cyclo[DL-N(Me)Ala-bAla-DL-OLeu-DL-Pro-DL-aMexiIle-DL-N(Me)Val]

Details

• Internal ID: 9228ae39-0357-4d57-93ea-0f3b7a85dbed
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 16-butan-2-yl-10,11,14,16-tetramethyl-3-(2-methylpropyl)-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• SMILES (Canonical): CCC(C)C1(C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCCC2C(=O)N1)CC(C)C)C)C)C(C)C)C)C
• SMILES (Isomeric): CCC(C)C1(C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCCC2C(=O)N1)CC(C)C)C)C)C(C)C)C)C
• InChI: InChI=1S/C31H53N5O7/c1-11-20(6)31(8)30(42)35(10)25(19(4)5)29(41)34(9)21(7)26(38)32-15-14-24(37)43-23(17-18(2)3)28(40)36-16-12-13-22(36)27(39)33-31/h18-23,25H,11-17H2,1-10H3,(H,32,38)(H,33,39)
• InChI Key: VZOKXBZTQQZSRO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₃N₅O₇
• Molecular Weight: 607.80 g/mol
• Exact Mass: 607.39449905 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6867	68.67%
Caco-2	-	0.7686	76.86%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.8009	80.09%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6308	63.08%
P-glycoprotein inhibitior	+	0.7025	70.25%
P-glycoprotein substrate	+	0.7424	74.24%
CYP3A4 substrate	+	0.6659	66.59%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.7691	76.91%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.6500	65.00%
CYP inhibitory promiscuity	-	0.9660	96.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5710	57.10%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5514	55.14%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8685	86.85%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.7001	70.01%
Androgen receptor binding	+	0.6722	67.22%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.6492	64.92%
Aromatase binding	+	0.6243	62.43%
PPAR gamma	+	0.6378	63.78%
Honey bee toxicity	-	0.8017	80.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.3922	39.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL4588	P22894	Matrix metalloproteinase 8	96.92%	94.66%
CHEMBL332	P03956	Matrix metalloproteinase-1	96.09%	94.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.14%	96.31%
CHEMBL325	Q13547	Histone deacetylase 1	94.84%	95.92%
CHEMBL3524	P56524	Histone deacetylase 4	94.63%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	94.40%	97.05%
CHEMBL255	P29275	Adenosine A2b receptor	93.85%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.75%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.71%	90.08%
CHEMBL228	P31645	Serotonin transporter	91.68%	95.51%
CHEMBL217	P14416	Dopamine D2 receptor	89.04%	95.62%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.73%	95.34%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.85%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.78%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL4616	Q92847	Ghrelin receptor	87.17%	92.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.78%	96.47%
CHEMBL3691	Q13822	Autotaxin	86.33%	96.39%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.03%	90.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.99%	91.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.85%	93.40%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.97%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL3837	P07711	Cathepsin L	84.52%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.19%	94.75%
CHEMBL204	P00734	Thrombin	83.28%	96.01%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.20%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.96%	93.04%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	81.53%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.37%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.29%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.27%	96.38%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.11%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.86%	92.12%
CHEMBL3920	Q04759	Protein kinase C theta	80.63%	97.69%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 163070294
• LOTUS: LTS0030217
• wikiData: Q105299888