cyclo[Ala-D-Tyr-Asn-Phe-Gly-D-Ile]

Details

• Internal ID: 546d1e91-28cc-4096-b3f7-af719efdfc56
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(2S,5S,11R,14S,17R)-5-benzyl-11-[(2R)-butan-2-yl]-17-[(4-hydroxyphenyl)methyl]-14-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]acetamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC2=CC=CC=C2)CC(=O)N)CC3=CC=C(C=C3)O)C
• SMILES (Isomeric): CC[C@@H](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)N1)CC2=CC=CC=C2)CC(=O)N)CC3=CC=C(C=C3)O)C
• InChI: InChI=1S/C33H43N7O8/c1-4-18(2)28-33(48)36-19(3)29(44)37-24(15-21-10-12-22(41)13-11-21)31(46)39-25(16-26(34)42)32(47)38-23(14-20-8-6-5-7-9-20)30(45)35-17-27(43)40-28/h5-13,18-19,23-25,28,41H,4,14-17H2,1-3H3,(H2,34,42)(H,35,45)(H,36,48)(H,37,44)(H,38,47)(H,39,46)(H,40,43)/t18-,19+,23+,24-,25+,28-/m1/s1
• InChI Key: NJZRYHHNWXXWSJ-ODUAWMNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₃N₇O₈
• Molecular Weight: 665.70 g/mol
• Exact Mass: 665.31731136 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8929	89.29%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6131	61.31%
OATP2B1 inhibitior	+	0.5635	56.35%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9736	97.36%
P-glycoprotein inhibitior	+	0.7783	77.83%
P-glycoprotein substrate	+	0.8730	87.30%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.9018	90.18%
CYP2C19 inhibition	-	0.8173	81.73%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8997	89.97%
CYP2C8 inhibition	+	0.6419	64.19%
CYP inhibitory promiscuity	-	0.9497	94.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6646	66.46%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6891	68.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7984	79.84%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5770	57.70%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7300	73.00%
Acute Oral Toxicity (c)	III	0.6699	66.99%
Estrogen receptor binding	+	0.7200	72.00%
Androgen receptor binding	+	0.7229	72.29%
Thyroid receptor binding	+	0.5804	58.04%
Glucocorticoid receptor binding	+	0.6983	69.83%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.3755	37.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.26%	91.71%
CHEMBL4071	P08311	Cathepsin G	93.12%	94.64%
CHEMBL4040	P28482	MAP kinase ERK2	92.09%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.46%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.24%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.75%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.27%	93.10%
CHEMBL2535	P11166	Glucose transporter	87.65%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.57%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.56%	90.17%
CHEMBL4208	P20618	Proteasome component C5	84.41%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.37%	90.08%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.69%	99.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.55%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.68%	95.48%

Plants that contains it

• Dianthus superbus

Cross-Links

• PubChem: 154496472
• LOTUS: LTS0222171
• wikiData: Q105180412