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Compound Detail

CHEMBL24944

TRIBROMSALAN
💊 Approved Drug
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💊 Approved Drug
O=C(Nc1ccc(Br)cc1)c1cc(Br)cc(Br)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL24944
Name TRIBROMSALAN
Phase Approved
Structure Type MOL
InChI Key KVSKGMLNBAPGKH-UHFFFAOYSA-N

Known Names

ET-394 NSC-20526 Temasept iv Tribromsalan Tuasol 100 WR-34912
10
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
6
Known Names
1
Mechanisms

Molecular Properties

449.9
MW (Da)
4.93
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.68
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn
USAN Stem -sal-
USAN Year 1963

Extended Properties

Molecular Formula C13H8Br3NO2
MW 449.92
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.04

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Unknown - - ✓ ✓

Drug Warnings

Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1974
Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1974
Withdrawn
dermatological toxicity
Photosensitivity reactions
Country: United States; Japan   Year: 1974
Withdrawn
dermatological toxicity
Photosensitivity reactions
Country: United States; Japan   Year: 1974
Withdrawn
dermatological toxicity
potent photosensitizer capable of causing disabling skin disorders
Country: United States; Japan   Year: 1974

Activity Summary

IC50 21 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 9.0 8.4778 1.0 9
Mitogen-activated protein kinase 1
CHEMBL4040
 IC50 6.21 6.21 623.0 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 6.15 6.15 715.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.7 5.7 2000.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.7 5.7 2000.0 1
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 5.68 5.68 2065.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 5.53 5.53 2987.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 5.3 5.3 5015.0 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 5.22 5.22 5970.0 1
Hepatitis C virus
CHEMBL379
 IC50 5.17 5.17 6700.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 3.0 nM 8.52 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 3.0 nM 8.52 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 3.0 nM 8.52 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Mitogen-activated protein kinase 1 IC50 = 623.0 nM 6.21 DRUGMATRIX: Protein Serine/Threonine Kinase, ERK2 enzyme inhibition (substrate: ... -
Mitogen-activated protein kinase 14 IC50 = 715.0 nM 6.15 DRUGMATRIX: Protein Serine/Threonine Kinase, p38alpha enzyme inhibition (substra... -
Unchecked IC50 = 1813.8 nM 5.74 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Cytochrome P450 1A2 IC50 = 2000.0 nM 5.7 DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Cytochrome P450 2C9 IC50 = 2000.0 nM 5.7 DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Prostaglandin G/H synthase 1 IC50 = 2065.0 nM 5.68 DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid) -
Epidermal growth factor receptor IC50 = 2987.0 nM 5.53 DRUGMATRIX: Protein Tyrosine Kinase, EGF Receptor enzyme inhibition (substrate: ... -
Tyrosine-protein kinase Lck IC50 = 5015.0 nM 5.3 DRUGMATRIX: Protein Tyrosine Kinase, LCK enzyme inhibition (substrate: Poly(Glu:... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 5970.0 nM 5.22 DRUGMATRIX: Protein Tyrosine Kinase, ERBB2 (HER2) enzyme inhibition (substrate: ... -
Hepatitis C virus IC50 = 6700.0 nM 5.17 Inhibition of HCV 1b NS5B polymerase 18479921
Hepatitis C virus IC50 = 6700.0 nM 5.17 Inhibition of HCV 1b NS5B polymerase 18479921

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 616
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
3941411 10.1021/jm00151a004 Actinomyces viscosus 3
7328586 10.1021/jm00142a023 No relevant target 3
7328586 10.1021/jm00142a023 Actinomyces israelii 3
18479921 10.1016/j.bmcl.2008.04.068 Hepatitis C virus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
7328586 10.1021/jm00142a023 Actinomyces naeslundii 2
7328586 10.1021/jm00142a023 Actinomyces viscosus 2
3941411 10.1021/jm00151a004 Streptococcus mutans 2
7328586 10.1021/jm00142a023 ADMET 1
23453073 10.1016/j.bmcl.2013.01.101 Frizzled-1 1
874957 10.1021/jm00216a017 Staphylococcus aureus 1
874957 10.1021/jm00216a017 Agrobacterium tumefaciens 1
874957 10.1021/jm00216a017 Cryptococcus neoformans 1
874957 10.1021/jm00216a017 Trichophyton mentagrophytes 1
3806595 10.1021/jm00384a035 Porphyromonas gingivalis 1
874957 10.1021/jm00216a017 Aspergillus niger 1
874957 10.1021/jm00216a017 Salmonella typhi 1

Data from ChEMBL 36 via Core Engine