4-[(2-Amino-1-methylimidazol-4-yl)methyl]phenol

Details

• Internal ID: 53e16bec-1f07-417a-9760-aa51cc70e465
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Trisubstituted imidazoles > 1,2,4-trisubstituted imidazoles
• IUPAC Name: 4-[(2-amino-1-methylimidazol-4-yl)methyl]phenol
• SMILES (Canonical): CN1C=C(N=C1N)CC2=CC=C(C=C2)O
• SMILES (Isomeric): CN1C=C(N=C1N)CC2=CC=C(C=C2)O
• InChI: InChI=1S/C11H13N3O/c1-14-7-9(13-11(14)12)6-8-2-4-10(15)5-3-8/h2-5,7,15H,6H2,1H3,(H2,12,13)
• InChI Key: NRRKMYJRZNLJOP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃N₃O
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.105862047 g/mol
• Topological Polar Surface Area (TPSA): 64.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL450088
• SMR002531508

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9604	96.04%
Caco-2	+	0.7287	72.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Nucleus	0.5929	59.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7691	76.91%
P-glycoprotein inhibitior	-	0.9781	97.81%
P-glycoprotein substrate	-	0.6573	65.73%
CYP3A4 substrate	-	0.6466	64.66%
CYP2C9 substrate	-	0.7753	77.53%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.7251	72.51%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	-	0.7951	79.51%
CYP2D6 inhibition	-	0.5936	59.36%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8083	80.83%
CYP inhibitory promiscuity	-	0.5072	50.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Non-required	0.4053	40.53%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.6890	68.90%
Skin irritation	-	0.7628	76.28%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6834	68.34%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	+	0.7573	75.73%
Androgen receptor binding	-	0.5730	57.30%
Thyroid receptor binding	+	0.6753	67.53%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.8832	88.32%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.9559	95.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6504	65.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.35%	93.10%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.38%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.43%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL3891	P07384	Calpain 1	82.92%	93.04%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.36%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.11%	90.71%
CHEMBL1952	P04818	Thymidylate synthase	80.88%	93.53%
CHEMBL4208	P20618	Proteasome component C5	80.00%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10352841
• LOTUS: LTS0126256
• wikiData: Q104969845