Details of the Drug

General Information of Drug (ID: DMYB0HK)

Drug Name
Misonidazole
Synonyms
Misonidazol [INN-Spanish]; Misonidazole; Misonidazolum [INN-Latin]; Ro 7-0582; SR 1354; SRI 1354; 1-(2'-hydroxy-3'-methoxypropyl)-2-nitroimidazole; 1-(2-Hydroxy-3-methoxypropyl)-2-nitroimidazole; 1-(2-NITRO-1-IMIDAZOLYL)-3-METHOXY-2-PROPANOL; 1-methoxy-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol; 1-methoxy-3-(2-nitroimidazol-1-yl)propan-2-ol; 13551-87-6; BRN 0613655; CCRIS 1160; EINECS 236-931-6; MLS003115361; NSC-261,037; NSC-261037; NSC261037; alpha-(Methoxymethyl)-2-nitro-1H-imidazole-1-ethanol
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 201.18
Logarithm of the Partition Coefficient (xlogp) -0.4
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C7H11N3O4
IUPAC Name
1-methoxy-3-(2-nitroimidazol-1-yl)propan-2-ol
Canonical SMILES
COCC(CN1C=CN=C1[N+](=O)[O-])O
InChI
OBBCSXFCDPPXOL-UHFFFAOYSA-N
InChIKey
1S/C7H11N3O4/c1-14-5-6(11)4-9-3-2-8-7(9)10(12)13/h2-3,6,11H,4-5H2,1H3
Cross-matching ID
PubChem CID
26105
CAS Number
13551-87-6
DrugBank ID
DB11716
INTEDE ID
DR2185

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Oxygen-insensitive NADPH nitroreductase B (nfsB)
Main DME 		DE0QLUZ NFSB_ECOLI Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Catalase (CAT) OTHEBX9R CATA_HUMAN Drug Response [2]
Glutathione synthetase (GSS) OTVSBEIW GSHB_HUMAN Drug Response [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Metronidazole (flagyl) and misonidazole (Ro-07-0582): reduction by facultative anaerobes and cytotoxic action on hypoxic bacteria and mammalian cells in vivo. Br J Cancer Suppl. 1978 Jun;3:132-5.
2 Enhancement in the aerobic toxicity of misonidazole and SR-2508 by buthionine sulfoximine and 4-hydroxypyrazole: the role of hydrogen peroxide. Int J Radiat Oncol Biol Phys. 1986 Jul;12(7):1161-4.
3 Radiosensitizing and cytotoxic properties of misonidazole on glutathione synthetase deficient human fibroblasts. Int J Radiat Biol Relat Stud Phys Chem Med. 1985 Aug;48(2):213-21. doi: 10.1080/09553008514551211.