(2S)-N-[(1S)-1-(hydroxymethyl)-3-methyl-butyl]-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-hydroxy-1-[2-methyl-2-(tetradecanoylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-4-methyl-pentanoyl]amino]-3-methyl-butanoyl]amino]pentanediamide

Details

• Internal ID: 519251dc-b7c2-452f-9e64-2c733bf1dd5c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[(2S)-1-hydroxy-4-methylpentan-2-yl]-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-hydroxy-1-[2-methyl-2-(tetradecanoylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]pentanediamide
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)NC(C)(C)C(=O)N1CC(CC1C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)CO)O
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)NC(C)(C)C(=O)N1C[C@H](CC1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(C)C)CO)O
• InChI: InChI=1S/C45H83N7O9/c1-10-11-12-13-14-15-16-17-18-19-20-21-38(56)51-45(8,9)44(61)52-27-33(54)26-36(52)42(59)49-35(25-30(4)5)41(58)50-39(31(6)7)43(60)48-34(22-23-37(46)55)40(57)47-32(28-53)24-29(2)3/h29-36,39,53-54H,10-28H2,1-9H3,(H2,46,55)(H,47,57)(H,48,60)(H,49,59)(H,50,58)(H,51,56)/t32-,33-,34-,35-,36?,39-/m0/s1
• InChI Key: GRJSOZDXIUZXEW-DKTSUBOASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₈₃N₇O₉
• Molecular Weight: 866.20 g/mol
• Exact Mass: 865.62522725 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 31

Synonyms

• GRJSOZDXIUZXEW-DKTSUBOASA-N
• (2S)-N-[(1S)-1-(hydroxymethyl)-3-methyl-butyl]-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-hydroxy-1-[2-methyl-2-(tetradecanoylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-4-methyl-pentanoyl]amino]-3-methyl-butanoyl]amino]pentanediamide
• Tetradecanoyl-(.alpha-methyl)alanyl-(trans-4-hydroxy)-prolyl-leucyl-valyl-glutaminyl-leucino(myristoyl-Aib-(trans-4-hydroxy)Pro-Leu-Val-Gln-Lol)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8441	84.41%
Caco-2	-	0.8556	85.56%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.6561	65.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9643	96.43%
P-glycoprotein inhibitior	+	0.7403	74.03%
P-glycoprotein substrate	+	0.8710	87.10%
CYP3A4 substrate	+	0.7133	71.33%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.7978	79.78%
CYP2C9 inhibition	-	0.8877	88.77%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	-	0.9441	94.41%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	-	0.9798	97.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.8843	88.43%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4798	47.98%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.6652	66.52%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6521	65.21%
Fish aquatic toxicity	-	0.4812	48.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.70%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.46%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	99.12%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	98.37%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.36%	93.56%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	98.24%	98.94%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.67%	98.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.65%	99.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.23%	91.81%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	97.19%	92.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.16%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.93%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	96.89%	94.45%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	96.72%	87.16%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.41%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.99%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	95.81%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.21%	97.23%
CHEMBL4801	P29466	Caspase-1	95.17%	96.85%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	94.46%	97.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	94.45%	100.00%
CHEMBL4123	P30989	Neurotensin receptor 1	93.95%	96.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.87%	94.66%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	93.84%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.81%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	93.71%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.35%	100.00%
CHEMBL3776	Q14790	Caspase-8	93.21%	97.06%
CHEMBL340	P08684	Cytochrome P450 3A4	93.11%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.71%	94.00%
CHEMBL283	P08254	Matrix metalloproteinase 3	92.31%	97.29%
CHEMBL4072	P07858	Cathepsin B	92.24%	93.67%
CHEMBL2996	Q05655	Protein kinase C delta	92.16%	97.79%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.11%	92.29%
CHEMBL230	P35354	Cyclooxygenase-2	92.01%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.93%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	91.81%	98.10%
CHEMBL3176	O43603	Galanin receptor 2	91.71%	98.89%
CHEMBL259	P32245	Melanocortin receptor 4	91.64%	95.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.43%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.22%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.19%	96.90%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.80%	93.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.79%	90.08%
CHEMBL236	P41143	Delta opioid receptor	90.54%	99.35%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	90.37%	88.42%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	88.88%	94.05%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.61%	93.10%
CHEMBL3018	Q9Y5Y6	Matriptase	88.18%	98.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.09%	97.64%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.93%	95.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.63%	92.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.02%	98.05%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.92%	97.21%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	86.79%	96.67%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	86.24%	85.40%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.02%	96.25%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.93%	99.00%
CHEMBL206	P03372	Estrogen receptor alpha	85.47%	97.64%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.89%	92.88%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.32%	97.47%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	84.07%	97.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.76%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.13%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.65%	95.17%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	82.28%	96.28%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	82.27%	83.14%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	82.02%	99.77%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.96%	96.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.89%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.63%	98.59%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.35%	89.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.19%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	81.17%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.12%	98.75%
CHEMBL238	Q01959	Dopamine transporter	81.10%	95.88%
CHEMBL5028	O14672	ADAM10	80.95%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.88%	95.50%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.72%	98.00%
CHEMBL3891	P07384	Calpain 1	80.59%	93.04%
CHEMBL268	P43235	Cathepsin K	80.21%	96.85%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.14%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 511574
• LOTUS: LTS0031257
• wikiData: Q105107208