Details of the Drug

General Information of Drug (ID: DMNWM8H)

Drug Name

Sinefungin

Synonyms

sinefungin; ADENOSYL-ORNITHINE; Sinefunginum; Sinefungina; Sinefungine; Antibiotic A 9145; Compound 57926; Adenosylornithine; 58944-73-3; A 9145; Antibiotic 32232 RP; Sinefungin [USAN:INN]; Sinefungine [INN-French]; Sinefunginum [INN-Latin]; UNII-W2U467CIIL; Sinefungina [INN-Spanish]; 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acid; 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acid; BRN 3574678; W2U467CIIL; RP 32232; LY 57926; CHEBI:45453; Decofuranuronic

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 3

Molecular Weight (mw)

381.39

Logarithm of the Partition Coefficient (xlogp)

-4.3

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C15H23N7O5
IUPAC Name: (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N
InChI: InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1
InChIKey: LMXOHSDXUQEUSF-YECHIGJVSA-N

Cross-matching ID

PubChem CID: 65482
ChEBI ID: CHEBI:45453
CAS Number: 58944-73-3
DrugBank ID: DB01910
TTD ID: D00FLT

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Streptomyces RNA methyltransferase (Stre-myc carB)	TTFHEWL	CARB_STRTH	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
DNA cytosine-5)-methyltransferase 1 (DNMT1)	OTM2DGTK	DNMT1_HUMAN	Gene/Protein Processing	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	The effect of sinefungin and synthetic analogues on RNA and DNA methyltransferases from Streptomyces. J Antibiot (Tokyo). 1991 Oct;44(10):1141-7.
2	Identification of DNMT1 selective antagonists using a novel scintillation proximity assay. J Biol Chem. 2013 Jul 5;288(27):19673-84. doi: 10.1074/jbc.M112.443895. Epub 2013 May 13.