H-DL-Trp-DL-xiIle-DL-Val-DL-Leu-DL-Arg-OH

Details

• Internal ID: a482ac3d-bc4c-4de0-b3e6-030fd775901e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: 2-[[2-[[2-[[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)C(CC1=CNC2=CC=CC=C21)N
• SMILES (Isomeric): CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)C(CC1=CNC2=CC=CC=C21)N
• InChI: InChI=1S/C34H55N9O6/c1-7-20(6)28(43-29(44)23(35)16-21-17-39-24-12-9-8-11-22(21)24)32(47)42-27(19(4)5)31(46)41-26(15-18(2)3)30(45)40-25(33(48)49)13-10-14-38-34(36)37/h8-9,11-12,17-20,23,25-28,39H,7,10,13-16,35H2,1-6H3,(H,40,45)(H,41,46)(H,42,47)(H,43,44)(H,48,49)(H4,36,37,38)
• InChI Key: YEDKWJKZUPWFIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₅N₉O₆
• Molecular Weight: 685.90 g/mol
• Exact Mass: 685.42753051 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 7
• H-Bond Donor: 9
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9564	95.64%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5444	54.44%
OATP2B1 inhibitior	+	0.5687	56.87%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8801	88.01%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.8145	81.45%
CYP3A4 substrate	+	0.6726	67.26%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7948	79.48%
CYP3A4 inhibition	-	0.8110	81.10%
CYP2C9 inhibition	-	0.8077	80.77%
CYP2C19 inhibition	-	0.7315	73.15%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.7591	75.91%
CYP2C8 inhibition	+	0.5209	52.09%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6711	67.11%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5400	54.00%
skin sensitisation	-	0.8592	85.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6402	64.02%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.6456	64.56%
Thyroid receptor binding	+	0.6052	60.52%
Glucocorticoid receptor binding	+	0.5679	56.79%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.7643	76.43%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7991	79.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.83%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.52%	93.56%
CHEMBL4072	P07858	Cathepsin B	96.72%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	94.60%	83.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.76%	98.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.97%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.79%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	91.75%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.51%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.39%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	90.46%	90.20%
CHEMBL2535	P11166	Glucose transporter	90.34%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.62%	100.00%
CHEMBL3776	Q14790	Caspase-8	87.40%	97.06%
CHEMBL1808	P12821	Angiotensin-converting enzyme	87.14%	93.39%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.95%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.55%	97.23%
CHEMBL5028	O14672	ADAM10	86.15%	97.50%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	85.86%	95.48%
CHEMBL255	P29275	Adenosine A2b receptor	84.90%	98.59%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.16%	93.03%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.00%	88.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.57%	91.81%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.56%	88.42%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	82.36%	92.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.25%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.10%	89.62%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.98%	97.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.64%	96.47%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.49%	90.71%
CHEMBL3308	P55212	Caspase-6	81.30%	97.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.31%	97.21%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 162932934
• LOTUS: LTS0201460
• wikiData: Q105347177