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

Details

• Internal ID: a26c08d2-acd5-4d87-9a75-c22f38c8c90b
• 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-methylbutanoyl]-methylamino]-4-methylpentanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoyl]-methylamino]-3-methylpentanoic acid
• SMILES (Canonical): CCC(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)N(C)C(=O)C(C(C)C)NC(=O)C(CC(C)C)N(C)C(=O)C(C(C)C)NC(=O)C(CCC(=O)N)NC(=O)C
• SMILES (Isomeric): CCC(C)[C@@H](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)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@@H](CCC(=O)N)NC(=O)C
• InChI: InChI=1S/C52H95N9O11/c1-21-31(11)41(49(68)59(18)42(32(12)22-2)50(69)60(19)43(33(13)23-3)51(70)61(20)44(52(71)72)34(14)24-4)58(17)48(67)40(30(9)10)56-46(65)37(27-28(5)6)57(16)47(66)39(29(7)8)55-45(64)36(54-35(15)62)25-26-38(53)63/h28-34,36-37,39-44H,21-27H2,1-20H3,(H2,53,63)(H,54,62)(H,55,64)(H,56,65)(H,71,72)/t31?,32?,33?,34?,36-,37+,39+,40+,41+,42+,43+,44+/m1/s1
• InChI Key: UBRSBPZGHQBVSR-XQXKNOAHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₅N₉O₁₁
• Molecular Weight: 1022.40 g/mol
• Exact Mass: 1021.71510488 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5552	55.52%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4206	42.06%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9322	93.22%
BSEP inhibitior	+	0.8282	82.82%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.7982	79.82%
CYP3A4 substrate	+	0.6231	62.31%
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	-	0.8500	85.00%
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	-	0.8990	89.90%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4683	46.83%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6795	67.95%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	+	0.6635	66.35%
Thyroid receptor binding	+	0.5561	55.61%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	+	0.7711	77.11%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
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	99.34%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.47%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.78%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.93%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.60%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	92.22%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.14%	96.47%
CHEMBL3776	Q14790	Caspase-8	90.44%	97.06%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.16%	93.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.09%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	89.48%	98.94%
CHEMBL4040	P28482	MAP kinase ERK2	88.51%	83.82%
CHEMBL3308	P55212	Caspase-6	86.67%	97.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.19%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.07%	91.19%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	85.83%	97.34%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.83%	97.86%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	85.43%	97.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.76%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.50%	100.00%
CHEMBL4072	P07858	Cathepsin B	84.19%	93.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.73%	98.33%
CHEMBL220	P22303	Acetylcholinesterase	83.50%	94.45%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	83.45%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.68%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.11%	96.38%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.90%	96.37%
CHEMBL259	P32245	Melanocortin receptor 4	81.39%	95.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21778441
• LOTUS: LTS0095207
• wikiData: Q77479127