H-bLys(S)-D-Dap(1)-D-Ser-Ser-Dha(ureido)-D-Arg-(1)

Details

• Internal ID: 6429752b-0125-4fde-a43b-4a719af7a909
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S)-3,6-diamino-N-[(3R,6E,9S,12R,15R)-3-[(6S)-2-amino-1,4,5,6-tetrahydropyrimidin-6-yl]-6-[(carbamoylamino)methylidene]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclohexadec-15-yl]hexanamide
• SMILES (Canonical): C1CN=C(NC1C2C(=O)NCC(C(=O)NC(C(=O)NC(C(=O)NC(=CNC(=O)N)C(=O)N2)CO)CO)NC(=O)CC(CCCN)N)N
• SMILES (Isomeric): C1CN=C(N[C@@H]1[C@@H]2C(=O)NC[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CO)CO)NC(=O)C[C@H](CCCN)N)N
• InChI: InChI=1S/C25H43N13O9/c26-4-1-2-11(27)6-17(41)33-13-7-31-23(46)18(12-3-5-30-24(28)37-12)38-20(43)14(8-32-25(29)47)34-21(44)15(9-39)36-22(45)16(10-40)35-19(13)42/h8,11-13,15-16,18,39-40H,1-7,9-10,26-27H2,(H,31,46)(H,33,41)(H,34,44)(H,35,42)(H,36,45)(H,38,43)(H3,28,30,37)(H3,29,32,47)/b14-8+/t11-,12-,13+,15-,16+,18+/m0/s1
• InChI Key: IJLXXTHFOUHWGE-UYVOBHQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₃N₁₃O₉
• Molecular Weight: 669.70 g/mol
• Exact Mass: 669.33067000 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: -6.40
• Atomic LogP (AlogP): -8.20
• H-Bond Acceptor: 14
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6941	69.41%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	0.7190	71.90%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6561	65.61%
BSEP inhibitior	-	0.7954	79.54%
P-glycoprotein inhibitior	+	0.6865	68.65%
P-glycoprotein substrate	+	0.8332	83.32%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	0.6066	60.66%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.9595	95.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5940	59.40%
CYP inhibitory promiscuity	-	0.9962	99.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7375	73.75%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6131	61.31%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.7728	77.28%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.5325	53.25%
Androgen receptor binding	-	0.6846	68.46%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	-	0.4875	48.75%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.6575	65.75%
Honey bee toxicity	-	0.7765	77.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.8451	84.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	97.28%	95.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.55%	97.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	96.14%	98.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.17%	90.08%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.90%	94.66%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.90%	88.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	92.22%	88.42%
CHEMBL236	P41143	Delta opioid receptor	91.98%	99.35%
CHEMBL226	P30542	Adenosine A1 receptor	91.75%	95.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.65%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.48%	92.88%
CHEMBL204	P00734	Thrombin	90.46%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.79%	82.69%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	88.63%	96.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.41%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.40%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.80%	96.90%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.75%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	85.44%	94.75%
CHEMBL4581	P52732	Kinesin-like protein 1	84.74%	93.18%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.30%	96.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.79%	82.86%
CHEMBL3384	Q16512	Protein kinase N1	83.75%	80.71%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.07%	92.32%
CHEMBL1829	O15379	Histone deacetylase 3	82.78%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.78%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.92%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.12%	96.47%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.99%	98.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.76%	94.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.63%	89.67%
CHEMBL2581	P07339	Cathepsin D	80.31%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.08%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589198
• LOTUS: LTS0169764
• wikiData: Q105113987