3-[13-decan-2-yl-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-9-yl]propanoic acid

Details

• Internal ID: 6d6541b9-985c-4c64-90b2-20f48ec06a46
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[13-decan-2-yl-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-9-yl]propanoic acid
• SMILES (Canonical): CCCCCCCCC(C)C1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)CO)C(=O)C2=CNC3=CC=CC=C32)CCC(=O)O)C
• SMILES (Isomeric): CCCCCCCCC(C)C1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)CO)C(=O)C2=CNC3=CC=CC=C32)CCC(=O)O)C
• InChI: InChI=1S/C33H46N4O9/c1-4-5-6-7-8-9-12-19(2)29-20(3)30(42)35-24(15-16-26(39)40)31(43)37-27(32(44)36-25(18-38)33(45)46-29)28(41)22-17-34-23-14-11-10-13-21(22)23/h10-11,13-14,17,19-20,24-25,27,29,34,38H,4-9,12,15-16,18H2,1-3H3,(H,35,42)(H,36,44)(H,37,43)(H,39,40)
• InChI Key: VNRAPWIEXZLTKI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₆N₄O₉
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.32647906 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	-	0.8957	89.57%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9542	95.42%
P-glycoprotein inhibitior	+	0.7370	73.70%
P-glycoprotein substrate	+	0.7653	76.53%
CYP3A4 substrate	+	0.6777	67.77%
CYP2C9 substrate	+	0.8002	80.02%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.5425	54.25%
CYP2C9 inhibition	-	0.9316	93.16%
CYP2C19 inhibition	-	0.9104	91.04%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8432	84.32%
CYP2C8 inhibition	+	0.5657	56.57%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6404	64.04%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7939	79.39%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6777	67.77%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8901	89.01%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.8047	80.47%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	+	0.6712	67.12%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5195	51.95%
Fish aquatic toxicity	+	0.8912	89.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.40%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	97.34%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	94.70%	91.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.36%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.26%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.09%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.70%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.52%	97.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.15%	96.47%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.06%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.67%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.77%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	86.77%	98.03%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.85%	92.26%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.18%	96.90%
CHEMBL230	P35354	Cyclooxygenase-2	83.81%	89.63%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.78%	94.62%
CHEMBL1781	P11387	DNA topoisomerase I	82.67%	97.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.44%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.81%	96.37%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.21%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73108443
• LOTUS: LTS0045616
• wikiData: Q104199636