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Compound Detail

CHEMBL9387

L-365260
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Cc1cccc(NC(=O)N[C@@H]2N=C(c3ccccc3)c3ccccc3N(C)C2=O)c1

Basic Information

ChEMBL ID CHEMBL9387
Name L-365260
Phase Preclinical
Structure Type MOL
InChI Key KDFQABSFVYLGPM-QFIPXVFZSA-N
14
Targets
87
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

398.5
MW (Da)
3.96
ALogP
3
HBA
2
HBD
73.8
PSA (Ų)
0.70
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C24H22N4O2
MW 398.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.75

Activity Summary

IC50 65 meas. best 8.96
Ki 21 meas. best 9.83
Kd 1 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholecystokinin receptor type A
CHEMBL2871
Ki 9.83 9.83 0.1 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 8.96 8.3592 1.1 26
Gastrin/cholecystokinin type B receptor
CHEMBL298
Ki 8.8 8.3925 1.6 8
Cholecystokinin receptor type A
CHEMBL3501
IC50 8.7 7.4775 2.0 4
Gastrin/cholecystokinin type B receptor
CHEMBL2854
IC50 8.7 8.1033 2.0 9
Gastrin/cholecystokinin type B receptor
CHEMBL2854
Ki 8.43 8.415 3.7 2
Gastrin/cholecystokinin type B receptor
CHEMBL3508
Ki 7.92 7.5325 12.0 4
Gastrin/cholecystokinin type B receptor
CHEMBL3508
Kd 7.54 7.54 28.8 1
Gastrin/cholecystokinin type B receptor
CHEMBL3508
IC50 7.41 7.41 39.0 2
Cholecystokinin receptor type A
CHEMBL1901
IC50 6.8 6.8 158.5 1
Cholecystokinin receptor type A
CHEMBL1901
Ki 6.76 6.76 173.8 1
Unchecked
CHEMBL612545
IC50 6.67 6.67 214.0 1
Cholecystokinin receptor type A
CHEMBL2871
IC50 6.64 6.3831 230.0 16
Cholecystokinin receptor type A
CHEMBL3501
Ki 6.5 6.415 316.2 2
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.27 6.27 541.0 1
AGS
CHEMBL613860
IC50 6.17 6.17 675.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.67 5.67 2140.9 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.52 5.52 3019.9 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.3 5.3 5000.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 5.21 5.21 6207.3 1
Cholecystokinin receptor type A
CHEMBL2798
IC50 4.96 4.96 11100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholecystokinin receptor type A Ki = 0.1479 nM 9.83 Inhibition by displacing [3H]CCK-8S against Cholecystokinin type A receptor of r... 11020274
Gastrin/cholecystokinin type B receptor IC50 = 1.1 nM 8.96 Displacement of 125 I-gastrin from gastrin receptor of guinea pig gastric glands 2909725
Gastrin/cholecystokinin type B receptor IC50 = 1.1 nM 8.96 Inhibition of binding of [125I]gastrin to Cholecystokinin type B receptor from g... 2299627
Gastrin/cholecystokinin type B receptor Ki = 1.585 nM 8.8 Inhibition by displacing [3H]CCK-8S against human Cholecystokinin type B recepto... 11020274
Gastrin/cholecystokinin type B receptor Ki = 1.8 nM 8.74 The compound was evaluated for the inhibition of binding of [3H]-PD 140376 to Ch... -
Cholecystokinin receptor type A IC50 = 2.0 nM 8.7 Inhibition of binding of [125I]- CCK-33 to guinea pig cortex 2299627
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Inhibition of Cholecystokinin type B receptor induced guinea pig gall bladder co... 12477342
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Half maximal inhibition of binding of [125I]CCK-8 to Cholecystokinin type B rece... 9397166
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Displacement of [125 I] CCK-8 from Cholecystokinin type B receptor of guinea pig... 2909725
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Inhibition of [125I]Cholecystokinin-8 binding to Cholecystokinin type B receptor... -
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Inhibition of cholecystokinin B receptor 9722499
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Half maximal inhibition of specific binding of [125I]Bolton-Hunter CCK-8 to Chol... 11000005
Gastrin/cholecystokinin type B receptor Ki = 2.0 nM 8.7 Compound was tested for the affinity against Cholecystokinin type B receptor on ... 9397175
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 Antagonistic activity against cholecystokinin type B receptor 8340909
Gastrin/cholecystokinin type B receptor IC50 = 2.0 nM 8.7 The compound was tested for its activity to inhibit the binding of [125I]CCK-8 t... -
Gastrin/cholecystokinin type B receptor Ki = 2.2 nM 8.66 Displacement of [3H]pCCK-8 from cholecystokinin type B receptor in guinea pig br... 8421283
Gastrin/cholecystokinin type B receptor IC50 = 2.9 nM 8.54 Inhibition of [125I]-labeled gastrin binding to gastrin receptor in guinea pig b... 2016728
Gastrin/cholecystokinin type B receptor Ki = 2.951 nM 8.53 Inhibition by displacing [3H]CCK-8S against Cholecystokinin type B receptor of g... 11020274
Gastrin/cholecystokinin type B receptor Ki = 3.715 nM 8.43 Tested for its receptor affinity from competition with 20 pM [125I]BH-CCK-8S for... 7966125
Gastrin/cholecystokinin type B receptor IC50 = 4.0 nM 8.4 Inhibitory activity against gastrin receptor. -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 U2OS 10
- 10.6019/CHEMBL4689842 Fibroblast 7
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
2016728 10.1021/jm00108a040 Gastrin/cholecystokinin type B receptor 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
19113864 10.1021/jm800174p Gastrin/cholecystokinin type B receptor 4
- 10.1016/0960-894X(95)00556-9 Rattus norvegicus 3
11020274 10.1021/jm990967h Gastrin/cholecystokinin type B receptor 3
- 10.1039/C6MD00052E NON-PROTEIN TARGET 3

Data from ChEMBL 36 via Core Engine