suramin

CHEBI:45906 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

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. — ChEBI

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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:134043 CHEBI:134043
CHEBI:140325 CHEBI:140325
CHEBI:36336 CHEBI:36336

Chemical structure

Computed structure properties
Molecular formula	C51H40N6O23S6
Charge	0
Average mass	1297.302 Da
Monoisotopic mass	1296.04691 Da
Source	ChEBI
InChIKey	FIAFUQMPZJWCLV-UHFFFAOYSA-N

SMILES

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

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 (EXACT_SYNONYM)— chebi
8,8'-[CARBONYLBIS[IMINO-3,1-PHENYLENECARBONYLIMINO(4-METHYL-3,1-PHENYLENE)CARBONYLIMINO]]BIS-1,3,5-NAPHTHALENETRISULFONIC ACID (EXACT_SYNONYM)— chebi
Belganyl (EXACT_SYNONYM)— chebi
Naganol (EXACT_SYNONYM)— chebi
Naphuride (EXACT_SYNONYM)— chebi
Suramin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:3230873
beilstein:8185304
cas:145-63-1
chemspider:5168
drugbank:DB04786
drugcentral:2966
hmdb:HMDB0015582
kegg.compound:C07974
lincs.smallmolecule:LSM-5775
pdb-ccd:SVR
wikipedia.en:Suramin

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:36335 CHEBI:36335

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:45906`	suramin	`antibioticmech:chebi-10ed290d4b`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

DNA primase PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Bacillus anthracis NCBITaxon:1392

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	8.2e+3 nM	Quatitative Inhibition Analysis Assay The reaction mixture contained DNA (1.25 uM or as specified), NTP (110 uM or as specified), 50 mM NaCl, 150 mM potassium glutamate, buffer [20 mM CAPS (pH 8.8) or as specified], and divalent metals (2 mM Mn2+ and 1 mM Mg2+). The assay was performed in 96-well plates with 4 uM Ba DnaG.	`RSID 246981` `assay 6265_1` `monomer 50336799`	`PMID:24004110`

Organism-specific examples
Protein	Gene	Organism	Entry
DNA primase `UniProtKB:A0A6L8PXB3`	—	Bacillus anthracis	UNREVIEWED

PMID:24004110 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.