H-DL-Leu-DL-Ser-DL-Lys-DL-Tyr-Gly-Gly-DL-Glu-DL-Cys-DL-Ser-DL-Leu-DL-Glu-DL-His-DL-Asn-DL-xiThr-DL-Cys-DL-xiThr-DL-Tyr-DL-Arg-DL-Lys-DL-Asp-NH2

Details

• Internal ID: 8763c2c2-af70-4bf4-a230-a9a43672dac4
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: 5-[[1-[[1-[[1-[[1-[[1-[[4-amino-1-[[1-[[1-[[1-[[1-[[1-[[6-amino-1-[(1-amino-3-carboxy-1-oxopropan-2-yl)amino]-1-oxohexan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-4-[[2-[[2-[[2-[[6-amino-2-[[2-[(2-amino-4-methylpentanoyl)amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CC1=CC=C(C=C1)O)C(=O)NCC(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(CS)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(CC2=CNC=N2)C(=O)NC(CC(=O)N)C(=O)NC(C(C)O)C(=O)NC(CS)C(=O)NC(C(C)O)C(=O)NC(CC3=CC=C(C=C3)O)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCN)C(=O)NC(CC(=O)O)C(=O)N)N
• SMILES (Isomeric): CC(C)CC(C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CC1=CC=C(C=C1)O)C(=O)NCC(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(CS)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(CC2=CNC=N2)C(=O)NC(CC(=O)N)C(=O)NC(C(C)O)C(=O)NC(CS)C(=O)NC(C(C)O)C(=O)NC(CC3=CC=C(C=C3)O)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCN)C(=O)NC(CC(=O)O)C(=O)N)N
• InChI: InChI=1S/C96H151N29O33S2/c1-45(2)30-54(99)79(142)120-66(40-126)90(153)112-56(13-8-10-28-98)83(146)116-62(32-49-15-19-52(130)20-16-49)80(143)107-38-71(133)106-39-72(134)109-58(23-25-73(135)136)84(147)122-68(42-159)92(155)121-67(41-127)91(154)115-61(31-46(3)4)86(149)113-59(24-26-74(137)138)85(148)117-64(34-51-37-104-44-108-51)88(151)118-65(35-70(100)132)89(152)124-77(48(6)129)95(158)123-69(43-160)93(156)125-76(47(5)128)94(157)119-63(33-50-17-21-53(131)22-18-50)87(150)111-57(14-11-29-105-96(102)103)81(144)110-55(12-7-9-27-97)82(145)114-60(78(101)141)36-75(139)140/h15-22,37,44-48,54-69,76-77,126-131,159-160H,7-14,23-36,38-43,97-99H2,1-6H3,(H2,100,132)(H2,101,141)(H,104,108)(H,106,133)(H,107,143)(H,109,134)(H,110,144)(H,111,150)(H,112,153)(H,113,149)(H,114,145)(H,115,154)(H,116,146)(H,117,148)(H,118,151)(H,119,157)(H,120,142)(H,121,155)(H,122,147)(H,123,158)(H,124,152)(H,125,156)(H,135,136)(H,137,138)(H,139,140)(H4,102,103,105)
• InChI Key: CESUCQNBEIJPAL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₆H₁₅₁N₂₉O₃₃S₂
• Molecular Weight: 2303.50 g/mol
• Exact Mass: 2303.0504056 g/mol
• Topological Polar Surface Area (TPSA): 1040.00 Ų
• XlogP: -17.10
• Atomic LogP (AlogP): -13.57
• H-Bond Acceptor: 37
• H-Bond Donor: 39
• Rotatable Bonds: 77

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8935	89.35%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.8009	80.09%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9573	95.73%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8718	87.18%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8180	81.80%
CYP3A4 inhibition	-	0.6528	65.28%
CYP2C9 inhibition	-	0.8360	83.60%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.8715	87.15%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	+	0.8112	81.12%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7804	78.04%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7109	71.09%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5894	58.94%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9074	90.74%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	-	0.6219	62.19%
Androgen receptor binding	+	0.7535	75.35%
Thyroid receptor binding	+	0.8340	83.40%
Glucocorticoid receptor binding	+	0.8569	85.69%
Aromatase binding	+	0.8334	83.34%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.6873	68.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7743	77.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.71%	97.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	99.54%	85.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	99.50%	98.94%
CHEMBL4040	P28482	MAP kinase ERK2	99.19%	83.82%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	99.09%	96.67%
CHEMBL1255126	O15151	Protein Mdm4	99.03%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.63%	93.10%
CHEMBL236	P41143	Delta opioid receptor	98.60%	99.35%
CHEMBL2514	O95665	Neurotensin receptor 2	98.57%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.26%	99.17%
CHEMBL1293287	P14735	Insulin-degrading enzyme	98.18%	88.10%
CHEMBL3837	P07711	Cathepsin L	97.97%	96.61%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.71%	88.42%
CHEMBL2094135	Q96BI3	Gamma-secretase	97.27%	98.05%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	96.63%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL3176	O43603	Galanin receptor 2	96.10%	98.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.76%	98.33%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	95.53%	94.55%
CHEMBL2535	P11166	Glucose transporter	95.48%	98.75%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	94.99%	82.86%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.93%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.34%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	94.31%	91.81%
CHEMBL3018	Q9Y5Y6	Matriptase	94.09%	98.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.71%	95.50%
CHEMBL4801	P29466	Caspase-1	93.68%	96.85%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.58%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.04%	99.15%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.68%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.48%	90.71%
CHEMBL2973	O75116	Rho-associated protein kinase 2	92.24%	96.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.12%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.66%	95.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.10%	92.29%
CHEMBL1937	Q92769	Histone deacetylase 2	90.94%	94.75%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	89.64%	96.37%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.43%	94.62%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	89.39%	88.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.18%	94.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	89.12%	96.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.80%	95.17%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	88.44%	100.00%
CHEMBL2334	P42574	Caspase-3	88.36%	98.25%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	88.33%	96.28%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	87.77%	99.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.48%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.53%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	85.07%	95.38%
CHEMBL3401	O75469	Pregnane X receptor	85.04%	94.73%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.02%	97.88%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.39%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.09%	92.32%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.52%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.24%	91.38%
CHEMBL237	P41145	Kappa opioid receptor	82.70%	98.10%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	82.64%	95.52%
CHEMBL4123	P30989	Neurotensin receptor 1	82.44%	96.67%
CHEMBL4581	P52732	Kinesin-like protein 1	81.95%	93.18%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	81.65%	83.14%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.57%	97.53%
CHEMBL2319	P06870	Kallikrein 1	81.46%	90.95%
CHEMBL3468	P55210	Caspase-7	81.28%	95.68%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.57%	97.64%

Plants that contains it

• Piper amalago
• Piper guineense

Cross-Links

• PubChem: 139583672
• LOTUS: LTS0017427
• wikiData: Q104254359