 15.14 nM 7.82 Antagonist activity at mouse Neuropeptide S receptor expressed in HEK293 cells a... 33733768
Neuropeptide S receptor IC50 = 25.0 nM 7.6 Displacement of [125I]Tyr10-NPS from human neuropeptide S receptor expressed in ... 24171469
Neuropeptide S receptor IC50 = 28.0 nM 7.55 Antagonist activity at neuropeptide S receptor (unknown origin) assessed as intr... 24171469
Unchecked Kd = 28.18 nM 7.55 Antagonist activity at human NPSR-Ile107 variant 33733768
Neuropeptide S receptor IC50 = 48.0 nM 7.32 Displacement of [125I]Tyr10-NPS from neuropeptide S receptor (unknown origin) 24171469
Neuropeptide S receptor Ki = 47.86 nM 7.32 Binding affinity to human NPSR by radioligand binding assay 33733768
Unchecked Kd = 52.48 nM 7.28 Antagonist activity at human NPSR-Asn107 variant 33733768
Neuropeptide S receptor IC50 = 420.0 nM 6.38 Antagonist activity at neuropeptide S receptor (unknown origin) expressed in CHO... 24171469
Neuropeptide S receptor IC50 = 420.0 nM 6.38 Antagonist activity at neuropeptide S receptor (unknown origin) assessed as cAMP... 24171469
Apelin receptor EC50 = 2247.36 nM 5.65 GPCR PRESTO-Tango dose-response in antagonist mode with target: APLNR -
Glucose-dependent insulinotropic receptor EC50 = 2393.89 nM 5.62 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119 -
Free fatty acid receptor 4 EC50 = 2905.57 nM 5.54 GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4 -
Glucagon-like peptide 1 receptor EC50 = 2949.46 nM 5.53 GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R -
Beta-2 adrenergic receptor EC50 = 5806.46 nM 5.24 GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 U2OS 304
21466221 10.1021/jm200138r Neuropeptide S receptor 9
18555684 10.1016/j.bmcl.2008.05.098 Unchecked 7
24171469 10.1021/jm400904m Neuropeptide S receptor 7
24171469 10.1021/jm400904m ADMET 6
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5058564 U2OS 4

Data from ChEMBL 36 via Core Engine