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Compound Detail

CHEMBL338802

SULFAGUANIDINE
💊 Approved Drug
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💊 Approved Drug
N=C(N)NS(=O)(=O)c1ccc(N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL338802
Name SULFAGUANIDINE
Phase Approved
Structure Type MOL
InChI Key BRBKOPJOKNSWSG-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Gppe susp fte Guanimycin NSC-14041 Sulfaguanidina Sulfaguanidine
4
Targets
4
Activities
2
Assay Types
1
PK Parameters
20
Publications
5
Known Names

Molecular Properties

214.2
MW (Da)
-0.56
ALogP
4
HBA
4
HBD
122.1
PSA (Ų)
0.30
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Stem sulfa-

Extended Properties

Molecular Formula C7H10N4O2S
MW 214.25
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -0.76

ATC Classification

A07AB03
sulfaguanidine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS

Drug Warnings

Withdrawn
General Warning
severe adverse reactions
Country: Turkey; Germany   Year: 1985

Activity Summary

Ki 3 meas. best 7.02
Kd 1 meas. best 4.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
 Ki 7.02 7.02 95.0 1
Trypsin
CHEMBL2095204
 Ki 5.87 5.87 1350.0 1
Protein argonaute-2
CHEMBL4680043
 Kd 4.31 4.31 49000.0 1
Unchecked
CHEMBL612545
 Ki 4.16 4.16 69000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 2.0 10^4/M Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin Ki = 95.0 nM 7.02 Inhibitory activity against human thrombin (using Chromozym TH as the substrate) 10794696
Trypsin Ki = 1350.0 nM 5.87 Inhibitory activity against human trypsin (using Chromozym TH as the substrate) 10794696
Protein argonaute-2 Kd = 49000.0 nM 4.31 Binding affinity to human Argonaut protein 2 PAZ domain assessed as dissociation... 33132114
Unchecked Ki = 69000.0 nM 4.16 Enzymatic activity was determined 6317859

Literature References

PubMed DOI Target Context # Activities
14552772 10.1016/j.bmcl.2003.08.017 Escherichia coli 4
14552772 10.1016/j.bmcl.2003.08.017 Klebsiella pneumoniae 4
14552772 10.1016/j.bmcl.2003.08.017 Bacillus subtilis 4
15603963 10.1016/j.bmcl.2004.10.076 Bacillus subtilis 4
33132114 10.1016/j.bmcl.2020.127637 Protein argonaute-2 4
17110110 10.1016/j.bmcl.2006.11.001 Salmonella enteritidis 3
17110110 10.1016/j.bmcl.2006.11.001 Pasteurella multocida 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
6864729 10.1021/jm00361a014 No relevant target 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
6864729 10.1021/jm00361a014 Escherichia coli 1
15482952 10.1016/j.bmcl.2004.07.085 Carbonic anhydrase 2 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
10794696 10.1021/jm9903693 Prothrombin 1
6317859 10.1021/jm00367a001 Unchecked 1

Data from ChEMBL 36 via Core Engine