H-Arg-Val-Asp-Glu-Ile-Lys-D-Pro-Asp-Val-Gly-Leu-Leu-OH

Details

• Internal ID: 9c6fb8da-3945-4aa9-916c-5d7623352c23
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2R)-1-[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-3-carboxypropanoyl]amino]-4-carboxybutanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-carboxypropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC(CCCCN)C(=O)N1CCCC1C(=O)NC(CC(=O)O)C(=O)NC(C(C)C)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(C(C)C)NC(=O)C(CCCN=C(N)N)N
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCN=C(N)N)N
• InChI: InChI=1S/C60H104N16O19/c1-11-33(10)48(75-50(85)35(19-20-43(78)79)68-52(87)38(26-44(80)81)71-56(91)47(32(8)9)73-49(84)34(62)16-14-22-65-60(63)64)57(92)69-36(17-12-13-21-61)58(93)76-23-15-18-41(76)54(89)70-39(27-45(82)83)53(88)74-46(31(6)7)55(90)66-28-42(77)67-37(24-29(2)3)51(86)72-40(59(94)95)25-30(4)5/h29-41,46-48H,11-28,61-62H2,1-10H3,(H,66,90)(H,67,77)(H,68,87)(H,69,92)(H,70,89)(H,71,91)(H,72,86)(H,73,84)(H,74,88)(H,75,85)(H,78,79)(H,80,81)(H,82,83)(H,94,95)(H4,63,64,65)/t33-,34-,35-,36-,37-,38-,39-,40-,41+,46-,47-,48-/m0/s1
• InChI Key: TYALEUOQJCZKLH-LDOLPGLVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₀₄N₁₆O₁₉
• Molecular Weight: 1353.60 g/mol
• Exact Mass: 1352.76636515 g/mol
• Topological Polar Surface Area (TPSA): 577.00 Ų
• XlogP: -6.00
• Atomic LogP (AlogP): -3.68
• H-Bond Acceptor: 18
• H-Bond Donor: 18
• Rotatable Bonds: 45

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6675	66.75%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5067	50.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9075	90.75%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.8412	84.12%
CYP3A4 substrate	+	0.7262	72.62%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8242	82.42%
CYP3A4 inhibition	-	0.9137	91.37%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.8027	80.27%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8645	86.45%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	-	0.9823	98.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6147	61.47%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6558	65.58%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6131	61.31%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	+	0.6081	60.81%
Androgen receptor binding	+	0.6390	63.90%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7329	73.29%
Aromatase binding	+	0.7643	76.43%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.7711	77.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3978	39.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	99.86%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.71%	98.33%
CHEMBL4801	P29466	Caspase-1	99.63%	96.85%
CHEMBL236	P41143	Delta opioid receptor	99.63%	99.35%
CHEMBL204	P00734	Thrombin	99.62%	96.01%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	99.59%	96.67%
CHEMBL2514	O95665	Neurotensin receptor 2	99.59%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	99.58%	98.94%
CHEMBL3837	P07711	Cathepsin L	99.54%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.25%	96.09%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	99.00%	99.77%
CHEMBL230	P35354	Cyclooxygenase-2	98.99%	89.63%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	98.91%	95.52%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.61%	93.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.15%	93.56%
CHEMBL3468	P55210	Caspase-7	98.09%	95.68%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.93%	95.17%
CHEMBL4123	P30989	Neurotensin receptor 1	97.60%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.46%	97.21%
CHEMBL3776	Q14790	Caspase-8	97.31%	97.06%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	97.28%	92.38%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.84%	88.42%
CHEMBL4588	P22894	Matrix metalloproteinase 8	96.81%	94.66%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	96.79%	98.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.50%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	96.45%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.45%	96.47%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	96.32%	83.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL2334	P42574	Caspase-3	95.76%	98.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.59%	90.71%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	95.38%	96.03%
CHEMBL221	P23219	Cyclooxygenase-1	95.20%	90.17%
CHEMBL3176	O43603	Galanin receptor 2	95.01%	98.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.93%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.77%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.61%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.78%	93.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.70%	97.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.68%	82.38%
CHEMBL1255126	O15151	Protein Mdm4	93.63%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	93.62%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.22%	100.00%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	92.52%	97.43%
CHEMBL4581	P52732	Kinesin-like protein 1	92.32%	93.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.92%	98.05%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	91.69%	97.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.42%	97.86%
CHEMBL206	P03372	Estrogen receptor alpha	90.98%	97.64%
CHEMBL1873	P00750	Tissue-type plasminogen activator	90.40%	93.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	89.74%	96.00%
CHEMBL274	P51681	C-C chemokine receptor type 5	89.61%	98.77%
CHEMBL3018	Q9Y5Y6	Matriptase	89.50%	98.33%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	89.42%	82.50%
CHEMBL3629	P68400	Casein kinase II alpha	89.31%	98.89%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	89.26%	96.28%
CHEMBL283	P08254	Matrix metalloproteinase 3	88.72%	97.29%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	88.62%	96.11%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	88.58%	81.29%
CHEMBL3234	P08631	Tyrosine-protein kinase HCK	88.46%	88.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.39%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.10%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	88.05%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.58%	90.24%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.57%	94.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.27%	92.32%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	87.18%	82.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.54%	95.00%
CHEMBL3784	Q09472	Histone acetyltransferase p300	85.77%	93.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.56%	94.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.37%	99.18%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.25%	97.64%
CHEMBL2593	P30419	Peptide N-myristoyltransferase 1	84.21%	93.45%
CHEMBL1981	P06213	Insulin receptor	84.07%	97.37%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	83.65%	95.27%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.60%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.54%	89.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.77%	96.37%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.63%	96.95%
CHEMBL1293287	P14735	Insulin-degrading enzyme	82.62%	88.10%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.53%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.52%	93.03%
CHEMBL259	P32245	Melanocortin receptor 4	82.39%	95.38%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.28%	95.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.24%	96.90%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	82.19%	95.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.99%	97.14%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	81.80%	92.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.75%	95.89%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	81.46%	97.15%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL2664	P23526	Adenosylhomocysteinase	80.63%	86.67%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 162983016
• LOTUS: LTS0239347
• wikiData: Q105267202