Details of the Drug

General Information of Drug (ID: DMU8QD2)

Drug Name
Apramycin
Synonyms AC1O533Z; XZNUGFQTQHRASN-PHTOHMOASA-N
Indication
Disease Entry ICD 11 Status REF
Gram-negative bacterial infection 1B74-1G40 Phase 1 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 4 Molecular Weight (mw) 539.6
Logarithm of the Partition Coefficient (xlogp) -7
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 11
Hydrogen Bond Acceptor Count (hbondacc) 16
Chemical Identifiers
Formula
C21H41N5O11
IUPAC Name
(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol
Canonical SMILES
CN[C@H]1[C@H]([C@@H]2[C@H](C[C@H]([C@H](O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O[C@@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)N)O)O)O
InChI
InChI=1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1
InChIKey
XZNUGFQTQHRASN-XQENGBIVSA-N
Cross-matching ID
PubChem CID
3081545
ChEBI ID
CHEBI:2790
CAS Number
37321-09-8
DrugBank ID
DB04626
TTD ID
D0B0FU

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial 16S ribosomal RNA (Bact 16S rRNA) TT38DW5 NOUNIPROTAC Inhibitor [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 ClinicalTrials.gov (NCT04105205) First-In-Human Study of Apramycin. U.S. National Institutes of Health.
2 RNA as a target for small molecules. Curr Opin Chem Biol. 2000 Dec;4(6):678-86.