1-O-[(2S,3S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-3-methylpentanoyl] 5-O-phosphono (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]pentanedioate

Details

• Internal ID: 6509767d-1131-490c-803e-5a8abd5d5b16
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 1-O-[(2S,3S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-3-methylpentanoyl] 5-O-phosphono (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]pentanedioate
• SMILES (Canonical): CCC(C)C(C(=O)NC(C(C)CC)C(=O)OC(=O)C(CCC(=O)OP(=O)(O)O)NC(=O)C(CCC(=O)N)NC(=O)C(CO)N)N
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)OC(=O)[C@H](CCC(=O)OP(=O)(O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CO)N)N
• InChI: InChI=1S/C25H45N6O13P/c1-5-12(3)19(28)23(37)31-20(13(4)6-2)25(39)43-24(38)16(8-10-18(34)44-45(40,41)42)30-22(36)15(7-9-17(27)33)29-21(35)14(26)11-32/h12-16,19-20,32H,5-11,26,28H2,1-4H3,(H2,27,33)(H,29,35)(H,30,36)(H,31,37)(H2,40,41,42)/t12-,13-,14-,15-,16-,19-,20-/m0/s1
• InChI Key: HYZKMTKXJALNPM-NKURYSMOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₅N₆O₁₃P
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.27822251 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: -5.50
• Atomic LogP (AlogP): -3.07
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 20

Synonyms

• L-Glutamic acid, N-(N(sup 2)-(N-(N-L-isoleucyl-L-isoleucyl)-O-phosphono-L-seryl)-L-glutaminyl)-, hydrate
• (2S,3S)-2-(L-Isoleucylamino)-3-methylpentanoyl L-seryl-L-glutaminyl-5-oxo-5-(phosphonooxy)-L-norvalinate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7391	73.91%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6328	63.28%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5693	56.93%
P-glycoprotein inhibitior	+	0.7058	70.58%
P-glycoprotein substrate	+	0.6116	61.16%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.8152	81.52%
CYP3A4 inhibition	-	0.7698	76.98%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.7461	74.61%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.8097	80.97%
CYP2C8 inhibition	-	0.6456	64.56%
CYP inhibitory promiscuity	-	0.9708	97.08%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9323	93.23%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5528	55.28%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6285	62.85%
Acute Oral Toxicity (c)	III	0.5623	56.23%
Estrogen receptor binding	+	0.7215	72.15%
Androgen receptor binding	+	0.6321	63.21%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.6434	64.34%
Aromatase binding	+	0.6268	62.68%
PPAR gamma	+	0.6355	63.55%
Honey bee toxicity	-	0.7559	75.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6023	60.23%

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	96.84%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.96%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.77%	97.29%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	93.74%	95.72%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.54%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.52%	93.56%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	93.06%	97.43%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.32%	94.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.23%	98.05%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.24%	91.19%
CHEMBL2514	O95665	Neurotensin receptor 2	90.06%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.66%	97.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.33%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.23%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.85%	89.34%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.37%	92.86%
CHEMBL3776	Q14790	Caspase-8	88.21%	97.06%
CHEMBL221	P23219	Cyclooxygenase-1	87.84%	90.17%
CHEMBL3018	Q9Y5Y6	Matriptase	87.02%	98.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	86.69%	97.88%
CHEMBL299	P17252	Protein kinase C alpha	86.58%	98.03%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	86.22%	96.28%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.76%	95.71%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	85.45%	98.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.50%	94.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.44%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.26%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.61%	97.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.27%	98.33%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.69%	94.01%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.55%	92.32%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.00%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.57%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.32%	95.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.26%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.87%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.82%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.39%	96.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 174788
• LOTUS: LTS0049683
• wikiData: Q76084365