cyclo[Ala-Ile-Val-Gly-Tyr-Pro-Met-Thr]

Details

• Internal ID: 050908e3-c55f-4cac-964d-ffda8f19711f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,9S,12S,15S,18S,21S,24S)-12-[(2S)-butan-2-yl]-18-[(1R)-1-hydroxyethyl]-3-[(4-hydroxyphenyl)methyl]-15-methyl-21-(2-methylsulfanylethyl)-9-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)C(C)O)CCSC)CC3=CC=C(C=C3)O)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C)[C@@H](C)O)CCSC)CC3=CC=C(C=C3)O)C(C)C
• InChI: InChI=1S/C39H60N8O10S/c1-8-21(4)31-37(55)44-30(20(2)3)36(54)40-19-29(50)42-27(18-24-11-13-25(49)14-12-24)39(57)47-16-9-10-28(47)35(53)43-26(15-17-58-7)34(52)46-32(23(6)48)38(56)41-22(5)33(51)45-31/h11-14,20-23,26-28,30-32,48-49H,8-10,15-19H2,1-7H3,(H,40,54)(H,41,56)(H,42,50)(H,43,53)(H,44,55)(H,45,51)(H,46,52)/t21-,22-,23+,26-,27-,28-,30-,31-,32-/m0/s1
• InChI Key: VUONXKFMSHMZHX-ZPSGHMQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀N₈O₁₀S
• Molecular Weight: 833.00 g/mol
• Exact Mass: 832.41531131 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8551	85.51%
Caco-2	-	0.8702	87.02%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5583	55.83%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8101	81.01%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9016	90.16%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.8916	89.16%
CYP3A4 substrate	+	0.6966	69.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7808	78.08%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.9231	92.31%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.9475	94.75%
CYP2C8 inhibition	+	0.7580	75.80%
CYP inhibitory promiscuity	-	0.9883	98.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4309	43.09%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5759	57.59%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	+	0.5304	53.04%
Glucocorticoid receptor binding	-	0.4692	46.92%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.7305	73.05%
Honey bee toxicity	-	0.7392	73.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6920	69.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.35%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	98.34%	96.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.09%	90.08%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	96.24%	99.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.07%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.72%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.30%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.60%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	91.28%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.11%	97.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.91%	99.18%
CHEMBL4616	Q92847	Ghrelin receptor	89.26%	92.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.08%	97.14%
CHEMBL4071	P08311	Cathepsin G	87.72%	94.64%
CHEMBL1902	P62942	FK506-binding protein 1A	87.58%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.15%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	87.10%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	86.84%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.27%	100.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	86.13%	94.36%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	85.74%	97.50%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.41%	91.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.98%	93.40%
CHEMBL1949	P62937	Cyclophilin A	84.65%	98.57%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.61%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.16%	95.89%
CHEMBL2443	P49862	Kallikrein 7	83.94%	94.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.71%	88.56%
CHEMBL4447	Q9Y337	Kallikrein 5	81.82%	87.50%
CHEMBL4208	P20618	Proteasome component C5	81.63%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.70%	95.50%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 15427685
• LOTUS: LTS0033459
• wikiData: Q105297345