1-Methyl-3alpha-[(S)-alpha-hydroxybenzyl]-4beta-(1-methyl-1H-imidazol-4-yl)pyrrolidin-2-one

Details

• Internal ID: 14529f43-b7ed-445f-a726-652dad97b66d
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > N-substituted imidazoles
• IUPAC Name: (3S,4R)-3-[(S)-hydroxy(phenyl)methyl]-1-methyl-4-(1-methylimidazol-4-yl)pyrrolidin-2-one
• SMILES (Canonical): CN1CC(C(C1=O)C(C2=CC=CC=C2)O)C3=CN(C=N3)C
• SMILES (Isomeric): CN1C[C@@H]([C@H](C1=O)[C@@H](C2=CC=CC=C2)O)C3=CN(C=N3)C
• InChI: InChI=1S/C16H19N3O2/c1-18-9-13(17-10-18)12-8-19(2)16(21)14(12)15(20)11-6-4-3-5-7-11/h3-7,9-10,12,14-15,20H,8H2,1-2H3/t12-,14+,15-/m1/s1
• InChI Key: UJMVRXMFOYOOMI-VHDGCEQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉N₃O₂
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.147726857 g/mol
• Topological Polar Surface Area (TPSA): 58.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	+	0.8138	81.38%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6341	63.41%
P-glycoprotein inhibitior	-	0.8104	81.04%
P-glycoprotein substrate	-	0.7966	79.66%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.8315	83.15%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.8675	86.75%
CYP1A2 inhibition	-	0.6724	67.24%
CYP2C8 inhibition	-	0.9517	95.17%
CYP inhibitory promiscuity	-	0.9077	90.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6843	68.43%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7482	74.82%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	+	0.5519	55.19%
Androgen receptor binding	+	0.5784	57.84%
Thyroid receptor binding	-	0.5512	55.12%
Glucocorticoid receptor binding	+	0.5376	53.76%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	-	0.5269	52.69%
Honey bee toxicity	-	0.9098	90.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7137	71.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.91%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	86.75%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.64%	94.62%
CHEMBL4208	P20618	Proteasome component C5	85.42%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.28%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.12%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%

Plants that contains it

• Cynometra hankei

Cross-Links

• PubChem: 101698762
• LOTUS: LTS0047216
• wikiData: Q105274041