H-DL-xiThr-DL-Asn-DL-Phe-DL-Asn-DL-Arg-OH

Details

• Internal ID: 81b4744e-079b-4e0d-a433-9e594d91eb19
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: 2-[[4-amino-2-[[2-[[4-amino-2-[(2-amino-3-hydroxybutanoyl)amino]-4-oxobutanoyl]amino]-3-phenylpropanoyl]amino]-4-oxobutanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(C(C(=O)NC(CC(=O)N)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC(=O)N)C(=O)NC(CCCN=C(N)N)C(=O)O)N)O
• SMILES (Isomeric): CC(C(C(=O)NC(CC(=O)N)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC(=O)N)C(=O)NC(CCCN=C(N)N)C(=O)O)N)O
• InChI: InChI=1S/C27H42N10O9/c1-13(38)21(30)25(44)37-18(12-20(29)40)24(43)35-16(10-14-6-3-2-4-7-14)22(41)36-17(11-19(28)39)23(42)34-15(26(45)46)8-5-9-33-27(31)32/h2-4,6-7,13,15-18,21,38H,5,8-12,30H2,1H3,(H2,28,39)(H2,29,40)(H,34,42)(H,35,43)(H,36,41)(H,37,44)(H,45,46)(H4,31,32,33)
• InChI Key: QUUWOLQYICPFMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂N₁₀O₉
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.31362296 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -7.30
• Atomic LogP (AlogP): -5.23
• H-Bond Acceptor: 10
• H-Bond Donor: 11
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5792	57.92%
Caco-2	-	0.8960	89.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8195	81.95%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8295	82.95%
P-glycoprotein inhibitior	+	0.7247	72.47%
P-glycoprotein substrate	+	0.6831	68.31%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.7855	78.55%
CYP3A4 inhibition	-	0.9028	90.28%
CYP2C9 inhibition	-	0.9231	92.31%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.8775	87.75%
CYP2C8 inhibition	-	0.7845	78.45%
CYP inhibitory promiscuity	-	0.9833	98.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8711	87.11%
Carcinogenicity (trinary)	Non-required	0.7119	71.19%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4330	43.30%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5421	54.21%
skin sensitisation	-	0.8676	86.76%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5360	53.60%
Acute Oral Toxicity (c)	III	0.6247	62.47%
Estrogen receptor binding	+	0.7120	71.20%
Androgen receptor binding	+	0.5579	55.79%
Thyroid receptor binding	+	0.5620	56.20%
Glucocorticoid receptor binding	+	0.5504	55.04%
Aromatase binding	+	0.6160	61.60%
PPAR gamma	+	0.7429	74.29%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8165	81.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.44%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.86%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	98.15%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.69%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.99%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.63%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.51%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.26%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.11%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	87.41%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.22%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.73%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.49%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.20%	93.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.16%	97.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.92%	94.45%
CHEMBL5028	O14672	ADAM10	82.73%	97.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.73%	91.81%
CHEMBL3401	O75469	Pregnane X receptor	82.72%	94.73%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.55%	97.88%
CHEMBL2535	P11166	Glucose transporter	82.26%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.53%	86.33%
CHEMBL3837	P07711	Cathepsin L	80.63%	96.61%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.54%	100.00%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 162876903
• LOTUS: LTS0021202
• wikiData: Q105228448