H-DL-Ala-Gly-DL-Val-DL-xiThr-DL-Ser-DL-Arg-OH

Details

• Internal ID: 5cc85edb-a5f6-40fc-b780-d1d604f7898e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: 2-[[2-[[2-[[2-[[2-(2-aminopropanoylamino)acetyl]amino]-3-methylbutanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(C)C(C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)CNC(=O)C(C)N
• SMILES (Isomeric): CC(C)C(C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)CNC(=O)C(C)N
• InChI: InChI=1S/C23H43N9O9/c1-10(2)16(31-15(35)8-28-18(36)11(3)24)20(38)32-17(12(4)34)21(39)30-14(9-33)19(37)29-13(22(40)41)6-5-7-27-23(25)26/h10-14,16-17,33-34H,5-9,24H2,1-4H3,(H,28,36)(H,29,37)(H,30,39)(H,31,35)(H,32,38)(H,40,41)(H4,25,26,27)
• InChI Key: VRVBXIXFQDAXOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₃N₉O₉
• Molecular Weight: 589.60 g/mol
• Exact Mass: 589.31837398 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: -6.60
• Atomic LogP (AlogP): -5.44
• H-Bond Acceptor: 10
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5579	55.79%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8060	80.60%
P-glycoprotein inhibitior	+	0.6417	64.17%
P-glycoprotein substrate	+	0.6491	64.91%
CYP3A4 substrate	+	0.6031	60.31%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8211	82.11%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.8647	86.47%
CYP2C8 inhibition	-	0.8331	83.31%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5436	54.36%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.6375	63.75%
Androgen receptor binding	-	0.5197	51.97%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.5723	57.23%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.6471	64.71%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.9556	95.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.33%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL236	P41143	Delta opioid receptor	96.60%	99.35%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	96.51%	97.88%
CHEMBL221	P23219	Cyclooxygenase-1	95.26%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.18%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.57%	99.17%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	93.89%	98.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL2514	O95665	Neurotensin receptor 2	93.79%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.27%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.88%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL3776	Q14790	Caspase-8	92.25%	97.06%
CHEMBL2885	P07451	Carbonic anhydrase III	92.19%	87.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.73%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.72%	96.47%
CHEMBL3837	P07711	Cathepsin L	90.70%	96.61%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.48%	93.10%
CHEMBL3308	P55212	Caspase-6	89.26%	97.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.74%	98.05%
CHEMBL1255126	O15151	Protein Mdm4	88.64%	90.20%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.74%	98.33%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.63%	89.33%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	87.24%	96.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.05%	92.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.76%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.37%	90.71%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.36%	94.66%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.28%	97.23%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.15%	96.67%
CHEMBL3176	O43603	Galanin receptor 2	84.37%	98.89%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.62%	88.42%
CHEMBL230	P35354	Cyclooxygenase-2	83.50%	89.63%
CHEMBL204	P00734	Thrombin	83.31%	96.01%
CHEMBL259	P32245	Melanocortin receptor 4	83.04%	95.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.68%	89.50%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.13%	96.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.67%	95.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.01%	95.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.95%	97.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.91%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.15%	95.58%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 162859610
• LOTUS: LTS0044236
• wikiData: Q105291982