cyclo[Gly-DL-Leu-DL-OLeu-Gly-DL-Val-DL-Tyr]

Details

• Internal ID: 8e6bfd75-91ef-449d-873a-cb7bd9b76064
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 9-[(4-hydroxyphenyl)methyl]-3,18-bis(2-methylpropyl)-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)OC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC2=CC=C(C=C2)O)C(C)C)CC(C)C
• SMILES (Isomeric): CC(C)CC1C(=O)OC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC2=CC=C(C=C2)O)C(C)C)CC(C)C
• InChI: InChI=1S/C30H45N5O8/c1-16(2)11-22-30(42)43-23(12-17(3)4)28(40)32-15-25(38)35-26(18(5)6)29(41)34-21(27(39)31-14-24(37)33-22)13-19-7-9-20(36)10-8-19/h7-10,16-18,21-23,26,36H,11-15H2,1-6H3,(H,31,39)(H,32,40)(H,33,37)(H,34,41)(H,35,38)
• InChI Key: YHTLEEMONFFJCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₅N₅O₈
• Molecular Weight: 603.70 g/mol
• Exact Mass: 603.32681341 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7071	70.71%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6060	60.60%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8143	81.43%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8513	85.13%
P-glycoprotein inhibitior	+	0.7004	70.04%
P-glycoprotein substrate	+	0.8502	85.02%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	+	0.5827	58.27%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.8518	85.18%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9323	93.23%
CYP2C8 inhibition	+	0.5425	54.25%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6571	65.71%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6282	62.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7040	70.40%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	III	0.6352	63.52%
Estrogen receptor binding	+	0.7685	76.85%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	+	0.6911	69.11%
Aromatase binding	+	0.6354	63.54%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5201	52.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.91%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.94%	93.10%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.68%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.48%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	93.79%	89.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.38%	91.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.90%	99.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.79%	88.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.51%	83.82%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.20%	83.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.99%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.76%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.54%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.23%	95.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.76%	96.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.66%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	85.39%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	85.27%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.26%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL1949	P62937	Cyclophilin A	82.01%	98.57%
CHEMBL4616	Q92847	Ghrelin receptor	81.74%	92.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.40%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.34%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	80.14%	92.97%

Plants that contains it

• Kandelia candel

Cross-Links

• PubChem: 74218054
• LOTUS: LTS0087759
• wikiData: Q105348611