cyclo[Ile-Val-DL-Leu-D-N(Me)Val(3-OH)-OIle-D-N(Me)Val-D-Phe-D-N(Me)Phe-Pro]

Details

• Internal ID: ee6a9ada-49a3-4c62-9698-0d99d826eca4
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,6R,9R,12S,15R,21S,24S,27S)-3,6-dibenzyl-12,24-bis[(2S)-butan-2-yl]-15-(2-hydroxypropan-2-yl)-4,10,16-trimethyl-18-(2-methylpropyl)-9,21-di(propan-2-yl)-13-oxa-1,4,7,10,16,19,22,25-octazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)C(C)CC)C(C)(C)O)C)CC(C)C)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NC(C(=O)N([C@@H](C(=O)O[C@H](C(=O)N([C@@H](C(=O)N[C@@H](C(=O)N([C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)[C@@H](C)CC)C(C)(C)O)C)CC(C)C)C(C)C
• InChI: InChI=1S/C59H90N8O11/c1-16-37(9)46-52(70)62-45(35(5)6)51(69)60-41(31-34(3)4)55(73)66(15)49(59(11,12)77)58(76)78-48(38(10)17-2)57(75)65(14)47(36(7)8)53(71)61-42(32-39-25-20-18-21-26-39)54(72)64(13)44(33-40-27-22-19-23-28-40)56(74)67-30-24-29-43(67)50(68)63-46/h18-23,25-28,34-38,41-49,77H,16-17,24,29-33H2,1-15H3,(H,60,69)(H,61,71)(H,62,70)(H,63,68)/t37-,38-,41?,42+,43-,44+,45-,46-,47+,48-,49-/m0/s1
• InChI Key: NYMXEEYDKNDFED-XBPSYACESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₀N₈O₁₁
• Molecular Weight: 1087.40 g/mol
• Exact Mass: 1086.67290572 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5719	57.19%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4519	45.19%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9202	92.02%
P-glycoprotein inhibitior	+	0.7568	75.68%
P-glycoprotein substrate	+	0.8552	85.52%
CYP3A4 substrate	+	0.7106	71.06%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8243	82.43%
CYP3A4 inhibition	+	0.5627	56.27%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	-	0.9333	93.33%
CYP2C8 inhibition	+	0.6881	68.81%
CYP inhibitory promiscuity	-	0.9579	95.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8276	82.76%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6266	62.66%
Glucocorticoid receptor binding	+	0.7058	70.58%
Aromatase binding	+	0.5804	58.04%
PPAR gamma	+	0.8085	80.85%
Honey bee toxicity	-	0.7317	73.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.95%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.81%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.73%	82.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.55%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.54%	96.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.74%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.07%	90.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.74%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.44%	93.03%
CHEMBL3524	P56524	Histone deacetylase 4	89.06%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.77%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	88.12%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.49%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.35%	93.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.28%	96.37%
CHEMBL4616	Q92847	Ghrelin receptor	85.07%	92.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.77%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL1949	P62937	Cyclophilin A	83.61%	98.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.82%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.96%	99.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.94%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101613782
• LOTUS: LTS0104513
• wikiData: Q105187579