decanoyl-DL-Trp-DL-Asn-DL-Asp-DL-xiThr(1)-Gly-DL-Orn-D-Asp-DL-Ala-DL-Asp-Gly-Ser-D-Glu(3-Me)-D-Asp(Ph(2-NH2))-(1)

Details

• Internal ID: e55cd9ea-1139-48a9-b170-d7141ba9ba09
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[[4-amino-2-[[2-(decanoylamino)-3-(1H-indol-3-yl)propanoyl]amino]-4-oxobutanoyl]amino]-4-[[(3R,6R,9S,21R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-(1-carboxypropan-2-yl)-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]amino]-4-oxobutanoic acid
• SMILES (Canonical): CCCCCCCCCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CC(=O)N)C(=O)NC(CC(=O)O)C(=O)NC3C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC3=O)CCCN)CC(=O)O)C)CC(=O)O)CO)C(C)CC(=O)O)CC(=O)C4=CC=CC=C4N)C
• SMILES (Isomeric): CCCCCCCCCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CC(=O)N)C(=O)NC(CC(=O)O)C(=O)NC3C(OC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)C(NC(=O)C(NC(=O)[C@H](NC(=O)C(NC(=O)CNC3=O)CCCN)CC(=O)O)C)CC(=O)O)CO)C(C)CC(=O)O)CC(=O)C4=CC=CC=C4N)C
• InChI: InChI=1S/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35?,36?,37?,43?,44?,45?,46?,47-,48?,49-,50+,60-,61?/m1/s1
• InChI Key: DOAKLVKFURWEDJ-JSBMIFCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₁₀₁N₁₇O₂₆
• Molecular Weight: 1620.70 g/mol
• Exact Mass: 1619.71036639 g/mol
• Topological Polar Surface Area (TPSA): 702.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -5.62
• H-Bond Acceptor: 24
• H-Bond Donor: 22
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8696	86.96%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3119	31.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8080	80.80%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.8074	80.74%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9688	96.88%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8863	88.63%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	0.5987	59.87%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.5835	58.35%
CYP2C9 inhibition	-	0.8891	88.91%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.8280	82.80%
CYP inhibitory promiscuity	-	0.8333	83.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7134	71.34%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.5993	59.93%
Estrogen receptor binding	-	0.5058	50.58%
Androgen receptor binding	+	0.7219	72.19%
Thyroid receptor binding	+	0.7736	77.36%
Glucocorticoid receptor binding	+	0.8265	82.65%
Aromatase binding	+	0.7975	79.75%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.6437	64.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6180	61.80%
Fish aquatic toxicity	+	0.9352	93.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.39%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.19%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.77%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.16%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.38%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.10%	95.56%
CHEMBL3837	P07711	Cathepsin L	95.45%	96.61%
CHEMBL1255126	O15151	Protein Mdm4	95.07%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	94.68%	90.17%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	94.34%	96.11%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.96%	88.42%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.71%	97.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.80%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.12%	92.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.86%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.62%	99.23%
CHEMBL2535	P11166	Glucose transporter	90.06%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.90%	91.81%
CHEMBL4071	P08311	Cathepsin G	88.97%	94.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.49%	96.47%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.09%	97.64%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.45%	92.32%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.25%	82.86%
CHEMBL3401	O75469	Pregnane X receptor	86.14%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.88%	95.83%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.86%	88.56%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	85.72%	96.28%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.65%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	84.88%	93.18%
CHEMBL3891	P07384	Calpain 1	84.79%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.59%	95.50%
CHEMBL4801	P29466	Caspase-1	84.48%	96.85%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.05%	91.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.00%	93.00%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	83.57%	95.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.35%	89.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.52%	98.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.71%	89.50%
CHEMBL1949	P62937	Cyclophilin A	81.26%	98.57%
CHEMBL4530	P00488	Coagulation factor XIII	81.09%	96.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.04%	96.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.39%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.08%	83.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 137706513
• LOTUS: LTS0151732
• wikiData: Q104250737