cyclo[Ala-Pro-Thr-Phe-Tyr-Pro-Leu-Ile]

Details

• Internal ID: a7d5006e-f495-4ca4-8fd4-8f0d436b9991
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S,21S,24S,27S)-6-benzyl-21-[(2S)-butan-2-yl]-9-[(1R)-1-hydroxyethyl]-3-[(4-hydroxyphenyl)methyl]-18-methyl-24-(2-methylpropyl)-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)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)N1)CC(C)C)CC4=CC=C(C=C4)O)CC5=CC=CC=C5)C(C)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=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)N3CCC[C@H]3C(=O)N[C@H](C(=O)N1)CC(C)C)CC4=CC=C(C=C4)O)CC5=CC=CC=C5)[C@@H](C)O)C
• InChI: InChI=1S/C47H66N8O10/c1-7-27(4)38-44(62)48-28(5)46(64)54-21-11-16-37(54)43(61)53-39(29(6)56)45(63)50-34(24-30-13-9-8-10-14-30)40(58)51-35(25-31-17-19-32(57)20-18-31)47(65)55-22-12-15-36(55)42(60)49-33(23-26(2)3)41(59)52-38/h8-10,13-14,17-20,26-29,33-39,56-57H,7,11-12,15-16,21-25H2,1-6H3,(H,48,62)(H,49,60)(H,50,63)(H,51,58)(H,52,59)(H,53,61)/t27-,28-,29+,33-,34-,35-,36-,37-,38-,39-/m0/s1
• InChI Key: VDGQKFIRUKWWGI-HOXMJXQYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₆N₈O₁₀
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.49019033 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7471	74.71%
Caco-2	-	0.8746	87.46%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8325	83.25%
OATP1B3 inhibitior	+	0.9154	91.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8970	89.70%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	+	0.8703	87.03%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7487	74.87%
CYP3A4 inhibition	-	0.7223	72.23%
CYP2C9 inhibition	-	0.8375	83.75%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.8318	83.18%
CYP1A2 inhibition	-	0.9400	94.00%
CYP2C8 inhibition	+	0.5965	59.65%
CYP inhibitory promiscuity	-	0.8865	88.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7108	71.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4548	45.48%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6251	62.51%
Acute Oral Toxicity (c)	III	0.6669	66.69%
Estrogen receptor binding	+	0.8082	80.82%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.5775	57.75%
Aromatase binding	+	0.5500	55.00%
PPAR gamma	+	0.7870	78.70%
Honey bee toxicity	-	0.8129	81.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9606	96.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.64%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.73%	82.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.45%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.62%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.14%	97.14%
CHEMBL3524	P56524	Histone deacetylase 4	87.44%	92.97%
CHEMBL206	P03372	Estrogen receptor alpha	87.24%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.94%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	86.79%	97.05%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.29%	99.18%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.81%	92.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.45%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.47%	94.45%
CHEMBL4616	Q92847	Ghrelin receptor	81.19%	92.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.61%	95.48%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 10328391
• LOTUS: LTS0240584
• wikiData: Q105284153