(2S)-2-[[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienoyl]amino]pentanedioic acid

Details

• Internal ID: 661aa1a5-a62b-428d-9945-234679d480a0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S)-2-[[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienoyl]amino]pentanedioic acid
• SMILES (Canonical): CC(C=C(C)C=CC(=O)NC(CCC(=O)O)C(=O)O)C(=O)C1=CC=C(C=C1)N(C)C
• SMILES (Isomeric): C[C@H](/C=C(\C)/C=C/C(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)C1=CC=C(C=C1)N(C)C
• InChI: InChI=1S/C22H28N2O6/c1-14(5-11-19(25)23-18(22(29)30)10-12-20(26)27)13-15(2)21(28)16-6-8-17(9-7-16)24(3)4/h5-9,11,13,15,18H,10,12H2,1-4H3,(H,23,25)(H,26,27)(H,29,30)/b11-5+,14-13+/t15-,18+/m1/s1
• InChI Key: MROXIWXRMZGHLJ-DFYRDPISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₆
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.19473662 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

• RefChem:923899
• CHEMBL2011672
• CHEBI:203699
• BDBM50379295
• (2S)-2-[[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienoyl]amino]pentanedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5648	56.48%
Caco-2	-	0.8128	81.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8287	82.87%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8572	85.72%
BSEP inhibitior	+	0.7768	77.68%
P-glycoprotein inhibitior	-	0.4854	48.54%
P-glycoprotein substrate	-	0.5625	56.25%
CYP3A4 substrate	+	0.5524	55.24%
CYP2C9 substrate	+	0.6133	61.33%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.7750	77.50%
CYP2C9 inhibition	-	0.7984	79.84%
CYP2C19 inhibition	-	0.7685	76.85%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	-	0.7562	75.62%
CYP inhibitory promiscuity	-	0.9454	94.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6659	66.59%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5624	56.24%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8160	81.60%
Acute Oral Toxicity (c)	III	0.6289	62.89%
Estrogen receptor binding	+	0.5669	56.69%
Androgen receptor binding	+	0.6244	62.44%
Thyroid receptor binding	+	0.5902	59.02%
Glucocorticoid receptor binding	+	0.6220	62.20%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.6671	66.71%
Honey bee toxicity	-	0.8960	89.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7680	76.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.50%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.78%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.60%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	92.07%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.14%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	89.12%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	88.86%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.94%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.74%	94.75%
CHEMBL236	P41143	Delta opioid receptor	85.77%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.87%	93.10%
CHEMBL340	P08684	Cytochrome P450 3A4	84.11%	91.19%
CHEMBL1829	O15379	Histone deacetylase 3	83.85%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.96%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.42%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.69%	88.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57331970
• LOTUS: LTS0020701
• wikiData: Q77380145