cyclo[DL-Gln-Pro-DL-Phe-Pro-D-Phe-D-xiIle-D-Phe-D-Pro]

Details

• Internal ID: af1ec279-1525-4d04-b1e1-35e331294efb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(6S,15R,21R,24R,27R,30S)-3,21,27-tribenzyl-24-butan-2-yl-2,5,11,14,20,23,26,29-octaoxo-1,4,10,13,19,22,25,28-octazatetracyclo[28.3.0.06,10.015,19]tritriacontan-12-yl]propanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)N4CCCC4C(=O)NC(C(=O)N1)CC5=CC=CC=C5)CC6=CC=CC=C6)CCC(=O)N)CC7=CC=CC=C7
• SMILES (Isomeric): CCC(C)[C@@H]1C(=O)N[C@@H](C(=O)N2CCC[C@@H]2C(=O)NC(C(=O)N3CCC[C@H]3C(=O)NC(C(=O)N4CCC[C@H]4C(=O)N[C@@H](C(=O)N1)CC5=CC=CC=C5)CC6=CC=CC=C6)CCC(=O)N)CC7=CC=CC=C7
• InChI: InChI=1S/C53H67N9O9/c1-3-33(2)45-50(68)58-40(32-36-20-11-6-12-21-36)53(71)61-28-14-22-41(61)47(65)55-37(25-26-44(54)63)51(69)60-27-13-24-43(60)49(67)57-39(31-35-18-9-5-10-19-35)52(70)62-29-15-23-42(62)48(66)56-38(46(64)59-45)30-34-16-7-4-8-17-34/h4-12,16-21,33,37-43,45H,3,13-15,22-32H2,1-2H3,(H2,54,63)(H,55,65)(H,56,66)(H,57,67)(H,58,68)(H,59,64)/t33?,37?,38-,39?,40-,41-,42+,43+,45-/m1/s1
• InChI Key: ZIGSHEPERCJQHS-QVLQUSAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₇N₉O₉
• Molecular Weight: 974.20 g/mol
• Exact Mass: 973.50617475 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9212	92.12%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4636	46.36%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9574	95.74%
P-glycoprotein inhibitior	+	0.7659	76.59%
P-glycoprotein substrate	+	0.7715	77.15%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.8107	81.07%
CYP3A4 inhibition	-	0.7747	77.47%
CYP2C9 inhibition	-	0.8064	80.64%
CYP2C19 inhibition	-	0.7431	74.31%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.9654	96.54%
CYP2C8 inhibition	-	0.7272	72.72%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6435	64.35%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7073	70.73%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5910	59.10%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7798	77.98%
Acute Oral Toxicity (c)	III	0.6818	68.18%
Estrogen receptor binding	+	0.7992	79.92%
Androgen receptor binding	+	0.6682	66.82%
Thyroid receptor binding	+	0.5891	58.91%
Glucocorticoid receptor binding	+	0.6097	60.97%
Aromatase binding	+	0.5502	55.02%
PPAR gamma	+	0.7538	75.38%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8943	89.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.07%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.28%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.66%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.05%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.78%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.65%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.86%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.87%	93.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.23%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.90%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.66%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.55%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.10%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.22%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.45%	90.08%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.32%	95.48%
CHEMBL4071	P08311	Cathepsin G	81.78%	94.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101927059
• LOTUS: LTS0164456
• wikiData: Q105376326