2-[[2-[[2-Amino-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoyl]amino]-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoyl]amino]-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoic acid

Details

• Internal ID: cb0c108b-277d-4da1-be3b-1eaa5c24492b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[2-[[2-amino-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoyl]amino]-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoyl]amino]-5-[hydroxy-(5-hydroxy-3-methylpent-2-enoyl)amino]pentanoic acid
• SMILES (Canonical): CC(=CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C=C(C)CCO)O)C(=O)NC(CCCN(C(=O)C=C(C)CCO)O)C(=O)O)N)O)CCO
• SMILES (Isomeric): CC(=CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C=C(C)CCO)O)C(=O)NC(CCCN(C(=O)C=C(C)CCO)O)C(=O)O)N)O)CCO
• InChI: InChI=1S/C33H56N6O13/c1-22(10-16-40)19-28(43)37(50)13-4-7-25(34)31(46)35-26(8-5-14-38(51)29(44)20-23(2)11-17-41)32(47)36-27(33(48)49)9-6-15-39(52)30(45)21-24(3)12-18-42/h19-21,25-27,40-42,50-52H,4-18,34H2,1-3H3,(H,35,46)(H,36,47)(H,48,49)
• InChI Key: CZNDRNTWCVIHIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆N₆O₁₃
• Molecular Weight: 744.80 g/mol
• Exact Mass: 744.39053586 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4921	49.21%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5363	53.63%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9018	90.18%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6670	66.70%
P-glycoprotein inhibitior	+	0.7313	73.13%
P-glycoprotein substrate	-	0.6117	61.17%
CYP3A4 substrate	+	0.5817	58.17%
CYP2C9 substrate	-	0.7942	79.42%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.7212	72.12%
CYP2C9 inhibition	-	0.7828	78.28%
CYP2C19 inhibition	-	0.7342	73.42%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	-	0.8303	83.03%
CYP2C8 inhibition	-	0.8842	88.42%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.4832	48.32%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.7694	76.94%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6474	64.74%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7413	74.13%
skin sensitisation	-	0.8231	82.31%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.6069	60.69%
Estrogen receptor binding	+	0.7921	79.21%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	+	0.6093	60.93%
PPAR gamma	+	0.6651	66.51%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.4886	48.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.76%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.47%	99.17%
CHEMBL236	P41143	Delta opioid receptor	96.23%	99.35%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.83%	93.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.64%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	92.02%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.50%	92.29%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.12%	98.33%
CHEMBL237	P41145	Kappa opioid receptor	87.55%	98.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.19%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.06%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.25%	91.19%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.10%	96.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.87%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.62%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.45%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.61%	97.86%
CHEMBL233	P35372	Mu opioid receptor	84.42%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.96%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.86%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.91%	97.29%
CHEMBL1255126	O15151	Protein Mdm4	82.86%	90.20%
CHEMBL3629	P68400	Casein kinase II alpha	82.77%	98.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.76%	91.11%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	82.76%	96.28%
CHEMBL3776	Q14790	Caspase-8	82.54%	97.06%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.66%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.52%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	81.06%	94.73%
CHEMBL3018	Q9Y5Y6	Matriptase	81.03%	98.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.89%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.66%	95.00%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.02%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064100
• LOTUS: LTS0158455
• wikiData: Q103818209