cyclo[D-Ala-Val-D-Asn-Tyr-ObAla(3R-isooctyl)-D-Phe-Pro]

Details

• Internal ID: 3288e7d1-1634-466f-b851-71f20a027957
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3R,7R,10S,13R,16S,19R,22S)-3-benzyl-10-[(4-hydroxyphenyl)methyl]-19-methyl-7-(6-methylheptyl)-2,5,9,12,15,18,21-heptaoxo-16-propan-2-yl-8-oxa-1,4,11,14,17,20-hexazabicyclo[20.3.0]pentacosan-13-yl]acetamide
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC(CC(=O)NC(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)CCCCCC(C)C)CC4=CC=C(C=C4)O)CC(=O)N)C(C)C
• SMILES (Isomeric): C[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O[C@@H](CC(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC3=CC=CC=C3)CCCCCC(C)C)CC4=CC=C(C=C4)O)CC(=O)N)C(C)C
• InChI: InChI=1S/C46H65N7O10/c1-27(2)13-8-6-11-16-33-25-39(56)49-35(23-30-14-9-7-10-15-30)45(61)53-22-12-17-37(53)43(59)48-29(5)41(57)52-40(28(3)4)44(60)50-34(26-38(47)55)42(58)51-36(46(62)63-33)24-31-18-20-32(54)21-19-31/h7,9-10,14-15,18-21,27-29,33-37,40,54H,6,8,11-13,16-17,22-26H2,1-5H3,(H2,47,55)(H,48,59)(H,49,56)(H,50,60)(H,51,58)(H,52,57)/t29-,33-,34-,35-,36+,37+,40+/m1/s1
• InChI Key: LJNDDJVXTIZTOA-FIHKKVEGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₅N₇O₁₀
• Molecular Weight: 876.00 g/mol
• Exact Mass: 875.47929130 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5533	55.33%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4170	41.70%
OATP2B1 inhibitior	+	0.5665	56.65%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9770	97.70%
P-glycoprotein inhibitior	+	0.7734	77.34%
P-glycoprotein substrate	+	0.8905	89.05%
CYP3A4 substrate	+	0.7180	71.80%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.7832	78.32%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.9476	94.76%
CYP2C8 inhibition	+	0.7259	72.59%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.7955	79.55%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5276	52.76%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6671	66.71%
Acute Oral Toxicity (c)	III	0.5655	56.55%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.5463	54.63%
Glucocorticoid receptor binding	+	0.5920	59.20%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	+	0.7727	77.27%
Honey bee toxicity	-	0.8015	80.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.81%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.76%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	96.89%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.36%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3524	P56524	Histone deacetylase 4	94.90%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.51%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.23%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.11%	91.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.88%	90.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.41%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.62%	95.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.48%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.13%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.95%	95.89%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	84.74%	95.48%
CHEMBL2514	O95665	Neurotensin receptor 2	84.27%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.60%	88.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.60%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.80%	93.56%
CHEMBL1902	P62942	FK506-binding protein 1A	80.63%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162859184
• LOTUS: LTS0184919
• wikiData: Q105152669