cyclo[DL-OLeu-DL-N(Me)Val-DL-OLeu-DL-N(Me)Val-DL-OLeu-DL-N(Me)Val]

Details

• Internal ID: c06194e1-4ec6-48ef-b0d2-26947f042676
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4,10,16-trimethyl-6,12,18-tris(2-methylpropyl)-3,9,15-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)C(C)C)C)CC(C)C)C(C)C)C)CC(C)C)C(C)C)C
• SMILES (Isomeric): CC(C)CC1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)C(C)C)C)CC(C)C)C(C)C)C)CC(C)C)C(C)C)C
• InChI: InChI=1S/C36H63N3O9/c1-19(2)16-25-31(40)37(13)29(23(9)10)35(44)47-27(18-21(5)6)33(42)39(15)30(24(11)12)36(45)48-26(17-20(3)4)32(41)38(14)28(22(7)8)34(43)46-25/h19-30H,16-18H2,1-15H3
• InChI Key: MOIHBUDRMOLCQZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₃N₃O₉
• Molecular Weight: 681.90 g/mol
• Exact Mass: 681.45643060 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• NSC-692961

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5567	55.67%
Caco-2	-	0.7203	72.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5080	50.80%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6364	63.64%
P-glycoprotein inhibitior	+	0.7307	73.07%
P-glycoprotein substrate	-	0.7989	79.89%
CYP3A4 substrate	-	0.5969	59.69%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9051	90.51%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8526	85.26%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	-	0.9935	99.35%
CYP inhibitory promiscuity	-	0.9810	98.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7807	78.07%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.8928	89.28%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6305	63.05%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8811	88.11%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5462	54.62%
Nephrotoxicity	-	0.5660	56.60%
Acute Oral Toxicity (c)	III	0.6566	65.66%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	+	0.6020	60.20%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.6578	65.78%
Aromatase binding	+	0.6091	60.91%
PPAR gamma	+	0.5635	56.35%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.8144	81.44%

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	94.29%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.06%	94.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.54%	90.08%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.04%	92.12%
CHEMBL1949	P62937	Cyclophilin A	80.40%	98.57%
CHEMBL4072	P07858	Cathepsin B	80.06%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 392465
• LOTUS: LTS0046275
• wikiData: Q105168917