(2S)-2-[[(2S)-5-[[(2S)-2-[[(2S)-5-[acetyl(hydroxy)amino]-2-(methylamino)pentanoyl]amino]-3-hydroxypropanoyl]-hydroxyamino]-2-(methylamino)pentanoyl]amino]-5-amino-N-[(3R)-1-hydroxy-2-oxopiperidin-3-yl]pentanamide

Details

• Internal ID: 28b60547-e214-45de-a8c5-e3625816d4b3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-5-[[(2S)-2-[[(2S)-5-[acetyl(hydroxy)amino]-2-(methylamino)pentanoyl]amino]-3-hydroxypropanoyl]-hydroxyamino]-2-(methylamino)pentanoyl]amino]-5-amino-N-[(3R)-1-hydroxy-2-oxopiperidin-3-yl]pentanamide
• SMILES (Canonical): CC(=O)N(CCCC(C(=O)NC(CO)C(=O)N(CCCC(C(=O)NC(CCCN)C(=O)NC1CCCN(C1=O)O)NC)O)NC)O
• SMILES (Isomeric): CC(=O)N(CCC[C@@H](C(=O)N[C@@H](CO)C(=O)N(CCC[C@@H](C(=O)N[C@@H](CCCN)C(=O)N[C@@H]1CCCN(C1=O)O)NC)O)NC)O
• InChI: InChI=1S/C27H51N9O10/c1-17(38)34(44)13-5-9-19(30-3)24(40)33-22(16-37)27(43)36(46)14-6-10-18(29-2)23(39)31-20(8-4-12-28)25(41)32-21-11-7-15-35(45)26(21)42/h18-22,29-30,37,44-46H,4-16,28H2,1-3H3,(H,31,39)(H,32,41)(H,33,40)/t18-,19-,20-,21+,22-/m0/s1
• InChI Key: MJSKTORPGJRXNC-KGWSWXIGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₅₁N₉O₁₀
• Molecular Weight: 661.70 g/mol
• Exact Mass: 661.37588886 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -3.62
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7808	78.08%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5014	50.14%
OATP2B1 inhibitior	+	0.5699	56.99%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5964	59.64%
P-glycoprotein inhibitior	+	0.7077	70.77%
P-glycoprotein substrate	+	0.8008	80.08%
CYP3A4 substrate	+	0.6583	65.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7874	78.74%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.8550	85.50%
CYP2C19 inhibition	-	0.8587	85.87%
CYP2D6 inhibition	-	0.8943	89.43%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	-	0.7838	78.38%
CYP inhibitory promiscuity	-	0.9966	99.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5155	51.55%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7003	70.03%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.6118	61.18%
Thyroid receptor binding	+	0.5446	54.46%
Glucocorticoid receptor binding	+	0.5809	58.09%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.9175	91.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.76%	98.33%
CHEMBL3837	P07711	Cathepsin L	96.13%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.82%	94.66%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.45%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	90.60%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.40%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.58%	90.08%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.57%	95.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.87%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.73%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.16%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.96%	94.33%
CHEMBL220	P22303	Acetylcholinesterase	87.76%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.72%	98.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.94%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.61%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.18%	96.90%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.60%	96.11%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.36%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.80%	96.38%
CHEMBL237	P41145	Kappa opioid receptor	84.61%	98.10%
CHEMBL5028	O14672	ADAM10	84.43%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.75%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.66%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.33%	91.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.01%	91.11%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.22%	97.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.13%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.94%	96.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.83%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.30%	95.89%
CHEMBL3384	Q16512	Protein kinase N1	80.25%	80.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162918951
• LOTUS: LTS0000143
• wikiData: Q105165632