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Compound Detail

CHEMBL448741

DIHYDROSPINGOSINE
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CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO

Basic Information

ChEMBL ID CHEMBL448741
Name DIHYDROSPINGOSINE
Phase Preclinical
Structure Type MOL
InChI Key OTKJDMGTUTTYMP-ZWKOTPCHSA-N
9
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

301.5
MW (Da)
4.15
ALogP
3
HBA
3
HBD
66.5
PSA (Ų)
0.38
QED
0
Ro5 Violations
16
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H39NO2
MW 301.52
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 1.04

Activity Summary

IC50 11 meas. best 5.46
EC50 7 meas. best 5.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.87 5.87 1338.0 1
Streptokinase A
CHEMBL1293228
EC50 5.66 5.66 2204.0 1
FL5.12
CHEMBL4296414
IC50 5.46 5.46 3500.0 1
Jurkat
CHEMBL397
IC50 5.45 5.3475 3530.0 4
Unchecked
CHEMBL612545
EC50 5.12 5.0075 7582.0 4
Streptococcus
CHEMBL612313
EC50 5.05 5.05 8911.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.0 4.9333 10000.0 3
Cholesteryl ester transfer protein
CHEMBL3572
IC50 4.89 4.89 12900.0 1
Ubiquitin-conjugating enzyme E2 N
CHEMBL6089
IC50 4.87 4.84 13378.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Streptococcus sp. 'group A' EC50 = 1338.0 nM 5.87 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Streptokinase A EC50 = 2204.0 nM 5.66 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
FL5.12 IC50 = 3500.0 nM 5.46 Cytotoxicity against mouse FL5.12A cells after 48 hrs by DAPI staining-based flo... 27475534
Jurkat IC50 = 3530.0 nM 5.45 Inhibition of wild type human Jurkat cells after 18 hrs by MTT assay 17400555
Jurkat IC50 = 3680.0 nM 5.43 Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurk... 17400555
Jurkat IC50 = 4900.0 nM 5.31 Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurk... 17400555
Jurkat IC50 = 6310.0 nM 5.2 Inhibition of human 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant huma... 17400555
Unchecked EC50 = 7582.0 nM 5.12 PUBCHEM_BIOASSAY: High Throughput Screen to Identify Compounds that Suppress the... -
Unchecked EC50 = 8665.0 nM 5.06 PUBCHEM_BIOASSAY: High Throughput Screen to Identify Compounds that Suppress the... -
Streptococcus EC50 = 8911.0 nM 5.05 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify... -
Unchecked EC50 = 9930.0 nM 5.0 PUBCHEM_BIOASSAY: Fluorescent HTS Cytotoxicity/Cell viability assay (HPDE-C7K ce... -
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Cholesteryl ester transfer protein IC50 = 12900.0 nM 4.89 Compound was measured for its inhibitory activity against cholesteryl ester tran... -
Ubiquitin-conjugating enzyme E2 N IC50 = 13378.0 nM 4.87 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for the identification of U... -
Unchecked EC50 = 14000.0 nM 4.85 PUBCHEM_BIOASSAY: Fluorescent HTS Cytotoxicity/Cell viability assay (HPDE-C7 cel... -
Ubiquitin-conjugating enzyme E2 N IC50 = 15487.0 nM 4.81 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for the identification of U... -

Literature References

PubMed DOI Target Context # Activities
17400555 10.1074/jbc.m609124200 Jurkat 7
18524581 10.1016/j.bmcl.2008.05.067 Candida albicans 3
27475534 10.1016/j.bmc.2016.07.038 FL5.12 3
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
9644076 10.1021/np970527y Brachiomonas submarina 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
9644076 10.1021/np970527y Anagnostidinema amphibium 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
10636242 10.1016/s0960-894x(99)00574-0 Leukemia 60 cell line 2
15618625 10.1271/bbb.68.2541 ATP-dependent translocase ABCB1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
25899335 10.1016/j.ejmech.2015.03.046 NON-PROTEIN TARGET 1
25899335 10.1016/j.ejmech.2015.03.046 HeLa 1
25899335 10.1016/j.ejmech.2015.03.046 SW1573 1
25899335 10.1016/j.ejmech.2015.03.046 T47D 1
25899335 10.1016/j.ejmech.2015.03.046 WiDr 1
17417631 10.1038/nchembio873 Unchecked 1
18524581 10.1016/j.bmcl.2008.05.067 Nakaseomyces glabratus 1
9644076 10.1021/np970527y Prorocentrum micans 1

Data from ChEMBL 36 via Core Engine