Details of the Drug

General Information of Drug (ID: DMTOUY9)

Drug Name
Suramin
Synonyms
Antrypol; Belganyl; Farma; Fourneau; Germanin; Moranyl; Naganil; Naganin; Naganine; Naganol; Naphuride; SVR; Suramine; SURAMIN SODIUM; Sodium suramin; Suramine sodium; Farma 939; Naganol 6 Na; Germanin (TN); SGCTO-001
Indication
Disease Entry ICD 11 Status REF
African trypanosomiasis 1F51 Phase 1 [1]
Coronavirus Disease 2019 (COVID-19) 1D6Y Investigative [2]
Therapeutic Class
Antinematodal Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 4 Molecular Weight (mw) 1297.3
Logarithm of the Partition Coefficient (xlogp) 1.5
Rotatable Bond Count (rotbonds) 16
Hydrogen Bond Donor Count (hbonddonor) 12
Hydrogen Bond Acceptor Count (hbondacc) 23
ADMET Property
Clearance
The drug present in the plasma can be removed from the body at the rate of 0.0057 mL/min/kg [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 1200 hours [3]
Unbound Fraction
The unbound fraction of drug in plasma is 0.003% [3]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.54 L/kg [3]
Chemical Identifiers
Formula
C51H40N6O23S6
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
Canonical SMILES
CC1=C(C=C(C=C1)C(=O)NC2=C3C(=CC(=CC3=C(C=C2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)NC(=O)C4=CC(=CC=C4)NC(=O)NC5=CC=CC(=C5)C(=O)NC6=C(C=CC(=C6)C(=O)NC7=C8C(=CC(=CC8=C(C=C7)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)C
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)
InChIKey
FIAFUQMPZJWCLV-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
5361
ChEBI ID
CHEBI:45906
CAS Number
145-63-1
DrugBank ID
DB04786
TTD ID
D0H2UB
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Follicle-stimulating hormone receptor (FSHR) TTZFDBT FSHR_HUMAN Antagonist [4]
Heparanase (HPSE) TTR7GJO HPSE_HUMAN Inhibitor [5]
COVID-19 RNA-directed RNA polymerase (RdRp) TTV1095 R1AB_SARS2 (4393-5324) Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cytochrome P450 1A2 (CYP1A2) OTLLBX48 CP1A2_HUMAN Gene/Protein Processing [6]
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Gene/Protein Processing [6]
Fibroblast growth factor 2 (FGF2) OT7YUJ9F FGF2_HUMAN Gene/Protein Processing [7]
Fibroblast growth factor 5 (FGF5) OTQXGHBY FGF5_HUMAN Gene/Protein Processing [7]
Fibroblast growth factor 7 (FGF7) OTGK6ANL FGF7_HUMAN Protein Interaction/Cellular Processes [8]
Hematopoietic prostaglandin D synthase (HPGDS) OTU8FWHU HPGDS_HUMAN Gene/Protein Processing [9]
Interleukin-10 (IL10) OTIRFRXC IL10_HUMAN Gene/Protein Processing [10]
Interleukin-12 subunit beta (IL12B) OT0JF8A3 IL12B_HUMAN Gene/Protein Processing [10]
SHC-transforming protein 1 (SHC1) OT1J5IRN SHC1_HUMAN Gene/Protein Processing [11]
Tumor necrosis factor (TNF) OT4IE164 TNFA_HUMAN Gene/Protein Processing [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease African trypanosomiasis
ICD Disease Classification 1F51
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Follicle-stimulating hormone receptor (FSHR) DTT FSHR 1.56E-02 -0.56 -1.34
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Arsenicals (Melarsoprol), Pentamidine and Suramin in the Treatment of Human African Trypanosomiasis. Parasitol Res. 2003 May;90(1):71-9.
2 Suramin, Penciclovir and Anidulafungin bind nsp12, which governs the RNA-dependent-RNA polymerase activity of SARS-CoV-2, with higher interaction energy than Remdesivir, indicating potential in the treatment of Covid-19 infection. April.21.2020. Doi: 10.31219/osf.io/urxwh
3 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
4 Suramin: clinical uses and structure-activity relationships. Mini Rev Med Chem. 2008 Nov;8(13):1384-94.
5 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1728).
6 Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug Metab Dispos. 2001 Jan;29(1):30-5.
7 Increased expression of fibroblast growth factors (FGFs) and their receptor by protamine and suramin on Kaposi's sarcoma-derived cells. Anticancer Res. 1993 Jul-Aug;13(4):887-90.
8 Keratinocyte growth factor-1 expression in healthy and diseased human periodontal tissues. J Periodontal Res. 2005 Apr;40(2):118-28. doi: 10.1111/j.1600-0765.2004.00780.x.
9 Identification of new inhibitors for human hematopoietic prostaglandin D2 synthase among FDA-approved drugs and other compounds. Chem Biol Interact. 2015 Mar 5;229:91-9. doi: 10.1016/j.cbi.2015.01.014. Epub 2015 Jan 17.
10 Biological inactivation and impaired detection of IL-10 by suramin. J Immunol Methods. 2005 Apr;299(1-2):91-8. doi: 10.1016/j.jim.2005.01.008. Epub 2005 Feb 17.
11 Repression of P66Shc expression by SIRT1 contributes to the prevention of hyperglycemia-induced endothelial dysfunction. Circ Res. 2011 Sep 2;109(6):639-48. doi: 10.1161/CIRCRESAHA.111.243592. Epub 2011 Jul 21.