Details of the Drug

General Information of Drug (ID: DMNQL17)

Drug Name
2-AMINO-1-METHYL-6-PHENYLIMIDAZO[4,5-B]PYRIDINE
Synonyms
PhIP; 105650-23-5; 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine; 1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine; 2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine; UNII-909C6UN66T; CHEBI:76290; 909C6UN66T; 1-Methyl-6-phenyl-1H-imidazo(4,5-b)pyridin-2-amine; PIQ; 2-AMINO-1-METHYL-6-PHENYL-IMIDAZO [4,5-b] PYRIDINE; 1H-Imidazo(4,5-b)pyridin-2-amine, 1-methyl-6-phenyl- (9CI); CCRIS 2954; HSDB 7768; BRN 5951264; ACMC-1BRGI; AC1Q4WMI; (3H)PhIP; AC1L1BO3; SCHEMBL151718; CHEMBL1213271; DTXSID3037628; CTK0I0185
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 224.26
Logarithm of the Partition Coefficient (xlogp) 2.2
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C13H12N4
IUPAC Name
1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine
Canonical SMILES
CN1C2=C(N=CC(=C2)C3=CC=CC=C3)N=C1N
InChI
InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)
InChIKey
UQVKZNNCIHJZLS-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1530
ChEBI ID
CHEMBL76290
CAS Number
105650-23-5
UNII
909C6UN66T
DrugBank ID
DB08398
TTD ID
D00ZAJ
VARIDT ID
DR01342
INTEDE ID
DR2710
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Estrogen receptor (ESR) TTZAYWL ESR1_HUMAN Inhibitor [1]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Glycerol/diol dehydratase (dhaB) DEIN8FB H6V877_LACRE Substrate [2]
Glycerol/diol dehydratase (dhaB) DE1P7EZ A0A174P2C4_9FIRM Substrate [2]
Glycerol/diol dehydratase (dhaB) DE4ZRTV A0A174IA87_FLAPL Substrate [2]
Glycerol/diol dehydratase (dhaB) DEW0ADP A0A174DDZ6_9FIRM Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial (CYP27B1) OTTK98BH CP27B_HUMAN Gene/Protein Processing [3]
A-kinase anchor protein 12 (AKAP12) OTCVRDDX AKA12_HUMAN Gene/Protein Processing [3]
Activating transcription factor 7-interacting protein 1 (ATF7IP) OTU6ZA7F MCAF1_HUMAN Gene/Protein Processing [3]
Albumin (ALB) OTVMM513 ALBU_HUMAN Protein Interaction/Cellular Processes [4]
Aldehyde dehydrogenase, dimeric NADP-preferring (ALDH3A1) OTAYZZE6 AL3A1_HUMAN Gene/Protein Processing [3]
Apoptotic protease-activating factor 1 (APAF1) OTJWIVY0 APAF_HUMAN Gene/Protein Processing [3]
Aryl hydrocarbon receptor repressor (AHRR) OTSJ12W6 AHRR_HUMAN Drug Response [5]
Arylamine N-acetyltransferase 2 (NAT2) OTBPDQOY ARY2_HUMAN Gene/Protein Processing [6]
Atlastin-1 (ATL1) OTR2788Y ATLA1_HUMAN Gene/Protein Processing [3]
BCAS3 microtubule associated cell migration factor (BCAS3) OTDVAX6B BCAS3_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
2 Gut microbial beta-glucuronidase and glycerol/diol dehydratase activity contribute to dietary heterocyclic amine biotransformation. BMC Microbiol. 2019 May 16;19(1):99.
3 Preferential induction of the AhR gene battery in HepaRG cells after a single or repeated exposure to heterocyclic aromatic amines. Toxicol Appl Pharmacol. 2010 Nov 15;249(1):91-100.
4 Novel Transgenic Mouse Model for Studying Human Serum Albumin as a Biomarker of Carcinogenic Exposure. Chem Res Toxicol. 2016 May 16;29(5):797-809. doi: 10.1021/acs.chemrestox.5b00529. Epub 2016 Apr 14.
5 Long interspersed element-1 is differentially regulated by food-borne carcinogens via the aryl hydrocarbon receptor. Oncogene. 2013 Oct 10;32(41):4903-12. doi: 10.1038/onc.2012.516. Epub 2012 Dec 3.
6 Protective effects of xanthohumol against the genotoxicity of heterocyclic aromatic amines MeIQx and PhIP in bacteria and in human hepatoma (HepG2) cells. Food Chem Toxicol. 2012 Mar;50(3-4):949-55.
7 Identification of early target genes of aflatoxin B1 in human hepatocytes, inter-individual variability and comparison with other genotoxic compounds. Toxicol Appl Pharmacol. 2012 Jan 15;258(2):176-87.