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Compound Detail

CHEMBL3401388

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CCC(CC)CC1(O)CCN(C(=O)Nc2cc(Oc3ccncc3)cc(Oc3ccc(F)cc3)c2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3401388
Phase Preclinical
Structure Type MOL
InChI Key BGDQNJZBOQYYEC-UHFFFAOYSA-N
4
Targets
9
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

507.6
MW (Da)
6.99
ALogP
5
HBA
2
HBD
83.9
PSA (Ų)
0.33
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 C29H34FN3O4
MW 507.61
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.92

Activity Summary

IC50 8 meas. best 7.35
Kd 1 meas. best 9.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 Kd 9.01 9.01 1.0 1
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 IC50 7.35 7.19 45.0 2
HCT-116
CHEMBL394
 IC50 5.67 4.99 2160.0 2
SW620/5-FU
CHEMBL5209888
 IC50 5.53 5.13 2940.0 2
HT-29
CHEMBL384
 IC50 5.07 4.665 8560.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sphingosine 1-phosphate receptor 2 Kd = 0.98 nM 9.01 Binding affinity to S1PR2 (unknown origin) assessed as dissociation constant by ... 36269639
Sphingosine 1-phosphate receptor 2 IC50 = 45.0 nM 7.35 Displacement of [33P]-S1P from human S1P2 receptor expressed in CHOK1 cells afte... 25746814
Sphingosine 1-phosphate receptor 2 IC50 = 93.0 nM 7.03 Antagonist activity at human S1P2 receptor overexpressed in CHO cells assessed a... 25746814
HCT-116 IC50 = 2160.0 nM 5.67 Reversal of 5-FU resistance in human HCT-116 cells overexpressing DPD assessed a... 36269639
SW620/5-FU IC50 = 2940.0 nM 5.53 Reversal of 5-FU resistance in human SW620/5-FU cells assessed as reduction in c... 36269639
HT-29 IC50 = 8560.0 nM 5.07 Reversal of 5-FU resistance in human HT-29 cells assessed as reduction in cell v... 36269639
SW620/5-FU IC50 = 18730.0 nM 4.73 Antiproliferative activity against human SW620/5-FU cells assessed as reduction ... 36269639
HCT-116 IC50 = 49250.0 nM 4.31 Antiproliferative activity against human HCT-116 cells overexpressing DPD assess... 36269639
HT-29 IC50 = 55360.0 nM 4.26 Antiproliferative activity against human HT-29 cells assessed as reduction in ce... 36269639

Literature References

PubMed DOI Target Context # Activities
25746814 10.1016/j.bmcl.2015.02.029 Molecular identity unknown 2
36269639 10.1021/acs.jmedchem.2c00958 NCM460 2
36269639 10.1021/acs.jmedchem.2c00958 HT-29 2
36269639 10.1021/acs.jmedchem.2c00958 SW620/5-FU 2
36269639 10.1021/acs.jmedchem.2c00958 HCT-116 2
25746814 10.1016/j.bmcl.2015.02.029 Sphingosine 1-phosphate receptor 2 2
25746814 10.1016/j.bmcl.2015.02.029 ADMET 2
25746814 10.1016/j.bmcl.2015.02.029 Sphingosine 1-phosphate receptor 3 2
25746814 10.1016/j.bmcl.2015.02.029 No relevant target 1
25746814 10.1016/j.bmcl.2015.02.029 Sphingosine 1-phosphate receptor 5 1
25746814 10.1016/j.bmcl.2015.02.029 Sphingosine 1-phosphate receptor 4 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
25746814 10.1016/j.bmcl.2015.02.029 Sphingosine 1-phosphate receptor 1 1
25746814 10.1016/j.bmcl.2015.02.029 Lysophosphatidic acid receptor 2 1
25746814 10.1016/j.bmcl.2015.02.029 Lysophosphatidic acid receptor 1 1

Data from ChEMBL 36 via Core Engine