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

Details

• Internal ID: 5204eb43-80d3-4e14-bec9-f9f73ed24a01
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Imidazolyl carboxylic acids and derivatives
• IUPAC Name: (2R)-2-[(4R)-2-amino-4,5-dihydro-1H-imidazol-4-yl]-3-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propanoic acid
• SMILES (Canonical): CC1=CC(OC1=O)CC(C2CNC(=N2)N)C(=O)O
• SMILES (Isomeric): CC1=C[C@H](OC1=O)C[C@H]([C@@H]2CNC(=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	+	0.8419	84.19%
Caco-2	-	0.5157	51.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9215	92.15%
P-glycoprotein inhibitior	-	0.9604	96.04%
P-glycoprotein substrate	-	0.6907	69.07%
CYP3A4 substrate	-	0.5321	53.21%
CYP2C9 substrate	+	0.6370	63.70%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.9794	97.94%
CYP2C9 inhibition	-	0.8527	85.27%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.7860	78.60%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5308	53.08%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9891	98.91%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9069	90.69%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5658	56.58%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5469	54.69%
skin sensitisation	-	0.8063	80.63%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7761	77.61%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	-	0.7724	77.24%
Androgen receptor binding	-	0.5872	58.72%
Thyroid receptor binding	-	0.5118	51.18%
Glucocorticoid receptor binding	-	0.6082	60.82%
Aromatase binding	-	0.6942	69.42%
PPAR gamma	+	0.5432	54.32%
Honey bee toxicity	-	0.9503	95.03%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.5457	54.57%

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	95.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.15%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	80.88%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.76%	99.17%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 136260511
• LOTUS: LTS0133029
• wikiData: Q104915020