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Compound Detail

CHEMBL1368758

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Cc1nn(C)c2nc(NNC(=O)Nc3cc(Cl)nc(Cl)c3)cc(C(C)C)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1368758
Phase Preclinical
Structure Type MOL
InChI Key RNSLRQNDXRSASX-UHFFFAOYSA-N
11
Targets
19
Activities
3
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

408.3
MW (Da)
4.25
ALogP
6
HBA
3
HBD
96.8
PSA (Ų)
0.44
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H19Cl2N7O
MW 408.29
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.78

Activity Summary

IC50 10 meas. best 8.89
EC50 8 meas. best 6.97
Kd 1 meas. best 5.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 5
CHEMBL2274
 IC50 8.89 8.89 1.3 1
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 IC50 8.0 7.57 10.0 7
Sphingosine 1-phosphate receptor 2
CHEMBL3616360
 IC50 7.7 7.7 20.0 1
Glucose-dependent insulinotropic receptor
CHEMBL5652
 EC50 6.97 6.97 107.7 1
Glucagon-like peptide 1 receptor
CHEMBL1784
 EC50 6.31 6.31 490.6 1
Free fatty acid receptor 4
CHEMBL5339
 EC50 6.23 6.23 585.3 1
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 Kd 5.71 5.71 1960.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 5.22 5.22 5970.0 1
HCT-116
CHEMBL394
 EC50 4.77 4.755 17130.0 2
SW620/5-FU
CHEMBL5209888
 EC50 4.23 4.23 58580.0 1
Unchecked
CHEMBL612545
 EC50 4.23 4.23 58580.0 1
NCM460
CHEMBL4483264
 EC50 4.21 4.21 61340.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 725.9 ng.hr.mL-1 Rattus norvegicus
AUC 481.7 ng.hr.mL-1 Rattus norvegicus
AUC 737.8 ng.hr.mL-1 Rattus norvegicus
AUC 484.0 ng.hr.mL-1 Rattus norvegicus
CL 23.33 mL.min-1.kg-1 Rattus norvegicus
CL 35.0 mL.min-1.kg-1 Rattus norvegicus
Ka 8.21 10^4/M/s Homo sapiens
MRT 1.0 hr Rattus norvegicus
MRT 0.9 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 1.1 hr Rattus norvegicus
Vd 2.1 L.kg-1 Rattus norvegicus
Vd 3.1 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sphingosine 1-phosphate receptor 5 IC50 = 1.3 nM 8.89 In Vitro Binding Assay: I. Master Stock SolutionUnless specified otherwise, the ... -
Sphingosine 1-phosphate receptor 2 IC50 = 10.0 nM 8.0 Antagonist activity at S1P2 receptor (unknown origin) 25746814
Sphingosine 1-phosphate receptor 2 IC50 = 11.0 nM 7.96 In Vitro Binding Assay: I. Master Stock SolutionUnless specified otherwise, the ... -
Sphingosine 1-phosphate receptor 2 IC50 = 17.0 nM 7.77 Antagonist activity at S1P2 (unknown origin) 34581584
Sphingosine 1-phosphate receptor 2 IC50 = 20.0 nM 7.7 Antagonist activity at rat S1P2 receptor 29969256
Sphingosine 1-phosphate receptor 2 IC50 = 20.0 nM 7.7 Antagonist activity at human S1P2 receptor 29969256
Sphingosine 1-phosphate receptor 2 IC50 = 58.4 nM 7.23 Displacement of [32P]S1P from recombinant human S1PR2 expressed in Chem1 cell me... 29249563
Sphingosine 1-phosphate receptor 2 IC50 = 66.8 nM 7.17 Displacement of [32P]S1P from recombinant human S1PR2 expressed in commercial ce... 31279524
Sphingosine 1-phosphate receptor 2 IC50 = 68.5 nM 7.16 Inhibition of S1PR2 (unknown origin) 34905377
Glucose-dependent insulinotropic receptor EC50 = 107.73 nM 6.97 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119 -
Glucagon-like peptide 1 receptor EC50 = 490.58 nM 6.31 GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R -
Free fatty acid receptor 4 EC50 = 585.29 nM 6.23 GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4 -
Sphingosine 1-phosphate receptor 2 Kd = 1960.0 nM 5.71 Binding affinity to S1PR2 (unknown origin) by SPR assay 34688013
SARS-CoV-2 IC50 = 5970.0 nM 5.22 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
HCT-116 EC50 = 17130.0 nM 4.77 Reversal of 5-FU resistance against human HCT-116 cells overexpressing DPD asses... 34411894
HCT-116 EC50 = 18280.0 nM 4.74 Reversal of 5-FU resistance against 5-FU resistant DPD expressed human HCT-116 c... 34688013
SW620/5-FU EC50 = 58580.0 nM 4.23 Reversal of 5-FU resistance against human SW620/5-FU cells assessed as reduction... 34688013
Unchecked EC50 = 58580.0 nM 4.23 Reversal of 5-FU resistance against human SW620/5-FU cells assessed as inhibitio... 34411894
NCM460 EC50 = 61340.0 nM 4.21 Cytotoxicity against human NCM460 cells assessed as cell viability measured afte... 34411894

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5058577 Fibroblast 304
34411894 10.1016/j.ejmech.2021.113775 ADMET 21
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 8
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 8
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 8
- 10.6019/CHEMBL5209801 Apelin receptor 8
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 8
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 8
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 8
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 8
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 8
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 8
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 8
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 8
34411894 10.1016/j.ejmech.2021.113775 Unchecked 5

Data from ChEMBL 36 via Core Engine