(2R)-2-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]-3-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propanoic acid

Details

• Internal ID: 38fc7d52-30e7-479f-81b9-66cc585f29ae
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Imidazolyl carboxylic acids and derivatives
• IUPAC Name: (2R)-2-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]-3-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propanoic acid
• SMILES (Canonical): CC1=CC(OC1=O)CC(C2CN=C(N2)N)C(=O)O
• SMILES (Isomeric): CC1=C[C@H](OC1=O)C[C@H]([C@@H]2CN=C(N2)N)C(=O)O
• InChI: InChI=1S/C11H15N3O4/c1-5-2-6(18-10(5)17)3-7(9(15)16)8-4-13-11(12)14-8/h2,6-8H,3-4H2,1H3,(H,15,16)(H3,12,13,14)/t6-,7+,8-/m0/s1
• InChI Key: AMYMYLNREHJDCT-RNJXMRFFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₅N₃O₄
• Molecular Weight: 253.25 g/mol
• Exact Mass: 253.10625597 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7413	74.13%
Caco-2	-	0.5776	57.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4553	45.53%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8829	88.29%
P-glycoprotein inhibitior	-	0.9626	96.26%
P-glycoprotein substrate	-	0.6256	62.56%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6370	63.70%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.9821	98.21%
CYP2C9 inhibition	-	0.8656	86.56%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.8027	80.27%
CYP2C8 inhibition	-	0.8634	86.34%
CYP inhibitory promiscuity	-	0.9876	98.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5361	53.61%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9946	99.46%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.9092	90.92%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6344	63.44%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8113	81.13%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8628	86.28%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	-	0.7787	77.87%
Androgen receptor binding	-	0.7158	71.58%
Thyroid receptor binding	-	0.5322	53.22%
Glucocorticoid receptor binding	-	0.5379	53.79%
Aromatase binding	-	0.7053	70.53%
PPAR gamma	-	0.6059	60.59%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.5422	54.22%

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	95.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.25%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.84%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.48%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.50%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.48%	90.08%
CHEMBL4040	P28482	MAP kinase ERK2	80.79%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 71746251
• NPASS: NPC147238