cyclo[Ala-Pro-Gly-Ala-D-Val-Pro-aIle-Tyr]

Details

• Internal ID: 0b49453a-b61c-4806-8d4a-c2e09ab44b33
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,9S,12S,18R,21S,27S)-9-[(2R)-butan-2-yl]-6-[(4-hydroxyphenyl)methyl]-3,21-dimethyl-18-propan-2-yl-1,4,7,10,16,19,22,25-octazatricyclo[25.3.0.012,16]triacontane-2,5,8,11,17,20,23,26-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N1)C(C)C)C)C)CC4=CC=C(C=C4)O
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)N3CCC[C@H]3C(=O)N1)C(C)C)C)C)CC4=CC=C(C=C4)O
• InChI: InChI=1S/C38H56N8O9/c1-7-21(4)31-36(53)42-26(18-24-12-14-25(47)15-13-24)33(50)41-23(6)37(54)45-16-8-10-27(45)34(51)39-19-29(48)40-22(5)32(49)43-30(20(2)3)38(55)46-17-9-11-28(46)35(52)44-31/h12-15,20-23,26-28,30-31,47H,7-11,16-19H2,1-6H3,(H,39,51)(H,40,48)(H,41,50)(H,42,53)(H,43,49)(H,44,52)/t21-,22+,23+,26+,27+,28+,30-,31+/m1/s1
• InChI Key: RCLUPZYCRSJKQW-ZDNRIZQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆N₈O₉
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.41702539 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	+	0.5606	56.06%
OATP1B1 inhibitior	+	0.7988	79.88%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9163	91.63%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	+	0.8942	89.42%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8748	87.48%
CYP2C19 inhibition	-	0.8179	81.79%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.9617	96.17%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9583	95.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6528	65.28%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.7917	79.17%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4739	47.39%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6632	66.32%
Acute Oral Toxicity (c)	III	0.6555	65.55%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7019	70.19%
Thyroid receptor binding	+	0.5347	53.47%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.6240	62.40%
PPAR gamma	+	0.7462	74.62%
Honey bee toxicity	-	0.8139	81.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7627	76.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.90%	90.08%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	97.20%	96.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.67%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.73%	94.45%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	95.27%	99.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.22%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.19%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.60%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.32%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	91.43%	94.36%
CHEMBL226	P30542	Adenosine A1 receptor	91.30%	95.93%
CHEMBL3524	P56524	Histone deacetylase 4	90.50%	92.97%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.22%	90.71%
CHEMBL1902	P62942	FK506-binding protein 1A	90.11%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.23%	91.11%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.00%	99.18%
CHEMBL4616	Q92847	Ghrelin receptor	88.45%	92.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.27%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	88.09%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	86.02%	97.64%
CHEMBL1949	P62937	Cyclophilin A	85.88%	98.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.75%	91.71%
CHEMBL217	P14416	Dopamine D2 receptor	84.30%	95.62%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.74%	93.40%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.72%	93.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.31%	88.56%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	81.66%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.65%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.12%	86.33%

Plants that contains it

• Annona cherimola

Cross-Links

• PubChem: 163011734
• LOTUS: LTS0123292
• wikiData: Q105233765