Ac-D-Gln-xiIle-N(Me)Leu-xiIle-N(Me)Val-N(Me)xiIle-N(Me)xiIle-N(Me)xiIle-OH

Details

• Internal ID: f1b783ec-9736-4ce2-b989-528117c246f0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-5-amino-5-oxopentanoyl]amino]-3-methylpentanoyl]-methylamino]-4-methylpentanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methylbutanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)N(C)C(CC(C)C)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(C(C)CC)C(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C
• SMILES (Isomeric): CCC(C)[C@@H](C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)CC)C(=O)N(C)[C@@H](C(C)C)C(=O)N(C)[C@@H](C(C)CC)C(=O)N(C)[C@@H](C(C)CC)C(=O)N(C)[C@@H](C(C)CC)C(=O)O)NC(=O)[C@@H](CCC(=O)N)NC(=O)C
• InChI: InChI=1S/C53H97N9O11/c1-21-31(10)40(56-46(65)37(55-36(15)63)26-27-39(54)64)48(67)58(16)38(28-29(6)7)47(66)57-41(32(11)22-2)49(68)59(17)42(30(8)9)50(69)60(18)43(33(12)23-3)51(70)61(19)44(34(13)24-4)52(71)62(20)45(53(72)73)35(14)25-5/h29-35,37-38,40-45H,21-28H2,1-20H3,(H2,54,64)(H,55,63)(H,56,65)(H,57,66)(H,72,73)/t31?,32?,33?,34?,35?,37-,38+,40+,41+,42+,43+,44+,45+/m1/s1
• InChI Key: YEHYELQIMQIGQU-YNJSTRAZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₇N₉O₁₁
• Molecular Weight: 1036.40 g/mol
• Exact Mass: 1035.73075494 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 32

Synonyms

• CHEBI:222616
• (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-5-amino-5-oxopentanoyl]amino]-3-methylpentanoyl]-methylamino]-4-methylpentanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methylbutanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5552	55.52%
Caco-2	-	0.8574	85.74%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4206	42.06%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9322	93.22%
BSEP inhibitior	+	0.8981	89.81%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8032	80.32%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	+	0.6277	62.77%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.6811	68.11%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.8498	84.98%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9000	90.00%
CYP2C8 inhibition	-	0.8190	81.90%
CYP inhibitory promiscuity	-	0.9871	98.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	-	0.6442	64.42%
Human Ether-a-go-go-Related Gene inhibition	-	0.4416	44.16%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	+	0.7898	78.98%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	+	0.5611	56.11%
Glucocorticoid receptor binding	+	0.6822	68.22%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.5260	52.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.37%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.77%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.05%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.35%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.78%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	93.15%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	90.71%	98.94%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.45%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	89.57%	91.19%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.47%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.36%	93.00%
CHEMBL3776	Q14790	Caspase-8	87.19%	97.06%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	86.68%	97.43%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	86.37%	97.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.57%	96.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.18%	98.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.31%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.01%	94.33%
CHEMBL3308	P55212	Caspase-6	83.88%	97.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.84%	100.00%
CHEMBL2885	P07451	Carbonic anhydrase III	83.21%	87.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.87%	96.37%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.49%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.08%	91.11%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.03%	97.86%
CHEMBL1255126	O15151	Protein Mdm4	81.66%	90.20%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.59%	92.26%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.94%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21778440
• LOTUS: LTS0152305
• wikiData: Q77571590