cyclo[Ala-D-Leu-aThr-aThr-Tyr-Gly-Ala-Pro]

Details

• Internal ID: fd32a3a1-ca3c-4346-9254-fdcfd52a488e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9S,12S,15S,18R,21S,24S)-12,15-bis[(1S)-1-hydroxyethyl]-9-[(4-hydroxyphenyl)methyl]-3,21-dimethyl-18-(2-methylpropyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)N1)C)CC3=CC=C(C=C3)O)C(C)O)C(C)O)CC(C)C
• SMILES (Isomeric): C[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N1)C)CC3=CC=C(C=C3)O)[C@H](C)O)[C@H](C)O)CC(C)C
• InChI: InChI=1S/C36H54N8O11/c1-17(2)14-24-32(51)42-29(21(6)46)35(54)43-28(20(5)45)34(53)41-25(15-22-9-11-23(47)12-10-22)31(50)37-16-27(48)38-19(4)36(55)44-13-7-8-26(44)33(52)39-18(3)30(49)40-24/h9-12,17-21,24-26,28-29,45-47H,7-8,13-16H2,1-6H3,(H,37,50)(H,38,48)(H,39,52)(H,40,49)(H,41,53)(H,42,51)(H,43,54)/t18-,19-,20-,21-,24+,25-,26-,28-,29-/m0/s1
• InChI Key: XLTMDOFLUKZVOQ-YJVXALTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄N₈O₁₁
• Molecular Weight: 774.90 g/mol
• Exact Mass: 774.39120457 g/mol
• Topological Polar Surface Area (TPSA): 285.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -3.19
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7121	71.21%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.8361	83.61%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7132	71.32%
P-glycoprotein inhibitior	+	0.7222	72.22%
P-glycoprotein substrate	+	0.9105	91.05%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7487	74.87%
CYP3A4 inhibition	-	0.9239	92.39%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.9546	95.46%
CYP2C8 inhibition	+	0.6104	61.04%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5149	51.49%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.6143	61.43%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.6419	64.19%
Thyroid receptor binding	+	0.5222	52.22%
Glucocorticoid receptor binding	+	0.5744	57.44%
Aromatase binding	+	0.5964	59.64%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4008	40.08%

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	99.16%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	98.32%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	97.81%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.24%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	95.84%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.36%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.29%	96.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.75%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.64%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.61%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	91.94%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.38%	99.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.86%	90.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.44%	99.18%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.86%	97.64%
CHEMBL226	P30542	Adenosine A1 receptor	88.74%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.19%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.17%	97.14%
CHEMBL4616	Q92847	Ghrelin receptor	85.28%	92.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.19%	85.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	85.02%	94.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.73%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.16%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.17%	97.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.90%	89.67%
CHEMBL206	P03372	Estrogen receptor alpha	82.89%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	82.82%	94.75%
CHEMBL4208	P20618	Proteasome component C5	82.35%	90.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.12%	88.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.62%	93.40%
CHEMBL228	P31645	Serotonin transporter	81.57%	95.51%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.24%	93.10%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.85%	92.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.70%	91.03%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 162999804
• LOTUS: LTS0274896
• wikiData: Q105330383