Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2603)
Drug Name
Dibekacin
Synonyms
Debecacin; Dibekacin sulfate; Dibekacina; Dibekacina [INN-Spanish]; Dibekacine; Dibekacine [INN-French]; Dibekacinum; Dibekacinum [INN-Latin]; Dideoxykanamycin B; Kappati; Panamicin; dibekacin; 3',4'-Dideoxykanamycin B; 34493-98-6; 45ZFO9E525; BRN 1441606; CHEBI:37945; DKB; DKM; EINECS 252-064-6; O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranosyl-(1-6))-2-deoxy-L-streptamine; UNII-45ZFO9E525
Indication Acute lower respiratory infection [ICD11: CA4Z] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 451.5 Topological Polar Surface Area 248
Heavy Atom Count 31 Rotatable Bond Count 6
Hydrogen Bond Donor Count 9 Hydrogen Bond Acceptor Count 13
Cross-matching ID
PubChem CID
470999
ChEBI ID
CHEBI:37945
CAS Number
34493-98-6
Formula
C18H37N5O8
Canonical SMILES
C1CC(C(OC1CN)OC2C(CC(C(C2O)OC3C(C(C(C(O3)CO)O)N)O)N)N)N
InChI
1S/C18H37N5O8/c19-4-6-1-2-7(20)17(28-6)30-15-8(21)3-9(22)16(14(15)27)31-18-13(26)11(23)12(25)10(5-24)29-18/h6-18,24-27H,1-5,19-23H2/t6-,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1
InChIKey
JJCQSGDBDPYCEO-XVZSLQNASA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
2'-N-acetyl DKB DM004205 N. A. Unclear 1 [2]
3-N-Acetyldibekacin DM004207
10719961
Unclear 1 [3]
2',6'-di-N-acetyl DKB DM004206 N. A. Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004596 Dibekacin 2'-N-acetyl DKB Unclear aac [2]
MR004598 Dibekacin 3-N-Acetyldibekacin Unclear aacC3 [3]
MR004597 2'-N-acetyl DKB 2',6'-di-N-acetyl DKB Unclear Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aminoglycoside acetyltransferase (aac) DME1141 Providencia stuartii
AAC2_PROST
2.3.1.59
[2]
Aminoglycoside N(3)-acetyltransferase III (aacC3) DMEN226 Pseudomonas aeruginosa
AACC3_PSEAI
2.3.1.81
[3]
Aminoglycoside phosphotransferase (aph-Ib) DME1090 Campylobacter jejuni
A0A075C7U3_CAMJU
2.7.1.190
[4]
References
1 National Center for Advancing Translational Science-Inxight: drug (45ZFO9E525)
2 Enzymatic 2'-N-acetylation of arbekacin and antibiotic activity of its product J Antibiot (Tokyo). 1996 May;49(5):458-64. doi: 10.7164/antibiotics.49.458.
3 The novel enzymatic 3''-N-acetylation of arbekacin by an aminoglycoside 3-N-acetyltransferase of Streptomyces origin and the resulting activity. J Antibiot (Tokyo). 1998 Aug;51(8):735-42.
4 Novel aminoglycoside 2''-phosphotransferase identified in a gram-negative pathogen. Antimicrob Agents Chemother. 2013 Jan;57(1):452-7.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.