cyclo[Ala-Pro-Phe-D-Ser-Phe-Gly-Pro-Leu]

Details

• Internal ID: db773d2d-efa5-48d5-96bb-662be7b927f5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,18S,21R,24S,27S)-18,24-dibenzyl-21-(hydroxymethyl)-3-methyl-6-(2-methylpropyl)-1,4,7,13,16,19,22,25-octazatricyclo[25.3.0.09,13]triacontane-2,5,8,14,17,20,23,26-octone
• SMILES (Canonical): CC1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N3CCCC3C(=O)NC(C(=O)N1)CC(C)C)CC4=CC=CC=C4)CO)CC5=CC=CC=C5
• SMILES (Isomeric): C[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N1)CC(C)C)CC4=CC=CC=C4)CO)CC5=CC=CC=C5
• InChI: InChI=1S/C42H56N8O9/c1-25(2)20-29-37(54)44-26(3)42(59)50-19-11-17-34(50)41(58)47-31(22-28-14-8-5-9-15-28)38(55)48-32(24-51)39(56)45-30(21-27-12-6-4-7-13-27)36(53)43-23-35(52)49-18-10-16-33(49)40(57)46-29/h4-9,12-15,25-26,29-34,51H,10-11,16-24H2,1-3H3,(H,43,53)(H,44,54)(H,45,56)(H,46,57)(H,47,58)(H,48,55)/t26-,29-,30-,31-,32+,33-,34-/m0/s1
• InChI Key: SIPLGRFBAGTKMU-JVETWDNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₆N₈O₉
• Molecular Weight: 816.90 g/mol
• Exact Mass: 816.41702539 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7347	73.47%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6048	60.48%
OATP2B1 inhibitior	+	0.5611	56.11%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9688	96.88%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	+	0.8578	85.78%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	-	0.8710	87.10%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9663	96.63%
CYP2C8 inhibition	-	0.6144	61.44%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.7910	79.10%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8987	89.87%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6196	61.96%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	+	0.5578	55.78%
Glucocorticoid receptor binding	+	0.6375	63.75%
Aromatase binding	+	0.5511	55.11%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8488	84.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.29%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	94.52%	92.97%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.41%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.67%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.64%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	90.14%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.76%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.33%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.54%	93.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.54%	90.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.17%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.27%	82.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.99%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.39%	90.71%

Plants that contains it

• Stellaria palustris

Cross-Links

• PubChem: 10259834
• LOTUS: LTS0211950
• wikiData: Q105253945