cyclo[D-Glu-D-Pro-D-Pro-D-Val-D-Tyr-Gly-Pro]

Details

• Internal ID: 7e2fba33-1db7-4a61-ac01-58e16bd6278d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(3R,9R,12S,21R,24R,27R)-21-[(4-hydroxyphenyl)methyl]-2,8,11,17,20,23,26-heptaoxo-24-propan-2-yl-1,7,10,16,19,22,25-heptazatetracyclo[25.3.0.03,7.012,16]triacontan-9-yl]propanoic acid
• SMILES (Canonical): CC(C)C1C(=O)NC(C(=O)NCC(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)N4CCCC4C(=O)N1)CCC(=O)O)CC5=CC=C(C=C5)O
• SMILES (Isomeric): CC(C)[C@@H]1C(=O)N[C@@H](C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N3CCC[C@@H]3C(=O)N4CCC[C@@H]4C(=O)N1)CCC(=O)O)CC5=CC=C(C=C5)O
• InChI: InChI=1S/C36H49N7O10/c1-20(2)30-34(51)39-24(18-21-9-11-22(44)12-10-21)31(48)37-19-28(45)41-15-3-6-25(41)32(49)38-23(13-14-29(46)47)35(52)43-17-5-8-27(43)36(53)42-16-4-7-26(42)33(50)40-30/h9-12,20,23-27,30,44H,3-8,13-19H2,1-2H3,(H,37,48)(H,38,49)(H,39,51)(H,40,50)(H,46,47)/t23-,24-,25+,26-,27-,30-/m1/s1
• InChI Key: HUBKEBDFQLHLMX-PYVXQFOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₉N₇O₁₀
• Molecular Weight: 739.80 g/mol
• Exact Mass: 739.35409079 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7389	73.89%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8533	85.33%
P-glycoprotein inhibitior	+	0.7319	73.19%
P-glycoprotein substrate	+	0.8303	83.03%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.9679	96.79%
CYP2C9 inhibition	-	0.9302	93.02%
CYP2C19 inhibition	-	0.8164	81.64%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.9645	96.45%
CYP2C8 inhibition	+	0.6204	62.04%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5572	55.72%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9018	90.18%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9126	91.26%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	+	0.8072	80.72%
Androgen receptor binding	+	0.6994	69.94%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.5710	57.10%
Aromatase binding	+	0.6078	60.78%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3633	36.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.05%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.40%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.68%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.20%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.46%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.33%	82.38%
CHEMBL1902	P62942	FK506-binding protein 1A	91.13%	97.05%
CHEMBL4071	P08311	Cathepsin G	90.27%	94.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.02%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.95%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.07%	97.64%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.38%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.66%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.29%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.48%	92.97%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.79%	99.18%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.75%	99.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%

Plants that contains it

• Annona glabra

Cross-Links

• PubChem: 162865318
• LOTUS: LTS0231992
• wikiData: Q105033712