Ac-D-Glu(OMe)-Ile-N(Me)Ile-Ile-N(Me)Val-N(Me)Ile-N(Me)Ile-N(Me)Leu-OH

Details

• Internal ID: 040139a0-1a55-4ca6-97d6-928e9e15832b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2R)-2-acetamido-5-methoxy-5-oxopentanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methylbutanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-4-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)N(C)C(C(C)CC)C(=O)NC(C(C)CC)C(=O)N(C)C(C(C)C)C(=O)N(C)C(C(C)CC)C(=O)N(C)C(C(C)CC)C(=O)N(C)C(CC(C)C)C(=O)O)NC(=O)C(CCC(=O)OC)NC(=O)C
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N(C)[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N(C)[C@@H](C(C)C)C(=O)N(C)[C@@H]([C@@H](C)CC)C(=O)N(C)[C@@H]([C@@H](C)CC)C(=O)N(C)[C@@H](CC(C)C)C(=O)O)NC(=O)[C@@H](CCC(=O)OC)NC(=O)C
• InChI: InChI=1S/C54H98N8O12/c1-22-32(10)41(56-47(65)38(55-37(15)63)27-28-40(64)74-21)50(68)60(18)44(34(12)24-3)48(66)57-42(33(11)23-2)49(67)59(17)43(31(8)9)51(69)61(19)46(36(14)26-5)53(71)62(20)45(35(13)25-4)52(70)58(16)39(54(72)73)29-30(6)7/h30-36,38-39,41-46H,22-29H2,1-21H3,(H,55,63)(H,56,65)(H,57,66)(H,72,73)/t32-,33-,34-,35-,36-,38+,39-,41-,42-,43-,44-,45-,46-/m0/s1
• InChI Key: UUFXBYSIAAYRFG-RZJKCRIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₈N₈O₁₂
• Molecular Weight: 1051.40 g/mol
• Exact Mass: 1050.73042059 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4616	46.16%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5897	58.97%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.8967	89.67%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.7517	75.17%
CYP3A4 substrate	+	0.6490	64.90%
CYP2C9 substrate	+	0.6058	60.58%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.6730	67.30%
CYP2C9 inhibition	-	0.8445	84.45%
CYP2C19 inhibition	-	0.8088	80.88%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	-	0.7282	72.82%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9717	97.17%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4653	46.53%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5245	52.45%
skin sensitisation	-	0.9178	91.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6340	63.40%
Acute Oral Toxicity (c)	III	0.6753	67.53%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.6898	68.98%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.7840	78.40%
Honey bee toxicity	-	0.7646	76.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6090	60.90%
Fish aquatic toxicity	-	0.3916	39.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL3837	P07711	Cathepsin L	98.97%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.93%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.10%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.55%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.50%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.37%	91.19%
CHEMBL2514	O95665	Neurotensin receptor 2	88.46%	100.00%
CHEMBL3776	Q14790	Caspase-8	88.27%	97.06%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.11%	98.05%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.62%	97.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.78%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.97%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.82%	83.82%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.73%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.64%	96.90%
CHEMBL3308	P55212	Caspase-6	85.28%	97.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.16%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.12%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.44%	89.50%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.90%	97.34%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.82%	98.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.46%	95.71%
CHEMBL2885	P07451	Carbonic anhydrase III	82.45%	87.45%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.21%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587647
• LOTUS: LTS0125945
• wikiData: Q77571160