suramin   

GtoPdb Ligand ID: 1728

Synonyms: CI-1003 | suramine
suramin is an approved drug
Compound class: Synthetic organic
Comment: Suramin is an antiparasitic drug. It is also used in research as a broad-spectrum P2 receptor antagonist [1,5] and as a ryanodine receptor agonist [13].
Evidence from studies in mice [7-9], and from an early phase clinical trial suggest antipurinergic therapy (using suramin or other antipurinergic compounds) as a potential lead in the search for pharmacotherapeutic intervention in children with autism spectrum disorder (see Phase 1/2 clinical trial NCT02508259).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 29
Hydrogen bond donors 12
Rotatable bonds 22
Topological polar surface area 534.03
Molecular weight 1296.05
XLogP 0.91
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES O=C(Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O
Isomeric SMILES O=C(Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O
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)
InChI Key FIAFUQMPZJWCLV-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
8-[[4-methyl-3-[[3-[[3-[[2-methyl-5-[(4,6,8-trisulfonaphthalen-1-yl)carbamoyl]phenyl]carbamoyl]phenyl]carbamoylamino]benzoyl]amino]benzoyl]amino]naphthalene-1,3,5-trisulfonic acid
International Nonproprietary Names
INN number INN
2899 suramin sodium
Synonyms
CI-1003 | suramine
Comments
Suramin is an antiparasitic drug. It is also used in research as a broad-spectrum P2 receptor antagonist [1,5] and as a ryanodine receptor agonist [13].
Evidence from studies in mice [7-9], and from an early phase clinical trial suggest antipurinergic therapy (using suramin or other antipurinergic compounds) as a potential lead in the search for pharmacotherapeutic intervention in children with autism spectrum disorder (see Phase 1/2 clinical trial NCT02508259).
Database Links
BindingDB Ligand 50336799
CAS Registry No. 145-63-1
ChEBI CHEBI:45906
ChEMBL Ligand CHEMBL265502
DrugBank Ligand DB04786
DrugCentral Ligand 2966
GtoPdb PubChem SID 135651219
PubChem CID 5361
RCSB PDB Ligand SVR
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