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Compound Detail

CHEMBL226545

TRYPTOPHOL
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OCCc1c[nH]c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL226545
Name TRYPTOPHOL
Phase Preclinical
Structure Type MOL
InChI Key MBBOMCVGYCRMEA-UHFFFAOYSA-N
3
Targets
6
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

161.2
MW (Da)
1.70
ALogP
1
HBA
2
HBD
36.0
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H11NO
MW 161.20
Aromatic Rings 2
Heavy Atoms 12
NP-Likeness 0.31

Activity Summary

EC50 5 meas. best 3.24
IC50 1 meas. best 5.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HaCaT
CHEMBL614392
 IC50 5.18 5.18 6550.0 1
Unchecked
CHEMBL612545
 EC50 3.24 2.7625 580000.0 4
U-251
CHEMBL615022
 EC50 2.91 2.91 1220000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HaCaT IC50 = 6550.0 nM 5.18 Antiinflammatory activity against human HaCaT cells assessed as inhibition of UV... 35172097
Unchecked EC50 = 580000.0 nM 3.24 Cytotoxicity against human U87 cells assessed as decrease in cell proliferation ... 28256372
U-251 EC50 = 1220000.0 nM 2.91 Cytotoxicity against human U251 cells assessed as decrease in cell proliferation... 28256372
Unchecked EC50 = 1740000.0 nM 2.76 Cytotoxicity against human IN1528 cells assessed as decrease in cell proliferati... 28256372
Unchecked EC50 = 1950000.0 nM 2.71 Cytotoxicity against human IN1472 cells assessed as decrease in cell proliferati... 28256372
Unchecked EC50 = 4570000.0 nM 2.34 Cytotoxicity against human IN1760 cells assessed as decrease in cell proliferati... 28256372

Literature References

PubMed DOI Target Context # Activities
11052720 10.1021/jf990685q Cryphonectria parasitica 4
28256372 10.1016/j.bmcl.2017.02.033 Unchecked 4
22823278 10.1021/jf302038a Plenodomus lingam 3
33479614 10.1039/c9md00451c BDNF/NT-3 growth factors receptor 3
35172097 10.1021/acs.jnatprod.1c01102 Mesenchymal stem cells 2
35172097 10.1021/acs.jnatprod.1c01102 HaCaT 2
17418579 10.1016/j.bmc.2007.03.040 ADMET 1
17418579 10.1016/j.bmc.2007.03.040 No relevant target 1
19943625 10.1021/np900483g Radical scavenging activity 1
19943625 10.1021/np900483g NON-PROTEIN TARGET 1
11052720 10.1021/jf990685q Laetisaria fuciformis 1
11052720 10.1021/jf990685q Magnaporthiopsis poae 1
11052720 10.1021/jf990685q Rhizoctonia solani 1
28256372 10.1016/j.bmcl.2017.02.033 U-251 1
33479614 10.1039/c9md00451c N2a 1
33479614 10.1039/c9md00451c SH-SY5Y 1

Data from ChEMBL 36 via Core Engine