General Information of Drug (ID: DMMT1YQ)

Drug Name
Bropirimine
Synonyms
56741-95-8; 2-Amino-5-bromo-4-hydroxy-6-phenylpyrimidine; ABPP; 2-AMINO-5-BROMO-6-PHENYLPYRIMIDIN-4-OL; Bropiriminum [Latin]; 2-Amino-5-bromo-6-phenyl-4(3H)-pyrimidinone; 2-amino-5-bromo-6-phenylpyrimidin-4(3H)-one; U-54461; Bropirimina [Spanish]; UNII-J57CTF25XJ; C10H8BrN3O; CCRIS 3730; 2-amino-5-bromo-6-phenyl-1H-pyrimidin-4-one; 2-Amino-5-bromo-6-phenyl-4(1H)-pyrimidinone; 4(1H)-Pyrimidinone, 2-amino-5-bromo-6-phenyl-; BRN 0651807; J57CTF25XJ; 5-Bromo-6-phenylisocytosine; CHEBI:31307; 2-Amino-5-Bromo-6-Phenylpyrimidin-4-Ol
Indication
Disease Entry ICD 11 Status REF
Virus infection 1A24-1D9Z Discontinued in Phase 3 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 266.09
Logarithm of the Partition Coefficient (xlogp) 1.2
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C10H8BrN3O
IUPAC Name
2-amino-5-bromo-4-phenyl-1H-pyrimidin-6-one
Canonical SMILES
C1=CC=C(C=C1)C2=C(C(=O)NC(=N2)N)Br
InChI
InChI=1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)
InChIKey
CIUUIPMOFZIWIZ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
135413497
ChEBI ID
CHEBI:31307
CAS Number
56741-95-8
DrugBank ID
DB04168
TTD ID
D07RPR
INTEDE ID
DR1791

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Dihydroneopterinaldolase (Bact folB) TTG9CFY FOLB_ECOLI Inhibitor [2]
Interferon receptor (IFNR) TTV2CN0 NOUNIPROTAC Modulator [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 1A2 (CYP1A2)
Main DME
DEJGDUW CP1A2_HUMAN Substrate [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
UDP-glucuronosyltransferase 1A1 OTH1C8OJ UD11_HUMAN Biotransformations [5]
UDP-glucuronosyltransferase 1A3 OTUEOER3 UD13_HUMAN Biotransformations [5]
UDP-glucuronosyltransferase 1A9 OTPCHAFX UD19_HUMAN Biotransformations [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800000744)
2 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
3 Comparison between circulating interferon and drug levels following administration of 2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone (ABPP) to different animal species. J Interferon Res. 1982;2(3):317-27.
4 Human biotransformation of bropirimine. Characterization of the major bropirimine oxidative metabolites formed in vitro. Drug Metab Dispos. 1998 Oct;26(10):1048-51.
5 Characterization of bropirimine O-glucuronidation in human liver microsomes. Xenobiotica. 2003 Oct;33(10):999-1011. doi: 10.1080/00498250310001602757.