General Information of Drug (ID: DR2136)
Drug Name
Plazomicin
Synonyms Plazomicin (USAN); Plazomicin [USAN:INN]; ACHN-490; D-Streptamine; LYO9XZ250J; ZINC68150640; 1154757-24-0; D10151; DB12615; UNII-LYO9XZ250J
Indication Infectious cystitis [ICD11: GC00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 592.7 Topological Polar Surface Area 269
Heavy Atom Count 41 Rotatable Bond Count 13
Hydrogen Bond Donor Count 11 Hydrogen Bond Acceptor Count 15
Cross-matching ID
PubChem CID
42613186
PubChem SID
81048177 ; 86451581 ; 123055433 ; 124961265 ; 135268700 ; 135626869 ; 140707610 ; 198963178 ; 237063458 ; 248014262
CAS Number
1154757-24-0
TTD Drug ID
D0E6BB
Formula
C25H48N6O10
Canonical SMILES
CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CNCCO)N)N)NC(=O)C(CCN)O)O
InChI
1S/C25H48N6O10/c1-25(37)11-38-24(18(35)21(25)29-2)41-20-15(31-22(36)16(33)5-6-26)9-14(28)19(17(20)34)40-23-13(27)4-3-12(39-23)10-30-7-8-32/h3,13-21,23-24,29-30,32-35,37H,4-11,26-28H2,1-2H3,(H,31,36)/t13-,14+,15-,16+,17+,18-,19-,20+,21-,23-,24-,25+/m1/s1
InChIKey
IYDYFVUFSPQPPV-PEXOCOHZSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Plazomicin M1 PDM007278 N. A. Oxidation - Dehydrogenation of primary alcohol 1 Human
Plazomicin M10 PDM007287 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
Plazomicin M2 PDM007279 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Plazomicin M3 PDM007280 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Plazomicin M4 PDM007281 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Plazomicin M5 PDM007282 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Plazomicin M6 PDM007283 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Plazomicin M7 PDM007284 N. A. Conjugation - Sulfation of primary alcohol 1 Human
Plazomicin M8 PDM007285 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
Plazomicin M9 PDM007286 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
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 O-phosphotransferase (aphA6) DME1142 Providencia stuartii
G9FRK8_PROST
2.7.1.95
[2]
References
1 Sisomicin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Plazomicin retains antibiotic activity against most aminoglycoside modifying enzymes. ACS Infect Dis. 2018 Jun 8;4(6):980-987.

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