cyclo[D-OVal-N(Me)Val-D-OVal-N(Me)Val-D-OxiIle-N(Me)Val]

Details

• Internal ID: 5a0a6b13-c152-442d-8b92-973ab02d0ba2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6R,9S,12R,15S,18R)-6-butan-2-yl-4,10,16-trimethyl-3,9,12,15,18-penta(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)C(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C
• SMILES (Isomeric): CCC(C)[C@@H]1C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O1)C(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C34H59N3O9/c1-16-22(12)28-31(40)37(15)24(18(4)5)33(42)45-26(20(8)9)29(38)35(13)23(17(2)3)32(41)44-27(21(10)11)30(39)36(14)25(19(6)7)34(43)46-28/h17-28H,16H2,1-15H3/t22?,23-,24-,25-,26+,27+,28+/m0/s1
• InChI Key: GLJAZFODNQNIGM-HLRZJIOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₉N₃O₉
• Molecular Weight: 653.80 g/mol
• Exact Mass: 653.42513047 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6356	63.56%
Caco-2	-	0.7169	71.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4851	48.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8782	87.82%
P-glycoprotein inhibitior	+	0.7227	72.27%
P-glycoprotein substrate	-	0.7638	76.38%
CYP3A4 substrate	-	0.5945	59.45%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9056	90.56%
CYP2C8 inhibition	-	0.9901	99.01%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7707	77.07%
Carcinogenicity (trinary)	Non-required	0.6162	61.62%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.7832	78.32%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5642	56.42%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5712	57.12%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.5239	52.39%
Thyroid receptor binding	+	0.5951	59.51%
Glucocorticoid receptor binding	+	0.5797	57.97%
Aromatase binding	+	0.5758	57.58%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6433	64.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.46%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.49%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	83.94%	98.59%
CHEMBL1949	P62937	Cyclophilin A	82.39%	98.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.72%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46196423
• LOTUS: LTS0229591
• wikiData: Q105010971