cyclo[N(Me)Leu-D-aThr-Ser-OVal-OLeu-Tyr(Me)]

Details

• Internal ID: 39b4564e-b79e-48aa-a594-cdc8d02712e9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,12S,15S,18S)-9-[(1R)-1-hydroxyethyl]-6-(hydroxymethyl)-15-[(4-methoxyphenyl)methyl]-13-methyl-12,18-bis(2-methylpropyl)-3-propan-2-yl-1,4-dioxa-7,10,13,16-tetrazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)OC(C(=O)OC(C(=O)NC(C(=O)N1C)CC2=CC=C(C=C2)OC)CC(C)C)C(C)C)CO)C(C)O
• SMILES (Isomeric): C[C@H]([C@@H]1C(=O)N[C@H](C(=O)O[C@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N1)CC(C)C)C)CC2=CC=C(C=C2)OC)CC(C)C)C(C)C)CO)O
• InChI: InChI=1S/C35H54N4O11/c1-18(2)14-26-30(42)38-28(21(7)41)32(44)37-25(17-40)34(46)50-29(20(5)6)35(47)49-27(15-19(3)4)31(43)36-24(33(45)39(26)8)16-22-10-12-23(48-9)13-11-22/h10-13,18-21,24-29,40-41H,14-17H2,1-9H3,(H,36,43)(H,37,44)(H,38,42)/t21-,24+,25+,26+,27+,28-,29+/m1/s1
• InChI Key: ZYONQIAFAWQOOQ-PWBQZJFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄N₄O₁₁
• Molecular Weight: 706.80 g/mol
• Exact Mass: 706.37890855 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5829	58.29%
Caco-2	-	0.8373	83.73%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5023	50.23%
OATP2B1 inhibitior	+	0.5736	57.36%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9034	90.34%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8044	80.44%
P-glycoprotein inhibitior	+	0.7603	76.03%
P-glycoprotein substrate	+	0.7606	76.06%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.7326	73.26%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9109	91.09%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.9213	92.13%
CYP2C8 inhibition	-	0.5871	58.71%
CYP inhibitory promiscuity	-	0.9880	98.80%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.7931	79.31%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5585	55.85%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6938	69.38%
Acute Oral Toxicity (c)	III	0.6751	67.51%
Estrogen receptor binding	+	0.7532	75.32%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.6056	60.56%
PPAR gamma	+	0.7340	73.40%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5526	55.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.96%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.18%	94.45%
CHEMBL1949	P62937	Cyclophilin A	92.76%	98.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.38%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.26%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.91%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.42%	89.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.27%	97.25%
CHEMBL4208	P20618	Proteasome component C5	87.69%	90.00%
CHEMBL3837	P07711	Cathepsin L	86.73%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.91%	92.62%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.60%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	84.10%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.50%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.49%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	82.22%	98.59%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.98%	93.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.83%	99.15%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.26%	90.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.98%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.82%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.38%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.02%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162868812
• LOTUS: LTS0249326
• wikiData: Q105386308