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Compound Detail

CHEMBL3759434

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CC(C)CC1(O)CCN(C(=O)Nc2cc(Oc3ccc(F)cc3)cc(Oc3ccc(C(C)(C)C(=O)O)cc3)c2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3759434
Phase Preclinical
Structure Type MOL
InChI Key WCDFXVWDGHHCSI-UHFFFAOYSA-N
4
Targets
12
Activities
2
Assay Types
9
PK Parameters
17
Publications
0
Known Names

Molecular Properties

550.6
MW (Da)
6.79
ALogP
5
HBA
3
HBD
108.3
PSA (Ų)
0.27
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H35FN2O6
MW 550.63
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.76

Activity Summary

IC50 11 meas. best 8.09
Kd 1 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 IC50 8.09 7.195 8.2 2
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 Kd 7.5 7.5 31.6 1
HT-29
CHEMBL384
 IC50 5.03 5.03 9360.0 1
HCT-116
CHEMBL394
 IC50 4.74 4.74 18360.0 1
SW620/5-FU
CHEMBL5209888
 IC50 4.52 4.52 29930.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3232.0 ng.hr.mL-1 Rattus norvegicus
CL 3.04 mL.min-1.kg-1 Rattus norvegicus
CL 6.76 mL.min-1.kg-1 Canis lupus familiaris
CL 9.91 mL.min-1.kg-1 Macaca mulatta
Cmax 2379.09 nM Rattus norvegicus
F 64.4 % Rattus norvegicus
F 54.8 % Canis lupus familiaris
F 12.5 % Macaca mulatta
Vd 0.205 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 2 IC50 = 8.2 nM 8.09 Antagonist activity at S1P2 receptor (unknown origin) expressed in CHO cells ass... 26794040
Sphingosine 1-phosphate receptor 2 Kd = 31.6 nM 7.5 Binding affinity to S1PR2 (unknown origin) assessed as dissociation constant by ... 36269639
Sphingosine 1-phosphate receptor 2 IC50 = 500.0 nM 6.3 Displacement of [33P]-S1P from human S1P2 receptor expressed on CHO-K1 cell memb... 26794040
HT-29 IC50 = 9360.0 nM 5.03 Reversal of 5-FU resistance in human HT-29 cells assessed as reduction in cell v... 36269639
HCT-116 IC50 = 18360.0 nM 4.74 Reversal of 5-FU resistance in human HCT-116 cells overexpressing DPD assessed a... 36269639
SW620/5-FU IC50 = 29930.0 nM 4.52 Reversal of 5-FU resistance in human SW620/5-FU cells assessed as reduction in c... 36269639

Literature References

PubMed DOI Target Context # Activities
36269639 10.1021/acs.jmedchem.2c00958 HT-29 6
36269639 10.1021/acs.jmedchem.2c00958 SW620/5-FU 6
36269639 10.1021/acs.jmedchem.2c00958 HCT-116 6
26794040 10.1016/j.bmcl.2016.01.031 Rattus norvegicus 5
36269639 10.1021/acs.jmedchem.2c00958 NCM460 2
26794040 10.1016/j.bmcl.2016.01.031 Sphingosine 1-phosphate receptor 2 2
26794040 10.1016/j.bmcl.2016.01.031 Rhesus monkey 2
26794040 10.1016/j.bmcl.2016.01.031 Canis familiaris 2
26794040 10.1016/j.bmcl.2016.01.031 Sphingosine 1-phosphate receptor 4 1
26794040 10.1016/j.bmcl.2016.01.031 Sphingosine 1-phosphate receptor 5 1
36269639 10.1021/acs.jmedchem.2c00958 Sphingosine 1-phosphate receptor 2 1
36269639 10.1021/acs.jmedchem.2c00958 Sphingosine 1-phosphate receptor 1 1
36269639 10.1021/acs.jmedchem.2c00958 Sphingosine 1-phosphate receptor 3 1
36269639 10.1021/acs.jmedchem.2c00958 Sphingosine 1-phosphate receptor 4 1
36269639 10.1021/acs.jmedchem.2c00958 Sphingosine 1-phosphate receptor 5 1
26794040 10.1016/j.bmcl.2016.01.031 Sphingosine 1-phosphate receptor 3 1
26794040 10.1016/j.bmcl.2016.01.031 Sphingosine 1-phosphate receptor 1 1

Data from ChEMBL 36 via Core Engine