suramin
A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
Chemical structure
| Molecular formula | C51H40N6O23S6 |
|---|---|
| Charge | 0 |
| Average mass | 1297.302 Da |
| Monoisotopic mass | 1296.04691 Da |
| Source | ChEBI |
| InChIKey | FIAFUQMPZJWCLV-UHFFFAOYSA-N |
Cc1ccc(C(=O)Nc2ccc(S(=O)(=O)O)c3cc(S(=O)(=O)O)cc(S(=O)(=O)O)c23)cc1NC(=O)c1cccc(NC(=O)Nc2cccc(C(=O)Nc3cc(C(=O)Nc4ccc(S(=O)(=O)O)c5cc(S(=O)(=O)O)cc(S(=O)(=O)O)c45)ccc3C)c2)c1
InChI=1S/C51H40N6O23S6/c1-25-9-11-29(49(60)54-37-13-15-41(83(69,70)71)35-21-33(81(63,64)65)23-43(45(35)37)85(75,76)77)19-39(25)56-47(58)27-5-3-7-31(17-27)52-51(62)53-32-8-4-6-28(18-32)48(59)57-40-20-30(12-10-26(40)2)50(61)55-38-14-16-42(84(72,73)74)36-22-34(82(66,67)68)24-44(46(36)38)86(78,79)80/h3-24H,1-2H3,(H,54,60)(H,55,61)(H,56,58)(H,57,59)(H2,52,53,62)(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74)(H,75,76,77)(H,78,79,80)
Also called
- 8,8'-{carbonylbis[imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino]}dinaphthalene-1,3,5-trisulfonic acid
- 8,8'-[CARBONYLBIS[IMINO-3,1-PHENYLENECARBONYLIMINO(4-METHYL-3,1-PHENYLENE)CARBONYLIMINO]]BIS-1,3,5-NAPHTHALENETRISULFONIC ACID
- Belganyl
- Naganol
- Naphuride
- Suramin
Cross-references
- beilstein:3230873
- beilstein:8185304
- cas:145-63-1
- chemspider:5168
- hmdb:HMDB0015582
- kegg.compound:C07974
- lincs.smallmolecule:LSM-5775
- pdb-ccd:SVR
Drug registries
Patents and articles
Activity roles
- trypanocidal drug
CHEBI:36335
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| CHEBI | CHEBI:45906 |
suramin | antibioticmech:chebi-10ed290d4b |
2026-08-30 |
Molecular targets
DNA primase PROTEIN MEASURED_TARGET_ASSOCIATION
Bacillus anthracis NCBITaxon:1392
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|---|---|---|---|
| IC50 | 8.2e+3 nM | Quatitative Inhibition Analysis Assay |
RSID 246981assay 6265_1monomer 50336799 |
PMID:24004110 |
| Protein | Gene | Organism | Entry |
|---|---|---|---|
DNA primase UniProtKB:A0A6L8PXB3 |
— | Bacillus anthracis NCBITaxon:1392 |
UNREVIEWED |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories