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

Details

• Internal ID: 0d8bdb7d-8dd3-4033-b6bc-73bd68a1f9f2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,12S,15S,21S,24S,27S)-24-benzyl-21-[(2S)-butan-2-yl]-12-[(4-hydroxyphenyl)methyl]-3-(2-methylpropyl)-1,4,10,13,19,22,25-heptazatetracyclo[25.3.0.06,10.015,19]triacontane-2,5,11,14,20,23,26-heptone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)N4CCCC4C(=O)NC(C(=O)N1)CC5=CC=CC=C5)CC(C)C)CC6=CC=C(C=C6)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N1)CC5=CC=CC=C5)CC(C)C)CC6=CC=C(C=C6)O
• InChI: InChI=1S/C45H61N7O8/c1-5-28(4)38-45(60)52-23-11-16-37(52)42(57)48-34(26-30-17-19-31(53)20-18-30)44(59)51-22-10-15-36(51)41(56)47-33(24-27(2)3)43(58)50-21-9-14-35(50)40(55)46-32(39(54)49-38)25-29-12-7-6-8-13-29/h6-8,12-13,17-20,27-28,32-38,53H,5,9-11,14-16,21-26H2,1-4H3,(H,46,55)(H,47,56)(H,48,57)(H,49,54)/t28-,32-,33-,34-,35-,36-,37-,38-/m0/s1
• InChI Key: ANSCENNXWQFDJG-KOOVRBLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₁N₇O₈
• Molecular Weight: 828.00 g/mol
• Exact Mass: 827.45816193 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8922	89.22%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7584	75.84%
OATP2B1 inhibitior	+	0.5609	56.09%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9673	96.73%
P-glycoprotein inhibitior	+	0.7620	76.20%
P-glycoprotein substrate	+	0.8260	82.60%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.5759	57.59%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.7498	74.98%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	-	0.9637	96.37%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9073	90.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7094	70.94%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5344	53.44%
Acute Oral Toxicity (c)	III	0.6927	69.27%
Estrogen receptor binding	+	0.8172	81.72%
Androgen receptor binding	+	0.7210	72.10%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.6141	61.41%
Aromatase binding	+	0.6025	60.25%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.39%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.23%	90.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.58%	97.64%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.96%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.49%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.53%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.89%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	90.21%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.74%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.83%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.60%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	85.55%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.80%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.74%	91.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.51%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.30%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.16%	99.18%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.84%	92.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.77%	90.71%
CHEMBL3202	P48147	Prolyl endopeptidase	82.64%	90.65%
CHEMBL4616	Q92847	Ghrelin receptor	80.61%	92.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.14%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23584399
• LOTUS: LTS0114740
• wikiData: Q104915376