cyclo-(Gly1-Ser-Pro2-Tyr2-Gly2-Tyr1-Pro1-Pro3)

Details

• Internal ID: e25dc161-8581-4b6b-8942-9e817f65ee4d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (1S,7S,13S,19S,22S,28S)-13-(hydroxymethyl)-22,28-bis[(4-hydroxyphenyl)methyl]-3,9,12,15,21,24,27,30-octazatetracyclo[28.3.0.03,7.015,19]tritriacontane-2,8,11,14,20,23,26,29-octone
• SMILES (Canonical): C1CC2C(=O)NCC(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NCC(=O)NC(C(=O)N4CCCC4C(=O)N2C1)CC5=CC=C(C=C5)O)CC6=CC=C(C=C6)O)CO
• SMILES (Isomeric): C1C[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N4CCC[C@H]4C(=O)N2C1)CC5=CC=C(C=C5)O)CC6=CC=C(C=C6)O)CO
• InChI: InChI=1S/C40H50N8O11/c49-22-29-39(58)46-15-2-5-31(46)37(56)45-27(18-23-7-11-25(50)12-8-23)35(54)41-20-33(52)43-28(19-24-9-13-26(51)14-10-24)38(57)48-17-3-6-32(48)40(59)47-16-1-4-30(47)36(55)42-21-34(53)44-29/h7-14,27-32,49-51H,1-6,15-22H2,(H,41,54)(H,42,55)(H,43,52)(H,44,53)(H,45,56)/t27-,28-,29-,30-,31-,32-/m0/s1
• InChI Key: ALXRVCOFRNFMER-JNRWAQIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀N₈O₁₁
• Molecular Weight: 818.90 g/mol
• Exact Mass: 818.35990444 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9027	90.27%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7725	77.25%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9276	92.76%
P-glycoprotein inhibitior	+	0.7635	76.35%
P-glycoprotein substrate	+	0.7695	76.95%
CYP3A4 substrate	+	0.5995	59.95%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.9429	94.29%
CYP2C19 inhibition	-	0.8942	89.42%
CYP2D6 inhibition	-	0.8665	86.65%
CYP1A2 inhibition	-	0.9528	95.28%
CYP2C8 inhibition	+	0.5565	55.65%
CYP inhibitory promiscuity	-	0.9621	96.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4026	40.26%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9165	91.65%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5354	53.54%
Acute Oral Toxicity (c)	III	0.6318	63.18%
Estrogen receptor binding	+	0.7779	77.79%
Androgen receptor binding	+	0.7619	76.19%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	-	0.5107	51.07%
Aromatase binding	+	0.5398	53.98%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4205	42.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	95.67%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.89%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.81%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.87%	90.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.67%	96.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.27%	82.38%
CHEMBL1902	P62942	FK506-binding protein 1A	91.09%	97.05%
CHEMBL226	P30542	Adenosine A1 receptor	90.88%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.05%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.04%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.96%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.44%	93.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.04%	91.76%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.20%	88.56%
CHEMBL217	P14416	Dopamine D2 receptor	84.09%	95.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.01%	97.25%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.81%	85.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.38%	85.14%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	83.38%	99.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.39%	95.83%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.13%	91.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.02%	99.18%

Plants that contains it

• Goniothalamus leiocarpus

Cross-Links

• PubChem: 11764306
• NPASS: NPC265516