cyclo[Leu-Pro-Pro-D-aThr-Pro-aIle-aIle-aIle]

Details

• Internal ID: 56023cd1-df20-429b-9899-e669bae46840
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,7S,10R,16S,19S,22S,25S,28S)-19,22,25-tris[(2R)-butan-2-yl]-10-[(1R)-1-hydroxyethyl]-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octazatetracyclo[28.3.0.03,7.012,16]tritriacontane-2,8,11,17,20,23,26,29-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)N4CCCC4C(=O)N1)C(C)O)CC(C)C)C(C)CC)C(C)CC
• 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)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@@H](C(=O)N4CCC[C@H]4C(=O)N1)[C@@H](C)O)CC(C)C)[C@H](C)CC)[C@H](C)CC
• InChI: InChI=1S/C43H72N8O9/c1-10-24(6)32-38(55)44-28(22-23(4)5)41(58)51-21-15-18-31(51)42(59)49-19-13-16-29(49)37(54)48-35(27(9)52)43(60)50-20-14-17-30(50)36(53)45-33(25(7)11-2)39(56)47-34(26(8)12-3)40(57)46-32/h23-35,52H,10-22H2,1-9H3,(H,44,55)(H,45,53)(H,46,57)(H,47,56)(H,48,54)/t24-,25-,26-,27-,28+,29+,30+,31+,32+,33+,34+,35-/m1/s1
• InChI Key: FVVRFBNEAGLTKU-DGMKLMTRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂N₈O₉
• Molecular Weight: 845.10 g/mol
• Exact Mass: 844.54222590 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7335	73.35%
Caco-2	-	0.8516	85.16%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6228	62.28%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7798	77.98%
P-glycoprotein inhibitior	+	0.7360	73.60%
P-glycoprotein substrate	+	0.7178	71.78%
CYP3A4 substrate	+	0.5536	55.36%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.9376	93.76%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9117	91.17%
CYP1A2 inhibition	-	0.9520	95.20%
CYP2C8 inhibition	-	0.8731	87.31%
CYP inhibitory promiscuity	-	0.9910	99.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6127	61.27%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6598	65.98%
Estrogen receptor binding	+	0.7839	78.39%
Androgen receptor binding	+	0.6718	67.18%
Thyroid receptor binding	+	0.5345	53.45%
Glucocorticoid receptor binding	+	0.5836	58.36%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4129	41.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.44%	96.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.64%	90.08%
CHEMBL2443	P49862	Kallikrein 7	90.41%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.33%	82.38%
CHEMBL3524	P56524	Histone deacetylase 4	90.14%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	89.87%	97.05%
CHEMBL1937	Q92769	Histone deacetylase 2	89.23%	94.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.68%	99.18%
CHEMBL228	P31645	Serotonin transporter	87.58%	95.51%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.32%	94.66%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.26%	90.71%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.77%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.32%	93.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.53%	97.64%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.40%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	83.48%	95.93%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.16%	95.56%
CHEMBL4616	Q92847	Ghrelin receptor	82.99%	92.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.46%	92.12%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.29%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162939000
• LOTUS: LTS0206342
• wikiData: Q105002819