(2R)-4-[[(Z)-[(6S)-6-[(1E,3E)-hepta-1,3-dienyl]-2-oxocyclohex-3-en-1-ylidene]methyl]amino]-2-methyl-2H-furan-5-one

Details

• Internal ID: 22af29a6-f1f1-4066-a598-85ab07cbb247
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (2R)-4-[[(Z)-[(6S)-6-[(1E,3E)-hepta-1,3-dienyl]-2-oxocyclohex-3-en-1-ylidene]methyl]amino]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCC=CC=CC1CC=CC(=O)C1=CNC2=CC(OC2=O)C
• SMILES (Isomeric): CCC/C=C/C=C/[C@@H]\1CC=CC(=O)/C1=C\NC2=C[C@H](OC2=O)C
• InChI: InChI=1S/C19H23NO3/c1-3-4-5-6-7-9-15-10-8-11-18(21)16(15)13-20-17-12-14(2)23-19(17)22/h5-9,11-15,20H,3-4,10H2,1-2H3/b6-5+,9-7+,16-13-/t14-,15-/m1/s1
• InChI Key: AGEGFCGROUIHGU-LMTROSLPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.40 g/mol
• Exact Mass: 313.16779360 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.6645	66.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6464	64.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7483	74.83%
P-glycoprotein inhibitior	-	0.5234	52.34%
P-glycoprotein substrate	-	0.5807	58.07%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.7532	75.32%
CYP2C9 inhibition	-	0.5541	55.41%
CYP2C19 inhibition	-	0.5223	52.23%
CYP2D6 inhibition	-	0.8322	83.22%
CYP1A2 inhibition	+	0.6461	64.61%
CYP2C8 inhibition	-	0.6700	67.00%
CYP inhibitory promiscuity	+	0.8146	81.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.9944	99.44%
Skin irritation	-	0.7141	71.41%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7629	76.29%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5071	50.71%
skin sensitisation	-	0.7549	75.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.6193	61.93%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	-	0.5208	52.08%
Thyroid receptor binding	-	0.5247	52.47%
Glucocorticoid receptor binding	-	0.5184	51.84%
Aromatase binding	+	0.6899	68.99%
PPAR gamma	-	0.5855	58.55%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9225	92.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.80%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL5957	P21589	5'-nucleotidase	87.83%	97.78%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	83.61%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.38%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	82.57%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.70%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190155
• LOTUS: LTS0223593
• wikiData: Q105095073