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Compound Detail

CHEMBL311158

DIHYDROCAPSAICIN
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COc1cc(CNC(=O)CCCCCCC(C)C)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL311158
Name DIHYDROCAPSAICIN
Phase Preclinical
Structure Type MOL
InChI Key XJQPQKLURWNAAH-UHFFFAOYSA-N
2
Targets
8
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

307.4
MW (Da)
4.01
ALogP
3
HBA
2
HBD
58.6
PSA (Ų)
0.64
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H29NO3
MW 307.43
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.07

Activity Summary

EC50 8 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.7 5.59 20.0 7
Vanilloid receptor
CHEMBL2096684
 EC50 6.72 6.72 190.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET EC50 = 20.0 nM 7.7 Antiproliferative activity against mouse medulloblastoma cells harboring heteroz... 17417631
Vanilloid receptor EC50 = 190.0 nM 6.72 In vitro effective concentration for [Ca2+] uptake into dorsal root ganglia neur... 8360883
NON-PROTEIN TARGET EC50 = 218.0 nM 6.66 Antiproliferative activity against mouse neural precursor cells by MTT assay 17417631
NON-PROTEIN TARGET EC50 = 651.0 nM 6.19 Antiproliferative activity against mouse neural precursor cells by colony format... 17417631
NON-PROTEIN TARGET EC50 = 3280.0 nM 5.48 Antiproliferative activity against human fetal neural precursor cells by MTT ass... 17417631
NON-PROTEIN TARGET EC50 = 21460.0 nM 4.67 Antiproliferative activity against human GBM2 cells by MTT assay 17417631
NON-PROTEIN TARGET EC50 = 41830.0 nM 4.38 Antiproliferative activity against mouse astrocyte cells by MTT assay 17417631
NON-PROTEIN TARGET EC50 = 88630.0 nM 4.05 Antiproliferative activity against human GBM1 cells by MTT assay 17417631

Literature References

PubMed DOI Target Context # Activities
17417631 10.1038/nchembio873 NON-PROTEIN TARGET 7
38665828 10.1039/d3md00455d PC-12 4
38665828 10.1039/d3md00455d HT-22 4
17417631 10.1038/nchembio873 Unchecked 3
8360883 10.1021/jm00068a016 Vanilloid receptor 1
22014750 10.1016/j.bmc.2011.09.039 Bile acid receptor/Retinoic acid receptor RXR-alpha 1
29685681 10.1016/j.bmc.2018.04.031 Transient receptor potential cation channel subfamily V member 1 1
29685681 10.1016/j.bmc.2018.04.031 K562 1
29685681 10.1016/j.bmc.2018.04.031 HeLa 1
29685681 10.1016/j.bmc.2018.04.031 MCF7 1
38665828 10.1039/d3md00455d Glutamate NMDA receptor; GRIN1/GRIN2B 1

Data from ChEMBL 36 via Core Engine