cyclo[D-Leu-Pro-Pro-Tyr-D-Val-Pro-DL-Pro-aIle-D-Phe-D-Val]

Details

• Internal ID: 06851f6a-478f-483f-9213-9f94f630cd71
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9R,12S,15S,21S,27R,30R,33R,36S)-33-benzyl-36-[(2R)-butan-2-yl]-12-[(4-hydroxyphenyl)methyl]-27-(2-methylpropyl)-9,30-di(propan-2-yl)-1,7,10,13,19,25,28,31,34,37-decazapentacyclo[37.3.0.03,7.015,19.021,25]dotetracontane-2,8,11,14,20,26,29,32,35,38-decone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N4CCCC4C(=O)N5CCCC5C(=O)N1)C(C)C)CC6=CC=C(C=C6)O)CC(C)C)C(C)C)CC7=CC=CC=C7
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@@H](C(=O)N4CCC[C@H]4C(=O)N5CCCC5C(=O)N1)C(C)C)CC6=CC=C(C=C6)O)CC(C)C)C(C)C)CC7=CC=CC=C7
• InChI: InChI=1S/C60H86N10O11/c1-9-37(8)50-56(77)62-42(32-38-17-11-10-12-18-38)51(72)64-48(35(4)5)55(76)63-43(31-34(2)3)57(78)69-29-15-21-46(69)58(79)67-27-13-19-44(67)53(74)61-41(33-39-23-25-40(71)26-24-39)52(73)65-49(36(6)7)60(81)70-30-16-22-47(70)59(80)68-28-14-20-45(68)54(75)66-50/h10-12,17-18,23-26,34-37,41-50,71H,9,13-16,19-22,27-33H2,1-8H3,(H,61,74)(H,62,77)(H,63,76)(H,64,72)(H,65,73)(H,66,75)/t37-,41+,42-,43-,44+,45?,46+,47+,48-,49-,50+/m1/s1
• InChI Key: DCKJZPNIZDUAHR-KUKWWNQYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₆N₁₀O₁₁
• Molecular Weight: 1123.40 g/mol
• Exact Mass: 1122.64775360 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8922	89.22%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7584	75.84%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9590	95.90%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	+	0.8410	84.10%
CYP3A4 substrate	+	0.6500	65.00%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.5759	57.59%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.7498	74.98%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	-	0.9637	96.37%
CYP2C8 inhibition	+	0.5936	59.36%
CYP inhibitory promiscuity	-	0.9073	90.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6843	68.43%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6785	67.85%
Acute Oral Toxicity (c)	III	0.6927	69.27%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.7300	73.00%
Aromatase binding	+	0.6155	61.55%
PPAR gamma	+	0.8094	80.94%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.27%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.39%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.96%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.68%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.54%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.74%	82.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.07%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.73%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	91.70%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	87.48%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.19%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.78%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	86.41%	94.75%
CHEMBL3202	P48147	Prolyl endopeptidase	86.22%	90.65%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.01%	97.14%
CHEMBL206	P03372	Estrogen receptor alpha	85.80%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.15%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.40%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.56%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.85%	99.18%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.47%	97.25%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.93%	99.09%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.33%	95.48%
CHEMBL4616	Q92847	Ghrelin receptor	81.20%	92.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.10%	91.76%

Plants that contains it

• Gymnocoronis spilanthoides

Cross-Links

• PubChem: 102352520
• LOTUS: LTS0093233
• wikiData: Q104975496