[(2R,3R,4R,5R)-2,3,4,5-tetrahydroxy-6-[3-methyl-2-(methylideneamino)but-2-enoyl]oxyhexyl] 3-methyl-2-(methylideneamino)but-2-enoate

Details

• Internal ID: 383b34db-c82c-4016-a9e4-209bbe36a7df
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: [(2R,3R,4R,5R)-2,3,4,5-tetrahydroxy-6-[3-methyl-2-(methylideneamino)but-2-enoyl]oxyhexyl] 3-methyl-2-(methylideneamino)but-2-enoate
• SMILES (Canonical): CC(=C(C(=O)OCC(C(C(C(COC(=O)C(=C(C)C)N=C)O)O)O)O)N=C)C
• SMILES (Isomeric): CC(=C(C(=O)OC[C@H]([C@H]([C@@H]([C@@H](COC(=O)C(=C(C)C)N=C)O)O)O)O)N=C)C
• InChI: InChI=1S/C18H28N2O8/c1-9(2)13(19-5)17(25)27-7-11(21)15(23)16(24)12(22)8-28-18(26)14(20-6)10(3)4/h11-12,15-16,21-24H,5-8H2,1-4H3/t11-,12-,15-,16-/m1/s1
• InChI Key: YNPCISSLHKFMKR-CZPYZCIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈N₂O₈
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.18456586 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6441	64.41%
Caco-2	-	0.8506	85.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9547	95.47%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7202	72.02%
P-glycoprotein inhibitior	-	0.6148	61.48%
P-glycoprotein substrate	-	0.9111	91.11%
CYP3A4 substrate	-	0.5767	57.67%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6466	64.66%
CYP2C9 inhibition	-	0.7815	78.15%
CYP2C19 inhibition	-	0.8066	80.66%
CYP2D6 inhibition	-	0.8283	82.83%
CYP1A2 inhibition	-	0.7975	79.75%
CYP2C8 inhibition	-	0.9562	95.62%
CYP inhibitory promiscuity	-	0.9202	92.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7911	79.11%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9671	96.71%
Eye irritation	-	0.8665	86.65%
Skin irritation	-	0.7199	71.99%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5460	54.60%
skin sensitisation	-	0.7827	78.27%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6830	68.30%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5317	53.17%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	-	0.7501	75.01%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.5522	55.22%
Aromatase binding	+	0.5567	55.67%
PPAR gamma	+	0.5944	59.44%
Honey bee toxicity	-	0.8122	81.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.3655	36.55%

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	95.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.21%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.38%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583761
• LOTUS: LTS0035016
• wikiData: Q75067195