cyclo[DL-Arg-DL-Val-DL-Leu-DL-Val-DL-Tyr]

Details

• Internal ID: 14a0e3b7-3cae-49c3-9fbc-030e5d822dce
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[3-[14-[(4-hydroxyphenyl)methyl]-8-(2-methylpropyl)-3,6,9,12,15-pentaoxo-5,11-di(propan-2-yl)-1,4,7,10,13-pentazacyclopentadec-2-yl]propyl]guanidine
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)C)CCCN=C(N)N)CC2=CC=C(C=C2)O)C(C)C
• SMILES (Isomeric): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)C)CCCN=C(N)N)CC2=CC=C(C=C2)O)C(C)C
• InChI: InChI=1S/C31H50N8O6/c1-16(2)14-22-28(43)39-25(18(5)6)30(45)37-23(15-19-9-11-20(40)12-10-19)27(42)35-21(8-7-13-34-31(32)33)26(41)38-24(17(3)4)29(44)36-22/h9-12,16-18,21-25,40H,7-8,13-15H2,1-6H3,(H,35,42)(H,36,44)(H,37,45)(H,38,41)(H,39,43)(H4,32,33,34)
• InChI Key: DOAPOAHOZVKNLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀N₈O₆
• Molecular Weight: 630.80 g/mol
• Exact Mass: 630.38533134 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 7
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9220	92.20%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7926	79.26%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	+	0.8301	83.01%
CYP3A4 substrate	+	0.5726	57.26%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8040	80.40%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.8132	81.32%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	+	0.5443	54.43%
CYP inhibitory promiscuity	-	0.9921	99.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.7769	77.69%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.6290	62.90%
Human Ether-a-go-go-Related Gene inhibition	-	0.4733	47.33%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4530	45.30%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.6531	65.31%
Thyroid receptor binding	+	0.6055	60.55%
Glucocorticoid receptor binding	+	0.6942	69.42%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5655	56.55%

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	99.28%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.87%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.30%	97.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.26%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	91.10%	94.75%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.63%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.33%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.03%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.20%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.05%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.84%	83.10%
CHEMBL1949	P62937	Cyclophilin A	86.96%	98.57%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.89%	85.31%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	86.30%	99.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.98%	92.88%
CHEMBL242	Q92731	Estrogen receptor beta	85.53%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.36%	85.00%
CHEMBL2535	P11166	Glucose transporter	84.02%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	83.80%	97.79%
CHEMBL3837	P07711	Cathepsin L	81.63%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.62%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	80.78%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.34%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163084749
• LOTUS: LTS0230879
• wikiData: Q103818568